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3-O-trans-p-coumaroyl actinidic acid

Go to external page http://purl.obolibrary.org/obo/CHEBI_65661

A pentacyclic triterpenoid that is the cinnamate ester obtained by the formal condensation of the carboxy group of trans-4-coumaric acid with the hydroxy group at position 3 of actinidic acid (the 2alpha,3beta stereoisomer). It is isolated from the roots of Actinidia arguta and exhibits inhibitory activity towards pancreatic lipase.

Term info

Label

3-O-trans-p-coumaroyl actinidic acid

Synonyms
  • (2alpha,3beta)-2,23-dihydroxy-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}ursa-12,20(30)-dien-28-oic acid
database cross reference
Subsets

3_STAR

IUPAC NAME
(2alpha,3beta)-2,23-dihydroxy-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}ursa-12,20(30)-dien-28-oic acid [ IUPAC ]

charge

0

formula

C39H52O7

has obo namespace

chebi_ontology

has related synonym

3beta-(trans-p-coumaroyl)oxy-2alpha,23-dihydroxyurs-12(13),20(30)-dien-28-oic acid

id

CHEBI:65661

inchi

InChI=1S/C39H52O7/c1-23-15-18-39(34(44)45)20-19-37(5)27(32(39)24(23)2)12-13-30-35(3)21-28(42)33(36(4,22-40)29(35)16-17-38(30,37)6)46-31(43)14-9-25-7-10-26(41)11-8-25/h7-12,14,24,28-30,32-33,40-42H,1,13,15-22H2,2-6H3,(H,44,45)/b14-9+/t24-,28+,29+,30+,32-,33-,35-,36-,37+,38+,39-/m0/s1

inchikey

IFPMSAOPSQVFLA-VYXVHPRESA-N

mass

632.82600

monoisotopicmass

632.37130

smiles

[H][C@@]12CC[C@]3(C)[C@]([H])(CC=C4[C@]5([H])[C@@H](C)C(=C)CC[C@@]5(CC[C@@]34C)C(O)=O)[C@@]1(C)C[C@@H](O)[C@H](OC(=O)\C=C\c1ccc(O)cc1)[C@@]2(C)CO