Basic information
- CAS
1257-08-5- Standard SMILES
O=C(O[C@H]1Cc2c(O)cc(O)cc2O[C@H]1c1ccc(O)c(O)c1)c1cc(O)c(O)c(O)c1- InChIKey
LSHVYAFMTMFKBA-FPOVZHCZSA-N- Molecular formula
- C22H18O10
- Average molar mass
- 442.4 g/mol
- Monoisotopic mass
- 442.08999677
Overview
(+)-epicatechin-3-O-gallate is a gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3S)-hydroxy group of (+)-epicatechin. It has a role as a metabolite. It is a catechin, a polyphenol and a gallate ester. It is functionally related to a gallic acid and a (+)-epicatechin.
Names & identifiers
- Preferred name
- Epicatechin-3-Gallate
- IUPAC
- [(2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
- English name
- EPICATECHIN
- Molecular formula
- C22H18O10
- Molecular weight
- 442.37
Names & synonyms
Epicatechin-3-gallateRefChem:937931cis-3,3',4',5,7-pentahydroxyflavane 3-gallate((2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-3-yl) 3,4,5-trihydroxybenzoate(+)-epicatechin-3-O-gallateent-Epicatechin 3-O-gallateCHEMBL126142[(2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoateepicatechin-3-O-gallateepicatechin-gallateepicatechin-o-gallateepcatechini-3-gallate
Show more names
Epicatechin-3-galloyl ester(+/-)-Epicatechin-2,3,4-13C3 gallate[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]3,4,5-trihydroxybenzoateBenzoic acid, 3,4,5-trihydroxy-, (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, rel-
(epi)catechin-O-gallateCCRIS 9285SCHEMBL4639313CHEBI:76126DTXSID201365144BDBM50135164LMPK12020092Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, cis-
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 177 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 4
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 649
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavans, Flavanols and Leucoanthocyanidins [PK1202]
Physicochemical properties
- Boiling point
- 861.7 · 861.7±65.0 °C(Predicted)
- Density
- 1.8 · 1.80±0.1 g/cm3(Predicted)
- pka
- 7.75 · 7.75±0.25(Predicted)
Chemistry & industry
Suppliers1 total
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
Additional notes
DefinitionChEBI: A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3S)-hydroxy group of (+)-epicatechin.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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