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CHEBI:65547 - 2-O-caffeoyl maslinic acid

ChEBI IDCHEBI:65547
ChEBI Name2-O-caffeoyl maslinic acid
Stars
ASCII Name2-O-caffeoyl maslinic acid
DefinitionA 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.
Last Modified29 November 2012
DownloadsMolfile
FormulaC39H54O7
Net Charge0
Average Mass634.854
Monoisotopic Mass634.38695
SMILES[H][C@]12CC=C3[C@]4([H])CC(C)(C)CC[C@]4(C(=O)O)CC[C@@]3(C)[C@]1(C)CC[C@@]1([H])C(C)(C)[C@@H](O)[C@H](OC(=O)/C=C/c3ccc(O)c(O)c3)C[C@]21C
InChIInChI=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
InChIKeyKTFAOIPNIQQKGY-JNMJKHHHSA-N
Species of MetaboliteComponentSourceComments
Hippophae rhamnoides (ncbitaxon:193516) branch (BTO:0000148) PubMed (17202693) Previous component: branch bark;
Roles Classification
Chemical Roles:
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 (Brønsted base).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
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 NumbersSources
Reaxys:10752581Reaxys
Citations