(-)-Epicatechin-3-Gallate

(-)-Epicatechin-3-Gallate
Compound Structure:
Synonyms: (-)-Epicatechin gallate; (-)-Epicatechin-3-O-gallate; Epicatechol, gallate;3-O-Galloylepicatechin;epicatechin-3-O-gallate;(-)-cis-3,3',4',5,7-Pentahydroxyflavane 3-gallate
Compound ID: NMPC-010
PubChem ID:

107905
Molecular Formula: C22H18O10
Canonical SMILES: C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
InChIKey: LSHVYAFMTMFKBA-TZIWHRDSSA-N
About the compound:

(-)-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 is functionally related to a (-)-epicatechin and a gallic acid.

Safety and Hazard

GHS Hazard Statements        

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

442.4 g/mol

XLogP3

1.5

Hydrogen Bond Donor Count

7

Hydrogen Bond Acceptor Count

10

Rotatable Bond Count

4

Exact Mass

442.08999677 g/mol

Monoisotopic Mass

442.08999677 g/mol

Topological Polar Surface Area

177Ų

Heavy Atom Count

32

Formal Charge

0

Complexity

649

Isotope Atom Count

0

Defined Atom Stereocenter Count

2

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical appearance

Solid

Melting Point

257 - 258 °C

Source: PubChem
Source Species: Talinum triangulare
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