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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 20:46:00 UTC

Update Date

2021-09-26 22:50:35 UTC

HMDB ID

HMDB0243513

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(-)-Gallocatechin gallate

Description

(-)-Gallocatechin gallate, also known as gallocatechin gallic acid, belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin. Based on a literature review very few articles have been published on (-)-Gallocatechin gallate. This compound has been identified in human blood as reported by (PMID: 31557052 ). (-)-gallocatechin gallate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (-)-Gallocatechin gallate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1533004171500272D          

 33 36  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 12 20  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  2  0  0  0  0
  2 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 25 33  1  0  0  0  0
M  END

HMDB0243513
     RDKit          3D
(-)-Gallocatechin gallate
 51 54  0  0  0  0  0  0  0  0999 V2000
    1.4427    0.4480   -1.8348 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390    0.0277   -0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512   -0.5811    0.1189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -0.7786   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6802   -2.2401   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9938   -2.6674    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3956   -3.9798    0.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5392   -4.8831   -0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6150   -4.4100    0.6628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4817   -3.5564    1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7139   -4.0028    1.7894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0683   -2.2518    1.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8525   -1.8045    0.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -0.4950    1.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2222    0.0355    0.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4906    1.4061    0.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319    1.6262   -0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8043    2.8646   -1.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    2.9757   -2.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240    3.9275   -0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2787    5.1855   -1.3934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810    3.7501    0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194    4.8603    0.3434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7133    2.4978    0.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2528    0.2290   -0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1218    0.8488   -1.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4642    1.0370   -0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3103    1.6556   -1.8383 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9563    0.6013    0.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2996    0.7920    0.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1125   -0.0217    1.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6262   -0.4607    2.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7897   -0.1994    0.8122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5663   -0.3353   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1231   -2.8135    0.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334   -2.5866   -1.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444   -4.5718   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9288   -5.4385    0.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5247   -3.9464    1.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7322   -1.5649    1.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6313    0.2243    1.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1452    0.7937   -0.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4361    2.1921   -2.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0065    5.3988   -2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007    5.7587   -0.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1135    2.3864    1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7706    1.2009   -2.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9871    1.9896   -2.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6876    0.4793    1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0333   -0.9206    3.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1324   -0.6827    1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
  2 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
 15  4  1  0
 24 16  1  0
 33 25  1  0
 13  6  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 15 41  1  0
 17 42  1  0
 19 43  1  0
 21 44  1  0
 23 45  1  0
 24 46  1  0
 26 47  1  0
 28 48  1  0
 30 49  1  0
 32 50  1  0
 33 51  1  0
M  END


  Mrv1533004171500272D          

 33 36  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 12 20  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  2  0  0  0  0
  2 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 25 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243513

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(O)=C2CC(OC(=O)C3=CC(O)=C(O)C(O)=C3)C(OC2=C1)C1=CC(O)=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2

