procyanidin B2 3'-O-gallate (CHEBI:75647)

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CHEBI:75647 - procyanidin B2 3'-O-gallate

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ChEBI ID	CHEBI:75647
ChEBI Name	procyanidin B2 3'-O-gallate
Stars
ASCII Name	procyanidin B2 3'-O-gallate
Definition	A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3'R)-hydroxy group of procyanidin B2.
Last Modified	25 November 2013
Submitter	mwilliams
Downloads	Molfile

Formula	C37H30O16
Net Charge	0
Average Mass	730.631
Monoisotopic Mass	730.15338
SMILES	O=C(O[C@@H]1Cc2c(O)cc(O)c([C@H]3c4c(O)cc(O)cc4O[C@H](c4ccc(O)c(O)c4)[C@@H]3O)c2O[C@@H]1c1ccc(O)c(O)c1)c1cc(O)c(O)c(O)c1
InChI	InChI=1S/C37H30O16/c38-16-9-23(44)29-27(10-16)51-35(14-2-4-19(40)22(43)6-14)33(49)31(29)30-24(45)12-20(41)17-11-28(52-37(50)15-7-25(46)32(48)26(47)8-15)34(53-36(17)30)13-1-3-18(39)21(42)5-13/h1-10,12,28,31,33-35,38-49H,11H2/t28-,31-,33-,34-,35-/m1/s1
InChIKey	VLFKNLZNDSEVBZ-BTWXELLASA-N

Roles Classification

Chemical Role:	antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role:	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:	astringent A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.

ChEBI Ontology

Outgoing Relation(s)
	procyanidin B2 3'-O-gallate (CHEBI:75647) has functional parent gallic acid (CHEBI:30778)
	procyanidin B2 3'-O-gallate (CHEBI:75647) has functional parent procyanidin B2 (CHEBI:75632)
	procyanidin B2 3'-O-gallate (CHEBI:75647) has role antioxidant (CHEBI:22586)
	procyanidin B2 3'-O-gallate (CHEBI:75647) has role metabolite (CHEBI:25212)
	procyanidin B2 3'-O-gallate (CHEBI:75647) is a biflavonoid (CHEBI:50128)
	procyanidin B2 3'-O-gallate (CHEBI:75647) is a gallate ester (CHEBI:37576)
	procyanidin B2 3'-O-gallate (CHEBI:75647) is a polyphenol (CHEBI:26195)
	procyanidin B2 3'-O-gallate (CHEBI:75647) is a proanthocyanidin (CHEBI:26267)

IUPAC Name
(2R,2'R,3R,3'R,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3,5,5',7,7'-pentahydroxy-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromen-3'-yl 3,4,5-trihydroxybenzoate

Synonym	Source
(−)-epicatechin-(4β→8)-(−)-epicatechin-3'-O-gallate	ChEBI

Registry Numbers	Sources
Reaxys:4903080	Reaxys

Citations