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

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

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ChEBI ID	CHEBI:69364
ChEBI Name	methyl 4,23,29-trihydroxy-3,4-seco-olean-12-en-3-oate-28-oic acid
Stars
Definition	A tetracyclic triterpenoid with a seco-oleanane type skeleton isolated from the stem barks of Kalopanax pictus.
Last Modified	6 March 2015
Downloads	Molfile

Formula	C31H50O7
Net Charge	0
Average Mass	534.734
Monoisotopic Mass	534.35565
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
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

Species of Metabolite	Component	Source	Comments
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:	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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 Numbers	Sources
Reaxys:21902578	Reaxys

Citations