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CHEBI:69364 - methyl 4,23,29-trihydroxy-3,4-seco-olean-12-en-3-oate-28-oic acid

ChEBI IDCHEBI:69364
ChEBI Namemethyl 4,23,29-trihydroxy-3,4-seco-olean-12-en-3-oate-28-oic acid
Stars
DefinitionA tetracyclic triterpenoid with a seco-oleanane type skeleton isolated from the stem barks of Kalopanax pictus.
Last Modified6 March 2015
DownloadsMolfile
FormulaC31H50O7
Net Charge0
Average Mass534.734
Monoisotopic Mass534.35565
SMILES[H][C@]12CC=C3[C@]4([H])C[C@](C)(CO)CC[C@]4(C(=O)O)CC[C@@]3(C)[C@]1(C)CC[C@@]([H])(C(C)(O)CO)[C@]2(C)CCC(=O)OC
InChIInChI=1S/C31H50O7/c1-26(18-32)13-15-31(25(35)36)16-14-28(3)20(21(31)17-26)7-8-22-27(2,11-10-24(34)38-6)23(30(5,37)19-33)9-12-29(22,28)4/h7,21-23,32-33,37H,8-19H2,1-6H3,(H,35,36)/t21-,22+,23+,26+,27+,28+,29+,30?,31-/m0/s1
InChIKeySUUYXWGSSHWCRR-RIFYGRPCSA-N
Species of MetaboliteComponentSourceComments
Kalopanax pictus (ncbitaxon:46399) stem (BTO:0001300) PubMed (21870831) Previous component: stem bark; Hot MeOH extract of dried stem bark
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
methyl 4,23,29-trihydroxy-3,4-seco-olean-12-en-3-oate-28-oic acid (CHEBI:69364) has role anti-inflammatory agent (CHEBI:67079)
methyl 4,23,29-trihydroxy-3,4-seco-olean-12-en-3-oate-28-oic acid (CHEBI:69364) has role metabolite (CHEBI:25212)
methyl 4,23,29-trihydroxy-3,4-seco-olean-12-en-3-oate-28-oic acid (CHEBI:69364) has role plant metabolite (CHEBI:76924)
methyl 4,23,29-trihydroxy-3,4-seco-olean-12-en-3-oate-28-oic acid (CHEBI:69364) is a hydroxy monocarboxylic acid (CHEBI:35868)
methyl 4,23,29-trihydroxy-3,4-seco-olean-12-en-3-oate-28-oic acid (CHEBI:69364) is a methyl ester (CHEBI:25248)
methyl 4,23,29-trihydroxy-3,4-seco-olean-12-en-3-oate-28-oic acid (CHEBI:69364) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name 
(1R,2R,4aR,4bS,6aR,9R,10aS,12aR)-2-(1,2-dihydroxypropan-2-yl)-9-(hydroxymethyl)-1-(3-methoxy-3-oxopropyl)-1,4a,4b,9-tetramethyl-1,3,4,4a,4b,5,6,7,8,9,10,10a,12,12a-tetradecahydrochrysene-6a(2H)-carboxylic acid
Registry NumbersSources
Reaxys:21902578Reaxys
Citations