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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-22 04:59:47 UTC

Update Date

2021-09-22 04:59:47 UTC

HMDB ID

HMDB0301673

Secondary Accession Numbers

None

Metabolite Identification

Common Name

ent-Gallocatechin 3-gallate

Description

Ent-gallocatechin 3-gallate, also known as (-)-gallocatechol gallic acid, is a member of the class of compounds known as catechin gallates. Catechin gallates are organic compounds containing a gallate moiety glycosidically linked to a catechin. Ent-gallocatechin 3-gallate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Ent-gallocatechin 3-gallate can be found in tea, which makes ent-gallocatechin 3-gallate a potential biomarker for the consumption of this food product.

Structure

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


  Mrv1652301212022243D          

 33 36  0  0  0  0            999 V2000
   -1.7792   -1.7949    2.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1614   -1.9440    0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7218   -0.2853   -2.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0977    0.3221   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0103    3.2243   -0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8756    1.6418    1.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4275    2.2990    0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1832   -1.2474    1.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122    0.0871   -1.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6492    2.4417    0.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9041    2.4320    0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6400    3.2242   -0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3571   -3.0313    2.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7487   -3.2167    0.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0916   -0.4181   -2.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4726    0.1995   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5228    1.6247    1.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1444    0.7751    0.2501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3406   -3.7558    1.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9606   -0.1731   -1.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6071    0.1068    1.4552 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7659    0.2428   -1.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0135    2.4965    0.6644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9888    4.0034   -1.4597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9451   -3.5352    3.5873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   -3.9530   -1.0518 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6289   -0.7931   -4.1036 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3153    0.4513    0.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9321   -5.0154    1.2474 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3424   -0.3023   -1.9886 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0176    0.0209   -2.2235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6699    0.8575    2.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195    0.6052   -0.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
  1 13  1  0  0  0  0
  2  8  1  0  0  0  0
  2 14  2  0  0  0  0
  3  9  2  0  0  0  0
  3 15  1  0  0  0  0
  4  9  1  0  0  0  0
  4 16  2  0  0  0  0
  5 10  2  0  0  0  0
  5 12  1  0  0  0  0
  6 10  1  0  0  0  0
  6 17  2  0  0  0  0
  7 11  1  0  0  0  0
  7 18  1  0  0  0  0
  8 21  1  0  0  0  0
  9 22  1  0  0  0  0
 10 23  1  0  0  0  0
 11 12  2  0  0  0  0
 11 17  1  0  0  0  0
 12 24  1  0  0  0  0
 13 19  2  0  0  0  0
 13 25  1  0  0  0  0
 14 19  1  0  0  0  0
 14 26  1  0  0  0  0
 15 20  2  0  0  0  0
 15 27  1  0  0  0  0
 16 20  1  0  0  0  0
 16 28  1  0  0  0  0
 17 32  1  0  0  0  0
 18 21  1  0  0  0  0
 18 33  1  1  0  0  0
 19 29  1  0  0  0  0
 20 30  1  0  0  0  0
 21 32  1  0  0  0  0
 22 31  2  0  0  0  0
 22 33  1  0  0  0  0
M  END

HMDB0301673
     RDKit          3D
ent-Gallocatechin 3-gallate
 51 54  0  0  0  0  0  0  0  0999 V2000
    1.7954    0.1023    1.7862 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9449    0.0708    0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8627   -0.3607   -0.2107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3741   -0.7621    0.2896 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3258   -2.3168    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4938   -2.8868    0.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4863   -4.1595    1.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3608   -4.9321    1.2118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5922   -4.7087    1.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7382   -3.9450    2.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8609   -4.4826    2.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7460   -2.6663    1.5194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6427   -2.1285    0.8849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -0.8479    0.3694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5921   -0.3371   -0.4188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8703    1.0723   -0.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9941    2.1141   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3733    3.4473   -0.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4865    4.4867   -0.5474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6858    3.7148   -0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0794    5.0393   -1.1816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5995    2.6986   -1.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9397    2.9602   -1.4426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1921    1.4069   -0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2094    0.4775   -0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2513    0.8981    0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4728    1.2941    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5013    1.7123    1.1049 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044    1.2838   -1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9253    1.6766   -1.6349 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6586    0.8610   -1.9017 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8647    0.8407   -3.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4389    0.4653   -1.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4843   -0.6739    1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6457   -2.6744    0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4515   -2.4498   -0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5027   -4.6795    0.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5710   -5.6952    2.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9245   -4.3189    3.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6647   -2.0890    1.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7237   -0.9163   -1.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0442    1.9782   -0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7941    5.4351   -0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0370    5.2657   -1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6059    2.2066   -1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9550    0.6251   -1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    0.9173    1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4175    1.7507    2.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6410    1.9721   -0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7456    1.1230   -3.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6198    0.1345   -2.0352 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  1
  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  6
 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


