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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name methyl 4,23,29-trihydroxy-3,4-seco-olean-12-en-3-oate-28-oic acid
ChEBI ID CHEBI:69364
Definition A tetracyclic triterpenoid with a seco-oleanane type skeleton isolated from the stem barks of Kalopanax pictus.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C31H50O7
Net Charge 0
Average Mass 534.72450
Monoisotopic Mass 534.35565
InChI InChI=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
InChIKey SUUYXWGSSHWCRR-RIFYGRPCSA-N
SMILES COC(=O)CC[C@@]1(C)[C@@H](CC[C@]2(C)[C@@H]1CC=C1[C@@H]3C[C@](C)(CO)CC[C@@]3(CC[C@@]21C)C(O)=O)C(C)(O)CO
Metabolite of Species Details
Kalopanax pictus (NCBI:txid46399) Found in stem (BTO:0001300). Previous component: stem bark; Hot MeOH extract of dried stem bark See: PubMed
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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
21902578 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21870831 PubMed citation Europe PMC
Last Modified
06 March 2015