CHEBI:69363 - 16,23,29-trihydroxy-3-oxo-olean-12-en-28-oic acid

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ChEBI Name 16,23,29-trihydroxy-3-oxo-olean-12-en-28-oic acid
ChEBI ID CHEBI:69363
Definition A pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 16, 23 and 29 and an oxo group at position 3. It has been isolated from the stem bark of Kalopanax pictus and has been shown to exhibit anti-inflammatory activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H46O6
Net Charge 0
Average Mass 502.68260
Monoisotopic Mass 502.32944
InChI InChI=1S/C30H46O6/c1-25(16-31)12-13-30(24(35)36)19(14-25)18-6-7-21-26(2)10-9-22(33)27(3,17-32)20(26)8-11-28(21,4)29(18,5)15-23(30)34/h6,19-21,23,31-32,34H,7-17H2,1-5H3,(H,35,36)/t19-,20+,21+,23+,25+,26-,27-,28+,29+,30+/m0/s1
InChIKey XRUBFYYNZLBFBN-JYGFFPNFSA-N
SMILES C[C@@]1(CO)CC[C@@]2([C@H](O)C[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CCC(=O)[C@@](C)(CO)[C@@H]5CC[C@@]34C)[C@@H]2C1)C(O)=O
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.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 16,23,29-trihydroxy-3-oxo-olean-12-en-28-oic acid (CHEBI:69363) has parent hydride oleanane (CHEBI:36481)
16,23,29-trihydroxy-3-oxo-olean-12-en-28-oic acid (CHEBI:69363) has role anti-inflammatory agent (CHEBI:67079)
16,23,29-trihydroxy-3-oxo-olean-12-en-28-oic acid (CHEBI:69363) has role plant metabolite (CHEBI:76924)
16,23,29-trihydroxy-3-oxo-olean-12-en-28-oic acid (CHEBI:69363) is a cyclic terpene ketone (CHEBI:36130)
16,23,29-trihydroxy-3-oxo-olean-12-en-28-oic acid (CHEBI:69363) is a hydroxy monocarboxylic acid (CHEBI:35868)
16,23,29-trihydroxy-3-oxo-olean-12-en-28-oic acid (CHEBI:69363) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name
(16α)-16,23,29-trihydroxy-3-oxoolean-12-en-28-oic acid
Registry Number Type Source
21902579 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21870831 PubMed citation Europe PMC
Last Modified
09 January 2014