  Mrv1652301212022243D          

 33 36  0  0  0  0            999 V2000
   -1.7792   -1.7949    2.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1614   -1.9440    0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7218   -0.2853   -2.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0977    0.3221   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0103    3.2243   -0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8756    1.6418    1.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4275    2.2990    0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1832   -1.2474    1.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122    0.0871   -1.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6492    2.4417    0.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9041    2.4320    0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6400    3.2242   -0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3571   -3.0313    2.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7487   -3.2167    0.1361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0916   -0.4181   -2.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4726    0.1995   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5228    1.6247    1.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1444    0.7751    0.2501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3406   -3.7558    1.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9606   -0.1731   -1.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6071    0.1068    1.4552 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7659    0.2428   -1.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0135    2.4965    0.6644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9888    4.0034   -1.4597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9451   -3.5352    3.5873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   -3.9530   -1.0518 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6289   -0.7931   -4.1036 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3153    0.4513    0.4678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9321   -5.0154    1.2474 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3424   -0.3023   -1.9886 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0176    0.0209   -2.2235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6699    0.8575    2.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195    0.6052   -0.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
  1 13  1  0  0  0  0
  2  8  1  0  0  0  0
  2 14  2  0  0  0  0
  3  9  2  0  0  0  0
  3 15  1  0  0  0  0
  4  9  1  0  0  0  0
  4 16  2  0  0  0  0
  5 10  2  0  0  0  0
  5 12  1  0  0  0  0
  6 10  1  0  0  0  0
  6 17  2  0  0  0  0
  7 11  1  0  0  0  0
  7 18  1  0  0  0  0
  8 21  1  0  0  0  0
  9 22  1  0  0  0  0
 10 23  1  0  0  0  0
 11 12  2  0  0  0  0
 11 17  1  0  0  0  0
 12 24  1  0  0  0  0
 13 19  2  0  0  0  0
 13 25  1  0  0  0  0
 14 19  1  0  0  0  0
 14 26  1  0  0  0  0
 15 20  2  0  0  0  0
 15 27  1  0  0  0  0
 16 20  1  0  0  0  0
 16 28  1  0  0  0  0
 17 32  1  0  0  0  0
 18 21  1  0  0  0  0
 18 33  1  1  0  0  0
 19 29  1  0  0  0  0
 20 30  1  0  0  0  0
 21 32  1  0  0  0  0
 22 31  2  0  0  0  0
 22 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301673

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](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/t18-,21+/m1/s1

> <INCHI_KEY>
WMBWREPUVVBILR-NQIIRXRSSA-N

> <FORMULA>
C22H18O11

> <MOLECULAR_WEIGHT>
458.3717

> <EXACT_MASS>
458.084911418

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
42.813017236598526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R)-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>
8.719241714639649

