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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:39:51 UTC

Update Date

2022-03-07 02:55:44 UTC

HMDB ID

HMDB0038362

Secondary Accession Numbers

HMDB38362

Metabolite Identification

Common Name

(-)-Epigallocatechin 3-p-coumaroate

Description

(-)-Epigallocatechin 3-p-coumaroate belongs to the class of organic compounds known as epigallocatechins. Epigallocatechins are compounds containing epigallocatechin or a derivative. Epigallocatechin is a flavan-3-ol containing a benzopyran-3,5,7-triol linked to a 3,4,5-hydroxyphenyl moiety (-)-Epigallocatechin 3-p-coumaroate 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 (-)-epigallocatechin 3-p-coumaroate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (-)-Epigallocatechin 3-p-coumaroate.

Structure

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


  Mrv0541 02241209182D          

 33 36  0  0  0  0            999 V2000
   -3.0054    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7198   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7198   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0054   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2909   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2909   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8620   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8620   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1475    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2814    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2814    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4343    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0054   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8620   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8620   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2814   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 21  1  0  0  0  0
  2 17  1  0  0  0  0
  4 18  1  0  0  0  0
  9 31  1  6  0  0  0
 15 19  1  0  0  0  0
 12 20  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
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 25 33  1  0  0  0  0
M  END

HMDB0038362
     RDKit          3D
(-)-Epigallocatechin 3-p-coumaroate
 53 56  0  0  0  0  0  0  0  0999 V2000
    0.7355   -1.4398    2.9889 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0881   -0.8109    1.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4325   -0.2456    1.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7245    0.3937    0.7012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0212    1.0064    0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2507    1.6599   -0.7581 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4575    2.2464   -1.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5066    2.2099   -0.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7153    2.8205   -0.4592 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2966    1.5677    1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0739    0.9816    1.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1422   -0.6906    0.9405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1642   -1.2523    1.0894 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2708   -2.3310    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6304   -2.8909   -0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8958   -4.2313   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8040   -5.0826   -0.3236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1945   -4.6615   -0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2551   -3.7593   -0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5740   -4.1741   -0.1162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0086   -2.4077    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6896   -2.0085    0.1070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3831   -0.6781    0.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2348   -0.2147    0.9723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7750    1.0091    0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755    1.1015   -1.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2479    2.2431   -1.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1632    2.2952   -3.1129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8960    3.3560   -1.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4551    4.5330   -1.6631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9841    3.2938    0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6303    4.4131    1.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4144    2.1428    0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1679   -0.3414    2.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9497    0.4617   -0.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4297    1.6959   -1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6162    2.7556   -1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9188    3.7950   -0.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1118    1.5270    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9761    0.4917    2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2647   -1.7571    2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9863   -1.8773   -0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -3.0876    0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9789   -6.0671   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4120   -5.7286   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1140   -4.2339   -0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8340   -1.6912    0.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5995    0.0759    1.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626    0.1980   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4217    1.4778   -3.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3878    4.5882   -2.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3153    5.2614    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4956    2.0615    2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  2  0
 11  5  1  0
 24 13  1  0
 33 25  1  0
 22 15  1  0
  3 34  1  0
  4 35  1  0
  6 36  1  0
  7 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  1
 14 42  1  0
 14 43  1  0
 17 44  1  0
 18 45  1  0
 20 46  1  0
 21 47  1  0
 24 48  1  1
 26 49  1  0
 28 50  1  0
 30 51  1  0
 32 52  1  0
 33 53  1  0
M  END


  Mrv0541 02241209182D          

 33 36  0  0  0  0            999 V2000
   -3.0054    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7198   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7198   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0054   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2909   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2909   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8620   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8620   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1475    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2814    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2814    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4343    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0054   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8620   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8620   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2814   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1475   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 21  1  0  0  0  0
  2 17  1  0  0  0  0
  4 18  1  0  0  0  0
  9 31  1  6  0  0  0
 15 19  1  0  0  0  0
 12 20  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
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 25 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038362

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(\C=C\C(=O)O[C@@H]2CC3=C(O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C(O)C=C3O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H20O9/c25-14-4-1-12(2-5-14)3-6-22(30)32-21-11-16-17(27)9-15(26)10-20(16)33-24(21)13-7-18(28)23(31)19(29)8-13/h1-10,21,24-29,31H,11H2/b6-3+/t21-,24-/m1/s1

> <INCHI_KEY>
HKPGWUPXXPIOAN-XMTAIGAMSA-N

> <FORMULA>
C24H20O9

> <MOLECULAR_WEIGHT>
452.4102

> <EXACT_MASS>
452.110732238

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
44.99520287366981

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.11

> <JCHEM_LOGP>
4.221867089999999

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.096644185956437

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.567886379256885

> <JCHEM_PKA_STRONGEST_BASIC>
-4.918121429453382

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
117.5292

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038362
     RDKit          3D
(-)-Epigallocatechin 3-p-coumaroate
 53 56  0  0  0  0  0  0  0  0999 V2000
    0.7355   -1.4398    2.9889 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0881   -0.8109    1.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4325   -0.2456    1.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7245    0.3937    0.7012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0212    1.0064    0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2507    1.6599   -0.7581 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4575    2.2464   -1.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5066    2.2099   -0.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7153    2.8205   -0.4592 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2966    1.5677    1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0739    0.9816    1.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1422   -0.6906    0.9405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1642   -1.2523    1.0894 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2708   -2.3310    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6304   -2.8909   -0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8958   -4.2313   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8040   -5.0826   -0.3236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1945   -4.6615   -0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2551   -3.7593   -0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5740   -4.1741   -0.1162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0086   -2.4077    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6896   -2.0085    0.1070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3831   -0.6781    0.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2348   -0.2147    0.9723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7750    1.0091    0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755    1.1015   -1.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2479    2.2431   -1.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1632    2.2952   -3.1129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8960    3.3560   -1.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4551    4.5330   -1.6631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9841    3.2938    0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6303    4.4131    1.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4144    2.1428    0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1679   -0.3414    2.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9497    0.4617   -0.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4297    1.6959   -1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6162    2.7556   -1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9188    3.7950   -0.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1118    1.5270    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9761    0.4917    2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2647   -1.7571    2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9863   -1.8773   -0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -3.0876    0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9789   -6.0671   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4120   -5.7286   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1140   -4.2339   -0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8340   -1.6912    0.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5995    0.0759    1.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626    0.1980   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4217    1.4778   -3.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3878    4.5882   -2.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3153    5.2614    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4956    2.0615    2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  2  0
 11  5  1  0
 24 13  1  0
 33 25  1  0
 22 15  1  0
  3 34  1  0
  4 35  1  0
  6 36  1  0
  7 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  1
 14 42  1  0
 14 43  1  0
 17 44  1  0
 18 45  1  0
 20 46  1  0
 21 47  1  0
 24 48  1  1
 26 49  1  0
 28 50  1  0
 30 51  1  0
 32 52  1  0
 33 53  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      -5.610   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.944  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.944  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.610  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.276  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.276  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.943   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.943  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.609  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.609  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.275   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.058   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.275   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.058  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.392   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.392   1.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -8.277   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -5.610  -4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.726  -0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.058   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.726   2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.275  -7.700   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.058  -8.470   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.058 -10.010   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.275 -10.780   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.609 -10.010   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.609  -8.470   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.275  -6.160   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.058  -5.390   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.058  -3.850   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.275  -3.080   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       2.392  -3.080   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -0.275 -12.320   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   31                                                  
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   20                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   12   15   21                                                  
CONECT   17    2                                                            
CONECT   18    4                                                            
CONECT   19   15                                                            
CONECT   20   12                                                            
CONECT   21   16                                                            
CONECT   22   23   27   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   33                                                  
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   22   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31    9   30                                                       
CONECT   32   30                                                            
CONECT   33   25                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0038362
HETATM    1  O1  UNL     1       0.736  -1.440   2.989  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.088  -0.811   1.943  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.432  -0.246   1.817  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.724   0.394   0.701  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.021   1.006   0.437  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.251   1.660  -0.758  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.457   2.246  -1.038  1.00  0.00           C  
HETATM    8  C7  UNL     1       6.507   2.210  -0.130  1.00  0.00           C  
HETATM    9  O2  UNL     1       7.715   2.820  -0.459  1.00  0.00           O  
HETATM   10  C8  UNL     1       6.297   1.568   1.057  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.074   0.982   1.323  1.00  0.00           C  
HETATM   12  O3  UNL     1       0.142  -0.691   0.940  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.164  -1.252   1.089  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.271  -2.331   0.020  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.630  -2.891  -0.026  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.896  -4.231  -0.194  1.00  0.00           C  
HETATM   17  O4  UNL     1      -1.804  -5.083  -0.324  1.00  0.00           O  
HETATM   18  C14 UNL     1      -4.194  -4.661  -0.224  1.00  0.00           C  
HETATM   19  C15 UNL     1      -5.255  -3.759  -0.088  1.00  0.00           C  
HETATM   20  O5  UNL     1      -6.574  -4.174  -0.116  1.00  0.00           O  
HETATM   21  C16 UNL     1      -5.009  -2.408   0.081  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.690  -2.008   0.107  1.00  0.00           C  
HETATM   23  O6  UNL     1      -3.383  -0.678   0.272  1.00  0.00           O  
HETATM   24  C18 UNL     1      -2.235  -0.215   0.972  1.00  0.00           C  
HETATM   25  C19 UNL     1      -1.775   1.009   0.269  1.00  0.00           C  
HETATM   26  C20 UNL     1      -1.675   1.102  -1.117  1.00  0.00           C  
HETATM   27  C21 UNL     1      -1.248   2.243  -1.742  1.00  0.00           C  
HETATM   28  O7  UNL     1      -1.163   2.295  -3.113  1.00  0.00           O  
HETATM   29  C22 UNL     1      -0.896   3.356  -1.017  1.00  0.00           C  
HETATM   30  O8  UNL     1      -0.455   4.533  -1.663  1.00  0.00           O  
HETATM   31  C23 UNL     1      -0.984   3.294   0.351  1.00  0.00           C  
HETATM   32  O9  UNL     1      -0.630   4.413   1.084  1.00  0.00           O  
HETATM   33  C24 UNL     1      -1.414   2.143   0.967  1.00  0.00           C  
HETATM   34  H1  UNL     1       3.168  -0.341   2.601  1.00  0.00           H  
HETATM   35  H2  UNL     1       1.950   0.462  -0.056  1.00  0.00           H  
HETATM   36  H3  UNL     1       3.430   1.696  -1.484  1.00  0.00           H  
HETATM   37  H4  UNL     1       5.616   2.756  -1.985  1.00  0.00           H  
HETATM   38  H5  UNL     1       7.919   3.795  -0.242  1.00  0.00           H  
HETATM   39  H6  UNL     1       7.112   1.527   1.788  1.00  0.00           H  
HETATM   40  H7  UNL     1       4.976   0.492   2.278  1.00  0.00           H  
HETATM   41  H8  UNL     1      -1.265  -1.757   2.073  1.00  0.00           H  
HETATM   42  H9  UNL     1      -0.986  -1.877  -0.945  1.00  0.00           H  
HETATM   43  H10 UNL     1      -0.496  -3.088   0.253  1.00  0.00           H  
HETATM   44  H11 UNL     1      -1.979  -6.067  -0.447  1.00  0.00           H  
HETATM   45  H12 UNL     1      -4.412  -5.729  -0.357  1.00  0.00           H  
HETATM   46  H13 UNL     1      -7.114  -4.234  -0.947  1.00  0.00           H  
HETATM   47  H14 UNL     1      -5.834  -1.691   0.188  1.00  0.00           H  
HETATM   48  H15 UNL     1      -2.599   0.076   1.985  1.00  0.00           H  
HETATM   49  H16 UNL     1      -1.963   0.198  -1.677  1.00  0.00           H  
HETATM   50  H17 UNL     1      -1.422   1.478  -3.645  1.00  0.00           H  
HETATM   51  H18 UNL     1      -0.388   4.588  -2.654  1.00  0.00           H  
HETATM   52  H19 UNL     1      -0.315   5.261   0.675  1.00  0.00           H  
HETATM   53  H20 UNL     1      -1.496   2.061   2.054  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4    4   34
CONECT    4    5   35
CONECT    5    6    6   11
CONECT    6    7   36
CONECT    7    8    8   37
CONECT    8    9   10
CONECT    9   38
CONECT   10   11   11   39
CONECT   11   40
CONECT   12   13
CONECT   13   14   24   41
CONECT   14   15   42   43
CONECT   15   16   16   22
CONECT   16   17   18
CONECT   17   44
CONECT   18   19   19   45
CONECT   19   20   21
CONECT   20   46
CONECT   21   22   22   47
CONECT   22   23
CONECT   23   24
CONECT   24   25   48
CONECT   25   26   26   33
CONECT   26   27   49
CONECT   27   28   29   29
CONECT   28   50
CONECT   29   30   31
CONECT   30   51
CONECT   31   32   33   33
CONECT   32   52
CONECT   33   53
END

HMDB0038362
     RDKit          3D
(-)-Epigallocatechin 3-p-coumaroate
 53 56  0  0  0  0  0  0  0  0999 V2000
    0.7355   -1.4398    2.9889 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0881   -0.8109    1.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4325   -0.2456    1.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7245    0.3937    0.7012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0212    1.0064    0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2507    1.6599   -0.7581 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4575    2.2464   -1.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5066    2.2099   -0.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7153    2.8205   -0.4592 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2966    1.5677    1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0739    0.9816    1.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1422   -0.6906    0.9405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1642   -1.2523    1.0894 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2708   -2.3310    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6304   -2.8909   -0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8958   -4.2313   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8040   -5.0826   -0.3236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1945   -4.6615   -0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2551   -3.7593   -0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5740   -4.1741   -0.1162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0086   -2.4077    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6896   -2.0085    0.1070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3831   -0.6781    0.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2348   -0.2147    0.9723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7750    1.0091    0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755    1.1015   -1.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2479    2.2431   -1.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1632    2.2952   -3.1129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8960    3.3560   -1.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4551    4.5330   -1.6631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9841    3.2938    0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6303    4.4131    1.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4144    2.1428    0.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1679   -0.3414    2.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9497    0.4617   -0.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4297    1.6959   -1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6162    2.7556   -1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9188    3.7950   -0.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1118    1.5270    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9761    0.4917    2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2647   -1.7571    2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9863   -1.8773   -0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -3.0876    0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9789   -6.0671   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4120   -5.7286   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1140   -4.2339   -0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8340   -1.6912    0.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5995    0.0759    1.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9626    0.1980   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4217    1.4778   -3.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3878    4.5882   -2.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3153    5.2614    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4956    2.0615    2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  2  0
 11  5  1  0
 24 13  1  0
 33 25  1  0
 22 15  1  0
  3 34  1  0
  4 35  1  0
  6 36  1  0
  7 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  1
 14 42  1  0
 14 43  1  0
 17 44  1  0
 18 45  1  0
 20 46  1  0
 21 47  1  0
 24 48  1  1
 26 49  1  0
 28 50  1  0
 30 51  1  0
 32 52  1  0
 33 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Epigallocatechin 3-p-coumaroic acid	Generator
(-)-Epigallocatechin 3-O-P-coumaroate	HMDB
3-O-P-Coumaroylepigallocatechin	HMDB
Epigallocatechin 3-O-P-coumarate	HMDB
Epigallocatechin 3-O-p-coumaric acid	Generator
Epigallocatechin 3-p-coumaric acid	Generator

Chemical Formula

C₂₄H₂₀O₉

Average Molecular Weight

452.4102

Monoisotopic Molecular Weight

452.110732238

IUPAC Name

(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

CAS Registry Number

89013-65-0

SMILES

OC1=CC=C(\C=C\C(=O)O[C@@H]2CC3=C(O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C(O)C=C3O)C=C1

InChI Identifier

InChI=1S/C24H20O9/c25-14-4-1-12(2-5-14)3-6-22(30)32-21-11-16-17(27)9-15(26)10-20(16)33-24(21)13-7-18(28)23(31)19(29)8-13/h1-10,21,24-29,31H,11H2/b6-3+/t21-,24-/m1/s1

InChI Key

HKPGWUPXXPIOAN-XMTAIGAMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as epigallocatechins. Epigallocatechins are compounds containing epigallocatechin or a derivative. Epigallocatechin is a flavan-3-ol containing a benzopyran-3,5,7-triol linked to a 3,4,5-hydroxyphenyl moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Epigallocatechins

Alternative Parents

Substituents

Epigallocatechin
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Coumaric acid ester
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid or derivatives
Cinnamic acid ester
Benzopyran
Chromane
1-benzopyran
Pyrogallol derivative
Benzenetriol
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Fatty acid ester
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid derivative
Polyol
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Ether
Carbonyl group
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavans, Flavanols and Leucoanthocyanidins (LMPK12020117 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038362)
Cell membrane (HMDB: HMDB0038362)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038362)

Source

Exogenous

Exogenous (HMDB: HMDB0038362)

Food

Food (HMDB: HMDB0038362)

Tea

Endogenous

Plant

Plant (HMDB: HMDB0038362)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038362)

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	0.013 g/L	ALOGPS
logP	3.11	ALOGPS
logP	4.22	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	8.57	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	5	ChemAxon
Refractivity	117.53 m³·mol⁻¹	ChemAxon
Polarizability	45 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
DeepCCS	[M+H]+	212.811	30932474
DeepCCS	[M-H]-	210.737	30932474
DeepCCS	[M-2H]-	243.98	30932474
DeepCCS	[M+Na]+	218.725	30932474
AllCCS	[M+H]+	207.2	32859911
AllCCS	[M+H-H2O]+	204.8	32859911
AllCCS	[M+NH4]+	209.4	32859911
AllCCS	[M+Na]+	210.0	32859911
AllCCS	[M-H]-	201.8	32859911
AllCCS	[M+Na-2H]-	201.7	32859911
AllCCS	[M+HCOO]-	201.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.26 minutes	32390414
Predicted by Siyang on May 30, 2022	11.7536 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.92 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1809.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	179.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	142.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	133.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	156.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	706.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	442.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	498.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	874.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	431.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1321.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	273.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	359.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	392.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	365.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	120.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Epigallocatechin 3-p-coumaroate	OC1=CC=C(\C=C\C(=O)O[C@@H]2CC3=C(O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C(O)C=C3O)C=C1	7216.9	Standard polar	33892256
(-)-Epigallocatechin 3-p-coumaroate	OC1=CC=C(\C=C\C(=O)O[C@@H]2CC3=C(O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C(O)C=C3O)C=C1	4548.4	Standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate	OC1=CC=C(\C=C\C(=O)O[C@@H]2CC3=C(O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C(O)C=C3O)C=C1	4911.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-Epigallocatechin 3-p-coumaroate,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C1	4681.3	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,1TMS,isomer #2	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)/C=C/C2=CC=C(O)C=C2)=CC(O)=C1O	4632.5	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,1TMS,isomer #3	C[Si](C)(C)OC1=C(O)C=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)/C=C/C2=CC=C(O)C=C2)C=C1O	4568.7	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,1TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O)C(O)=C3)OC2=C1	4673.4	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,1TMS,isomer #5	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)/C=C/C1=CC=C(O)C=C1)[C@@H](C1=CC(O)=C(O)C(O)=C1)O2	4606.2	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C1	4492.6	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TMS,isomer #10	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)/C=C/C1=CC=C(O)C=C1)[C@@H](C1=CC(O)=C(O[Si](C)(C)C)C(O)=C1)O2	4457.4	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TMS,isomer #11	C[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	4466.4	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C1	4518.5	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC(O)=C(O)C(O[Si](C)(C)C)=C2)C=C1	4535.2	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC(O)=C(O[Si](C)(C)C)C(O)=C2)C=C1	4495.9	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TMS,isomer #5	C[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)OC2=C1	4513.7	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TMS,isomer #6	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@H]2OC(=O)/C=C/C2=CC=C(O)C=C2)=CC(O)=C1O	4495.4	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TMS,isomer #7	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)/C=C/C2=CC=C(O)C=C2)=CC(O[Si](C)(C)C)=C1O	4544.1	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TMS,isomer #8	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)/C=C/C2=CC=C(O)C=C2)=CC(O)=C1O[Si](C)(C)C	4500.5	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TMS,isomer #9	C[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)OC2=C1	4479.8	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C1	4308.7	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TMS,isomer #10	C[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C1	4309.5	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TMS,isomer #11	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C[C@H]2OC(=O)/C=C/C2=CC=C(O)C=C2)=CC(O[Si](C)(C)C)=C1O	4330.9	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TMS,isomer #12	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)/C=C/C1=CC=C(O)C=C1)[C@@H](C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)O2	4308.9	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TMS,isomer #13	C[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)/C=C/C2=CC=C(O)C=C2)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	4393.3	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TMS,isomer #14	C[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O[Si](C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	4255.9	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC(O)=C(O)C(O[Si](C)(C)C)=C2)C=C1	4294.0	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC(O)=C(O[Si](C)(C)C)C(O)=C2)C=C1	4271.7	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC(O)=C(O)C(O[Si](C)(C)C)=C2)C=C1	4310.8	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TMS,isomer #5	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC(O)=C(O[Si](C)(C)C)C(O)=C2)C=C1	4308.9	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TMS,isomer #6	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C2)C=C1	4371.8	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TMS,isomer #7	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	4332.7	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	4271.6	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TMS,isomer #9	C[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)OC2=C1	4331.7	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC(O)=C(O)C(O[Si](C)(C)C)=C2)C=C1	4177.8	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,4TMS,isomer #10	C[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C1	4274.0	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,4TMS,isomer #11	C[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)/C=C/C1=CC=C(O)C=C1)[C@@H](C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)O2	4269.4	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,4TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC(O)=C(O[Si](C)(C)C)C(O)=C2)C=C1	4205.9	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,4TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C2)C=C1	4240.0	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,4TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	4192.2	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,4TMS,isomer #5	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C2)C=C1	4264.8	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,4TMS,isomer #6	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	4228.4	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,4TMS,isomer #7	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	4282.4	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,4TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	4219.7	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,4TMS,isomer #9	C[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	4180.3	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,5TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC(O[Si](C)(C)C)=C(O)C(O[Si](C)(C)C)=C2)C=C1	4225.7	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,5TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	4181.6	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,5TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	4208.0	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,5TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	4234.9	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,5TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	4175.7	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,6TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1	4199.6	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C1	4981.6	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)/C=C/C2=CC=C(O)C=C2)=CC(O)=C1O	4959.3	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(O)C=C([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)/C=C/C2=CC=C(O)C=C2)C=C1O	4917.0	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O)C(O)=C3)OC2=C1	4951.7	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)/C=C/C1=CC=C(O)C=C1)[C@@H](C1=CC(O)=C(O)C(O)=C1)O2	4920.8	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C1	5093.3	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)/C=C/C1=CC=C(O)C=C1)[C@@H](C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)O2	5010.9	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	5038.1	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C1	5117.1	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	5144.4	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1	5092.8	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	5075.4	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@H]2OC(=O)/C=C/C2=CC=C(O)C=C2)=CC(O)=C1O	5063.2	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)/C=C/C2=CC=C(O)C=C2)=CC(O[Si](C)(C)C(C)(C)C)=C1O	5123.5	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)/C=C/C2=CC=C(O)C=C2)=CC(O)=C1O[Si](C)(C)C(C)(C)C	5058.8	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C1	5023.7	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)O[C@@H]2C2=CC(O)=C(O)C(O)=C2)C=C1	5102.6	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	5094.7	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C[C@H]2OC(=O)/C=C/C2=CC=C(O)C=C2)=CC(O[Si](C)(C)C(C)(C)C)=C1O	5124.8	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C[C@@H](OC(=O)/C=C/C1=CC=C(O)C=C1)[C@@H](C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)O2	5079.9	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)/C=C/C2=CC=C(O)C=C2)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	5132.5	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	5072.3	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O[C@@H]2C2=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	5113.4	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O[C@@H]2C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1	5125.4	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O[C@@H]2C2=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	5151.0	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O[C@@H]2C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1	5172.7	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	5203.0	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1	5145.0	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=CC2=C(C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	5058.9	Semi standard non polar	33892256
(-)-Epigallocatechin 3-p-coumaroate,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C[C@@H](OC(=O)/C=C/C3=CC=C(O)C=C3)[C@@H](C3=CC(O[Si](C)(C)C(C)(C)C)=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	5144.8	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 - (-)-Epigallocatechin 3-p-coumaroate GC-MS (Non-derivatized) - 70eV, Positive	splash10-014s-0920000000-385d357a7f2880a54ad6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Epigallocatechin 3-p-coumaroate GC-MS (3 TMS) - 70eV, Positive	splash10-0udi-2420139000-14d67c485cb251d30a5a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Epigallocatechin 3-p-coumaroate 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 - (-)-Epigallocatechin 3-p-coumaroate 10V, Positive-QTOF	splash10-0f79-0911300000-e8b33772e8365a93b3c3	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epigallocatechin 3-p-coumaroate 20V, Positive-QTOF	splash10-059j-0911000000-309416b341b21078f967	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epigallocatechin 3-p-coumaroate 40V, Positive-QTOF	splash10-0079-1900000000-9d05aa480764ca79d69a	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epigallocatechin 3-p-coumaroate 10V, Negative-QTOF	splash10-0udi-0404900000-df6796aaf0868491bf0a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epigallocatechin 3-p-coumaroate 20V, Negative-QTOF	splash10-0r00-0914200000-c31773809390588e2ff7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epigallocatechin 3-p-coumaroate 40V, Negative-QTOF	splash10-01ta-0900000000-a916fde482bc1a9042c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epigallocatechin 3-p-coumaroate 10V, Positive-QTOF	splash10-0f6t-0911600000-43c89f38157fb31753db	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epigallocatechin 3-p-coumaroate 20V, Positive-QTOF	splash10-014j-0910100000-485fd5527eebdd9bb6ae	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epigallocatechin 3-p-coumaroate 40V, Positive-QTOF	splash10-014r-0920200000-bb2e62100283ece93833	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epigallocatechin 3-p-coumaroate 10V, Negative-QTOF	splash10-0udi-0100900000-75df5794ee83db37e5af	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epigallocatechin 3-p-coumaroate 20V, Negative-QTOF	splash10-0fri-0922400000-da2f53ffecbdc68e6393	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Epigallocatechin 3-p-coumaroate 40V, Negative-QTOF	splash10-014i-2913000000-8e61c28268e1c4e83fab	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

FDB017701

KNApSAcK ID

C00008905

Chemspider ID

4976697

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6474788

PDB ID

Not Available

ChEBI ID

Not Available

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 (-)-Epigallocatechin 3-p-coumaroate (HMDB0038362)

MOL for HMDB0038362 ((-)-Epigallocatechin 3-p-coumaroate)

3D MOL for HMDB0038362 ((-)-Epigallocatechin 3-p-coumaroate)

3D SDF for HMDB0038362 ((-)-Epigallocatechin 3-p-coumaroate)

3D-SDF for HMDB0038362 ((-)-Epigallocatechin 3-p-coumaroate)

PDB for HMDB0038362 ((-)-Epigallocatechin 3-p-coumaroate)

3D PDB for HMDB0038362 ((-)-Epigallocatechin 3-p-coumaroate)

SMILES for HMDB0038362 ((-)-Epigallocatechin 3-p-coumaroate)

INCHI for HMDB0038362 ((-)-Epigallocatechin 3-p-coumaroate)

Structure for HMDB0038362 ((-)-Epigallocatechin 3-p-coumaroate)

3D Structure for HMDB0038362 ((-)-Epigallocatechin 3-p-coumaroate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra