CHEBI:65547 - 2-O-caffeoyl maslinic acid

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ChEBI Name 2-O-caffeoyl maslinic acid
ChEBI ID CHEBI:65547
ChEBI ASCII Name 2-O-caffeoyl maslinic acid
Definition A pentacyclic triterpenoid that is the 2-O-caffeoyl derivative of maslinic acid. It is isolated from the branch barks of Hippophae rhamnoides and acts as a radical scavenger.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C39H54O7
Net Charge 0
Average Mass 634.84190
Monoisotopic Mass 634.38695
InChI InChI=1S/C39H54O7/c1-34(2)16-18-39(33(44)45)19-17-37(6)24(25(39)21-34)10-12-30-36(5)22-28(32(43)35(3,4)29(36)14-15-38(30,37)7)46-31(42)13-9-23-8-11-26(40)27(41)20-23/h8-11,13,20,25,28-30,32,40-41,43H,12,14-19,21-22H2,1-7H3,(H,44,45)/b13-9+/t25-,28+,29-,30+,32-,36-,37+,38+,39-/m0/s1
InChIKey KTFAOIPNIQQKGY-JNMJKHHHSA-N
SMILES [H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)C[C@@H](OC(=O)\C=C\c4ccc(O)c(O)c4)[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O
Metabolite of Species Details
Hippophae rhamnoides (NCBI:txid193516) Found in branch (BTO:0000148). Previous component: branch bark; See: PubMed
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-O-caffeoyl maslinic acid (CHEBI:65547) has functional parent trans-caffeic acid (CHEBI:16433)
2-O-caffeoyl maslinic acid (CHEBI:65547) has functional parent maslinic acid (CHEBI:66682)
2-O-caffeoyl maslinic acid (CHEBI:65547) has parent hydride oleanane (CHEBI:36481)
2-O-caffeoyl maslinic acid (CHEBI:65547) has role metabolite (CHEBI:25212)
2-O-caffeoyl maslinic acid (CHEBI:65547) has role radical scavenger (CHEBI:48578)
2-O-caffeoyl maslinic acid (CHEBI:65547) is a catechols (CHEBI:33566)
2-O-caffeoyl maslinic acid (CHEBI:65547) is a cinnamate ester (CHEBI:36087)
2-O-caffeoyl maslinic acid (CHEBI:65547) is a hydroxy monocarboxylic acid (CHEBI:35868)
2-O-caffeoyl maslinic acid (CHEBI:65547) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name
(2α,3β)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-hydroxyolean-12-en-28-oic acid
Registry Number Type Source
10752581 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17202693 PubMed citation Europe PMC
Last Modified
29 November 2012