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Epicatechin gallate

Epicatechin gallate structure

CAS No:
1257-08-5
Formula:
C22H18O10
Chemical Name:
Epicatechin gallate
Synonyms:
Benzoic acid,3,4,5-trihydroxy-,(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester;Epicatechol,3-gallate,(-)-;Benzoic acid,3,4,5-trihydroxy-,2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester,(2R-cis)-;Epicatechol,gallate;Gallic acid,3-ester with epicatechol,(-)-;(-)-Epicatechol gallate;(-)-Epicatechin 3-gallate;(-)-Epicatechin gallate;(-)-Epicatechin 3-O-gallate;3-O-Galloyl-(-)-epicatechin;3-Galloyl-(-)-epicatechin;L-Epicatechin gallate;3-O-Galloylepicatechin;epi-Catechin 3-O-gallate;(-)-epi-Catechin 3-O-gallate;Epicatechol 3-gallate;Epicatechin gallate;Epicatechin 3-O-gallate;L-ECG;ECG;3-Galloyl-(2R,3R)-(-)-Epicatechin
Categories:
Biochemical Engineering > Plant Extracts

Description

White powder. ChEBI: 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. Epicatechin gallate briefly referred to as EGCG, being the ester formed by epigallocatechin and gallate acid, belonging to a kind of tea polyphenols; is a kind of flavonoids, D-form ester catechins. Epicatechin gallate is a cathchin monomer isolated from tea and is the main active ingredient.

Solid

(-)-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 gallate ester and a polyphenol. It derives from a (-)-epicatechin and a gallic acid.

Epicatechin gallate Basic Attributes

Molecular Weight：

442.37

Exact Mass：

442.37

EC Number：

2017-001-1

UNII：

92587OVD8Z

HScode：

29329990

Characteristics

PSA：

177

XLogP3：

1.5

Appearance：

Solid

Density：

1.80±0.1 g/cm3(Predicted)

Melting Point：

231 °C

Boiling Point：

861.7±65.0 °C(Predicted)

Flash Point：

305.0±27.8 °C

Refractive Index：

1.825

Water Solubility：

Soluble in water, acetone, DMSO, methanol.

Storage Conditions：

2-8°C

Vapor Pressure：

0mmHg at 25°C

Collision Cross Section：

202.9 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

safety instructions：

24/25

RTECS Number：

DH9030000

Storage features：

It should be sealed, placed in a cool dry environment, to be avoided of moisture, light and high temperature.

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity. (See all compounds classified as Antineoplastic Agents, Phytogenic.)|Compounds which inhibit or antagonize biosynthesis or actions of proteases (ENDOPEPTIDASES). (See all compounds classified as Protease Inhibitors.)|Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)

MeSH Entry Terms：

epicatechin gallate

Epicatechin gallate Use and Manufacturing

Uses

The catechins, including (?)-epicatechin (EC) and (?)-epigallocatechin gallate (EGCG) , are polyphenols which are abundant in green and black teas. (?)-Epicatechin gallate (ECG) is a natural catechin with a single galloyl group. Like EGCG, it inhibits the growth of cancer cells and has anti-inflammatory effects. The hydroxyl groups of ECG contribute to its potent antioxidant activity and facilitate the killing of methicillin-resistant strains of S. aureus.

Use Classification：

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

Computed Properties

Molecular Weight:442.4
XLogP3:1.5
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:4
Exact Mass:442.08999677
Monoisotopic Mass:442.08999677
Topological Polar Surface Area:177
Heavy Atom Count:32
Complexity:649
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Epicatechin gallate

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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Epicatechin gallate

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