CHEBI:139215 - cochalic acid

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ChEBI Name cochalic acid
ChEBI ID CHEBI:139215
Definition A pentacyclic triterpenoid that is oleanane which has been substituted by hydroxy groups at the 3β and 16β positions, dehydrogenated to introduce a double bond at the 12-13 position, and in which the methyl substituent at position 17 has undergone oxidation to give the corresponding carboxylic acid. Found in the cactus Myrtillocactus cochal.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H48O4
Net Charge 0
Average Mass 472.701
Monoisotopic Mass 472.35526
InChI InChI=1S/C30H48O4/c1-25(2)14-15-30(24(33)34)19(16-25)18-8-9-21-27(5)12-11-22(31)26(3,4)20(27)10-13-28(21,6)29(18,7)17-23(30)32/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20-,21+,22-,23-,27-,28+,29+,30+/m0/s1
InChIKey YKOPWPOFWMYZJZ-FMMUPTMQSA-N
SMILES [C@@]12(C([C@@]3(CC(CC[C@@]3([C@H](C1)O)C(O)=O)(C)C)[H])=CC[C@]4([C@]2(CC[C@@]5([C@@]4(CC[C@@H](C5(C)C)O)C)[H])C)[H])C
Metabolite of Species Details
Myrtillocactus cochal (NCBI:txid867465) See: J. Am. Chem. Soc., 1955, 77, 3579
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cochalic acid (CHEBI:139215) has parent hydride oleanane (CHEBI:36481)
cochalic acid (CHEBI:139215) has role plant metabolite (CHEBI:76924)
cochalic acid (CHEBI:139215) is a hydroxy carboxylic acid (CHEBI:24669)
cochalic acid (CHEBI:139215) is a monocarboxylic acid (CHEBI:25384)
cochalic acid (CHEBI:139215) is a pentacyclic triterpenoid (CHEBI:25872)
cochalic acid (CHEBI:139215) is a secondary alcohol (CHEBI:35681)
cochalic acid (CHEBI:139215) is conjugate acid of cochalate (CHEBI:138946)
Incoming cochalate (CHEBI:138946) is conjugate base of cochalic acid (CHEBI:139215)
IUPAC Name
3β,16β-dihydroxyolean-12-en-28-oic acid
Synonyms Sources
(3β,16β)-3,16-dihydroxyolean-12-en-28-oic acid IUPAC
Cochalsaeure ChEBI
Manual Xref Database
CPD-20243 MetaCyc
View more database links
Registry Numbers Types Sources
3227090 Reaxys Registry Number Reaxys
545-88-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10374243 PubMed citation Europe PMC
20387830 PubMed citation Europe PMC
28478866 PubMed citation Europe PMC
Last Modified
04 December 2017