Epicatechin Gallate

HCID 107905CAS 1257-08-5

基本情報

標準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-TZIWHRDSSA-N
分子式: C22H18O10
平均分子量: 442.4 g/mol
単同位体質量: 442.08999678

概要

(-)-epicatechin-3-O-gallate is a gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of epicatechin. A natural product found in Parapiptadenia rigida. It has a role as a metabolite, an EC 3.2.1.1 (alpha-amylase) inhibitor and an EC 3.2.1.20 (alpha-glucosidase) inhibitor. It is a catechin, a polyphenol and a gallate ester. It is functionally related to a gallic acid and a (-)-epicatechin.

名称と識別子

優先名称: Epicatechin Gallate
IUPAC: [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

名称と別名

Epicatechin gallate92587OVD8ZEpicatechin-3-galloyl esterDTXSID70925231NSC-636594RefChem:590910DTXCID101354061863-03-6(-)-Epicatechin gallate1257-08-5(-)-epicatechingallate(-)-Epicatechin-3-O-gallate

名称をさらに表示

(-)-Epicatechin-3-gallateL-Epicatechin gallateepicatechin monogallateTeatanninECG(-)-Epicatechin 3-O-gallateEpicatechol, gallate3-O-Galloylepicatechin

データベース識別子

CAS: 1257-08-5
PubChem CID: 107905
DTXSID: DTXSID70925231
ChEMBL: CHEMBL36327
ChEBI: CHEBI:70255
UNII: 92587OVD8Z
EC Number: 603-088-4
Nikkaji: J277.682K

物性

構造計算による物性

XLogP: 1.5
極性表面積: 177 Å²
水素結合供与体数: 7
水素結合受容体数: 10
回転可能結合数: 4
重原子数: 32
形式電荷: 0
複雑度: 649

実験および物理化学的性質

LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavans, Flavanols and Leucoanthocyanidins [PK1202]

Melting Point257 - 258 °C

Physical DescriptionSolid

Collision Cross Section202.9 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 40% (2 of 5) of reports.

Warning

H315 (60%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (60%)

化学と産業

薬理情報

MeSH Pharmacological Classification · 3 件

Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity.

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.

Compounds which inhibit or antagonize biosynthesis or actions of proteases (ENDOPEPTIDASES).

Cellular LocationsMembrane