> <INCHI_KEY>
WMBWREPUVVBILR-UHFFFAOYSA-N

> <FORMULA>
C22H18O11

> <MOLECULAR_WEIGHT>
458.375

> <EXACT_MASS>
458.0849114

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
42.83498393515593

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
3.0761455773333326

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.719241714639647

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.992993558286566

> <JCHEM_PKA_STRONGEST_BASIC>
-5.423934990004846

> <JCHEM_POLAR_SURFACE_AREA>
197.36999999999998

> <JCHEM_REFRACTIVITY>
111.7453

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243513
     RDKit          3D
(-)-Gallocatechin gallate
 51 54  0  0  0  0  0  0  0  0999 V2000
    1.4427    0.4480   -1.8348 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390    0.0277   -0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512   -0.5811    0.1189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -0.7786   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6802   -2.2401   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9938   -2.6674    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3956   -3.9798    0.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5392   -4.8831   -0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6150   -4.4100    0.6628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4817   -3.5564    1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7139   -4.0028    1.7894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0683   -2.2518    1.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8525   -1.8045    0.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -0.4950    1.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2222    0.0355    0.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4906    1.4061    0.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319    1.6262   -0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8043    2.8646   -1.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    2.9757   -2.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240    3.9275   -0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2787    5.1855   -1.3934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810    3.7501    0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194    4.8603    0.3434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7133    2.4978    0.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2528    0.2290   -0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1218    0.8488   -1.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4642    1.0370   -0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3103    1.6556   -1.8383 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9563    0.6013    0.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2996    0.7920    0.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1125   -0.0217    1.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6262   -0.4607    2.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7897   -0.1994    0.8122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5663   -0.3353   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1231   -2.8135    0.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334   -2.5866   -1.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444   -4.5718   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9288   -5.4385    0.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5247   -3.9464    1.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7322   -1.5649    1.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6313    0.2243    1.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1452    0.7937   -0.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4361    2.1921   -2.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0065    5.3988   -2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007    5.7587   -0.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1135    2.3864    1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7706    1.2009   -2.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9871    1.9896   -2.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6876    0.4793    1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0333   -0.9206    3.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1324   -0.6827    1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
  2 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
 15  4  1  0
 24 16  1  0
 33 25  1  0
 13  6  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 15 41  1  0
 17 42  1  0
 19 43  1  0
 21 44  1  0
 23 45  1  0
 24 46  1  0
 26 47  1  0
 28 48  1  0
 30 49  1  0
 32 50  1  0
 33 51  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.669   6.160   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      13.337   1.540   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   12                                                       
CONECT   21    8   22   25                                                  
CONECT   22   21   23                                                       
CONECT   23   22    6   24                                                  
CONECT   24   23    2                                                       
CONECT   25   21   26   33                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   25                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0243513
HETATM    1  O1  UNL     1       1.443   0.448  -1.835  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.839   0.028  -0.718  1.00  0.00           C  
HETATM    3  O2  UNL     1       0.951  -0.581   0.119  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.436  -0.779  -0.196  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.680  -2.240  -0.187  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.994  -2.667   0.339  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.396  -3.980   0.185  1.00  0.00           C  
HETATM    8  O3  UNL     1      -1.539  -4.883  -0.470  1.00  0.00           O  
HETATM    9  C6  UNL     1      -3.615  -4.410   0.663  1.00  0.00           C  
HETATM   10  C7  UNL     1      -4.482  -3.556   1.310  1.00  0.00           C  
HETATM   11  O4  UNL     1      -5.714  -4.003   1.789  1.00  0.00           O  
HETATM   12  C8  UNL     1      -4.068  -2.252   1.456  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.853  -1.805   0.984  1.00  0.00           C  
HETATM   14  O5  UNL     1      -2.448  -0.495   1.136  1.00  0.00           O  
HETATM   15  C10 UNL     1      -1.222   0.036   0.760  1.00  0.00           C  
HETATM   16  C11 UNL     1      -1.491   1.406   0.197  1.00  0.00           C  
HETATM   17  C12 UNL     1      -2.532   1.626  -0.695  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.804   2.865  -1.228  1.00  0.00           C  
HETATM   19  O6  UNL     1      -3.874   2.976  -2.115  1.00  0.00           O  
HETATM   20  C14 UNL     1      -2.024   3.927  -0.870  1.00  0.00           C  
HETATM   21  O7  UNL     1      -2.279   5.186  -1.393  1.00  0.00           O  
HETATM   22  C15 UNL     1      -0.981   3.750   0.013  1.00  0.00           C  
HETATM   23  O8  UNL     1      -0.219   4.860   0.343  1.00  0.00           O  
HETATM   24  C16 UNL     1      -0.713   2.498   0.545  1.00  0.00           C  
HETATM   25  C17 UNL     1       3.253   0.229  -0.397  1.00  0.00           C  
HETATM   26  C18 UNL     1       4.122   0.849  -1.268  1.00  0.00           C  
HETATM   27  C19 UNL     1       5.464   1.037  -0.957  1.00  0.00           C  
HETATM   28  O9  UNL     1       6.310   1.656  -1.838  1.00  0.00           O  
HETATM   29  C20 UNL     1       5.956   0.601   0.244  1.00  0.00           C  
HETATM   30  O10 UNL     1       7.300   0.792   0.550  1.00  0.00           O  
HETATM   31  C21 UNL     1       5.112  -0.022   1.135  1.00  0.00           C  
HETATM   32  O11 UNL     1       5.626  -0.461   2.355  1.00  0.00           O  
HETATM   33  C22 UNL     1       3.790  -0.199   0.812  1.00  0.00           C  
HETATM   34  H1  UNL     1      -0.566  -0.335  -1.219  1.00  0.00           H  
HETATM   35  H2  UNL     1       0.123  -2.814   0.324  1.00  0.00           H  
HETATM   36  H3  UNL     1      -0.633  -2.587  -1.262  1.00  0.00           H  
HETATM   37  H4  UNL     1      -0.644  -4.572  -0.820  1.00  0.00           H  
HETATM   38  H5  UNL     1      -3.929  -5.439   0.542  1.00  0.00           H  
HETATM   39  H6  UNL     1      -6.525  -3.946   1.162  1.00  0.00           H  
HETATM   40  H7  UNL     1      -4.732  -1.565   1.960  1.00  0.00           H  
HETATM   41  H8  UNL     1      -0.631   0.224   1.698  1.00  0.00           H  
HETATM   42  H9  UNL     1      -3.145   0.794  -0.977  1.00  0.00           H  
HETATM   43  H10 UNL     1      -4.436   2.192  -2.368  1.00  0.00           H  
HETATM   44  H11 UNL     1      -3.006   5.399  -2.032  1.00  0.00           H  
HETATM   45  H12 UNL     1      -0.401   5.759  -0.030  1.00  0.00           H  
HETATM   46  H13 UNL     1       0.113   2.386   1.238  1.00  0.00           H  
HETATM   47  H14 UNL     1       3.771   1.201  -2.214  1.00  0.00           H  
HETATM   48  H15 UNL     1       5.987   1.990  -2.730  1.00  0.00           H  
HETATM   49  H16 UNL     1       7.688   0.479   1.430  1.00  0.00           H  
HETATM   50  H17 UNL     1       5.033  -0.921   3.029  1.00  0.00           H  
HETATM   51  H18 UNL     1       3.132  -0.683   1.502  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   25
CONECT    3    4
CONECT    4    5   15   34
CONECT    5    6   35   36
CONECT    6    7    7   13
CONECT    7    8    9
CONECT    8   37
CONECT    9   10   10   38
CONECT   10   11   12
CONECT   11   39
CONECT   12   13   13   40
CONECT   13   14
CONECT   14   15
CONECT   15   16   41
CONECT   16   17   17   24
CONECT   17   18   42
CONECT   18   19   20   20
CONECT   19   43
CONECT   20   21   22
CONECT   21   44
CONECT   22   23   24   24
CONECT   23   45
CONECT   24   46
CONECT   25   26   26   33
CONECT   26   27   47
CONECT   27   28   29   29
CONECT   28   48
CONECT   29   30   31
CONECT   30   49
CONECT   31   32   33   33
CONECT   32   50
CONECT   33   51
END

HMDB0243513
     RDKit          3D
(-)-Gallocatechin gallate
 51 54  0  0  0  0  0  0  0  0999 V2000
    1.4427    0.4480   -1.8348 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390    0.0277   -0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512   -0.5811    0.1189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -0.7786   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6802   -2.2401   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9938   -2.6674    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3956   -3.9798    0.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5392   -4.8831   -0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6150   -4.4100    0.6628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4817   -3.5564    1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7139   -4.0028    1.7894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0683   -2.2518    1.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8525   -1.8045    0.9842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -0.4950    1.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2222    0.0355    0.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4906    1.4061    0.1973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319    1.6262   -0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8043    2.8646   -1.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    2.9757   -2.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240    3.9275   -0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2787    5.1855   -1.3934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810    3.7501    0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194    4.8603    0.3434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7133    2.4978    0.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2528    0.2290   -0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1218    0.8488   -1.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4642    1.0370   -0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3103    1.6556   -1.8383 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9563    0.6013    0.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2996    0.7920    0.5499 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1125   -0.0217    1.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6262   -0.4607    2.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7897   -0.1994    0.8122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5663   -0.3353   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1231   -2.8135    0.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6334   -2.5866   -1.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444   -4.5718   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9288   -5.4385    0.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5247   -3.9464    1.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7322   -1.5649    1.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6313    0.2243    1.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1452    0.7937   -0.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4361    2.1921   -2.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0065    5.3988   -2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007    5.7587   -0.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1135    2.3864    1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7706    1.2009   -2.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9871    1.9896   -2.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6876    0.4793    1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0333   -0.9206    3.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1324   -0.6827    1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
  2 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
 15  4  1  0
 24 16  1  0
 33 25  1  0
 13  6  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 15 41  1  0
 17 42  1  0
 19 43  1  0
 21 44  1  0
 23 45  1  0
 24 46  1  0
 26 47  1  0
 28 48  1  0
 30 49  1  0
 32 50  1  0
 33 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Gallocatechin gallic acid	Generator
5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoic acid	HMDB
Gallocatechin gallic acid	HMDB
Gallocatechin-3-gallate	HMDB
Gallocatechin gallate	HMDB