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.992993558286567

> <JCHEM_PKA_STRONGEST_BASIC>
-5.423934990004846

> <JCHEM_POLAR_SURFACE_AREA>
197.36999999999998

> <JCHEM_REFRACTIVITY>
111.74529999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gallocatechin gallate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301673
     RDKit          3D
ent-Gallocatechin 3-gallate
 51 54  0  0  0  0  0  0  0  0999 V2000
    1.7954    0.1023    1.7862 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9449    0.0708    0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8627   -0.3607   -0.2107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3741   -0.7621    0.2896 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3258   -2.3168    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4938   -2.8868    0.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4863   -4.1595    1.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3608   -4.9321    1.2118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5922   -4.7087    1.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7382   -3.9450    2.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8609   -4.4826    2.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7460   -2.6663    1.5194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6427   -2.1285    0.8849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -0.8479    0.3694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5921   -0.3371   -0.4188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8703    1.0723   -0.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9941    2.1141   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3733    3.4473   -0.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4865    4.4867   -0.5474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6858    3.7148   -0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0794    5.0393   -1.1816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5995    2.6986   -1.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9397    2.9602   -1.4426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1921    1.4069   -0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2094    0.4775   -0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2513    0.8981    0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4728    1.2941    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5013    1.7123    1.1049 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044    1.2838   -1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9253    1.6766   -1.6349 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6586    0.8610   -1.9017 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8647    0.8407   -3.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4389    0.4653   -1.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4843   -0.6739    1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6457   -2.6744    0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4515   -2.4498   -0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5027   -4.6795    0.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5710   -5.6952    2.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9245   -4.3189    3.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6647   -2.0890    1.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7237   -0.9163   -1.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0442    1.9782   -0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7941    5.4351   -0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0370    5.2657   -1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6059    2.2066   -1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9550    0.6251   -1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    0.9173    1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4175    1.7507    2.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6410    1.9721   -0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7456    1.1230   -3.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6198    0.1345   -2.0352 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  1
  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  6
 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                                 21-JAN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JAN-20         0                                  
HETATM    1  C   UNK     0      -1.779  -1.795   2.440  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.161  -1.944   0.171  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.722  -0.285  -2.707  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.098   0.322  -0.465  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.010   3.224  -0.366  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.876   1.642   1.417  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.428   2.299   0.330  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.183  -1.247   1.322  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.212   0.087  -1.491  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.649   2.442   0.587  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.904   2.432   0.318  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.640   3.224  -0.507  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.357  -3.031   2.430  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.749  -3.217   0.136  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.092  -0.418  -2.886  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.473   0.200  -0.606  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.523   1.625   1.298  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.144   0.775   0.250  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.341  -3.756   1.252  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.961  -0.173  -1.827  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.607   0.107   1.455  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.766   0.243  -1.256  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.013   2.497   0.664  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.989   4.003  -1.460  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.945  -3.535   3.587  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.735  -3.953  -1.052  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.629  -0.793  -4.104  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.315   0.451   0.468  0.00  0.00           O+0
HETATM   29  O   UNK     0      -2.932  -5.015   1.247  0.00  0.00           O+0
HETATM   30  O   UNK     0       7.342  -0.302  -1.989  0.00  0.00           O+0
HETATM   31  O   UNK     0       1.018   0.021  -2.224  0.00  0.00           O+0
HETATM   32  O   UNK     0      -1.670   0.858   2.082  0.00  0.00           O+0
HETATM   33  O   UNK     0       1.220   0.605  -0.076  0.00  0.00           O+0
CONECT    1    8   13                                                       
CONECT    2    8   14                                                       
CONECT    3    9   15                                                       
CONECT    4    9   16                                                       
CONECT    5   10   12                                                       
CONECT    6   10   17                                                       
CONECT    7   11   18                                                       
CONECT    8    1    2   21                                                  
CONECT    9    3    4   22                                                  
CONECT   10    5    6   23                                                  
CONECT   11    7   12   17                                                  
CONECT   12    5   11   24                                                  
CONECT   13    1   19   25                                                  
CONECT   14    2   19   26                                                  
CONECT   15    3   20   27                                                  
CONECT   16    4   20   28                                                  
CONECT   17    6   11   32                                                  
CONECT   18    7   21   33                                                  
CONECT   19   13   14   29                                                  
CONECT   20   15   16   30                                                  
CONECT   21    8   18   32                                                  
CONECT   22    9   31   33                                                  
CONECT   23   10                                                            
CONECT   24   12                                                            
CONECT   25   13                                                            
CONECT   26   14                                                            
CONECT   27   15                                                            
CONECT   28   16                                                            
CONECT   29   19                                                            
CONECT   30   20                                                            
CONECT   31   22                                                            
CONECT   32   17   21                                                       
CONECT   33   18   22                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0301673
HETATM    1  O1  UNL     1       1.795   0.102   1.786  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.945   0.071   0.541  1.00  0.00           C  
HETATM    3  O2  UNL     1       0.863  -0.361  -0.211  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.374  -0.762   0.290  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.326  -2.317   0.104  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.494  -2.887   0.776  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.486  -4.160   1.306  1.00  0.00           C  
HETATM    8  O3  UNL     1      -0.361  -4.932   1.212  1.00  0.00           O  
HETATM    9  C6  UNL     1      -2.592  -4.709   1.946  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.738  -3.945   2.052  1.00  0.00           C  
HETATM   11  O4  UNL     1      -4.861  -4.483   2.693  1.00  0.00           O  
HETATM   12  C8  UNL     1      -3.746  -2.666   1.519  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.643  -2.129   0.885  1.00  0.00           C  
HETATM   14  O5  UNL     1      -2.698  -0.848   0.369  1.00  0.00           O  
HETATM   15  C10 UNL     1      -1.592  -0.337  -0.419  1.00  0.00           C  
HETATM   16  C11 UNL     1      -1.870   1.072  -0.595  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.994   2.114  -0.477  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.373   3.447  -0.668  1.00  0.00           C  
HETATM   19  O6  UNL     1      -0.487   4.487  -0.547  1.00  0.00           O  
HETATM   20  C14 UNL     1      -2.686   3.715  -0.988  1.00  0.00           C  
HETATM   21  O7  UNL     1      -3.079   5.039  -1.182  1.00  0.00           O  
HETATM   22  C15 UNL     1      -3.599   2.699  -1.117  1.00  0.00           C  
HETATM   23  O8  UNL     1      -4.940   2.960  -1.443  1.00  0.00           O  
HETATM   24  C16 UNL     1      -3.192   1.407  -0.923  1.00  0.00           C  
HETATM   25  C17 UNL     1       3.209   0.478  -0.027  1.00  0.00           C  
HETATM   26  C18 UNL     1       4.251   0.898   0.772  1.00  0.00           C  
HETATM   27  C19 UNL     1       5.473   1.294   0.270  1.00  0.00           C  
HETATM   28  O9  UNL     1       6.501   1.712   1.105  1.00  0.00           O  
HETATM   29  C20 UNL     1       5.704   1.284  -1.089  1.00  0.00           C  
HETATM   30  O10 UNL     1       6.925   1.677  -1.635  1.00  0.00           O  
HETATM   31  C21 UNL     1       4.659   0.861  -1.902  1.00  0.00           C  
HETATM   32  O11 UNL     1       4.865   0.841  -3.277  1.00  0.00           O  
HETATM   33  C22 UNL     1       3.439   0.465  -1.405  1.00  0.00           C  
HETATM   34  H1  UNL     1      -0.484  -0.674   1.393  1.00  0.00           H  
HETATM   35  H2  UNL     1       0.646  -2.674   0.461  1.00  0.00           H  
HETATM   36  H3  UNL     1      -0.451  -2.450  -0.994  1.00  0.00           H  
HETATM   37  H4  UNL     1       0.503  -4.680   0.785  1.00  0.00           H  
HETATM   38  H5  UNL     1      -2.571  -5.695   2.351  1.00  0.00           H  
HETATM   39  H6  UNL     1      -4.924  -4.319   3.707  1.00  0.00           H  
HETATM   40  H7  UNL     1      -4.665  -2.089   1.619  1.00  0.00           H  
HETATM   41  H8  UNL     1      -1.724  -0.916  -1.392  1.00  0.00           H  
HETATM   42  H9  UNL     1       0.044   1.978  -0.231  1.00  0.00           H  
HETATM   43  H10 UNL     1      -0.794   5.435  -0.692  1.00  0.00           H  
HETATM   44  H11 UNL     1      -4.037   5.266  -1.418  1.00  0.00           H  
HETATM   45  H12 UNL     1      -5.606   2.207  -1.535  1.00  0.00           H  
HETATM   46  H13 UNL     1      -3.955   0.625  -1.035  1.00  0.00           H  
HETATM   47  H14 UNL     1       4.097   0.917   1.859  1.00  0.00           H  
HETATM   48  H15 UNL     1       6.418   1.751   2.110  1.00  0.00           H  
HETATM   49  H16 UNL     1       7.641   1.972  -0.989  1.00  0.00           H  
HETATM   50  H17 UNL     1       5.746   1.123  -3.687  1.00  0.00           H  
HETATM   51  H18 UNL     1       2.620   0.135  -2.035  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

HMDB0301673
     RDKit          3D
ent-Gallocatechin 3-gallate
 51 54  0  0  0  0  0  0  0  0999 V2000
    1.7954    0.1023    1.7862 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9449    0.0708    0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8627   -0.3607   -0.2107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3741   -0.7621    0.2896 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3258   -2.3168    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4938   -2.8868    0.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4863   -4.1595    1.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3608   -4.9321    1.2118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5922   -4.7087    1.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7382   -3.9450    2.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8609   -4.4826    2.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7460   -2.6663    1.5194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6427   -2.1285    0.8849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -0.8479    0.3694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5921   -0.3371   -0.4188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8703    1.0723   -0.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9941    2.1141   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3733    3.4473   -0.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4865    4.4867   -0.5474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6858    3.7148   -0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0794    5.0393   -1.1816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5995    2.6986   -1.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9397    2.9602   -1.4426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1921    1.4069   -0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2094    0.4775   -0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2513    0.8981    0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4728    1.2941    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5013    1.7123    1.1049 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044    1.2838   -1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9253    1.6766   -1.6349 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6586    0.8610   -1.9017 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8647    0.8407   -3.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4389    0.4653   -1.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4843   -0.6739    1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6457   -2.6744    0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4515   -2.4498   -0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5027   -4.6795    0.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5710   -5.6952    2.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9245   -4.3189    3.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6647   -2.0890    1.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7237   -0.9163   -1.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0442    1.9782   -0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7941    5.4351   -0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0370    5.2657   -1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6059    2.2066   -1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9550    0.6251   -1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    0.9173    1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4175    1.7507    2.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6410    1.9721   -0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7456    1.1230   -3.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6198    0.1345   -2.0352 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  1
  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  6
 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-3-O-gallate	ChEBI
(-)-Gallocatechol gallate	ChEBI
(2S,3R)-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-(3,4,5-trihydroxybenzoate)	ChEBI
(2S,3R)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate	ChEBI
(-)-Gallocatechin-3-O-gallic acid	Generator
(-)-Gallocatechol gallic acid	Generator
(2S,3R)-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-(3,4,5-trihydroxybenzoic acid)	Generator
(2S,3R)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoic acid	Generator
(-)-Gallocatechin gallic acid	Generator
Gallocatechin gallate	MeSH
Gallocatechin-3-gallate	MeSH
ent-Gallocatechin 3-gallic acid	Generator

Chemical Formula

C₂₂H₁₈O₁₁

Average Molecular Weight

458.3717

Monoisotopic Molecular Weight

458.084911418

IUPAC Name

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

Traditional Name

gallocatechin gallate

CAS Registry Number

68-22-4

SMILES

OC1=CC(O)=C2C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](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/t18-,21+/m1/s1

InChI Key

WMBWREPUVVBILR-NQIIRXRSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glycosides

Alternative Parents

Substituents

Flavonoid o-glycoside
2'-hydroxy-dihydrochalcone
Phenolic glycoside
Linear 1,3-diarylpropanoid
Cinnamylphenol
Alkyl-phenylketone
Hexose monosaccharide
Butyrophenone
Glycosyl compound
O-glycosyl compound
Phenylketone
Benzoyl
Phenoxy compound
Catechol
Phenol ether
Resorcinol
Aryl ketone
Aryl alkyl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Oxane
Monosaccharide
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Oxacycle
Organoheterocyclic compound
Acetal
Organic oxygen compound
Primary alcohol
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014855)

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
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	42.81 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
AllCCS	[M+H]+	204.994	32859911
AllCCS	[M+H-H2O]+	202.585	32859911
AllCCS	[M+Na]+	207.84	32859911
AllCCS	[M+NH4]+	207.208	32859911
AllCCS	[M-H]-	200.896	32859911
AllCCS	[M+Na-2H]-	200.772	32859911
AllCCS	[M+HCOO]-	200.797	32859911
DeepCCS	[M+H]+	206.441	30932474
DeepCCS	[M-H]-	204.326	30932474
DeepCCS	[M-2H]-	237.569	30932474
DeepCCS	[M+Na]+	212.634	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
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

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
ent-Gallocatechin 3-gallate,3TBDMS,isomer #24	CC(C)(C)[Si](C)(C)OC1=CC([C@@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)=CC(O)=C1O	5037.7	Semi standard non polar	33892256
ent-Gallocatechin 3-gallate,3TBDMS,isomer #24	CC(C)(C)[Si](C)(C)OC1=CC([C@@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)=CC(O)=C1O	4597.0	Standard non polar	33892256
ent-Gallocatechin 3-gallate,3TBDMS,isomer #24	CC(C)(C)[Si](C)(C)OC1=CC([C@@H]2OC3=CC(O)=CC(O)=C3C[C@H]2OC(=O)C2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)=CC(O)=C1O	5449.6	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - ent-Gallocatechin 3-gallate LC-ESI-QFT 32V, positive-QTOF	splash10-000i-0190000000-7e3ba3906a46eece7bf1	2020-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - ent-Gallocatechin 3-gallate LC-ESI-IT 32V, positive-QTOF	splash10-000i-0490000000-4b05c52a99e0c4b78928	2020-07-24	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Gallocatechin 3-gallate 10V, Positive-QTOF	splash10-052r-0920500000-a974f0f3117ff4b93e42	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Gallocatechin 3-gallate 20V, Positive-QTOF	splash10-0fe0-0910100000-a2be3929b160816f337a	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Gallocatechin 3-gallate 40V, Positive-QTOF	splash10-0079-2900000000-c4f287a63df487615180	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Gallocatechin 3-gallate 10V, Negative-QTOF	splash10-0a4i-0301900000-4bd59275b184970a157f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Gallocatechin 3-gallate 20V, Negative-QTOF	splash10-066r-0916400000-8e2c614db7634a27ffdd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Gallocatechin 3-gallate 40V, Negative-QTOF	splash10-00or-0900000000-236dc720968cdbf03811	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Gallocatechin 3-gallate 10V, Positive-QTOF	splash10-0a4u-0161900000-93fcf1085dda87e2eef3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Gallocatechin 3-gallate 20V, Positive-QTOF	splash10-0pvr-0974800000-fe2b35b2b9c1b0d68fc8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Gallocatechin 3-gallate 40V, Positive-QTOF	splash10-0fs9-0925100000-97364265724fdd2727cb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Gallocatechin 3-gallate 10V, Negative-QTOF	splash10-0a4i-0003900000-8f91dc75ff31c110b853	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Gallocatechin 3-gallate 20V, Negative-QTOF	splash10-0kw0-0911300000-cfe0a1ddf5316282d1ab	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - ent-Gallocatechin 3-gallate 40V, Negative-QTOF	splash10-00vr-1914200000-6052bd4777f8f2b91366	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB000095

KNApSAcK ID

Not Available

Chemspider ID

172662

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Gallocatechin_gallate

METLIN ID

Not Available

PubChem Compound

199472

PDB ID

Not Available

ChEBI ID

156271

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1681001

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for ent-Gallocatechin 3-gallate (HMDB0301673)

MOL for HMDB0301673 (ent-Gallocatechin 3-gallate)

3D MOL for HMDB0301673 (ent-Gallocatechin 3-gallate)

3D SDF for HMDB0301673 (ent-Gallocatechin 3-gallate)

3D-SDF for HMDB0301673 (ent-Gallocatechin 3-gallate)

PDB for HMDB0301673 (ent-Gallocatechin 3-gallate)

3D PDB for HMDB0301673 (ent-Gallocatechin 3-gallate)

SMILES for HMDB0301673 (ent-Gallocatechin 3-gallate)

INCHI for HMDB0301673 (ent-Gallocatechin 3-gallate)

Structure for HMDB0301673 (ent-Gallocatechin 3-gallate)

3D Structure for HMDB0301673 (ent-Gallocatechin 3-gallate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra