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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:11:37 UTC

Update Date

2022-03-07 02:55:57 UTC

HMDB ID

HMDB0038846

Secondary Accession Numbers

HMDB38846

Metabolite Identification

Common Name

(-)-Epiafzelechin 3-gallate

Description

(-)-Epiafzelechin 3-gallate, also known as epiafzelechin 3-O-gallic acid, belongs to the class of organic compounds known as flavan-3-ols. These are flavans that bear and hydroxyl group at position 3 (B ring), but not at position 4 (-)-Epiafzelechin 3-gallate is found, on average, in the highest concentration within a few different foods, such as teas (Camellia sinensis), red tea, and herbal tea and in a lower concentration in green tea and black tea. This could make (-)-epiafzelechin 3-gallate a potential biomarker for the consumption of these foods (-)-Epiafzelechin 3-gallate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on (-)-Epiafzelechin 3-gallate.

Structure

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


  Mrv0541 02241211082D          

 31 34  0  0  0  0            999 V2000
   -2.0109   -3.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0109   -3.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -4.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820   -3.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820   -3.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325   -2.5928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325   -4.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8470   -3.8304    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8470   -3.0053    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5614   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2759   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614   -1.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2759   -3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9904   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9904   -1.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048   -1.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254   -2.5929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -5.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -2.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9903   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2759   -5.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2759   -6.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9903   -6.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048   -6.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048   -5.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4193   -5.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4193   -6.7179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9903   -7.5429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8469   -5.4804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614   -4.2429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 19  1  2  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
 19  5  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  6  0  0  0
 12 10  2  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 15  2  0  0  0  0
 15 16  1  0  0  0  0
  8 31  1  6  0  0  0
  1 17  1  0  0  0  0
  3 18  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 23 28  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

HMDB0038846
     RDKit          3D
(-)-Epiafzelechin 3-gallate
 49 52  0  0  0  0  0  0  0  0999 V2000
    1.6298    0.7386    2.0347 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5001    0.1977    0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2809   -0.3433    0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8467   -0.3424    1.4320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2224   -1.7526    1.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2882   -2.3176    0.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6576   -3.6279    1.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143   -4.4042    2.0426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6756   -4.1913    0.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3235   -3.4369   -0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3584   -3.9594   -1.4139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9670   -2.1351   -0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9492   -1.5800   -0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6028   -0.2545   -0.2324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0093    0.4423    0.8357 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5864    1.7899    0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8129    2.9245    1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3995    4.1767    0.8153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7363    4.3182   -0.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146    5.5642   -0.7899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4909    3.2130   -1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9143    1.9659   -0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6535    0.1794    0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6082   -0.3895   -1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398   -0.3687   -2.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6948   -0.9433   -3.2905 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9345    0.2059   -1.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0448    0.1972   -2.4601 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9671    0.7722   -0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1369    1.3621    0.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8367    0.7503    0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6330    0.1649    2.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5107   -1.8773    2.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3339   -2.4453    1.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2774   -4.0406    2.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9713   -5.2356    0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0476   -4.3826   -2.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4781   -1.5423   -1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7800    0.5186    1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3303    2.8328    2.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5828    5.0579    1.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6158    5.8643   -0.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0355    3.3802   -2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048    1.1009   -1.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6793   -0.8358   -1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5124   -0.9304   -3.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8938    0.6314   -2.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1583    1.7771    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974    1.2102    1.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 15  4  1  0
 22 16  1  0
 31 23  1  0
 13  6  1  0
  4 32  1  1
  5 33  1  0
  5 34  1  0
  8 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  1
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 24 45  1  0
 26 46  1  0
 28 47  1  0
 30 48  1  0
 31 49  1  0
M  END


  Mrv0541 02241211082D          

 31 34  0  0  0  0            999 V2000
   -2.0109   -3.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0109   -3.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -4.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820   -3.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820   -3.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325   -2.5928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325   -4.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8470   -3.8304    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8470   -3.0053    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5614   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2759   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614   -1.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2759   -3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9904   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9904   -1.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048   -1.3553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254   -2.5929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -5.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -2.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9903   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2759   -5.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2759   -6.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9903   -6.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048   -6.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048   -5.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4193   -5.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4193   -6.7179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9903   -7.5429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8469   -5.4804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614   -4.2429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 19  1  2  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
 19  5  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  6  0  0  0
 12 10  2  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 15  2  0  0  0  0
 15 16  1  0  0  0  0
  8 31  1  6  0  0  0
  1 17  1  0  0  0  0
  3 18  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 23 28  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038846

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(C=C1)[C@H]1OC2=C(C[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1)C(O)=CC(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C22H18O9/c23-12-3-1-10(2-4-12)21-19(9-14-15(25)7-13(24)8-18(14)30-21)31-22(29)11-5-16(26)20(28)17(27)6-11/h1-8,19,21,23-28H,9H2/t19-,21-/m1/s1

> <INCHI_KEY>
SDZPYNMXGUHFMZ-TZIWHRDSSA-N

> <FORMULA>
C22H18O9

> <MOLECULAR_WEIGHT>
426.3729

> <EXACT_MASS>
426.095082174

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
41.2512128416905

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
2.74

> <JCHEM_LOGP>
3.683276220666666

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.984331764297282

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.045641003480604

> <JCHEM_PKA_STRONGEST_BASIC>
-4.919154545583639

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
107.78349999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
epiafzelechin 3-O-gallate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038846
     RDKit          3D
(-)-Epiafzelechin 3-gallate
 49 52  0  0  0  0  0  0  0  0999 V2000
    1.6298    0.7386    2.0347 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5001    0.1977    0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2809   -0.3433    0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8467   -0.3424    1.4320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2224   -1.7526    1.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2882   -2.3176    0.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6576   -3.6279    1.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143   -4.4042    2.0426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6756   -4.1913    0.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3235   -3.4369   -0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3584   -3.9594   -1.4139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9670   -2.1351   -0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9492   -1.5800   -0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6028   -0.2545   -0.2324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0093    0.4423    0.8357 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5864    1.7899    0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8129    2.9245    1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3995    4.1767    0.8153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7363    4.3182   -0.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146    5.5642   -0.7899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4909    3.2130   -1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9143    1.9659   -0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6535    0.1794    0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6082   -0.3895   -1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398   -0.3687   -2.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6948   -0.9433   -3.2905 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9345    0.2059   -1.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0448    0.1972   -2.4601 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9671    0.7722   -0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1369    1.3621    0.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8367    0.7503    0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6330    0.1649    2.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5107   -1.8773    2.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3339   -2.4453    1.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2774   -4.0406    2.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9713   -5.2356    0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0476   -4.3826   -2.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4781   -1.5423   -1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7800    0.5186    1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3303    2.8328    2.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5828    5.0579    1.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6158    5.8643   -0.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0355    3.3802   -2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048    1.1009   -1.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6793   -0.8358   -1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5124   -0.9304   -3.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8938    0.6314   -2.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1583    1.7771    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974    1.2102    1.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 15  4  1  0
 22 16  1  0
 31 23  1  0
 13  6  1  0
  4 32  1  1
  5 33  1  0
  5 34  1  0
  8 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  1
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 24 45  1  0
 26 46  1  0
 28 47  1  0
 30 48  1  0
 31 49  1  0
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      -3.754  -5.610   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.754  -7.150   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.420  -7.920   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.086  -7.150   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.086  -5.610   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.247  -4.840   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.247  -7.920   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.581  -7.150   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.581  -5.610   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.915  -4.840   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.248  -2.530   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.915  -3.300   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.248  -5.610   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.582  -4.840   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.582  -3.300   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.916  -2.530   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -5.087  -4.840   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.420  -9.460   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.420  -4.840   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.582  -9.460   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.248 -10.230   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.248 -11.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.582 -12.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.916 -11.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.916 -10.230   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.249  -9.460   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.249 -12.540   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.582 -14.080   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.915  -9.460   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.581 -10.230   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.915  -7.920   0.000  0.00  0.00           O+0
CONECT    1   19    2   17                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5    7                                                  
CONECT    5   19    6    4                                                  
CONECT    6    5    9                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   31                                                  
CONECT    9    8    6   10                                                  
CONECT   10    9   12   13                                                  
CONECT   11   12   15                                                       
CONECT   12   10   11                                                       
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11   16                                                  
CONECT   16   15                                                            
CONECT   17    1                                                            
CONECT   18    3                                                            
CONECT   19    1    5                                                       
CONECT   20   21   25                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25   27                                                  
CONECT   25   24   20   26                                                  
CONECT   26   25                                                            
CONECT   27   24                                                            
CONECT   28   23                                                            
CONECT   29   21   30   31                                                  
CONECT   30   29                                                            
CONECT   31    8   29                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0038846
HETATM    1  O1  UNL     1       1.630   0.739   2.035  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.500   0.198   0.910  1.00  0.00           C  
HETATM    3  O2  UNL     1       0.281  -0.343   0.594  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.847  -0.342   1.432  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.222  -1.753   1.733  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.288  -2.318   0.920  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.658  -3.628   1.095  1.00  0.00           C  
HETATM    8  O3  UNL     1      -2.014  -4.404   2.043  1.00  0.00           O  
HETATM    9  C6  UNL     1      -3.676  -4.191   0.329  1.00  0.00           C  
HETATM   10  C7  UNL     1      -4.323  -3.437  -0.614  1.00  0.00           C  
HETATM   11  O4  UNL     1      -5.358  -3.959  -1.414  1.00  0.00           O  
HETATM   12  C8  UNL     1      -3.967  -2.135  -0.798  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.949  -1.580  -0.029  1.00  0.00           C  
HETATM   14  O5  UNL     1      -2.603  -0.254  -0.232  1.00  0.00           O  
HETATM   15  C10 UNL     1      -2.009   0.442   0.836  1.00  0.00           C  
HETATM   16  C11 UNL     1      -1.586   1.790   0.451  1.00  0.00           C  
HETATM   17  C12 UNL     1      -1.813   2.925   1.211  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.399   4.177   0.815  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.736   4.318  -0.377  1.00  0.00           C  
HETATM   20  O6  UNL     1      -0.315   5.564  -0.790  1.00  0.00           O  
HETATM   21  C15 UNL     1      -0.491   3.213  -1.164  1.00  0.00           C  
HETATM   22  C16 UNL     1      -0.914   1.966  -0.748  1.00  0.00           C  
HETATM   23  C17 UNL     1       2.653   0.179   0.014  1.00  0.00           C  
HETATM   24  C18 UNL     1       2.608  -0.389  -1.236  1.00  0.00           C  
HETATM   25  C19 UNL     1       3.740  -0.369  -2.028  1.00  0.00           C  
HETATM   26  O7  UNL     1       3.695  -0.943  -3.290  1.00  0.00           O  
HETATM   27  C20 UNL     1       4.935   0.206  -1.617  1.00  0.00           C  
HETATM   28  O8  UNL     1       6.045   0.197  -2.460  1.00  0.00           O  
HETATM   29  C21 UNL     1       4.967   0.772  -0.364  1.00  0.00           C  
HETATM   30  O9  UNL     1       6.137   1.362   0.100  1.00  0.00           O  
HETATM   31  C22 UNL     1       3.837   0.750   0.425  1.00  0.00           C  
HETATM   32  H1  UNL     1      -0.633   0.165   2.418  1.00  0.00           H  
HETATM   33  H2  UNL     1      -1.511  -1.877   2.819  1.00  0.00           H  
HETATM   34  H3  UNL     1      -0.334  -2.445   1.632  1.00  0.00           H  
HETATM   35  H4  UNL     1      -1.277  -4.041   2.615  1.00  0.00           H  
HETATM   36  H5  UNL     1      -3.971  -5.236   0.467  1.00  0.00           H  
HETATM   37  H6  UNL     1      -5.048  -4.383  -2.301  1.00  0.00           H  
HETATM   38  H7  UNL     1      -4.478  -1.542  -1.541  1.00  0.00           H  
HETATM   39  H8  UNL     1      -2.780   0.519   1.637  1.00  0.00           H  
HETATM   40  H9  UNL     1      -2.330   2.833   2.147  1.00  0.00           H  
HETATM   41  H10 UNL     1      -1.583   5.058   1.420  1.00  0.00           H  
HETATM   42  H11 UNL     1       0.616   5.864  -0.509  1.00  0.00           H  
HETATM   43  H12 UNL     1       0.036   3.380  -2.093  1.00  0.00           H  
HETATM   44  H13 UNL     1      -0.705   1.101  -1.396  1.00  0.00           H  
HETATM   45  H14 UNL     1       1.679  -0.836  -1.554  1.00  0.00           H  
HETATM   46  H15 UNL     1       4.512  -0.930  -3.868  1.00  0.00           H  
HETATM   47  H16 UNL     1       6.894   0.631  -2.110  1.00  0.00           H  
HETATM   48  H17 UNL     1       6.158   1.777   1.020  1.00  0.00           H  
HETATM   49  H18 UNL     1       3.897   1.210   1.417  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   23
CONECT    3    4
CONECT    4    5   15   32
CONECT    5    6   33   34
CONECT    6    7    7   13
CONECT    7    8    9
CONECT    8   35
CONECT    9   10   10   36
CONECT   10   11   12
CONECT   11   37
CONECT   12   13   13   38
CONECT   13   14
CONECT   14   15
CONECT   15   16   39
CONECT   16   17   17   22
CONECT   17   18   40
CONECT   18   19   19   41
CONECT   19   20   21
CONECT   20   42
CONECT   21   22   22   43
CONECT   22   44
CONECT   23   24   24   31
CONECT   24   25   45
CONECT   25   26   27   27
CONECT   26   46
CONECT   27   28   29
CONECT   28   47
CONECT   29   30   31   31
CONECT   30   48
CONECT   31   49
END

HMDB0038846
     RDKit          3D
(-)-Epiafzelechin 3-gallate
 49 52  0  0  0  0  0  0  0  0999 V2000
    1.6298    0.7386    2.0347 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5001    0.1977    0.9104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2809   -0.3433    0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8467   -0.3424    1.4320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2224   -1.7526    1.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2882   -2.3176    0.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6576   -3.6279    1.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143   -4.4042    2.0426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6756   -4.1913    0.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3235   -3.4369   -0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3584   -3.9594   -1.4139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9670   -2.1351   -0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9492   -1.5800   -0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6028   -0.2545   -0.2324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0093    0.4423    0.8357 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5864    1.7899    0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8129    2.9245    1.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3995    4.1767    0.8153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7363    4.3182   -0.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3146    5.5642   -0.7899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4909    3.2130   -1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9143    1.9659   -0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6535    0.1794    0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6082   -0.3895   -1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7398   -0.3687   -2.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6948   -0.9433   -3.2905 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9345    0.2059   -1.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0448    0.1972   -2.4601 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9671    0.7722   -0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1369    1.3621    0.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8367    0.7503    0.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6330    0.1649    2.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5107   -1.8773    2.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3339   -2.4453    1.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2774   -4.0406    2.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9713   -5.2356    0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0476   -4.3826   -2.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4781   -1.5423   -1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7800    0.5186    1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3303    2.8328    2.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5828    5.0579    1.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6158    5.8643   -0.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0355    3.3802   -2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048    1.1009   -1.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6793   -0.8358   -1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5124   -0.9304   -3.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8938    0.6314   -2.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1583    1.7771    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974    1.2102    1.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
  2 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 15  4  1  0
 22 16  1  0
 31 23  1  0
 13  6  1  0
  4 32  1  1
  5 33  1  0
  5 34  1  0
  8 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  1
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 24 45  1  0
 26 46  1  0
 28 47  1  0
 30 48  1  0
 31 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Epiafzelechin 3-O-gallate	ChEBI
Epiafzelechin 3-O-gallate	ChEBI
(-)-Epiafzelechin 3-O-gallic acid	Generator
Epiafzelechin 3-O-gallic acid	Generator
(-)-Epiafzelechin 3-gallic acid	Generator
(-)-Epiafzelechin gallate	ChEMBL, HMDB
(-)-Epiafzelechin gallic acid	Generator, HMDB
3-Galloyl-(-)-epiafzelechin	HMDB
(-)-Epiafzelechin 3-gallate	ChEBI

Chemical Formula

C₂₂H₁₈O₉

Average Molecular Weight

426.3729

Monoisotopic Molecular Weight

426.095082174

IUPAC Name

(2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

Traditional Name

epiafzelechin 3-O-gallate

CAS Registry Number

108907-43-3

SMILES

OC1=CC=C(C=C1)[C@H]1OC2=C(C[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1)C(O)=CC(O)=C2

InChI Identifier

InChI=1S/C22H18O9/c23-12-3-1-10(2-4-12)21-19(9-14-15(25)7-13(24)8-18(14)30-21)31-22(29)11-5-16(26)20(28)17(27)6-11/h1-8,19,21,23-28H,9H2/t19-,21-/m1/s1

InChI Key

SDZPYNMXGUHFMZ-TZIWHRDSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavan-3-ols. These are flavans that bear and hydroxyl group at position 3 (B ring), but not at position 4.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavan-3-ols

Alternative Parents

Substituents

Flavan-3-ol
Hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Chromane
Benzopyran
1-benzopyran
Benzoate ester
Pyrogallol derivative
Benzoic acid or derivatives
Benzenetriol
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavans, Flavanols and Leucoanthocyanidins (LMPK12020038 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0038846)

Cellular substructure

Membrane (HMDB: HMDB0038846)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038846)

Source

Exogenous

Food

Food (HMDB: HMDB0038846)

Tea

Endogenous

Plant

Plant (HMDB: HMDB0038846)

Not Available

Nutrient (HMDB: HMDB0038846)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.024 g/L	ALOGPS
logP	2.74	ALOGPS
logP	3.68	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.05	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.78 m³·mol⁻¹	ChemAxon
Polarizability	41.25 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	199.288	31661259
DarkChem	[M-H]-	199.26	31661259
DeepCCS	[M+H]+	190.056	30932474
DeepCCS	[M-H]-	187.66	30932474
DeepCCS	[M-2H]-	220.544	30932474
DeepCCS	[M+Na]+	195.968	30932474
AllCCS	[M+H]+	199.9	32859911
AllCCS	[M+H-H2O]+	197.3	32859911
AllCCS	[M+NH4]+	202.4	32859911
AllCCS	[M+Na]+	203.1	32859911
AllCCS	[M-H]-	196.1	32859911
AllCCS	[M+Na-2H]-	195.8	32859911
AllCCS	[M+HCOO]-	195.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Epiafzelechin 3-gallate	OC1=CC=C(C=C1)[C@H]1OC2=C(C[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1)C(O)=CC(O)=C2	5920.4	Standard polar	33892256
(-)-Epiafzelechin 3-gallate	OC1=CC=C(C=C1)[C@H]1OC2=C(C[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1)C(O)=CC(O)=C2	4153.0	Standard non polar	33892256
(-)-Epiafzelechin 3-gallate	OC1=CC=C(C=C1)[C@H]1OC2=C(C[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1)C(O)=CC(O)=C2	4414.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-Epiafzelechin 3-gallate,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O)=C2)C=C1	4237.6	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,1TMS,isomer #2	C[Si](C)(C)OC1=CC(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C=C2)=CC(O)=C1O	4200.5	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,1TMS,isomer #3	C[Si](C)(C)OC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C=C2)C=C1O	4190.1	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,1TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)C1=CC(O)=C(O)C(O)=C1)[C@@H](C1=CC=C(O)C=C1)O2	4184.9	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,1TMS,isomer #5	C[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](C3=CC=C(O)C=C3)OC2=C1	4230.5	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O)=C2)C=C1	4088.9	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TMS,isomer #10	C[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)[C@@H](C3=CC=C(O)C=C3)OC2=C1	4095.2	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TMS,isomer #11	C[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C)=C1	4048.5	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O)=C2)C=C1	4056.1	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O[Si](C)(C)C)=C2)C=C1	4108.3	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C)C(O)=C2)C=C1	4096.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TMS,isomer #5	C[Si](C)(C)OC1=CC(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC=C(O)C=C2)=CC(O)=C1O	4072.9	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TMS,isomer #6	C[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)OC2=C1	4104.6	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TMS,isomer #7	C[Si](C)(C)OC1=CC(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C=C2)=CC(O[Si](C)(C)C)=C1O	4117.2	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TMS,isomer #8	C[Si](C)(C)OC1=CC(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C=C2)=CC(O)=C1O[Si](C)(C)C	4076.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TMS,isomer #9	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O)=C1)[C@@H](C1=CC=C(O)C=C1)O2	4068.2	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O)=C2)C=C1	3897.9	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TMS,isomer #10	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)[C@@H](C1=CC=C(O)C=C1)O2	3902.1	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TMS,isomer #11	C[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)OC2=C1	3925.1	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TMS,isomer #12	C[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)OC2=C1	3899.9	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TMS,isomer #13	C[Si](C)(C)OC1=CC(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C=C2)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3971.9	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TMS,isomer #14	C[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C)=C1	3838.5	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O[Si](C)(C)C)=C2)C=C1	3881.2	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C)C(O)=C2)C=C1	3884.3	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O[Si](C)(C)C)=C2)C=C1	3898.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TMS,isomer #5	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C)C(O)=C2)C=C1	3857.0	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TMS,isomer #6	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C2)C=C1	3974.3	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TMS,isomer #7	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	3926.3	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C)=C1	3866.9	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TMS,isomer #9	C[Si](C)(C)OC1=CC(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC=C(O)C=C2)=CC(O[Si](C)(C)C)=C1O	3930.9	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O[Si](C)(C)C)=C2)C=C1	3760.2	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TMS,isomer #10	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)[C@@H](C1=CC=C(O)C=C1)O2	3850.0	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TMS,isomer #11	C[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)OC2=C1	3843.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TMS,isomer #2	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C)C(O)=C2)C=C1	3852.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C2)C=C1	3824.7	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TMS,isomer #4	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	3816.9	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TMS,isomer #5	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C2)C=C1	3805.2	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TMS,isomer #6	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	3790.7	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TMS,isomer #7	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	3868.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C)=C1	3788.3	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TMS,isomer #9	C[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C)=C1	3773.5	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,5TMS,isomer #1	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C2)C=C1	3833.6	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,5TMS,isomer #2	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	3819.7	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,5TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	3823.2	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,5TMS,isomer #4	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	3806.0	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,5TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C)=C1	3779.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,6TMS,isomer #1	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	3819.6	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O)=C2)C=C1	4546.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C=C2)=CC(O)=C1O	4533.5	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C=C2)C=C1O	4535.3	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)C1=CC(O)=C(O)C(O)=C1)[C@@H](C1=CC=C(O)C=C1)O2	4502.9	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](C3=CC=C(O)C=C3)OC2=C1	4522.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O)=C2)C=C1	4677.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)[C@@H](C3=CC=C(O)C=C3)OC2=C1	4632.1	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	4616.7	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O)=C2)C=C1	4641.5	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	4723.7	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1	4721.6	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O[C@@H]2C2=CC=C(O)C=C2)=CC(O)=C1O	4642.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)OC2=C1	4662.4	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C=C2)=CC(O[Si](C)(C)C(C)(C)C)=C1O	4717.6	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C=C2)=CC(O)=C1O[Si](C)(C)C(C)(C)C	4656.5	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)[C@@H](C1=CC=C(O)C=C1)O2	4619.6	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O)=C2)C=C1	4651.0	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)[C@@H](C1=CC=C(O)C=C1)O2	4647.4	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)OC2=C1	4694.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)OC2=C1	4650.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C=C2)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	4694.1	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	4647.7	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	4679.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1	4723.4	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	4664.6	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1	4697.6	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	4767.5	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	4705.9	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	4622.9	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O[C@@H]2C2=CC=C(O)C=C2)=CC(O[Si](C)(C)C(C)(C)C)=C1O	4675.4	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	4757.4	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)C1=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)[C@@H](C1=CC=C(O)C=C1)O2	4705.4	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)OC2=C1	4710.6	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1	4832.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	4826.0	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	4780.3	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	4801.3	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	4754.0	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	4766.8	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	4753.5	Semi standard non polar	33892256
(-)-Epiafzelechin 3-gallate,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	4704.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Epiafzelechin 3-gallate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ufr-0930000000-49a61f43c54f5b8cd754	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Epiafzelechin 3-gallate GC-MS (3 TMS) - 70eV, Positive	splash10-0ufr-0900121000-d2ea5029d7ff2cf33f36	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Epiafzelechin 3-gallate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Epiafzelechin 3-gallate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epiafzelechin 3-gallate 10V, Positive-QTOF	splash10-002r-0920400000-26bc012ba94e75ded8f1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epiafzelechin 3-gallate 20V, Positive-QTOF	splash10-0fki-0910000000-9aaf820c6fcff2c0d7ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epiafzelechin 3-gallate 40V, Positive-QTOF	splash10-00dr-3900000000-87d95cedf72475332b66	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epiafzelechin 3-gallate 10V, Negative-QTOF	splash10-004i-0310900000-5a0d5da96ff90679f69b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epiafzelechin 3-gallate 20V, Negative-QTOF	splash10-00or-0951300000-e56c605bb0f7c08029a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epiafzelechin 3-gallate 40V, Negative-QTOF	splash10-00or-1900000000-ebf59da24ada4ffef234	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epiafzelechin 3-gallate 10V, Positive-QTOF	splash10-0a6r-0150900000-b1a03a175652e31d2043	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epiafzelechin 3-gallate 20V, Positive-QTOF	splash10-0kbr-0952300000-70aa7b9e2e90c768c2a7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epiafzelechin 3-gallate 40V, Positive-QTOF	splash10-0553-1942000000-15d94da7924a9f8adf17	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epiafzelechin 3-gallate 10V, Negative-QTOF	splash10-004i-0030900000-8ffa4234223e962af026	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epiafzelechin 3-gallate 20V, Negative-QTOF	splash10-05r0-0933400000-484e49d715ff3b9f99d5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epiafzelechin 3-gallate 40V, Negative-QTOF	splash10-002u-3913100000-a363bf1373dc138b7f1e	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018281

KNApSAcK ID

C00008864

Chemspider ID

410660

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

467295

PDB ID

Not Available

ChEBI ID

136552

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (-)-Epiafzelechin 3-gallate (HMDB0038846)

MOL for HMDB0038846 ((-)-Epiafzelechin 3-gallate)

3D MOL for HMDB0038846 ((-)-Epiafzelechin 3-gallate)

3D SDF for HMDB0038846 ((-)-Epiafzelechin 3-gallate)

3D-SDF for HMDB0038846 ((-)-Epiafzelechin 3-gallate)

PDB for HMDB0038846 ((-)-Epiafzelechin 3-gallate)

3D PDB for HMDB0038846 ((-)-Epiafzelechin 3-gallate)

SMILES for HMDB0038846 ((-)-Epiafzelechin 3-gallate)

INCHI for HMDB0038846 ((-)-Epiafzelechin 3-gallate)

Structure for HMDB0038846 ((-)-Epiafzelechin 3-gallate)

3D Structure for HMDB0038846 ((-)-Epiafzelechin 3-gallate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra