MiMeDB: Showing metabocard for Malvidin 3-O-(coumaroylglucoside) (MMDBc0033673)

Plant

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:58:24 UTC

Update Date

2022-08-31 22:37:39 UTC

Metabolite ID

MMDBc0033673

Metabolite Identification

Common Name

Malvidin 3-O-(coumaroylglucoside)

Description

Malvidin 3-O-(coumaroylglucoside) is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making; this adsorption can have an influence on wine color. Anthocyanins can react with yeast metabolites to form pyranoanthocyanins, which are more stable pigments formed during wine ageing and are of great importance for the color of aged wines. [PMID: 12822951 ] [PMID: 17303275 ]

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02241212252D          

 46 50  0  0  0  0            999 V2000
   -4.6848    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3993    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3993    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6848   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559    1.4438    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -3.2559   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5414    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9059   -4.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4934   -4.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6684   -4.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559   -3.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559   -4.9352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 15 19  1  0  0  0  0
  9 30  1  0  0  0  0
  4 20  1  0  0  0  0
  2 21  1  0  0  0  0
 17 22  1  0  0  0  0
 19 23  1  0  0  0  0
 24 25  1  0  0  0  0
 24 29  1  0  0  0  0
 25 26  1  0  0  0  0
 25 32  1  1  0  0  0
 27 26  1  0  0  0  0
 26 33  1  6  0  0  0
 27 28  1  0  0  0  0
 27 34  1  1  0  0  0
 28 29  1  0  0  0  0
 28 31  1  6  0  0  0
 29 30  1  1  0  0  0
 32 45  1  0  0  0  0
 35 36  2  0  0  0  0
 35 40  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 35 41  1  0  0  0  0
 38 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
M  CHG  1   7   1
M  END

HMDB0301903
     RDKit          3D
Malvidin 3-(6''-p-coumarylglucoside)
 77 81  0  0  0  0  0  0  0  0999 V2000
   -1.0888    0.6087   -3.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3725    0.7966   -4.3418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4713    0.5904   -3.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3195    0.2089   -2.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3717   -0.0034   -1.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3127   -0.4031    0.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4585   -0.5496    0.7235 O   0  0  0  0  0  3  0  0  0  0  0  0
   -5.5241   -0.8950    1.9481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7405   -1.0272    2.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8539   -1.3979    3.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0888   -1.5271    4.5251 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3512   -1.7849    4.7831 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1114    0.4681    0.3428 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4657    0.3435    0.6036 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1161    1.6520    0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4645    1.7879    0.4992 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5592    1.3592   -0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9468    1.2138   -0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3163    1.4614   -0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3225    0.9322   -0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6185    1.1620   -0.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9658    1.8981    0.6134 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3060    2.1280    0.9491 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9958    2.4250    1.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6672    2.1957    1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8879   -3.2486   -0.1692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0611   -1.8358   -0.3296 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9170   -2.9191   -0.1078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6355    0.1890   -1.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8077    0.5643   -3.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0671    0.7492   -3.7905 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7181    0.7698   -4.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8736    1.1502   -5.3877 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2733    0.7394   -4.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9746   -0.3904   -3.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.4857   -0.7083    4.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7389   -1.9390    5.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4196   -1.7245    4.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5440   -0.9883    1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4731    0.2772    1.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8804    2.0114   -0.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0974    2.2453    1.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7342    0.6270   -1.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7500    1.4498    1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2028    3.0113    2.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9432    2.6289    1.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3512   -0.8490   -0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0780   -1.3725    1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0890   -2.2466    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1301   -3.9073    0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027   -1.5814   -1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.0723    0.9641   -3.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3840   -0.5130   -2.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7685    1.2918   -5.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 21 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
  5 41  2  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 42 45  2  0
 45 46  1  0
 45  3  1  0
 17  6  1  0
 39 19  1  0
 15  8  1  0
 34 28  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  4 50  1  0
  9 51  1  0
 11 52  1  0
 12 53  1  0
 14 54  1  0
 16 55  1  0
 19 56  1  1
 21 57  1  1
 22 58  1  0
 22 59  1  0
 26 60  1  0
 27 61  1  0
 29 62  1  0
 30 63  1  0
 32 64  1  0
 33 65  1  0
 34 66  1  0
 35 67  1  6
 36 68  1  0
 37 69  1  1
 38 70  1  0
 39 71  1  6
 40 72  1  0
 41 73  1  0
 44 74  1  0
 44 75  1  0
 44 76  1  0
 46 77  1  0
M  CHG  1   7   1
M  END


  Mrv0541 02241212252D          

 46 50  0  0  0  0            999 V2000
   -4.6848    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3993    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3993    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6848   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559    1.4438    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -3.2559   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5414    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5414    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8270    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1125    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3165    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5414   -1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5414   -2.2687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8269   -2.6813    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1125   -2.2688    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1125   -1.4438    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8270   -1.0313    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8270   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8269   -3.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980   -2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3809   -4.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9684   -4.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1434   -4.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7309   -4.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1434   -5.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9684   -5.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2059   -4.9352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9059   -4.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4934   -4.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6684   -4.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559   -3.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559   -4.9352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 15 19  1  0  0  0  0
  9 30  1  0  0  0  0
  4 20  1  0  0  0  0
  2 21  1  0  0  0  0
 17 22  1  0  0  0  0
 19 23  1  0  0  0  0
 24 25  1  0  0  0  0
 24 29  1  0  0  0  0
 25 26  1  0  0  0  0
 25 32  1  1  0  0  0
 27 26  1  0  0  0  0
 26 33  1  6  0  0  0
 27 28  1  0  0  0  0
 27 34  1  1  0  0  0
 28 29  1  0  0  0  0
 28 31  1  6  0  0  0
 29 30  1  1  0  0  0
 32 45  1  0  0  0  0
 35 36  2  0  0  0  0
 35 40  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 35 41  1  0  0  0  0
 38 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
M  CHG  1   7   1
M  END
> <DATABASE_ID>
MMDBc0033673

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C(C=C1O[C@@H]1O[C@H](COC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]1O)C(O)=CC(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C32H30O14/c1-41-22-9-16(10-23(42-2)27(22)37)31-24(13-19-20(35)11-18(34)12-21(19)44-31)45-32-30(40)29(39)28(38)25(46-32)14-43-26(36)8-5-15-3-6-17(33)7-4-15/h3-13,25,28-30,32,38-40H,14H2,1-2H3,(H3-,33,34,35,36,37)/p+1/t25-,28-,29+,30-,32-/m1/s1

> <INCHI_KEY>
HXQOVGDXCHFLOP-KWNZYCHBSA-O

> <FORMULA>
C32H31O14

> <MOLECULAR_WEIGHT>
639.5801

> <EXACT_MASS>
639.1713807

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
64.10512785771472

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

> <ALOGPS_LOGP>
3.41

> <JCHEM_LOGP>
3.579699999999998

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.417129902050682

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.3825093427252355

> <JCHEM_PKA_STRONGEST_BASIC>
-3.64911035489539

> <JCHEM_POLAR_SURFACE_AREA>
217.96999999999997

> <JCHEM_REFRACTIVITY>
168.75159999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301903
     RDKit          3D
Malvidin 3-(6''-p-coumarylglucoside)
 77 81  0  0  0  0  0  0  0  0999 V2000
   -1.0888    0.6087   -3.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3725    0.7966   -4.3418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4713    0.5904   -3.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3195    0.2089   -2.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3717   -0.0034   -1.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3127   -0.4031    0.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4585   -0.5496    0.7235 O   0  0  0  0  0  3  0  0  0  0  0  0
   -5.5241   -0.8950    1.9481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7405   -1.0272    2.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8539   -1.3979    3.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0888   -1.5271    4.5251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7105   -1.6432    4.6086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4491   -1.5232    4.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3512   -1.7849    4.7831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3790   -1.1549    2.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1593   -1.0275    2.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1428   -0.6431    0.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9567   -0.5103    0.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6478   -0.6686    0.4842 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1114    0.4681    0.3428 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4657    0.3435    0.6036 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1161    1.6520    0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4645    1.7879    0.4992 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5592    1.3592   -0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4221    0.6815   -1.1920 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9308    1.6619    0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9468    1.2138   -0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3163    1.4614   -0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3225    0.9322   -0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6185    1.1620   -0.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9658    1.8981    0.6134 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3060    2.1280    0.9491 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9958    2.4250    1.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6672    2.1957    1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1140   -0.8722    0.1522 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2878   -1.1622    0.8522 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2554   -2.1298    0.3111 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8879   -3.2486   -0.1692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0611   -1.8358   -0.3296 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9170   -2.9191   -0.1078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6355    0.1890   -1.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8077    0.5643   -3.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0671    0.7492   -3.7905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1981    0.5427   -2.9707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7181    0.7698   -4.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8736    1.1502   -5.3877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9647    1.3707   -2.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2733    0.7394   -4.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9746   -0.3904   -3.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3260    0.0960   -1.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6517   -0.8400    2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4857   -0.7083    4.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7389   -1.9390    5.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4196   -1.7245    4.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2184   -1.2024    2.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5440   -0.9883    1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4731    0.2772    1.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8804    2.0114   -0.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6427    2.4235    1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0974    2.2453    1.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7342    0.6270   -1.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0604    0.3469   -1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4370    0.7608   -1.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7500    1.4498    1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2028    3.0113    2.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9432    2.6289    1.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3512   -0.8490   -0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0780   -1.3725    1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0890   -2.2466    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1301   -3.9073    0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027   -1.5814   -1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4670   -3.7261    0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5161    0.0312   -1.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0723    0.9641   -3.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3840   -0.5130   -2.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1386    1.1001   -2.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7685    1.2918   -5.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 21 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
  5 41  2  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 42 45  2  0
 45 46  1  0
 45  3  1  0
 17  6  1  0
 39 19  1  0
 15  8  1  0
 34 28  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  4 50  1  0
  9 51  1  0
 11 52  1  0
 12 53  1  0
 14 54  1  0
 16 55  1  0
 19 56  1  1
 21 57  1  1
 22 58  1  0
 22 59  1  0
 26 60  1  0
 27 61  1  0
 29 62  1  0
 30 63  1  0
 32 64  1  0
 33 65  1  0
 34 66  1  0
 35 67  1  6
 36 68  1  0
 37 69  1  1
 38 70  1  0
 39 71  1  6
 40 72  1  0
 41 73  1  0
 44 74  1  0
 44 75  1  0
 44 76  1  0
 46 77  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -8.745   2.695   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.079   1.925   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.079   0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.745  -0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.411   0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.411   1.925   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.078   2.695   0.000  0.00  0.00           O+1
HETATM    8  C   UNK     0      -6.078  -0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.744   0.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.744   1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.410   2.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.077   5.005   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.410   4.235   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.077   1.925   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.743   2.695   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.743   4.235   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.077   6.545   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.591   5.005   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.591   1.925   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -8.745  -1.925   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0     -11.412   2.695   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.410   7.315   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.591   0.385   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.744  -2.695   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -4.744  -4.235   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.410  -5.005   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.077  -4.235   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.077  -2.695   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.410  -1.925   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.410  -0.385   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.743  -1.925   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -6.078  -5.005   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -3.410  -6.545   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -0.743  -5.005   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0     -13.778  -9.212   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -13.008  -7.879   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -11.468  -7.879   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -10.698  -9.212   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -11.468 -10.546   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -13.008 -10.546   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0     -15.318  -9.212   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -9.158  -9.212   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -8.388  -7.879   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -6.848  -7.879   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -6.078  -6.545   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -6.078  -9.212   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   20                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   30                                                  
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   17                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   12   15   18                                                  
CONECT   17   12   22                                                       
CONECT   18   16                                                            
CONECT   19   15   23                                                       
CONECT   20    4                                                            
CONECT   21    2                                                            
CONECT   22   17                                                            
CONECT   23   19                                                            
CONECT   24   25   29                                                       
CONECT   25   24   26   32                                                  
CONECT   26   25   27   33                                                  
CONECT   27   26   28   34                                                  
CONECT   28   27   29   31                                                  
CONECT   29   24   28   30                                                  
CONECT   30    9   29                                                       
CONECT   31   28                                                            
CONECT   32   25   45                                                       
CONECT   33   26                                                            
CONECT   34   27                                                            
CONECT   35   36   40   41                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   42                                                  
CONECT   39   38   40                                                       
CONECT   40   35   39                                                       
CONECT   41   35                                                            
CONECT   42   38   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   32   44                                                       
CONECT   46   44                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

COMPND    HMDB0301903
HETATM    1  C1  UNL     1      -1.089   0.609  -3.780  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.372   0.797  -4.342  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.471   0.590  -3.522  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.319   0.209  -2.183  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.372  -0.003  -1.346  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.313  -0.403   0.052  1.00  0.00           C  
HETATM    7  O2  UNL     1      -5.459  -0.550   0.724  1.00  0.00           O1+
HETATM    8  C6  UNL     1      -5.524  -0.895   1.948  1.00  0.00           C  
HETATM    9  C7  UNL     1      -6.741  -1.027   2.581  1.00  0.00           C  
HETATM   10  C8  UNL     1      -6.854  -1.398   3.902  1.00  0.00           C  
HETATM   11  O3  UNL     1      -8.089  -1.527   4.525  1.00  0.00           O  
HETATM   12  C9  UNL     1      -5.710  -1.643   4.609  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.449  -1.523   4.013  1.00  0.00           C  
HETATM   14  O4  UNL     1      -3.351  -1.785   4.783  1.00  0.00           O  
HETATM   15  C11 UNL     1      -4.379  -1.155   2.706  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.159  -1.027   2.091  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.143  -0.643   0.737  1.00  0.00           C  
HETATM   18  O5  UNL     1      -1.957  -0.510   0.108  1.00  0.00           O  
HETATM   19  C14 UNL     1      -0.648  -0.669   0.484  1.00  0.00           C  
HETATM   20  O6  UNL     1       0.111   0.468   0.343  1.00  0.00           O  
HETATM   21  C15 UNL     1       1.466   0.344   0.604  1.00  0.00           C  
HETATM   22  C16 UNL     1       2.116   1.652   0.334  1.00  0.00           C  
HETATM   23  O7  UNL     1       3.465   1.788   0.499  1.00  0.00           O  
HETATM   24  C17 UNL     1       4.559   1.359  -0.159  1.00  0.00           C  
HETATM   25  O8  UNL     1       4.422   0.681  -1.192  1.00  0.00           O  
HETATM   26  C18 UNL     1       5.931   1.662   0.296  1.00  0.00           C  
HETATM   27  C19 UNL     1       6.947   1.214  -0.394  1.00  0.00           C  
HETATM   28  C20 UNL     1       8.316   1.461  -0.024  1.00  0.00           C  
HETATM   29  C21 UNL     1       9.322   0.932  -0.828  1.00  0.00           C  
HETATM   30  C22 UNL     1      10.618   1.162  -0.492  1.00  0.00           C  
HETATM   31  C23 UNL     1      10.966   1.898   0.613  1.00  0.00           C  
HETATM   32  O9  UNL     1      12.306   2.128   0.949  1.00  0.00           O  
HETATM   33  C24 UNL     1       9.996   2.425   1.414  1.00  0.00           C  
HETATM   34  C25 UNL     1       8.667   2.196   1.079  1.00  0.00           C  
HETATM   35  C26 UNL     1       2.114  -0.872   0.152  1.00  0.00           C  
HETATM   36  O10 UNL     1       3.288  -1.162   0.852  1.00  0.00           O  
HETATM   37  C27 UNL     1       1.255  -2.130   0.311  1.00  0.00           C  
HETATM   38  O11 UNL     1       1.888  -3.249  -0.169  1.00  0.00           O  
HETATM   39  C28 UNL     1      -0.061  -1.836  -0.330  1.00  0.00           C  
HETATM   40  O12 UNL     1      -0.917  -2.919  -0.108  1.00  0.00           O  
HETATM   41  C29 UNL     1      -5.636   0.189  -1.924  1.00  0.00           C  
HETATM   42  C30 UNL     1      -5.808   0.564  -3.239  1.00  0.00           C  
HETATM   43  O13 UNL     1      -7.067   0.749  -3.791  1.00  0.00           O  
HETATM   44  C31 UNL     1      -8.198   0.543  -2.971  1.00  0.00           C  
HETATM   45  C32 UNL     1      -4.718   0.770  -4.055  1.00  0.00           C  
HETATM   46  O14 UNL     1      -4.874   1.150  -5.388  1.00  0.00           O  
HETATM   47  H1  UNL     1      -0.965   1.371  -2.995  1.00  0.00           H  
HETATM   48  H2  UNL     1      -0.273   0.739  -4.509  1.00  0.00           H  
HETATM   49  H3  UNL     1      -0.975  -0.390  -3.311  1.00  0.00           H  
HETATM   50  H4  UNL     1      -2.326   0.096  -1.860  1.00  0.00           H  
HETATM   51  H5  UNL     1      -7.652  -0.840   2.046  1.00  0.00           H  
HETATM   52  H6  UNL     1      -8.486  -0.708   4.987  1.00  0.00           H  
HETATM   53  H7  UNL     1      -5.739  -1.939   5.655  1.00  0.00           H  
HETATM   54  H8  UNL     1      -2.420  -1.724   4.441  1.00  0.00           H  
HETATM   55  H9  UNL     1      -2.218  -1.202   2.577  1.00  0.00           H  
HETATM   56  H10 UNL     1      -0.544  -0.988   1.537  1.00  0.00           H  
HETATM   57  H11 UNL     1       1.473   0.277   1.759  1.00  0.00           H  
HETATM   58  H12 UNL     1       1.880   2.011  -0.723  1.00  0.00           H  
HETATM   59  H13 UNL     1       1.643   2.424   1.043  1.00  0.00           H  
HETATM   60  H14 UNL     1       6.097   2.245   1.187  1.00  0.00           H  
HETATM   61  H15 UNL     1       6.734   0.627  -1.288  1.00  0.00           H  
HETATM   62  H16 UNL     1       9.060   0.347  -1.708  1.00  0.00           H  
HETATM   63  H17 UNL     1      11.437   0.761  -1.102  1.00  0.00           H  
HETATM   64  H18 UNL     1      12.750   1.450   1.560  1.00  0.00           H  
HETATM   65  H19 UNL     1      10.203   3.011   2.294  1.00  0.00           H  
HETATM   66  H20 UNL     1       7.943   2.629   1.736  1.00  0.00           H  
HETATM   67  H21 UNL     1       2.351  -0.849  -0.923  1.00  0.00           H  
HETATM   68  H22 UNL     1       3.078  -1.373   1.798  1.00  0.00           H  
HETATM   69  H23 UNL     1       1.089  -2.247   1.402  1.00  0.00           H  
HETATM   70  H24 UNL     1       2.130  -3.907   0.526  1.00  0.00           H  
HETATM   71  H25 UNL     1      -0.003  -1.581  -1.397  1.00  0.00           H  
HETATM   72  H26 UNL     1      -0.467  -3.726   0.188  1.00  0.00           H  
HETATM   73  H27 UNL     1      -6.516   0.031  -1.294  1.00  0.00           H  
HETATM   74  H28 UNL     1      -9.072   0.964  -3.529  1.00  0.00           H  
HETATM   75  H29 UNL     1      -8.384  -0.513  -2.738  1.00  0.00           H  
HETATM   76  H30 UNL     1      -8.139   1.100  -2.016  1.00  0.00           H  
HETATM   77  H31 UNL     1      -5.768   1.292  -5.816  1.00  0.00           H  
CONECT    1    2   47   48   49
CONECT    2    3
CONECT    3    4    4   45
CONECT    4    5   50
CONECT    5    6   41   41
CONECT    6    7    7   17
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   51
CONECT   10   11   12   12
CONECT   11   52
CONECT   12   13   53
CONECT   13   14   15   15
CONECT   14   54
CONECT   15   16
CONECT   16   17   17   55
CONECT   17   18
CONECT   18   19
CONECT   19   20   39   56
CONECT   20   21
CONECT   21   22   35   57
CONECT   22   23   58   59
CONECT   23   24
CONECT   24   25   25   26
CONECT   26   27   27   60
CONECT   27   28   61
CONECT   28   29   29   34
CONECT   29   30   62
CONECT   30   31   31   63
CONECT   31   32   33
CONECT   32   64
CONECT   33   34   34   65
CONECT   34   66
CONECT   35   36   37   67
CONECT   36   68
CONECT   37   38   39   69
CONECT   38   70
CONECT   39   40   71
CONECT   40   72
CONECT   41   42   73
CONECT   42   43   45   45
CONECT   43   44
CONECT   44   74   75   76
CONECT   45   46
CONECT   46   77
END

HMDB0301903
     RDKit          3D
Malvidin 3-(6''-p-coumarylglucoside)
 77 81  0  0  0  0  0  0  0  0999 V2000
   -1.0888    0.6087   -3.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3725    0.7966   -4.3418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4713    0.5904   -3.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3195    0.2089   -2.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3717   -0.0034   -1.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3127   -0.4031    0.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4585   -0.5496    0.7235 O   0  0  0  0  0  3  0  0  0  0  0  0
   -5.5241   -0.8950    1.9481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7405   -1.0272    2.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8539   -1.3979    3.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0888   -1.5271    4.5251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7105   -1.6432    4.6086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4491   -1.5232    4.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3512   -1.7849    4.7831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3790   -1.1549    2.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1593   -1.0275    2.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1428   -0.6431    0.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9567   -0.5103    0.1080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6478   -0.6686    0.4842 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1114    0.4681    0.3428 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4657    0.3435    0.6036 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1161    1.6520    0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4645    1.7879    0.4992 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5592    1.3592   -0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4221    0.6815   -1.1920 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9308    1.6619    0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9468    1.2138   -0.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3163    1.4614   -0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3225    0.9322   -0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6185    1.1620   -0.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9658    1.8981    0.6134 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3060    2.1280    0.9491 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9958    2.4250    1.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6672    2.1957    1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1140   -0.8722    0.1522 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2878   -1.1622    0.8522 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2554   -2.1298    0.3111 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8879   -3.2486   -0.1692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0611   -1.8358   -0.3296 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9170   -2.9191   -0.1078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6355    0.1890   -1.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8077    0.5643   -3.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0671    0.7492   -3.7905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1981    0.5427   -2.9707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7181    0.7698   -4.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8736    1.1502   -5.3877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9647    1.3707   -2.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2733    0.7394   -4.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9746   -0.3904   -3.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3260    0.0960   -1.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6517   -0.8400    2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4857   -0.7083    4.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7389   -1.9390    5.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4196   -1.7245    4.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2184   -1.2024    2.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5440   -0.9883    1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4731    0.2772    1.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8804    2.0114   -0.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6427    2.4235    1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0974    2.2453    1.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7342    0.6270   -1.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0604    0.3469   -1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4370    0.7608   -1.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7500    1.4498    1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2028    3.0113    2.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9432    2.6289    1.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3512   -0.8490   -0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0780   -1.3725    1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0890   -2.2466    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1301   -3.9073    0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027   -1.5814   -1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4670   -3.7261    0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5161    0.0312   -1.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0723    0.9641   -3.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3840   -0.5130   -2.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1386    1.1001   -2.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7685    1.2918   -5.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 21 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
  5 41  2  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 42 45  2  0
 45 46  1  0
 45  3  1  0
 17  6  1  0
 39 19  1  0
 15  8  1  0
 34 28  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  4 50  1  0
  9 51  1  0
 11 52  1  0
 12 53  1  0
 14 54  1  0
 16 55  1  0
 19 56  1  1
 21 57  1  1
 22 58  1  0
 22 59  1  0
 26 60  1  0
 27 61  1  0
 29 62  1  0
 30 63  1  0
 32 64  1  0
 33 65  1  0
 34 66  1  0
 35 67  1  6
 36 68  1  0
 37 69  1  1
 38 70  1  0
 39 71  1  6
 40 72  1  0
 41 73  1  0
 44 74  1  0
 44 75  1  0
 44 76  1  0
 46 77  1  0
M  CHG  1   7   1
M  END

Synonyms

Value	Source
Malvidin-3-O-(6-O-cis-p-coumaryl-beta-D-glucoside)	ChEBI
Malvidin-3-O-(6-O-cis-p-coumaryl-b-D-glucoside)	Generator
Malvidin-3-O-(6-O-cis-p-coumaryl-β-D-glucoside)	Generator

Molecular Formula

C₃₂H₃₁O₁₄

Average Mass

639.5801

Monoisotopic Mass

639.1713807

IUPAC Name

5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

Traditional Name

5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C(C=C1O[C@@H]1O[C@H](COC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]1O)C(O)=CC(O)=C2

InChI Identifier

InChI=1S/C32H30O14/c1-41-22-9-16(10-23(42-2)27(22)37)31-24(13-19-20(35)11-18(34)12-21(19)44-31)45-32-30(40)29(39)28(38)25(46-32)14-43-26(36)8-5-15-3-6-17(33)7-4-15/h3-13,25,28-30,32,38-40H,14H2,1-2H3,(H3-,33,34,35,36,37)/p+1/t25-,28-,29+,30-,32-/m1/s1

InChI Key

HXQOVGDXCHFLOP-KWNZYCHBSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid 3-o-p-coumaroyl glycosides. These are flavonoid 3-O-glycosides where the carbohydrate moiety is esterified with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid 3-O-p-coumaroyl glycosides

Alternative Parents

Substituents

Flavonoid 3-o-6-p-coumaroyl-glycoside
Anthocyanin
Anthocyanidin-3-o-glycoside
Flavonoid-3-o-glycoside
3p-methoxyflavonoid-skeleton
Hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Anthocyanidin
Coumaric acid ester
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
Cinnamic acid or derivatives
Glycosyl compound
O-glycosyl compound
Dimethoxybenzene
M-dimethoxybenzene
1-benzopyran
Methoxyphenol
Benzopyran
Phenoxy compound
Phenol ether
Styrene
Anisole
Methoxybenzene
1-hydroxy-4-unsubstituted benzenoid
Phenol
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Oxane
Monosaccharide
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Acetal
Polyol
Ether
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:75691 )
beta-D-glucoside (CHEBI:75691 )
anthocyanin cation (CHEBI:75691 )
cinnamate ester (CHEBI:75691 )
polyphenol (CHEBI:75691 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.03 g/L	ALOGPS
logP	3.41	ALOGPS
logP	3.58	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	6.38	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	217.97 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	168.75 m³·mol⁻¹	ChemAxon
Polarizability	64.11 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0000009000-1529ed333cd50bcf1741	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0005-0000009000-b13e71615c867fe01a66	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004j-1906006000-dc03ad30277d31293c79	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0000009000-6bededbf765c77e8b5b1	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-1000009000-a5266829db42ad504af0	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-9803012000-6f0c68fe01165f68beb0	2016-08-03	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	209.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	65.9
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	537.9
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	461.4
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	614.6
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	186.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	2488.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	372.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	291.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	281.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	272.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	168.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	173.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	46.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	302.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	106.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	397.4
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1542.6
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	938.4

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_1	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	1710.77
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_2	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	2433.35
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_3	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	2080.35
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_4	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	2249.71
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_5	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	1200.47
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_6	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	3450.22
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_7	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	1956.7
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_8	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	3210.1
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_9	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	1684.29
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_10	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	3412.81
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_11	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	746.055
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_12	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	3419.81
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_13	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	1268.2
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_14	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	2670.94
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_15	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	1871.47
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_16	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	2031.54
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_17	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	2096.17
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_18	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	2600.89
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_19	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	1030.17
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_20	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	573.202
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_21	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	2914.15
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_22	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	2553.77
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_23	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	1107.74
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_24	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	3229.48
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_25	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	1008.4
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_26	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	2038.01
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_27	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	2811.07
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_28	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	2400.0
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_29	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	1575.09
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_30	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	2125.47
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_31	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	1486.48
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_32	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	1746.54
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_33	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	2820.51
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_34	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	1836.68
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_35	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	3524.21
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_36	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	2985.2
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_37	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	1945.2
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_38	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	2800.37
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_39	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	410.732
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_40	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	3505.43
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_41	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	2575.35
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_42	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	1794.29
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_43	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	standard non polar	2025-10-24	2331.24
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_44	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	1876.06
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_45	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	-503.576
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_46	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	1681.38
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_47	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	2406.88
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_48	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	3086.13
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_49	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	1564.2
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_50	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	1283.57
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_51	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	842.706
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_52	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	2215.23
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_53	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	1450.52
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_54	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	788.248
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_55	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	2677.84
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_56	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	1985.17
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_57	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	3597.96
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_58	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	2280.08
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_59	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	1288.27
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_60	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard non polar	2025-10-24	3200.21
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_61	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	1096.11
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_62	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	935.773
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_63	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard non polar	2025-10-24	2598.62
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_1	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	2971.45
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_2	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	1315.29
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_3	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	2767.12
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_4	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	2472.32
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_5	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	1719.21
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_6	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	2375.23
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_7	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	2317.91
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_8	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	2513.65
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_9	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	1863.82
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_10	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	1517.74
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_11	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	4391.41
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_12	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	2561.08
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_13	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	1918.43
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_14	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	1535.67
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_15	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	1499.7
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_16	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	1379.52
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_17	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	2486.95
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_18	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	3033.84
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_19	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	1832.37
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_20	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	2144.81
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_21	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	2876.94
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_22	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	1944.31
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_23	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	3306.0
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_24	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	2531.93
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_25	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	2363.45
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_26	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	2182.74
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_27	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	2085.97
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_28	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	2890.81
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_29	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	-122.23
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_30	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	3973.32
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_31	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	752.174
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_32	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	3515.29
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_33	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	3245.89
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_34	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	2114.19
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_35	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	1021.43
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_36	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	2597.91
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_37	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	1162.77
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_38	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	932.542
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_39	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	2069.67
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_40	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	1055.32
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_41	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	2043.13
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_42	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	1720.63
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_43	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	standard polar	2025-10-24	1686.29
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_44	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	3324.26
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_45	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	2842.59
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_46	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	1548.09
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_47	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	2008.79
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_48	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	1086.63
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_49	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	1091.2
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_50	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	2094.02
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_51	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	2517.5
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_52	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	1456.63
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_53	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O[Si](C)(C)C)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	1720.46
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_54	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	1029.34
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_55	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	1780.16
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_56	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	3720.86
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_57	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	2484.23
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_58	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	1131.16
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_59	COC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	1916.2
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_60	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=CC(OC)=C1O	standard polar	2025-10-24	2655.89
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_61	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	1466.83
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_62	COC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	1254.03
Gas Chromatography	Malvidin 3-O-(coumaroylglucoside)_TMS_63	COC1=CC(C2=[O+]C3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C=C2O[C@@H]2O[C@H](COC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=CC(OC)=C1O	standard polar	2025-10-24	2279.86

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0301903

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001593

KNApSAcK ID

Not Available

Chemspider ID

30779237

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

75691

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Ramirez-Gaona M, Marcu A, Pon A, Guo AC, Sajed T, Wishart NA, Karu N, Djoumbou Feunang Y, Arndt D, Wishart DS: YMDB 2.0: a significantly expanded version of the yeast metabolome database. Nucleic Acids Res. 2017 Jan 4;45(D1):D440-D445. doi: 10.1093/nar/gkw1058. Epub 2016 Nov 28. [PubMed:27899612 ]

Showing metabocard for Malvidin 3-O-(coumaroylglucoside) (MMDBc0033673)

MOL for #<Metabolite:0x00007f9af0e37848>

3D MOL for #<Metabolite:0x00007f9af0e37848>

3D SDF for #<Metabolite:0x00007f9af0e37848>

3D-SDF for #<Metabolite:0x00007f9af0e37848>

PDB for #<Metabolite:0x00007f9af0e37848>

3D PDB for #<Metabolite:0x00007f9af0e37848>

SMILES for #<Metabolite:0x00007f9af0e37848>

INCHI for #<Metabolite:0x00007f9af0e37848>

Structure for #<Metabolite:0x00007f9af0e37848>

3D Structure for #<Metabolite:0x00007f9af0e37848>