Epicatechin Gallate

HCID 107905CAS 1257-08-5
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Grundinformationen

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-TZIWHRDSSA-N
Summenformel
C22H18O10
Durchschnittliche Molmasse
442,4 g/mol
Monoisotopische Masse
442,08999678

Überblick

(-)-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.

Namen und Bezeichner

Bevorzugter Name
Epicatechin Gallate
IUPAC
[(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

Namen und Synonyme

Epicatechin gallate92587OVD8ZEpicatechin-3-galloyl esterDTXSID70925231NSC-636594RefChem:590910DTXCID101354061863-03-6(-)-Epicatechin gallate1257-08-5(-)-epicatechingallate(-)-Epicatechin-3-O-gallate
Weitere Namen anzeigen
(-)-Epicatechin-3-gallateL-Epicatechin gallateepicatechin monogallateTeatanninECG(-)-Epicatechin 3-O-gallateEpicatechol, gallate3-O-Galloylepicatechin

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,5
Polarare Oberfläche (TPSA)
177 Ų
H-Brücken-Donoren
7
H-Brücken-Akzeptoren
10
Frei drehbare Bindungen
4
Schwere Atome
32

Experimentelle und physikochemische Eigenschaften

LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavans, Flavanols and Leucoanthocyanidins [PK1202]
Melting Point257 - 258 °C
Physical DescriptionSolid
Collision Cross Section202.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

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.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (60%)

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 3 Einträge

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

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