Chemical Formula

C₂₂H₁₈O₁₁

Average Molecular Weight

458.375

Monoisotopic Molecular Weight

458.0849114

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

OC1=CC(O)=C2CC(OC(=O)C3=CC(O)=C(O)C(O)=C3)C(OC2=C1)C1=CC(O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

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
logP	2.38	ALOGPS
logP	3.08	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	7.99	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	197.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	111.75 m³·mol⁻¹	ChemAxon
Polarizability	42.83 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]+	201.994	30932474
DeepCCS	[M-H]-	199.599	30932474
DeepCCS	[M-2H]-	232.482	30932474
DeepCCS	[M+Na]+	207.907	30932474
AllCCS	[M+H]+	201.1	32859911
AllCCS	[M+H-H2O]+	199.1	32859911
AllCCS	[M+NH4]+	203.0	32859911
AllCCS	[M+Na]+	203.5	32859911
AllCCS	[M-H]-	194.9	32859911
AllCCS	[M+Na-2H]-	194.5	32859911
AllCCS	[M+HCOO]-	194.2	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.	3.77 minutes	32390414
Predicted by Siyang on May 30, 2022	11.9211 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.46 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1373.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	164.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	94.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	117.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	134.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	677.7 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	420.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	744.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	727.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	320.2 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	1322.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	232.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	327.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	546.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	449.2 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	467.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Gallocatechin gallate	OC1=CC(O)=C2CC(OC(=O)C3=CC(O)=C(O)C(O)=C3)C(OC2=C1)C1=CC(O)=C(O)C(O)=C1	6308.5	Standard polar	33892256
(-)-Gallocatechin gallate	OC1=CC(O)=C2CC(OC(=O)C3=CC(O)=C(O)C(O)=C3)C(OC2=C1)C1=CC(O)=C(O)C(O)=C1	4475.3	Standard non polar	33892256
(-)-Gallocatechin gallate	OC1=CC(O)=C2CC(OC(=O)C3=CC(O)=C(O)C(O)=C3)C(OC2=C1)C1=CC(O)=C(O)C(O)=C1	4774.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-Gallocatechin gallate,3TBDMS,isomer #24	CC(C)(C)[Si](C)(C)OC1=CC(C2OC3=CC(O)=CC(O)=C3CC2OC(=O)C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)=CC(O)=C1O	5141.3	Semi standard non polar	33892256
(-)-Gallocatechin gallate,3TBDMS,isomer #24	CC(C)(C)[Si](C)(C)OC1=CC(C2OC3=CC(O)=CC(O)=C3CC2OC(=O)C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)=CC(O)=C1O	4597.0	Standard non polar	33892256
(-)-Gallocatechin gallate,3TBDMS,isomer #24	CC(C)(C)[Si](C)(C)OC1=CC(C2OC3=CC(O)=CC(O)=C3CC2OC(=O)C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)=CC(O)=C1O	5476.4	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1249

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Gallocatechin gallate

METLIN ID

Not Available

PubChem Compound

1287

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (-)-Gallocatechin gallate (HMDB0243513)

MOL for HMDB0243513 ((-)-Gallocatechin gallate)

3D MOL for HMDB0243513 ((-)-Gallocatechin gallate)

3D SDF for HMDB0243513 ((-)-Gallocatechin gallate)

3D-SDF for HMDB0243513 ((-)-Gallocatechin gallate)

PDB for HMDB0243513 ((-)-Gallocatechin gallate)

3D PDB for HMDB0243513 ((-)-Gallocatechin gallate)

SMILES for HMDB0243513 ((-)-Gallocatechin gallate)

INCHI for HMDB0243513 ((-)-Gallocatechin gallate)

Structure for HMDB0243513 ((-)-Gallocatechin gallate)

3D Structure for HMDB0243513 ((-)-Gallocatechin gallate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized