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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:44:37 UTC

Update Date

2022-03-07 02:56:10 UTC

HMDB ID

HMDB0039328

Secondary Accession Numbers

HMDB39328

Metabolite Identification

Common Name

Epicatechin 3-O-(4-methylgallate)

Description

Epicatechin 3-O-(4-methylgallate), also known as 3-O-(4-methylgalloyl)epicatechin, belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin. Epicatechin 3-O-(4-methylgallate) has been detected, but not quantified in, pomegranates (Punica granatum). This could make epicatechin 3-O-(4-methylgallate) a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Epicatechin 3-O-(4-methylgallate).

Structure

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


  Mrv0541 10221201522D          

 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
    1.9959    1.2375    0.0000 O   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
    0.5670    2.0625    0.0000 O   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
   -0.1475   -3.3000    0.0000 C   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
    1.2815   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2815   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8620   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959   -4.5375    0.0000 O   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
    1.2815   -1.6500    0.0000 O   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
    1.2815   -5.7750    0.0000 C   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 17  1  0  0  0  0
  2 18  1  0  0  0  0
  4 19  1  0  0  0  0
 12 20  1  0  0  0  0
  9 32  1  6  0  0  0
 21 22  2  0  0  0  0
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 23 27  1  0  0  0  0
 24 28  1  0  0  0  0
 25 29  1  0  0  0  0
 21 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 28 33  1  0  0  0  0
M  END

HMDB0039328
     RDKit          3D
Epicatechin 3-O-(4-methylgallate)
 53 56  0  0  0  0  0  0  0  0999 V2000
    7.0070   -0.8164    0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9775   -1.7156    0.4330 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7389   -1.2292    0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7192   -0.9722    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9368   -1.2053    2.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4845   -0.4832    0.4624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899   -0.2579   -0.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999    0.2586   -1.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8387    0.4584   -2.6224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513    0.5328   -0.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3163    1.0103   -0.8851 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4829    2.4673   -0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9049    2.4854    1.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8564    3.7151    1.6654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4346    4.8375    0.9828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2240    3.8459    2.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6478    2.7749    3.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0161    2.9207    5.0523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6965    1.5506    3.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259    1.4091    1.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841    0.1553    1.0990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4708    0.2329   -0.3464 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7000   -1.0651   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5544   -1.9630   -0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8085   -3.2083   -0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2301   -3.6158   -2.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4882   -4.8700   -2.5500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3973   -2.7391   -2.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8080   -3.1193   -3.8423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1497   -1.4809   -2.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3314   -0.5264   -1.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5537   -1.0066   -1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5707   -1.2599   -2.2425 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6980    0.2467    0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3442   -0.9770    1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9206   -0.9822    0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8265   -1.5571    2.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6967   -0.2880    1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3979    1.0837   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2994    2.9317   -0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5688    3.0554   -0.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4062    5.7191    1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1721    4.8191    3.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0052    3.1390    5.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0308    0.6894    3.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    0.8589   -0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0389   -1.7201    0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4642   -3.9298   -0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1127   -5.4748   -2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1945   -2.4610   -4.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4914   -0.8386   -2.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008   -0.3552   -2.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830   -1.0797   -3.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
  7 31  1  0
 31 32  2  0
 32 33  1  0
 32  3  1  0
 22 11  1  0
 30 23  1  0
 20 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  6 38  1  0
 11 39  1  6
 12 40  1  0
 12 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 22 46  1  1
 24 47  1  0
 25 48  1  0
 27 49  1  0
 29 50  1  0
 30 51  1  0
 31 52  1  0
 33 53  1  0
M  END


  Mrv0541 10221201522D          

 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
    1.9959    1.2375    0.0000 O   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
    0.5670    2.0625    0.0000 O   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
   -0.1475   -3.3000    0.0000 C   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
    1.2815   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2815   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8620   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9959   -4.5375    0.0000 O   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
    1.2815   -1.6500    0.0000 O   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
    1.2815   -5.7750    0.0000 C   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 17  1  0  0  0  0
  2 18  1  0  0  0  0
  4 19  1  0  0  0  0
 12 20  1  0  0  0  0
  9 32  1  6  0  0  0
 21 22  2  0  0  0  0
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 23 27  1  0  0  0  0
 24 28  1  0  0  0  0
 25 29  1  0  0  0  0
 21 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 28 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039328

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C(C=C1O)C(=O)O[C@@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C=C1)C=C(O)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C23H20O10/c1-31-22-17(28)5-11(6-18(22)29)23(30)33-20-9-13-15(26)7-12(24)8-19(13)32-21(20)10-2-3-14(25)16(27)4-10/h2-8,20-21,24-29H,9H2,1H3/t20-,21-/m1/s1

> <INCHI_KEY>
BXDRTHBTGNNTEW-NHCUHLMSSA-N

> <FORMULA>
C23H20O10

> <MOLECULAR_WEIGHT>
456.3989

> <EXACT_MASS>
456.10564686

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
43.985131136235516

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.84

> <JCHEM_LOGP>
3.525604955

> <ALOGPS_LOGS>
-4.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.222333056082752

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.739721425789966

> <JCHEM_PKA_STRONGEST_BASIC>
-4.35751467612807

> <JCHEM_POLAR_SURFACE_AREA>
166.14

> <JCHEM_REFRACTIVITY>
114.2467

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,5-dihydroxy-4-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039328
     RDKit          3D
Epicatechin 3-O-(4-methylgallate)
 53 56  0  0  0  0  0  0  0  0999 V2000
    7.0070   -0.8164    0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9775   -1.7156    0.4330 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7389   -1.2292    0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7192   -0.9722    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9368   -1.2053    2.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4845   -0.4832    0.4624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899   -0.2579   -0.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999    0.2586   -1.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8387    0.4584   -2.6224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513    0.5328   -0.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3163    1.0103   -0.8851 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4829    2.4673   -0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9049    2.4854    1.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8564    3.7151    1.6654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4346    4.8375    0.9828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2240    3.8459    2.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6478    2.7749    3.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0161    2.9207    5.0523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6965    1.5506    3.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259    1.4091    1.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841    0.1553    1.0990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4708    0.2329   -0.3464 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7000   -1.0651   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5544   -1.9630   -0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8085   -3.2083   -0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2301   -3.6158   -2.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4882   -4.8700   -2.5500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3973   -2.7391   -2.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8080   -3.1193   -3.8423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1497   -1.4809   -2.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3314   -0.5264   -1.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5537   -1.0066   -1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5707   -1.2599   -2.2425 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6980    0.2467    0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3442   -0.9770    1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9206   -0.9822    0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8265   -1.5571    2.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6967   -0.2880    1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3979    1.0837   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2994    2.9317   -0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5688    3.0554   -0.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4062    5.7191    1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1721    4.8191    3.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0052    3.1390    5.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0308    0.6894    3.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    0.8589   -0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0389   -1.7201    0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4642   -3.9298   -0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1127   -5.4748   -2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1945   -2.4610   -4.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4914   -0.8386   -2.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008   -0.3552   -2.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830   -1.0797   -3.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
  7 31  1  0
 31 32  2  0
 32 33  1  0
 32  3  1  0
 22 11  1  0
 30 23  1  0
 20 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  6 38  1  0
 11 39  1  6
 12 40  1  0
 12 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 22 46  1  1
 24 47  1  0
 25 48  1  0
 27 49  1  0
 29 50  1  0
 30 51  1  0
 31 52  1  0
 33 53  1  0
M  END

HEADER    PROTEIN                                 22-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-OCT-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       3.726   2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -8.277   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -5.610  -4.620   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  C   UNK     0       1.058  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.275  -6.160   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.275  -7.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.058  -8.470   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.392  -7.700   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.392  -6.160   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.609  -8.470   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.058 -10.010   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       3.726  -8.470   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.058  -3.850   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.392  -3.080   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -0.275  -3.080   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.392 -10.780   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   19                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   32                                                  
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                                                       
CONECT   16   12   15   17                                                  
CONECT   17   16                                                            
CONECT   18    2                                                            
CONECT   19    4                                                            
CONECT   20   12                                                            
CONECT   21   22   26   30                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24   26   29                                                  
CONECT   26   21   25                                                       
CONECT   27   23                                                            
CONECT   28   24   33                                                       
CONECT   29   25                                                            
CONECT   30   21   31   32                                                  
CONECT   31   30                                                            
CONECT   32    9   30                                                       
CONECT   33   28                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0039328
HETATM    1  C1  UNL     1       7.007  -0.816   0.775  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.977  -1.716   0.433  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.739  -1.229   0.020  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.719  -0.972   0.910  1.00  0.00           C  
HETATM    5  O2  UNL     1       3.937  -1.205   2.250  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.485  -0.483   0.462  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.290  -0.258  -0.880  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.000   0.259  -1.397  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.839   0.458  -2.622  1.00  0.00           O  
HETATM   10  O4  UNL     1      -0.051   0.533  -0.559  1.00  0.00           O  
HETATM   11  C7  UNL     1      -1.316   1.010  -0.885  1.00  0.00           C  
HETATM   12  C8  UNL     1      -1.483   2.467  -0.406  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.905   2.485   1.019  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.856   3.715   1.665  1.00  0.00           C  
HETATM   15  O5  UNL     1      -1.435   4.837   0.983  1.00  0.00           O  
HETATM   16  C11 UNL     1      -2.224   3.846   2.991  1.00  0.00           C  
HETATM   17  C12 UNL     1      -2.648   2.775   3.714  1.00  0.00           C  
HETATM   18  O6  UNL     1      -3.016   2.921   5.052  1.00  0.00           O  
HETATM   19  C13 UNL     1      -2.697   1.551   3.072  1.00  0.00           C  
HETATM   20  C14 UNL     1      -2.326   1.409   1.729  1.00  0.00           C  
HETATM   21  O7  UNL     1      -2.384   0.155   1.099  1.00  0.00           O  
HETATM   22  C15 UNL     1      -2.471   0.233  -0.346  1.00  0.00           C  
HETATM   23  C16 UNL     1      -2.700  -1.065  -0.933  1.00  0.00           C  
HETATM   24  C17 UNL     1      -3.554  -1.963  -0.282  1.00  0.00           C  
HETATM   25  C18 UNL     1      -3.809  -3.208  -0.817  1.00  0.00           C  
HETATM   26  C19 UNL     1      -3.230  -3.616  -2.015  1.00  0.00           C  
HETATM   27  O8  UNL     1      -3.488  -4.870  -2.550  1.00  0.00           O  
HETATM   28  C20 UNL     1      -2.397  -2.739  -2.648  1.00  0.00           C  
HETATM   29  O9  UNL     1      -1.808  -3.119  -3.842  1.00  0.00           O  
HETATM   30  C21 UNL     1      -2.150  -1.481  -2.094  1.00  0.00           C  
HETATM   31  C22 UNL     1       3.331  -0.526  -1.738  1.00  0.00           C  
HETATM   32  C23 UNL     1       4.554  -1.007  -1.328  1.00  0.00           C  
HETATM   33  O10 UNL     1       5.571  -1.260  -2.243  1.00  0.00           O  
HETATM   34  H1  UNL     1       6.698   0.247   0.718  1.00  0.00           H  
HETATM   35  H2  UNL     1       7.344  -0.977   1.836  1.00  0.00           H  
HETATM   36  H3  UNL     1       7.921  -0.982   0.160  1.00  0.00           H  
HETATM   37  H4  UNL     1       4.827  -1.557   2.568  1.00  0.00           H  
HETATM   38  H5  UNL     1       1.697  -0.288   1.179  1.00  0.00           H  
HETATM   39  H6  UNL     1      -1.398   1.084  -1.976  1.00  0.00           H  
HETATM   40  H7  UNL     1      -2.299   2.932  -0.991  1.00  0.00           H  
HETATM   41  H8  UNL     1      -0.569   3.055  -0.608  1.00  0.00           H  
HETATM   42  H9  UNL     1      -1.406   5.719   1.468  1.00  0.00           H  
HETATM   43  H10 UNL     1      -2.172   4.819   3.457  1.00  0.00           H  
HETATM   44  H11 UNL     1      -4.005   3.139   5.249  1.00  0.00           H  
HETATM   45  H12 UNL     1      -3.031   0.689   3.632  1.00  0.00           H  
HETATM   46  H13 UNL     1      -3.388   0.859  -0.569  1.00  0.00           H  
HETATM   47  H14 UNL     1      -4.039  -1.720   0.648  1.00  0.00           H  
HETATM   48  H15 UNL     1      -4.464  -3.930  -0.341  1.00  0.00           H  
HETATM   49  H16 UNL     1      -4.113  -5.475  -2.035  1.00  0.00           H  
HETATM   50  H17 UNL     1      -1.195  -2.461  -4.300  1.00  0.00           H  
HETATM   51  H18 UNL     1      -1.491  -0.839  -2.650  1.00  0.00           H  
HETATM   52  H19 UNL     1       3.201  -0.355  -2.812  1.00  0.00           H  
HETATM   53  H20 UNL     1       5.383  -1.080  -3.219  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3
CONECT    3    4    4   32
CONECT    4    5    6
CONECT    5   37
CONECT    6    7    7   38
CONECT    7    8   31
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   22   39
CONECT   12   13   40   41
CONECT   13   14   14   20
CONECT   14   15   16
CONECT   15   42
CONECT   16   17   17   43
CONECT   17   18   19
CONECT   18   44
CONECT   19   20   20   45
CONECT   20   21
CONECT   21   22
CONECT   22   23   46
CONECT   23   24   24   30
CONECT   24   25   47
CONECT   25   26   26   48
CONECT   26   27   28
CONECT   27   49
CONECT   28   29   30   30
CONECT   29   50
CONECT   30   51
CONECT   31   32   32   52
CONECT   32   33
CONECT   33   53
END

HMDB0039328
     RDKit          3D
Epicatechin 3-O-(4-methylgallate)
 53 56  0  0  0  0  0  0  0  0999 V2000
    7.0070   -0.8164    0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9775   -1.7156    0.4330 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7389   -1.2292    0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7192   -0.9722    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9368   -1.2053    2.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4845   -0.4832    0.4624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899   -0.2579   -0.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999    0.2586   -1.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8387    0.4584   -2.6224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513    0.5328   -0.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3163    1.0103   -0.8851 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4829    2.4673   -0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9049    2.4854    1.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8564    3.7151    1.6654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4346    4.8375    0.9828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2240    3.8459    2.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6478    2.7749    3.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0161    2.9207    5.0523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6965    1.5506    3.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3259    1.4091    1.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841    0.1553    1.0990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4708    0.2329   -0.3464 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7000   -1.0651   -0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5544   -1.9630   -0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8085   -3.2083   -0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2301   -3.6158   -2.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4882   -4.8700   -2.5500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3973   -2.7391   -2.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8080   -3.1193   -3.8423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1497   -1.4809   -2.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3314   -0.5264   -1.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5537   -1.0066   -1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5707   -1.2599   -2.2425 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6980    0.2467    0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3442   -0.9770    1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9206   -0.9822    0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8265   -1.5571    2.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6967   -0.2880    1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3979    1.0837   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2994    2.9317   -0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5688    3.0554   -0.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4062    5.7191    1.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1721    4.8191    3.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0052    3.1390    5.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0308    0.6894    3.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    0.8589   -0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0389   -1.7201    0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4642   -3.9298   -0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1127   -5.4748   -2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1945   -2.4610   -4.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4914   -0.8386   -2.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008   -0.3552   -2.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3830   -1.0797   -3.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
  7 31  1  0
 31 32  2  0
 32 33  1  0
 32  3  1  0
 22 11  1  0
 30 23  1  0
 20 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  6 38  1  0
 11 39  1  6
 12 40  1  0
 12 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 22 46  1  1
 24 47  1  0
 25 48  1  0
 27 49  1  0
 29 50  1  0
 30 51  1  0
 31 52  1  0
 33 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Epicatechin 3-O-(4-methylgallic acid)	Generator
3-O-(4-Methylgalloyl)epicatechin	HMDB
Epicatechin 3-O-(4-O-methylgallate)	HMDB
Epicatechin 3-O-(4-O-methylgallic acid)	HMDB

Chemical Formula

C₂₃H₂₀O₁₀

Average Molecular Weight

456.3989

Monoisotopic Molecular Weight

456.10564686

IUPAC Name

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

Traditional Name

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

CAS Registry Number

108907-44-4

SMILES

COC1=C(O)C=C(C=C1O)C(=O)O[C@@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C=C1)C=C(O)C=C2O

InChI Identifier

InChI=1S/C23H20O10/c1-31-22-17(28)5-11(6-18(22)29)23(30)33-20-9-13-15(26)7-12(24)8-19(13)32-21(20)10-2-3-14(25)16(27)4-10/h2-8,20-21,24-29H,9H2,1H3/t20-,21-/m1/s1

InChI Key

BXDRTHBTGNNTEW-NHCUHLMSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechin gallates

Alternative Parents

Substituents

Catechin gallate
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Gallic acid or derivatives
M-hydroxybenzoic acid ester
P-methoxybenzoic acid or derivatives
Benzoate ester
Chromane
Benzopyran
Methoxyphenol
1-benzopyran
Benzoic acid or derivatives
Phenol ether
Methoxybenzene
Anisole
Phenoxy compound
Benzoyl
Resorcinol
Catechol
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavans, Flavanols and Leucoanthocyanidins (LMPK12020094 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0039328)

Not Available

Not Available

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	0.028 g/L	ALOGPS
logP	2.84	ALOGPS
logP	3.53	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8.74	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	166.14 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	114.25 m³·mol⁻¹	ChemAxon
Polarizability	43.99 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]+	207.856	31661259
DarkChem	[M-H]-	204.171	31661259
DeepCCS	[M+H]+	195.784	30932474
DeepCCS	[M-H]-	193.389	30932474
DeepCCS	[M-2H]-	226.332	30932474
DeepCCS	[M+Na]+	201.697	30932474
AllCCS	[M+H]+	206.8	32859911
AllCCS	[M+H-H2O]+	204.3	32859911
AllCCS	[M+NH4]+	209.0	32859911
AllCCS	[M+Na]+	209.6	32859911
AllCCS	[M-H]-	203.4	32859911
AllCCS	[M+Na-2H]-	203.4	32859911
AllCCS	[M+HCOO]-	203.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Epicatechin 3-O-(4-methylgallate)	COC1=C(O)C=C(C=C1O)C(=O)O[C@@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C=C1)C=C(O)C=C2O	6292.4	Standard polar	33892256
Epicatechin 3-O-(4-methylgallate)	COC1=C(O)C=C(C=C1O)C(=O)O[C@@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C=C1)C=C(O)C=C2O	4186.2	Standard non polar	33892256
Epicatechin 3-O-(4-methylgallate)	COC1=C(O)C=C(C=C1O)C(=O)O[C@@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C=C1)C=C(O)C=C2O	4432.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Epicatechin 3-O-(4-methylgallate),1TMS,isomer #1	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C(O)=C2)C=C1O[Si](C)(C)C	4301.9	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),1TMS,isomer #2	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C(O[Si](C)(C)C)=C2)C=C1O	4377.5	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),1TMS,isomer #3	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O)=C2)C=C1O	4394.8	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),1TMS,isomer #4	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC=C(O)C(O)=C2)C=C1O	4340.5	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),1TMS,isomer #5	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC=C(O)C(O)=C2)C=C1O	4282.1	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C(O)=C2)C=C1O[Si](C)(C)C	4170.4	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TMS,isomer #10	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O)=C2)C=C1O	4132.8	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TMS,isomer #11	COC1=C(O)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=C(O)C(O)=C2)C=C1O	4034.6	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TMS,isomer #2	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC=C(O)C(O)=C2)C=C1O[Si](C)(C)C	4113.9	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TMS,isomer #3	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC=C(O)C(O)=C2)C=C1O[Si](C)(C)C	4140.3	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TMS,isomer #4	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O)=C2)C=C1O[Si](C)(C)C	4182.1	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TMS,isomer #5	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	4172.5	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TMS,isomer #6	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC=C(O)C(O[Si](C)(C)C)=C2)C=C1O	4058.0	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TMS,isomer #7	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC=C(O)C(O[Si](C)(C)C)=C2)C=C1O	4119.1	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TMS,isomer #8	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1O	4158.9	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TMS,isomer #9	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O)=C2)C=C1O	4074.7	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC=C(O)C(O)=C2)C=C1O[Si](C)(C)C	4040.9	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TMS,isomer #10	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	4009.9	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TMS,isomer #11	COC1=C(O)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=C(O)C(O[Si](C)(C)C)=C2)C=C1O	3932.1	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TMS,isomer #12	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1O	3913.4	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TMS,isomer #13	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1O	3960.1	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TMS,isomer #14	COC1=C(O)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=C(O[Si](C)(C)C)C(O)=C2)C=C1O	3959.7	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TMS,isomer #2	COC1=C(O[Si](C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC=C(O)C(O)=C2)C=C1O[Si](C)(C)C	4049.6	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TMS,isomer #3	COC1=C(O[Si](C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O)=C2)C=C1O[Si](C)(C)C	4040.2	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TMS,isomer #4	COC1=C(O[Si](C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	4026.8	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TMS,isomer #5	COC1=C(O)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=C(O)C(O)=C2)C=C1O[Si](C)(C)C	3908.2	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TMS,isomer #6	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O)=C2)C=C1O[Si](C)(C)C	3925.4	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TMS,isomer #7	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC=C(O)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	3895.4	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TMS,isomer #8	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O)=C2)C=C1O[Si](C)(C)C	3962.5	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TMS,isomer #9	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC=C(O)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	3933.2	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),4TMS,isomer #1	COC1=C(O[Si](C)(C)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=C(O)C(O)=C2)C=C1O[Si](C)(C)C	3862.2	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),4TMS,isomer #10	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	3910.6	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),4TMS,isomer #11	COC1=C(O)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=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1O	3929.9	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),4TMS,isomer #2	COC1=C(O[Si](C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O)=C2)C=C1O[Si](C)(C)C	3870.5	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),4TMS,isomer #3	COC1=C(O[Si](C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC=C(O)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	3851.5	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),4TMS,isomer #4	COC1=C(O[Si](C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O)=C2)C=C1O[Si](C)(C)C	3906.2	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),4TMS,isomer #5	COC1=C(O[Si](C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC=C(O)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	3882.6	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),4TMS,isomer #6	COC1=C(O[Si](C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	3945.1	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),4TMS,isomer #7	COC1=C(O)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=C(O[Si](C)(C)C)C(O)=C2)C=C1O[Si](C)(C)C	3902.5	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),4TMS,isomer #8	COC1=C(O)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=C(O)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	3880.1	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),4TMS,isomer #9	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	3868.7	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),5TMS,isomer #1	COC1=C(O[Si](C)(C)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=C(O[Si](C)(C)C)C(O)=C2)C=C1O[Si](C)(C)C	3895.8	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),5TMS,isomer #2	COC1=C(O[Si](C)(C)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=C(O)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	3885.1	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),5TMS,isomer #3	COC1=C(O[Si](C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(C=C(O)C=C3O[Si](C)(C)C)O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	3881.1	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),5TMS,isomer #4	COC1=C(O[Si](C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O[Si](C)(C)C)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	3908.4	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),5TMS,isomer #5	COC1=C(O)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=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	3900.7	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),6TMS,isomer #1	COC1=C(O[Si](C)(C)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=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C=C1O[Si](C)(C)C	3894.5	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),1TBDMS,isomer #1	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C(O)=C2)C=C1O[Si](C)(C)C(C)(C)C	4610.8	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),1TBDMS,isomer #2	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1O	4674.6	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),1TBDMS,isomer #3	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1O	4689.9	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),1TBDMS,isomer #4	COC1=C(O)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=C(O)C(O)=C2)C=C1O	4616.8	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),1TBDMS,isomer #5	COC1=C(O)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=C(O)C(O)=C2)C=C1O	4574.7	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C(O)=C2)C=C1O[Si](C)(C)C(C)(C)C	4742.6	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TBDMS,isomer #10	COC1=C(O)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=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1O	4703.6	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TBDMS,isomer #11	COC1=C(O)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=C(O)C(O)=C2)C=C1O	4585.6	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TBDMS,isomer #2	COC1=C(O)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=C(O)C(O)=C2)C=C1O[Si](C)(C)C(C)(C)C	4651.4	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TBDMS,isomer #3	COC1=C(O)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=C(O)C(O)=C2)C=C1O[Si](C)(C)C(C)(C)C	4677.0	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TBDMS,isomer #4	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1O[Si](C)(C)C(C)(C)C	4719.7	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TBDMS,isomer #5	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1O[Si](C)(C)C(C)(C)C	4694.0	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TBDMS,isomer #6	COC1=C(O)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=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1O	4621.5	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TBDMS,isomer #7	COC1=C(O)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=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1O	4681.8	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TBDMS,isomer #8	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1O	4708.3	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),2TBDMS,isomer #9	COC1=C(O)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=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1O	4649.1	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)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=C(O)C(O)=C2)C=C1O[Si](C)(C)C(C)(C)C	4713.4	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TBDMS,isomer #10	COC1=C(O)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1O[Si](C)(C)C(C)(C)C	4730.5	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TBDMS,isomer #11	COC1=C(O)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=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1O	4730.8	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TBDMS,isomer #12	COC1=C(O)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=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1O	4701.5	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TBDMS,isomer #13	COC1=C(O)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=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1O	4749.7	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TBDMS,isomer #14	COC1=C(O)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=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1O	4753.5	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TBDMS,isomer #2	COC1=C(O[Si](C)(C)C(C)(C)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=C(O)C(O)=C2)C=C1O[Si](C)(C)C(C)(C)C	4738.8	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TBDMS,isomer #3	COC1=C(O[Si](C)(C)C(C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1O[Si](C)(C)C(C)(C)C	4759.2	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TBDMS,isomer #4	COC1=C(O[Si](C)(C)C(C)(C)C)C=C(C(=O)O[C@@H]2CC3=C(O)C=C(O)C=C3O[C@@H]2C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1O[Si](C)(C)C(C)(C)C	4735.1	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TBDMS,isomer #5	COC1=C(O)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=C(O)C(O)=C2)C=C1O[Si](C)(C)C(C)(C)C	4638.8	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TBDMS,isomer #6	COC1=C(O)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=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1O[Si](C)(C)C(C)(C)C	4703.2	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TBDMS,isomer #7	COC1=C(O)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=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1O[Si](C)(C)C(C)(C)C	4671.3	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TBDMS,isomer #8	COC1=C(O)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=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C=C1O[Si](C)(C)C(C)(C)C	4735.6	Semi standard non polar	33892256
Epicatechin 3-O-(4-methylgallate),3TBDMS,isomer #9	COC1=C(O)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=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C=C1O[Si](C)(C)C(C)(C)C	4703.8	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 - Epicatechin 3-O-(4-methylgallate) GC-MS (Non-derivatized) - 70eV, Positive	splash10-014r-1920000000-1dd2d5a20f49b5dc7abf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epicatechin 3-O-(4-methylgallate) GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-1329007000-4768b097af699029afaa	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epicatechin 3-O-(4-methylgallate) 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 - Epicatechin 3-O-(4-methylgallate) 10V, Positive-QTOF	splash10-052r-0920600000-c6e55337a04b2f2297fb	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin 3-O-(4-methylgallate) 20V, Positive-QTOF	splash10-0079-0910100000-e2aab9c5c16c837d4ddf	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin 3-O-(4-methylgallate) 40V, Positive-QTOF	splash10-0079-3900000000-d7b98b0cfdc931299a32	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin 3-O-(4-methylgallate) 10V, Negative-QTOF	splash10-0a4i-0300900000-32ea5d5d7f8350dc81ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin 3-O-(4-methylgallate) 20V, Negative-QTOF	splash10-05o9-0914500000-c0eef1519944f06cf050	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin 3-O-(4-methylgallate) 40V, Negative-QTOF	splash10-00o0-0900000000-2f96ee3cbc1dde3fcba9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin 3-O-(4-methylgallate) 10V, Positive-QTOF	splash10-0aor-0804900000-c177556e0669ce2b24f4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin 3-O-(4-methylgallate) 20V, Positive-QTOF	splash10-06di-1963500000-2949cdd96d72b400fd63	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin 3-O-(4-methylgallate) 40V, Positive-QTOF	splash10-05ci-0679300000-e928d3939f7a2f27f33f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin 3-O-(4-methylgallate) 10V, Negative-QTOF	splash10-0a4i-0010900000-0d96acba164818d8039f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin 3-O-(4-methylgallate) 20V, Negative-QTOF	splash10-059i-0904500000-2702ac3403f137443a5a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epicatechin 3-O-(4-methylgallate) 40V, Negative-QTOF	splash10-0ka6-3918200000-7ef51062447346ebb2f9	2021-09-25	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

FDB006782

KNApSAcK ID

C00008870

Chemspider ID

410662

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

467297

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 Epicatechin 3-O-(4-methylgallate) (HMDB0039328)

MOL for HMDB0039328 (Epicatechin 3-O-(4-methylgallate))

3D MOL for HMDB0039328 (Epicatechin 3-O-(4-methylgallate))

3D SDF for HMDB0039328 (Epicatechin 3-O-(4-methylgallate))

3D-SDF for HMDB0039328 (Epicatechin 3-O-(4-methylgallate))

PDB for HMDB0039328 (Epicatechin 3-O-(4-methylgallate))

3D PDB for HMDB0039328 (Epicatechin 3-O-(4-methylgallate))

SMILES for HMDB0039328 (Epicatechin 3-O-(4-methylgallate))

INCHI for HMDB0039328 (Epicatechin 3-O-(4-methylgallate))

Structure for HMDB0039328 (Epicatechin 3-O-(4-methylgallate))

3D Structure for HMDB0039328 (Epicatechin 3-O-(4-methylgallate))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra