Basic information
- CAS
83104-86-3- Standard SMILES
COc1cc(C(=O)O[C@@H]2Cc3c(O)cc(O)cc3O[C@@H]2c2ccc(O)c(O)c2)cc(O)c1O- InChIKey
XGTBMCGGGJLOPS-IFMALSPDSA-N- Molecular formula
- C23H20O10
- Average molar mass
- 456.4 g/mol
- Monoisotopic mass
- 456.10564683
Overview
Epicatechin 3-O-(3'-O-methylgallate) is a gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of epicatechin. It has a role as a Camellia sinensis metabolite and an anti-inflammatory agent. It is a monomethoxybenzene, a polyphenol, a gallate ester and a member of flavans. It is functionally related to a (-)-epicatechin.
Names & identifiers
- Preferred name
- Epicatechin 3-O-(3-O-methylgallate)
- IUPAC
- [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4-dihydroxy-5-methoxybenzoate
- English name
- (-)-ECG-3''-O-Me
- Molecular formula
- C23H20O10
- Molecular weight
- 456.4
Names & synonyms
Epicatechin 3-O-(3-O-methylgallate)CHEBI:136553[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4-dihydroxy-5-methoxybenzoateepicatechin 3-O-(3'-O-methylgallate)((2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl) 3,4-dihydroxy-5-methoxybenzoateRefChem:108413583104-86-3(-)-Epicatechin-3-(3''-O-methyl) gallate(-)-Epicatechin 3-(3-O-methylgallate)CHEMBL158521(-)-ECG-3''-O-MEEpicatechin 3-O-(3-O-methyl)gallate
Show more names
(-)-EPICATECHIN 3-(3''-O-METHYL)GALLATE(-)-Epicatechin 3-(3''-O-Methyl)gallate 〔(-)-ECg-3''-O-Me〕(-)-Epicatechin 3-(3''-O-Methyl)gallate (natural) 〔(-)-ECg-3''-O-Me〕(-)-Epicatechin 3-(3”-O -methyl)gallate [ (-)-ECg-3”-O -Me ] (natural)Benzoic acid,3,4-dihydroxy-5-methoxy-,(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-ylester3,4-Dihydroxy-5-methoxy-benzoic acid (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 166 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 5
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 676
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavans, Flavanols and Leucoanthocyanidins [PK1202]
Physicochemical properties
- Melting point
- 248 · 248-250℃ (decomposition)
- Boiling point
- 812.9 · 812.9±65.0 °C(Predicted)
- Density
- 1.69 · 1.69±0.1 g/cm3(Predicted)
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- pka
- 7.92 · 7.92±0.25(Predicted)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 280 · P280-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
Uses(-)-Epicatechin 3-(3-O-methylgallate) is a catechin, that can be isolated from tea leaf. (-)-Epicatechin 3-(3-O-methylgallate) shows anti-inflammatory activity[1][2].
Upstream & downstream products
Upstream raw materials
Suppliers22 total
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
ALB Technology Limited702-983-3769 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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