MiMeDB: Showing metabocard for Zincophorin (MMDBc0020902)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 11:03:33 UTC

Update Date

2025-10-07 16:07:08 UTC

Metabolite ID

MMDBc0020902

Metabolite Identification

Common Name

Zincophorin

Description

Zincophorin is a polyketide antibiotic known for its potent activity against Gram-positive bacteria, including human pathogens. Its chemical structure features a nonaromatic polyketide framework characterized by a historically challenging C(8)-C(12) all-anti stereopentad, which has garnered significant interest from synthetic chemists (PMID:28266852 ). The synthesis of zincophorin methyl ester has been optimized to achieve an efficient nine-step process, yielding a product in 10% overall yield (PMID:28266852 ). The biosynthesis of zincophorin occurs in the bacterium Streptomyces griseus, where the genetic basis for its production has been elucidated through the identification of the zincophorin biosynthesis gene cluster (PMID:30671322 ). This pathway exemplifies the co-linearity inherent to polyketide biosynthesis, highlighting the complex enzymatic processes involved (PMID:30671322 ). Biological profiling has demonstrated that zincophorin exhibits dose-dependent inhibition of Streptococcus pneumoniae, further emphasizing its relevance in antimicrobial research (PMID:30671322 ). Overall, zincophorin represents a significant compound within the polyketide class, with ongoing interest in its synthesis and biological properties (PMID:32244993 ).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152113032D          

 56 56  0  0  1  0            999 V2000
   -5.7158   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    9.4875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2868    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.4875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    9.9000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    7.4250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    6.0770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15 12  1  0  0  0  0
 17 16  1  0  0  0  0
 19  2  1  6  0  0  0
 19 13  1  0  0  0  0
 19 18  1  0  0  0  0
 20  3  1  1  0  0  0
 20 14  1  0  0  0  0
 21  4  1  6  0  0  0
 21 16  1  0  0  0  0
 22  5  1  0  0  0  0
 22 18  2  0  0  0  0
 23  6  1  6  0  0  0
 24  7  1  6  0  0  0
 25  8  1  6  0  0  0
 26  9  1  6  0  0  0
 27 15  1  0  0  0  0
 27 23  1  0  0  0  0
 28 17  1  0  0  0  0
 28 24  1  6  0  0  0
 29 20  1  0  0  0  0
 29 22  1  0  0  0  0
 30 23  1  0  0  0  0
 30 25  1  0  0  0  0
 31 25  1  0  0  0  0
 31 26  1  0  0  0  0
 32 21  1  0  0  0  0
 32 26  1  1  0  0  0
 33 24  1  0  0  0  0
 27 34  1  6  0  0  0
 29 35  1  1  0  0  0
 30 36  1  1  0  0  0
 31 37  1  6  0  0  0
 38 33  2  0  0  0  0
 39 33  1  0  0  0  0
 40 28  1  0  0  0  0
 40 32  1  0  0  0  0
 41 11  1  0  0  0  0
 42 14  1  0  0  0  0
 43 18  1  0  0  0  0
 19 44  1  1  0  0  0
 20 45  1  6  0  0  0
 21 46  1  1  0  0  0
 23 47  1  1  0  0  0
 24 48  1  1  0  0  0
 25 49  1  1  0  0  0
 26 50  1  1  0  0  0
 27 51  1  1  0  0  0
 28 52  1  1  0  0  0
 29 53  1  1  0  0  0
 30 54  1  6  0  0  0
 31 55  1  6  0  0  0
 32 56  1  6  0  0  0
M  END


  Mrv1652305152113032D          

 56 56  0  0  1  0            999 V2000
   -5.7158   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    9.4875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2868    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.4875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    9.9000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    7.4250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    6.0770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15 12  1  0  0  0  0
 17 16  1  0  0  0  0
 19  2  1  6  0  0  0
 19 13  1  0  0  0  0
 19 18  1  0  0  0  0
 20  3  1  1  0  0  0
 20 14  1  0  0  0  0
 21  4  1  6  0  0  0
 21 16  1  0  0  0  0
 22  5  1  0  0  0  0
 22 18  2  0  0  0  0
 23  6  1  6  0  0  0
 24  7  1  6  0  0  0
 25  8  1  6  0  0  0
 26  9  1  6  0  0  0
 27 15  1  0  0  0  0
 27 23  1  0  0  0  0
 28 17  1  0  0  0  0
 28 24  1  6  0  0  0
 29 20  1  0  0  0  0
 29 22  1  0  0  0  0
 30 23  1  0  0  0  0
 30 25  1  0  0  0  0
 31 25  1  0  0  0  0
 31 26  1  0  0  0  0
 32 21  1  0  0  0  0
 32 26  1  1  0  0  0
 33 24  1  0  0  0  0
 27 34  1  6  0  0  0
 29 35  1  1  0  0  0
 30 36  1  1  0  0  0
 31 37  1  6  0  0  0
 38 33  2  0  0  0  0
 39 33  1  0  0  0  0
 40 28  1  0  0  0  0
 40 32  1  0  0  0  0
 41 11  1  0  0  0  0
 42 14  1  0  0  0  0
 43 18  1  0  0  0  0
 19 44  1  1  0  0  0
 20 45  1  6  0  0  0
 21 46  1  1  0  0  0
 23 47  1  1  0  0  0
 24 48  1  1  0  0  0
 25 49  1  1  0  0  0
 26 50  1  1  0  0  0
 27 51  1  1  0  0  0
 28 52  1  1  0  0  0
 29 53  1  1  0  0  0
 30 54  1  6  0  0  0
 31 55  1  6  0  0  0
 32 56  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0020902

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CC[C@@]([H])(O)[C@]([H])(C)[C@]([H])(O)[C@]([H])(C)[C@]([H])(O)[C@]([H])(C)[C@@]1([H])O[C@@]([H])(CC[C@]1([H])C)[C@]([H])(C)C(O)=O)=C(\[H])[C@@]([H])(C)[C@@]([H])(O)C(\C)=C(/[H])[C@]([H])(C)CCC

> <INCHI_IDENTIFIER>
InChI=1S/C33H60O7/c1-10-13-19(2)18-22(5)29(35)20(3)14-11-12-15-27(34)23(6)30(36)25(8)31(37)26(9)32-21(4)16-17-28(40-32)24(7)33(38)39/h11,14,18-21,23-32,34-37H,10,12-13,15-17H2,1-9H3,(H,38,39)/b14-11+,22-18+/t19-,20-,21+,23+,24+,25+,26+,27-,28+,29-,30+,31+,32+/m1/s1

> <INCHI_KEY>
XMCIULDTDFJACK-FXLACHKASA-N

> <FORMULA>
C33H60O7

> <MOLECULAR_WEIGHT>
568.836

> <EXACT_MASS>
568.433904272

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
66.88917949825002

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S,5S,6S)-5-methyl-6-[(2S,3S,4S,5S,6S,7R,10E,12R,13R,14E,16R)-3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl]oxan-2-yl]propanoic acid

> <ALOGPS_LOGP>
4.83

> <JCHEM_LOGP>
5.709965738666666

> <ALOGPS_LOGS>
-4.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.155254958115567

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.445573242996482

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1467275927628213

> <JCHEM_POLAR_SURFACE_AREA>
127.45000000000002

> <JCHEM_REFRACTIVITY>
162.3914000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.52e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S,5S,6S)-5-methyl-6-[(2S,3S,4S,5S,6S,7R,10E,12R,13R,14E,16R)-3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl]oxan-2-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0     -10.669  21.560   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.669  16.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.002  12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.336  14.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.000  12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669  12.320   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  12.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.669  20.020   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.336  19.250   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335  12.320   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.002  16.940   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -9.336  17.710   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.668  13.090   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.002  15.400   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.000  10.780   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.669  10.780   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.336  10.010   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.668  14.630   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.003  10.010   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -5.335  15.400   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      13.337  10.780   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      12.003   8.470   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       8.002  10.780   0.000  0.00  0.00           O+0
HETATM   41  H   UNK     0      -6.668  10.010   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.001  13.090   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      -6.668  17.710   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0     -10.669  18.480   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      -6.668  11.550   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       5.335   9.240   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.334  11.550   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       9.336  11.550   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.334  11.550   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.001  11.550   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.000   9.240   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      10.669   9.240   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      -8.002  13.860   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.667   9.240   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.231  11.344   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       6.668  11.550   0.000  0.00  0.00           H+0
CONECT    1   10                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5   22                                                            
CONECT    6   23                                                            
CONECT    7   24                                                            
CONECT    8   25                                                            
CONECT    9   26                                                            
CONECT   10    1   13                                                       
CONECT   11   12   14   41                                                  
CONECT   12   11   15                                                       
CONECT   13   10   19                                                       
CONECT   14   11   20   42                                                  
CONECT   15   12   27                                                       
CONECT   16   17   21                                                       
CONECT   17   16   28                                                       
CONECT   18   19   22   43                                                  
CONECT   19    2   13   18   44                                             
CONECT   20    3   14   29   45                                             
CONECT   21    4   16   32   46                                             
CONECT   22    5   18   29                                                  
CONECT   23    6   27   30   47                                             
CONECT   24    7   28   33   48                                             
CONECT   25    8   30   31   49                                             
CONECT   26    9   31   32   50                                             
CONECT   27   15   23   34   51                                             
CONECT   28   17   24   40   52                                             
CONECT   29   20   22   35   53                                             
CONECT   30   23   25   36   54                                             
CONECT   31   25   26   37   55                                             
CONECT   32   21   26   40   56                                             
CONECT   33   24   38   39                                                  
CONECT   34   27                                                            
CONECT   35   29                                                            
CONECT   36   30                                                            
CONECT   37   31                                                            
CONECT   38   33                                                            
CONECT   39   33                                                            
CONECT   40   28   32                                                       
CONECT   41   11                                                            
CONECT   42   14                                                            
CONECT   43   18                                                            
CONECT   44   19                                                            
CONECT   45   20                                                            
CONECT   46   21                                                            
CONECT   47   23                                                            
CONECT   48   24                                                            
CONECT   49   25                                                            
CONECT   50   26                                                            
CONECT   51   27                                                            
CONECT   52   28                                                            
CONECT   53   29                                                            
CONECT   54   30                                                            
CONECT   55   31                                                            
CONECT   56   32                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  112    0
END

Synonyms

Value	Source
Antibiotic m144255	MeSH
Griseochelin	MeSH

Molecular Formula

C₃₃H₆₀O₇

Average Mass

568.836

Monoisotopic Mass

568.433904272

IUPAC Name

(2S)-2-[(2S,5S,6S)-5-methyl-6-[(2S,3S,4S,5S,6S,7R,10E,12R,13R,14E,16R)-3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl]oxan-2-yl]propanoic acid

Traditional Name

(2S)-2-[(2S,5S,6S)-5-methyl-6-[(2S,3S,4S,5S,6S,7R,10E,12R,13R,14E,16R)-3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl]oxan-2-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CC[C@@]([H])(O)[C@]([H])(C)[C@]([H])(O)[C@]([H])(C)[C@]([H])(O)[C@]([H])(C)[C@@]1([H])O[C@@]([H])(CC[C@]1([H])C)[C@]([H])(C)C(O)=O)=C(\[H])[C@@]([H])(C)[C@@]([H])(O)C(\C)=C(/[H])[C@]([H])(C)CCC

InChI Identifier

InChI=1S/C33H60O7/c1-10-13-19(2)18-22(5)29(35)20(3)14-11-12-15-27(34)23(6)30(36)25(8)31(37)26(9)32-21(4)16-17-28(40-32)24(7)33(38)39/h11,14,18-21,23-32,34-37H,10,12-13,15-17H2,1-9H3,(H,38,39)/b14-11+,22-18+/t19-,20-,21+,23+,24+,25+,26+,27-,28+,29-,30+,31+,32+/m1/s1

InChI Key

XMCIULDTDFJACK-FXLACHKASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Sesquiterpenoid
Long chain fatty alcohol
Fatty alcohol
Oxane
Fatty acyl
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Polyol
Oxacycle
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0085 g/L	ALOGPS
logP	4.83	ALOGPS
logP	5.71	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.45	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.45 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	162.39 m³·mol⁻¹	ChemAxon
Polarizability	66.89 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

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)	2025-10-23	145.6
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	79.6
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	785.1
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	691.3
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	830.0
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	159.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	3666.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	92.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	301.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	643.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	157.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	146.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	216.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	9.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	112.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	196.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	486.1
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1633.6
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1381.6

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Zincophorin_TMS_1	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	237.347
Gas Chromatography	Zincophorin_TMS_2	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	1909.69
Gas Chromatography	Zincophorin_TMS_3	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	1094.32
Gas Chromatography	Zincophorin_TMS_4	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	2141.13
Gas Chromatography	Zincophorin_TMS_5	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	2028.53
Gas Chromatography	Zincophorin_TMS_6	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	1297.36
Gas Chromatography	Zincophorin_TMS_7	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	2404.61
Gas Chromatography	Zincophorin_TMS_8	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	2098.66
Gas Chromatography	Zincophorin_TMS_9	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	1000.81
Gas Chromatography	Zincophorin_TMS_10	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	3065.51
Gas Chromatography	Zincophorin_TMS_11	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	1850.08
Gas Chromatography	Zincophorin_TMS_12	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	3025.48
Gas Chromatography	Zincophorin_TMS_13	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	1524.43
Gas Chromatography	Zincophorin_TMS_14	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	2671.23
Gas Chromatography	Zincophorin_TMS_15	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	891.876
Gas Chromatography	Zincophorin_TMS_16	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	1753.37
Gas Chromatography	Zincophorin_TMS_17	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	1105.5
Gas Chromatography	Zincophorin_TMS_18	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	2824.42
Gas Chromatography	Zincophorin_TMS_19	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	3142.75
Gas Chromatography	Zincophorin_TMS_20	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	2358.97
Gas Chromatography	Zincophorin_TMS_21	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	2277.83
Gas Chromatography	Zincophorin_TMS_22	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	1387.36
Gas Chromatography	Zincophorin_TMS_23	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	986.032
Gas Chromatography	Zincophorin_TMS_24	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	1967.41
Gas Chromatography	Zincophorin_TMS_25	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	3084.13
Gas Chromatography	Zincophorin_TMS_26	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard non polar	2025-10-23	2047.87
Gas Chromatography	Zincophorin_TMS_27	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	1471.19
Gas Chromatography	Zincophorin_TMS_28	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	3256.22
Gas Chromatography	Zincophorin_TMS_29	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	1845.11
Gas Chromatography	Zincophorin_TMS_30	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard non polar	2025-10-23	2688.49
Gas Chromatography	Zincophorin_TMS_1	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	1438.43
Gas Chromatography	Zincophorin_TMS_2	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	2503.71
Gas Chromatography	Zincophorin_TMS_3	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	2298.23
Gas Chromatography	Zincophorin_TMS_4	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	769.169
Gas Chromatography	Zincophorin_TMS_5	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	263.691
Gas Chromatography	Zincophorin_TMS_6	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	1984.17
Gas Chromatography	Zincophorin_TMS_7	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	1447.94
Gas Chromatography	Zincophorin_TMS_8	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	535.271
Gas Chromatography	Zincophorin_TMS_9	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	3423.33
Gas Chromatography	Zincophorin_TMS_10	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	2387.59
Gas Chromatography	Zincophorin_TMS_11	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	2171.23
Gas Chromatography	Zincophorin_TMS_12	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	1927.28
Gas Chromatography	Zincophorin_TMS_13	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	1390.4
Gas Chromatography	Zincophorin_TMS_14	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	3276.59
Gas Chromatography	Zincophorin_TMS_15	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	2804.23
Gas Chromatography	Zincophorin_TMS_16	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	427.75
Gas Chromatography	Zincophorin_TMS_17	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	2064.35
Gas Chromatography	Zincophorin_TMS_18	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	765.754
Gas Chromatography	Zincophorin_TMS_19	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	1563.41
Gas Chromatography	Zincophorin_TMS_20	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	2114.04
Gas Chromatography	Zincophorin_TMS_21	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	1970.81
Gas Chromatography	Zincophorin_TMS_22	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	2260.52
Gas Chromatography	Zincophorin_TMS_23	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	2567.07
Gas Chromatography	Zincophorin_TMS_24	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	2038.44
Gas Chromatography	Zincophorin_TMS_25	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	1745.63
Gas Chromatography	Zincophorin_TMS_26	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O)CC[C@@H]1C	standard polar	2025-10-23	3344.63
Gas Chromatography	Zincophorin_TMS_27	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	2082.3
Gas Chromatography	Zincophorin_TMS_28	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	721.703
Gas Chromatography	Zincophorin_TMS_29	CCC[C@@H](C)/C=C(\C)[C@H](O)[C@H](C)/C=C/CC[C@@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	1382.64
Gas Chromatography	Zincophorin_TMS_30	CCC[C@@H](C)/C=C(\C)[C@H](O[Si](C)(C)C)[C@H](C)/C=C/CC[C@@H](O)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H](O[Si](C)(C)C)[C@H](C)[C@H]1O[C@H]([C@H](C)C(=O)O[Si](C)(C)C)CC[C@@H]1C	standard polar	2025-10-23	1367.64

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
Bacteria/Eubacteria	Actinobacteria	1		Metabolic reconstruction

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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00018615

Chemspider ID

9932403

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Zincophorin

METLIN ID

Not Available

PubChem Compound

11757702

PDB ID

Not Available

ChEBI ID

141377

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Zincophorin (MMDBc0020902)

MOL for #<Metabolite:0x00007f9ac88f3878>

3D MOL for #<Metabolite:0x00007f9ac88f3878>

3D SDF for #<Metabolite:0x00007f9ac88f3878>

3D-SDF for #<Metabolite:0x00007f9ac88f3878>

PDB for #<Metabolite:0x00007f9ac88f3878>

3D PDB for #<Metabolite:0x00007f9ac88f3878>

SMILES for #<Metabolite:0x00007f9ac88f3878>

INCHI for #<Metabolite:0x00007f9ac88f3878>

Structure for #<Metabolite:0x00007f9ac88f3878>

3D Structure for #<Metabolite:0x00007f9ac88f3878>