MiMeDB: Showing metabocard for Delphinidin (MMDBc0033617)

Plant

Animal

Xenobiotic

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:56:03 UTC

Update Date

2024-09-27 21:10:03 UTC

Metabolite ID

MMDBc0033617

Metabolite Identification

Common Name

Delphinidin

Description

Delphinidin, also known as delphinidin chloride (CAS: 528-53-0), belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton. Thus, delphinidin is considered to be a flavonoid lipid molecule. Delphinidin is found, on average, in the highest concentration within a few different foods, such as bilberries, cowpea, and blackcurrants, and in a lower concentration in common beans, common pea, and wheats. Delphinidin has also been detected, but not quantified in, several different foods, such as Brussel sprouts, fruits, horseradish tree, pepper (C. pubescens), and macadamia nuts. This could make delphinidin a potential biomarker for the consumption of these foods. Delphinidin is an anthocyanin and a primary plant pigment. Delphinidin gives blue hues to flowers like violas and delphiniums. It also gives the blue-red colour of the grape that produces Cabernet Sauvignon, and can be found in cranberries (Wikipedia ). BioTransformer predicts that delphinidin is a product of 5,7-dihydroxy-3-{oxy}-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium metabolism via a glycoside-hydrolysis reaction occurring in human gut microbiota and catalyzed by an EC.3.2.1.X enzyme (PMID: 30612223 ).

Structure

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

HMDB0003074
     RDKit          3D
Delphinidin
 33 35  0  0  0  0  0  0  0  0999 V2000
   -5.1294    2.2948    0.6447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2751    1.2515    0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8323    0.0428   -0.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9655   -1.0136   -0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4923   -2.2231   -0.7257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5894   -0.8326   -0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7082   -1.8379   -0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3347   -1.5793   -0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4792   -2.6217   -0.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1400   -0.3530   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5587   -0.0153   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6041   -0.8497   -0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9399   -0.4514   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9426   -1.3582   -0.5482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2492    0.8223    0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5457    1.3013    0.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1986    1.6863    0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4661    2.9953    0.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8861    1.2890    0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7714    0.5712    0.0853 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.0551    0.3968    0.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9190    1.4570    0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8098    3.2121    0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9126   -0.1011   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0197   -3.0586   -0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662   -2.8250   -0.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1903   -3.5367   -1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132   -1.8486   -0.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9123   -1.1822   -0.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3421    0.7119    0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4281    3.2831    0.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0632    1.9641    0.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4789    2.4084    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 10 20  2  0
 20 21  1  0
 21 22  2  0
 22  2  1  0
 21  6  1  0
 19 11  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  7 26  1  0
  9 27  1  0
 12 28  1  0
 14 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
 22 33  1  0
M  CHG  1  20   1
M  END


  Mrv1652309152000132D          

 22 24  0  0  0  0            999 V2000
10001.0894 9998.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2338 9997.7035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.806110002.2564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.2374 9999.7784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.802510000.1931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.237410001.4303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.233810000.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5193 9999.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5192 9998.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2337 9998.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.661310000.1874    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
 9998.9468 9999.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9468 9998.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6613 9998.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3758 9998.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3758 9999.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.519910001.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.805510001.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.090910001.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.090910000.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.8053 9999.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.519910000.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10  2  1  0  0  0  0
  8  5  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  2  0  0  0  0
  1 15  1  0  0  0  0
 12  7  2  0  0  0  0
 10 13  2  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 17  1  0  0  0  0
 16 20  1  0  0  0  0
 18  3  1  0  0  0  0
 22  4  1  0  0  0  0
 17  6  1  0  0  0  0
M  CHG  1  11   1
M  END
> <DATABASE_ID>
MMDBc0033617

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=CC(O)=C2C=C(O)C(=[O+]C2=C1)C1=CC(O)=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-5H,(H5-,16,17,18,19,20,21)/p+1

> <INCHI_KEY>
JKHRCGUTYDNCLE-UHFFFAOYSA-O

> <FORMULA>
C15H11O7

> <MOLECULAR_WEIGHT>
303.2436

> <EXACT_MASS>
303.050477706

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
29.025667879318775

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-1lambda4-chromen-1-ylium

> <ALOGPS_LOGP>
2.07

> <JCHEM_LOGP>
2.7659

> <ALOGPS_LOGS>
-3.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.774949095281735

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.98281104030415

> <JCHEM_PKA_STRONGEST_BASIC>
-5.871441762515588

> <JCHEM_POLAR_SURFACE_AREA>
134.52

> <JCHEM_REFRACTIVITY>
86.09399999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-1lambda4-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003074
     RDKit          3D
Delphinidin
 33 35  0  0  0  0  0  0  0  0999 V2000
   -5.1294    2.2948    0.6447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2751    1.2515    0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8323    0.0428   -0.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9655   -1.0136   -0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4923   -2.2231   -0.7257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5894   -0.8326   -0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7082   -1.8379   -0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3347   -1.5793   -0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4792   -2.6217   -0.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1400   -0.3530   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5587   -0.0153   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6041   -0.8497   -0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9399   -0.4514   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9426   -1.3582   -0.5482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2492    0.8223    0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5457    1.3013    0.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1986    1.6863    0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4661    2.9953    0.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8861    1.2890    0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7714    0.5712    0.0853 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.0551    0.3968    0.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9190    1.4570    0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8098    3.2121    0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9126   -0.1011   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0197   -3.0586   -0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662   -2.8250   -0.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1903   -3.5367   -1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132   -1.8486   -0.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9123   -1.1822   -0.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3421    0.7119    0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4281    3.2831    0.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0632    1.9641    0.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4789    2.4084    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 10 20  2  0
 20 21  1  0
 21 22  2  0
 22  2  1  0
 21  6  1  0
 19 11  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  7 26  1  0
  9 27  1  0
 12 28  1  0
 14 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
 22 33  1  0
M  CHG  1  20   1
M  END

HEADER    PROTEIN                                 15-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-SEP-20         0                                  
HETATM    1  O   UNK     0    8668.7008663.930   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8663.3708662.380   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8670.0388670.879   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8672.7108666.253   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8660.6988667.027   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8672.7108669.337   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8663.3708667.016   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8662.0368666.246   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.0368664.706   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8663.3708663.936   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8666.0348667.016   0.000  0.00  0.00           O+1
HETATM   12  C   UNK     0    8664.7018666.246   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8664.7018664.706   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.0348663.936   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8667.3688664.706   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8667.3688666.246   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8671.3708668.567   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8670.0378669.337   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8668.7038668.567   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8668.7038667.027   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8670.0378666.257   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8671.3708667.027   0.000  0.00  0.00           C+0
CONECT    1   15                                                            
CONECT    2   10                                                            
CONECT    3   18                                                            
CONECT    4   22                                                            
CONECT    5    8                                                            
CONECT    6   17                                                            
CONECT    7    8   12                                                       
CONECT    8    7    9    5                                                  
CONECT    9    8   10                                                       
CONECT   10    9    2   13                                                  
CONECT   11   12   16                                                       
CONECT   12   13   11    7                                                  
CONECT   13   12   14   10                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16    1                                                  
CONECT   16   15   11   20                                                  
CONECT   17   18   22    6                                                  
CONECT   18   17   19    3                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   16                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17    4                                                  
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0003074
HETATM    1  O1  UNL     1      -5.129   2.295   0.645  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.275   1.252   0.322  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.832   0.043  -0.038  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.965  -1.014  -0.365  1.00  0.00           C  
HETATM    5  O2  UNL     1      -4.492  -2.223  -0.726  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.589  -0.833  -0.323  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.708  -1.838  -0.634  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.335  -1.579  -0.568  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.479  -2.622  -0.890  1.00  0.00           O  
HETATM   10  C7  UNL     1       0.140  -0.353  -0.202  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.559  -0.015  -0.113  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.604  -0.850  -0.374  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.940  -0.451  -0.265  1.00  0.00           C  
HETATM   14  O4  UNL     1       4.943  -1.358  -0.548  1.00  0.00           O  
HETATM   15  C11 UNL     1       4.249   0.822   0.117  1.00  0.00           C  
HETATM   16  O5  UNL     1       5.546   1.301   0.250  1.00  0.00           O  
HETATM   17  C12 UNL     1       3.199   1.686   0.387  1.00  0.00           C  
HETATM   18  O6  UNL     1       3.466   2.995   0.780  1.00  0.00           O  
HETATM   19  C13 UNL     1       1.886   1.289   0.279  1.00  0.00           C  
HETATM   20  O7  UNL     1      -0.771   0.571   0.085  1.00  0.00           O1+
HETATM   21  C14 UNL     1      -2.055   0.397   0.044  1.00  0.00           C  
HETATM   22  C15 UNL     1      -2.919   1.457   0.372  1.00  0.00           C  
HETATM   23  H1  UNL     1      -4.810   3.212   0.919  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.913  -0.101  -0.072  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.020  -3.059  -0.982  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.066  -2.825  -0.929  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.190  -3.537  -1.164  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.413  -1.849  -0.674  1.00  0.00           H  
HETATM   29  H7  UNL     1       5.912  -1.182  -0.504  1.00  0.00           H  
HETATM   30  H8  UNL     1       6.342   0.712   0.065  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.428   3.283   0.858  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.063   1.964   0.490  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.479   2.408   0.655  1.00  0.00           H  
CONECT    1    2   23
CONECT    2    3    3   22
CONECT    3    4   24
CONECT    4    5    6    6
CONECT    5   25
CONECT    6    7   21
CONECT    7    8    8   26
CONECT    8    9   10
CONECT    9   27
CONECT   10   11   20   20
CONECT   11   12   12   19
CONECT   12   13   28
CONECT   13   14   15   15
CONECT   14   29
CONECT   15   16   17
CONECT   16   30
CONECT   17   18   19   19
CONECT   18   31
CONECT   19   32
CONECT   20   21
CONECT   21   22   22
CONECT   22   33
END

HMDB0003074
     RDKit          3D
Delphinidin
 33 35  0  0  0  0  0  0  0  0999 V2000
   -5.1294    2.2948    0.6447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2751    1.2515    0.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8323    0.0428   -0.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9655   -1.0136   -0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4923   -2.2231   -0.7257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5894   -0.8326   -0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7082   -1.8379   -0.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3347   -1.5793   -0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4792   -2.6217   -0.8902 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1400   -0.3530   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5587   -0.0153   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6041   -0.8497   -0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9399   -0.4514   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9426   -1.3582   -0.5482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2492    0.8223    0.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5457    1.3013    0.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1986    1.6863    0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4661    2.9953    0.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8861    1.2890    0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7714    0.5712    0.0853 O   0  0  0  0  0  3  0  0  0  0  0  0
   -2.0551    0.3968    0.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9190    1.4570    0.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8098    3.2121    0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9126   -0.1011   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0197   -3.0586   -0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662   -2.8250   -0.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1903   -3.5367   -1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132   -1.8486   -0.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9123   -1.1822   -0.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3421    0.7119    0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4281    3.2831    0.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0632    1.9641    0.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4789    2.4084    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 10 20  2  0
 20 21  1  0
 21 22  2  0
 22  2  1  0
 21  6  1  0
 19 11  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  7 26  1  0
  9 27  1  0
 12 28  1  0
 14 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
 22 33  1  0
M  CHG  1  20   1
M  END

Synonyms

Value	Source
3,3',4',5,5',7-Hexahydroxyflavylium	ChEBI
3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)benzopyrylium chloride	Kegg
Chlorure de 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)benzopyrylium	Kegg
3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)benzopyryliumchlorid	Kegg
3,3',4',5,5',7-Hexahydroxy-2-phenylbenzopyrylium chloride	Kegg
3,3',4',5,5',7-Hexahydroxyflavylium chloride	Kegg
Delfinidol chloride	Kegg
Delphinidin chloride	Kegg
Delphinidine	Kegg
Delphinidol	Kegg
Ephdine	Kegg
IdB 1056	Kegg
3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyrylium	HMDB
Delphinidin	HMDB

Molecular Formula

C₁₅H₁₁O₇

Average Mass

303.2436

Monoisotopic Mass

303.050477706

IUPAC Name

3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-1lambda4-chromen-1-ylium

Traditional Name

3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-1lambda4-chromen-1-ylium

CAS Registry Number

528-53-0

SMILES

OC1=CC(O)=C2C=C(O)C(=[O+]C2=C1)C1=CC(O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C15H10O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-5H,(H5-,16,17,18,19,20,21)/p+1

InChI Key

JKHRCGUTYDNCLE-UHFFFAOYSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Hydroxyflavonoids

Direct Parent

7-hydroxyflavonoids

Alternative Parents

Substituents

3'-hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Anthocyanidin
1-benzopyran
Benzopyran
Pyrogallol derivative
Benzenetriol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

anthocyanidin cation (CHEBI:28436 )
Anthocyanidins (C05908 )
Anthocyanidins (LMPK12010001 )

Functional Ontology

Not Available

Physical Properties

State

Liquid

Predicted Properties

Property	Value	Source
Water Solubility	0.071 g/L	ALOGPS
logP	2.07	ALOGPS
logP	2.77	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	5.98	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	134.52 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	86.09 m³·mol⁻¹	ChemAxon
Polarizability	29.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fk9-0972000000-d3827cd3158efaa6fc24	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ( TMS) - 70eV, Positive	splash10-0002-4082096000-ded01bac47c04063f0e1	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 21V, positive	splash10-0zfr-0095000000-6e45f8a95c608efdf182	2020-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT 21V, positive	splash10-0a4i-0192000000-a6ae187590233d353c26	2020-07-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0009000000-df99477be58e5b0ed77b	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0039000000-d472e2cb6445ef4551a4	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0w4i-1942000000-bb797b6d15c7963247fe	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0009000000-042c509bd892a2c519b3	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0019000000-671117d6be5a39765ce8	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-5950000000-522c3856a135d6dc37d1	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0009000000-a6daf5f2fb0ddb49acfd	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0049000000-a528ea784c6c42ef2afc	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zgr-0290000000-66b40e51bf5b342e8b1f	2021-09-25	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	73.8
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	33.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	550.6
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	991.0
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	719.8
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	494.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	2656.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	164.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	859.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	388.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	167.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	313.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	162.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	297.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	945.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	382.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	584.4
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1868.4
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	1306.4

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Delphinidin_TMS_1	C[Si](C)(C)OC1=CC(O)=C2C=C(O)C(C3=CC(O)=C(O)C(O)=C3)=[O+]C2=C1	standard non polar	2025-10-24	2426.84
Gas Chromatography	Delphinidin_TMS_2	C[Si](C)(C)OC1=CC(O)=CC2=[O+]C(C3=CC(O)=C(O)C(O)=C3)=C(O)C=C12	standard non polar	2025-10-24	2355.35
Gas Chromatography	Delphinidin_TMS_3	C[Si](C)(C)OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O)C(O)=C1	standard non polar	2025-10-24	2426.6
Gas Chromatography	Delphinidin_TMS_4	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O)=CC(O)=C1O	standard non polar	2025-10-24	1382.52
Gas Chromatography	Delphinidin_TMS_5	C[Si](C)(C)OC1=C(O)C=C(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O)C=C1O	standard non polar	2025-10-24	2173.4
Gas Chromatography	Delphinidin_TMS_6	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O)C(C3=CC(O)=C(O)C(O)=C3)=[O+]C2=C1	standard non polar	2025-10-24	1727.49
Gas Chromatography	Delphinidin_TMS_7	C[Si](C)(C)OC1=CC(O)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O)C(O)=C3)=[O+]C2=C1	standard non polar	2025-10-24	2243.99
Gas Chromatography	Delphinidin_TMS_8	C[Si](C)(C)OC1=CC(O)=C2C=C(O)C(C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	1753.08
Gas Chromatography	Delphinidin_TMS_9	C[Si](C)(C)OC1=CC(O)=C2C=C(O)C(C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)=[O+]C2=C1	standard non polar	2025-10-24	1509.0
Gas Chromatography	Delphinidin_TMS_10	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O)=CC(O)=C1O	standard non polar	2025-10-24	2417.61
Gas Chromatography	Delphinidin_TMS_11	C[Si](C)(C)OC1=C(O)C=C(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O)C=C1O	standard non polar	2025-10-24	1381.62
Gas Chromatography	Delphinidin_TMS_12	C[Si](C)(C)OC1=CC2=C(O[Si](C)(C)C)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O)C(O)=C1	standard non polar	2025-10-24	1937.11
Gas Chromatography	Delphinidin_TMS_13	C[Si](C)(C)OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O)C(O[Si](C)(C)C)=C1	standard non polar	2025-10-24	2190.75
Gas Chromatography	Delphinidin_TMS_14	C[Si](C)(C)OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O[Si](C)(C)C)C(O)=C1	standard non polar	2025-10-24	1764.76
Gas Chromatography	Delphinidin_TMS_15	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O)=CC(O[Si](C)(C)C)=C1O	standard non polar	2025-10-24	2039.09
Gas Chromatography	Delphinidin_TMS_16	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O)=CC(O)=C1O[Si](C)(C)C	standard non polar	2025-10-24	1555.18
Gas Chromatography	Delphinidin_TMS_17	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O)C(O)=C3)=[O+]C2=C1	standard non polar	2025-10-24	880.185
Gas Chromatography	Delphinidin_TMS_18	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O)C(C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	2394.64
Gas Chromatography	Delphinidin_TMS_19	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O)C(C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)=[O+]C2=C1	standard non polar	2025-10-24	1835.38
Gas Chromatography	Delphinidin_TMS_20	C[Si](C)(C)OC1=CC(O)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	2251.69
Gas Chromatography	Delphinidin_TMS_21	C[Si](C)(C)OC1=CC(O)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)=[O+]C2=C1	standard non polar	2025-10-24	1310.23
Gas Chromatography	Delphinidin_TMS_22	C[Si](C)(C)OC1=CC(O)=C2C=C(O)C(C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	1431.82
Gas Chromatography	Delphinidin_TMS_23	C[Si](C)(C)OC1=CC(O)=C2C=C(O)C(C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	2096.74
Gas Chromatography	Delphinidin_TMS_24	C[Si](C)(C)OC1=CC2=C(O[Si](C)(C)C)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O)C(O[Si](C)(C)C)=C1	standard non polar	2025-10-24	1951.87
Gas Chromatography	Delphinidin_TMS_25	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O)=CC(O[Si](C)(C)C)=C1O	standard non polar	2025-10-24	1288.28
Gas Chromatography	Delphinidin_TMS_26	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O)=CC(O)=C1O[Si](C)(C)C	standard non polar	2025-10-24	1749.56
Gas Chromatography	Delphinidin_TMS_27	C[Si](C)(C)OC1=CC2=C(O[Si](C)(C)C)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O[Si](C)(C)C)C(O)=C1	standard non polar	2025-10-24	1498.15
Gas Chromatography	Delphinidin_TMS_28	C[Si](C)(C)OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C1	standard non polar	2025-10-24	2526.53
Gas Chromatography	Delphinidin_TMS_29	C[Si](C)(C)OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	standard non polar	2025-10-24	1880.15
Gas Chromatography	Delphinidin_TMS_30	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	standard non polar	2025-10-24	2152.88
Gas Chromatography	Delphinidin_TMS_31	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	2122.84
Gas Chromatography	Delphinidin_TMS_32	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)=[O+]C2=C1	standard non polar	2025-10-24	1488.69
Gas Chromatography	Delphinidin_TMS_33	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O)C(C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	2219.81
Gas Chromatography	Delphinidin_TMS_34	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O)C(C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	1713.42
Gas Chromatography	Delphinidin_TMS_35	C[Si](C)(C)OC1=CC(O)=C2C=C(O[Si](C)(C)C)C(C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	2461.83
Gas Chromatography	Delphinidin_TMS_36	C[Si](C)(C)OC1=CC(O)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	1312.53
Gas Chromatography	Delphinidin_TMS_37	C[Si](C)(C)OC1=CC(O)=C2C=C(O)C(C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	307.324
Gas Chromatography	Delphinidin_TMS_38	C[Si](C)(C)OC1=CC2=C(O[Si](C)(C)C)C=C(O)C=C2[O+]=C1C1=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C1	standard non polar	2025-10-24	1976.78
Gas Chromatography	Delphinidin_TMS_39	C[Si](C)(C)OC1=CC2=C(O[Si](C)(C)C)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	standard non polar	2025-10-24	1974.23
Gas Chromatography	Delphinidin_TMS_40	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	standard non polar	2025-10-24	2301.25
Gas Chromatography	Delphinidin_TMS_41	C[Si](C)(C)OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	standard non polar	2025-10-24	2321.39
Gas Chromatography	Delphinidin_TMS_42	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O[Si](C)(C)C)C(C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	1903.63
Gas Chromatography	Delphinidin_TMS_43	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	1701.3
Gas Chromatography	Delphinidin_TMS_44	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O)C(C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	2944.2
Gas Chromatography	Delphinidin_TMS_45	C[Si](C)(C)OC1=CC(O)=C2C=C(O[Si](C)(C)C)C(C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	1466.85
Gas Chromatography	Delphinidin_TMS_46	C[Si](C)(C)OC1=CC2=C(O[Si](C)(C)C)C=C(O)C=C2[O+]=C1C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	standard non polar	2025-10-24	1532.66
Gas Chromatography	Delphinidin_TMS_47	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O[Si](C)(C)C)C(C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard non polar	2025-10-24	1738.57
Gas Chromatography	Delphinidin_TMS_1	C[Si](C)(C)OC1=CC(O)=C2C=C(O)C(C3=CC(O)=C(O)C(O)=C3)=[O+]C2=C1	standard polar	2025-10-24	1786.35
Gas Chromatography	Delphinidin_TMS_2	C[Si](C)(C)OC1=CC(O)=CC2=[O+]C(C3=CC(O)=C(O)C(O)=C3)=C(O)C=C12	standard polar	2025-10-24	1478.02
Gas Chromatography	Delphinidin_TMS_3	C[Si](C)(C)OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O)C(O)=C1	standard polar	2025-10-24	1515.49
Gas Chromatography	Delphinidin_TMS_4	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O)=CC(O)=C1O	standard polar	2025-10-24	1956.67
Gas Chromatography	Delphinidin_TMS_5	C[Si](C)(C)OC1=C(O)C=C(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O)C=C1O	standard polar	2025-10-24	1685.34
Gas Chromatography	Delphinidin_TMS_6	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O)C(C3=CC(O)=C(O)C(O)=C3)=[O+]C2=C1	standard polar	2025-10-24	1828.75
Gas Chromatography	Delphinidin_TMS_7	C[Si](C)(C)OC1=CC(O)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O)C(O)=C3)=[O+]C2=C1	standard polar	2025-10-24	2047.06
Gas Chromatography	Delphinidin_TMS_8	C[Si](C)(C)OC1=CC(O)=C2C=C(O)C(C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	2851.98
Gas Chromatography	Delphinidin_TMS_9	C[Si](C)(C)OC1=CC(O)=C2C=C(O)C(C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)=[O+]C2=C1	standard polar	2025-10-24	2278.51
Gas Chromatography	Delphinidin_TMS_10	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O)=CC(O)=C1O	standard polar	2025-10-24	1976.37
Gas Chromatography	Delphinidin_TMS_11	C[Si](C)(C)OC1=C(O)C=C(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O)C=C1O	standard polar	2025-10-24	1821.8
Gas Chromatography	Delphinidin_TMS_12	C[Si](C)(C)OC1=CC2=C(O[Si](C)(C)C)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O)C(O)=C1	standard polar	2025-10-24	2685.0
Gas Chromatography	Delphinidin_TMS_13	C[Si](C)(C)OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O)C(O[Si](C)(C)C)=C1	standard polar	2025-10-24	965.851
Gas Chromatography	Delphinidin_TMS_14	C[Si](C)(C)OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O[Si](C)(C)C)C(O)=C1	standard polar	2025-10-24	2086.57
Gas Chromatography	Delphinidin_TMS_15	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O)=CC(O[Si](C)(C)C)=C1O	standard polar	2025-10-24	2313.45
Gas Chromatography	Delphinidin_TMS_16	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O)=CC(O)=C1O[Si](C)(C)C	standard polar	2025-10-24	2236.13
Gas Chromatography	Delphinidin_TMS_17	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O)C(O)=C3)=[O+]C2=C1	standard polar	2025-10-24	1968.66
Gas Chromatography	Delphinidin_TMS_18	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O)C(C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	1783.6
Gas Chromatography	Delphinidin_TMS_19	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O)C(C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)=[O+]C2=C1	standard polar	2025-10-24	1231.52
Gas Chromatography	Delphinidin_TMS_20	C[Si](C)(C)OC1=CC(O)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	2693.38
Gas Chromatography	Delphinidin_TMS_21	C[Si](C)(C)OC1=CC(O)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)=[O+]C2=C1	standard polar	2025-10-24	2441.85
Gas Chromatography	Delphinidin_TMS_22	C[Si](C)(C)OC1=CC(O)=C2C=C(O)C(C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	1409.38
Gas Chromatography	Delphinidin_TMS_23	C[Si](C)(C)OC1=CC(O)=C2C=C(O)C(C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	2487.41
Gas Chromatography	Delphinidin_TMS_24	C[Si](C)(C)OC1=CC2=C(O[Si](C)(C)C)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O)C(O[Si](C)(C)C)=C1	standard polar	2025-10-24	1843.62
Gas Chromatography	Delphinidin_TMS_25	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O)=CC(O[Si](C)(C)C)=C1O	standard polar	2025-10-24	2911.96
Gas Chromatography	Delphinidin_TMS_26	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O)=CC(O)=C1O[Si](C)(C)C	standard polar	2025-10-24	1531.84
Gas Chromatography	Delphinidin_TMS_27	C[Si](C)(C)OC1=CC2=C(O[Si](C)(C)C)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O[Si](C)(C)C)C(O)=C1	standard polar	2025-10-24	3116.08
Gas Chromatography	Delphinidin_TMS_28	C[Si](C)(C)OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C1	standard polar	2025-10-24	1681.12
Gas Chromatography	Delphinidin_TMS_29	C[Si](C)(C)OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	standard polar	2025-10-24	2251.23
Gas Chromatography	Delphinidin_TMS_30	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	standard polar	2025-10-24	2375.05
Gas Chromatography	Delphinidin_TMS_31	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	1460.85
Gas Chromatography	Delphinidin_TMS_32	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)=[O+]C2=C1	standard polar	2025-10-24	761.327
Gas Chromatography	Delphinidin_TMS_33	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O)C(C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	1059.44
Gas Chromatography	Delphinidin_TMS_34	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O)C(C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	1182.27
Gas Chromatography	Delphinidin_TMS_35	C[Si](C)(C)OC1=CC(O)=C2C=C(O[Si](C)(C)C)C(C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	1755.48
Gas Chromatography	Delphinidin_TMS_36	C[Si](C)(C)OC1=CC(O)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	2456.67
Gas Chromatography	Delphinidin_TMS_37	C[Si](C)(C)OC1=CC(O)=C2C=C(O)C(C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	1719.6
Gas Chromatography	Delphinidin_TMS_38	C[Si](C)(C)OC1=CC2=C(O[Si](C)(C)C)C=C(O)C=C2[O+]=C1C1=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C1	standard polar	2025-10-24	1160.14
Gas Chromatography	Delphinidin_TMS_39	C[Si](C)(C)OC1=CC2=C(O[Si](C)(C)C)C=C(O)C=C2[O+]=C1C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	standard polar	2025-10-24	1350.47
Gas Chromatography	Delphinidin_TMS_40	C[Si](C)(C)OC1=CC(C2=[O+]C3=CC(O)=CC(O[Si](C)(C)C)=C3C=C2O)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	standard polar	2025-10-24	2576.43
Gas Chromatography	Delphinidin_TMS_41	C[Si](C)(C)OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	standard polar	2025-10-24	1235.12
Gas Chromatography	Delphinidin_TMS_42	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O[Si](C)(C)C)C(C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	2825.75
Gas Chromatography	Delphinidin_TMS_43	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O[Si](C)(C)C)C(C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	1376.42
Gas Chromatography	Delphinidin_TMS_44	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O)C(C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	1222.99
Gas Chromatography	Delphinidin_TMS_45	C[Si](C)(C)OC1=CC(O)=C2C=C(O[Si](C)(C)C)C(C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	1337.06
Gas Chromatography	Delphinidin_TMS_46	C[Si](C)(C)OC1=CC2=C(O[Si](C)(C)C)C=C(O)C=C2[O+]=C1C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	standard polar	2025-10-24	1835.35
Gas Chromatography	Delphinidin_TMS_47	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C=C(O[Si](C)(C)C)C(C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)=[O+]C2=C1	standard polar	2025-10-24	2602.4

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Fibroblasts

Tissue Locations

Fibroblasts

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192140	UDP-glucuronosyltransferase 1-1	Enzyme	P22309	Homo sapiens
MMDBp0197061	Sulfotransferase 1A3	Enzyme	P0DMM9	Homo sapiens

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

Food Exposures

Other Exposures

Source Type	Data Source	Reference
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Fibroblasts	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0003074

DrugBank ID

Not Available

Phenol Explorer Compound ID

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Delphinidin

METLIN ID

3432

PubChem Compound

128853

PDB ID

Not Available

ChEBI ID

28436

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Matsumoto H, Inaba H, Kishi M, Tominaga S, Hirayama M, Tsuda T: Orally administered delphinidin 3-rutinoside and cyanidin 3-rutinoside are directly absorbed in rats and humans and appear in the blood as the intact forms. J Agric Food Chem. 2001 Mar;49(3):1546-51. doi: 10.1021/jf001246q. [PubMed:11312894 ]
Matsumoto H, Nakamura Y, Hirayama M, Yoshiki Y, Okubo K: Antioxidant activity of black currant anthocyanin aglycons and their glycosides measured by chemiluminescence in a neutral pH region and in human plasma. J Agric Food Chem. 2002 Aug 28;50(18):5034-7. doi: 10.1021/jf020292i. [PubMed:12188603 ]
Rechner AR, Kuhnle G, Hu H, Roedig-Penman A, van den Braak MH, Moore KP, Rice-Evans CA: The metabolism of dietary polyphenols and the relevance to circulating levels of conjugated metabolites. Free Radic Res. 2002 Nov;36(11):1229-41. doi: 10.1080/246-1071576021000016472. [PubMed:12592675 ]
Lazze MC, Savio M, Pizzala R, Cazzalini O, Perucca P, Scovassi AI, Stivala LA, Bianchi L: Anthocyanins induce cell cycle perturbations and apoptosis in different human cell lines. Carcinogenesis. 2004 Aug;25(8):1427-33. doi: 10.1093/carcin/bgh138. Epub 2004 Mar 11. [PubMed:15016660 ]
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Showing metabocard for Delphinidin (MMDBc0033617)

MOL for #<Metabolite:0x00007f9ab11992b0>

3D MOL for #<Metabolite:0x00007f9ab11992b0>

3D SDF for #<Metabolite:0x00007f9ab11992b0>

3D-SDF for #<Metabolite:0x00007f9ab11992b0>

PDB for #<Metabolite:0x00007f9ab11992b0>

3D PDB for #<Metabolite:0x00007f9ab11992b0>

SMILES for #<Metabolite:0x00007f9ab11992b0>

INCHI for #<Metabolite:0x00007f9ab11992b0>

Structure for #<Metabolite:0x00007f9ab11992b0>

3D Structure for #<Metabolite:0x00007f9ab11992b0>