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CHEBI:139215 - cochalic acid

ChEBI IDCHEBI:139215
ChEBI Namecochalic acid
Stars
DefinitionA 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.
Last Modified4 December 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC30H48O4
Net Charge0
Average Mass472.710
Monoisotopic Mass472.35526
SMILES[H][C@]12CC=C3[C@]4([H])CC(C)(C)CC[C@]4(C(=O)O)[C@@H](O)C[C@@]3(C)[C@]1(C)CC[C@@]1([H])C(C)(C)[C@@H](O)CC[C@]21C
InChIInChI=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
InChIKeyYKOPWPOFWMYZJZ-FMMUPTMQSA-N
Species of MetaboliteComponentSourceComments
Myrtillocactus cochal (ncbitaxon:867465) - Article (J. Am. Chem. Soc., 1955, 77, 3579)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
cochalate (CHEBI:138946) is conjugate base of cochalic acid (CHEBI:139215)
IUPAC Name 
3β,16β-dihydroxyolean-12-en-28-oic acid
Synonyms  Source
(3β,16β)-3,16-dihydroxyolean-12-en-28-oic acidIUPAC
CochalsaeureChEBI
Manual XrefsDatabases
CPD-20243MetaCyc
Registry NumbersSources
Reaxys:3227090Reaxys
CAS:545-88-0ChemIDplus
Citations