23-hydroxyursolic acid (CHEBI:67896)

EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:67896 - 23-hydroxyursolic acid

Take structure to advanced search

ChEBI ID	CHEBI:67896
ChEBI Name	23-hydroxyursolic acid
Stars
Definition	A pentacyclic triterpenoid that is ursolic acid substituted by an additional hydroxy group at position 23. It has been isolated from Lagerstroemia speciosa and Juglans sinensis.
Last Modified	16 January 2014
Downloads	Molfile

Formula	C30H48O4
Net Charge	0
Average Mass	472.710
Monoisotopic Mass	472.35526
SMILES	[H][C@]12CC=C3[C@@](C)(CC[C@@]4(C(=O)O)CC[C@@H](C)[C@H](C)[C@@]34[H])[C@]1(C)CC[C@]1([H])[C@]2(C)CC[C@H](O)[C@@]1(C)CO
InChI	InChI=1S/C30H48O4/c1-18-9-14-30(25(33)34)16-15-28(5)20(24(30)19(18)2)7-8-22-26(3)12-11-23(32)27(4,17-31)21(26)10-13-29(22,28)6/h7,18-19,21-24,31-32H,8-17H2,1-6H3,(H,33,34)/t18-,19+,21-,22-,23+,24+,26+,27+,28-,29-,30+/m1/s1
InChIKey	NZCULBURCGAPSF-PQWKYGPVSA-N

Species of Metabolite	Component	Source	Comments
Juglans sinensis (ncbitaxon:442437-1)
	twig (BTO:0001411)	PubMed (21309591)	80% Methanolic extract of dried leaves and twigs
	leaf (BTO:0000713)	PubMed (21309591)	80% Methanolic extract of dried leaves and twigs
Rhododendron ferrugineum (ncbitaxon:49622)	leaf (BTO:0000713)	PubMed (21443171)	MeOH extract of CHCl3 soluble fraction of air-dried, powdered leaves
Lagerstroemia speciosa (ncbitaxon:122810)	leaf (BTO:0000713)	PubMed (21443171)
Cussonia bancoensis (IPNI:90140-1)	stem (BTO:0001300)	PubMed (21443171)	Previous component: stem bark;

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)
	23-hydroxyursolic acid (CHEBI:67896) has functional parent ursolic acid (CHEBI:9908)
	23-hydroxyursolic acid (CHEBI:67896) has parent hydride ursane (CHEBI:35711)
	23-hydroxyursolic acid (CHEBI:67896) has role plant metabolite (CHEBI:76924)
	23-hydroxyursolic acid (CHEBI:67896) is a dihydroxy monocarboxylic acid (CHEBI:35972)
	23-hydroxyursolic acid (CHEBI:67896) is a pentacyclic triterpenoid (CHEBI:25872)
	23-hydroxyursolic acid (CHEBI:67896) is conjugate acid of 23-hydroxyursolate (CHEBI:234082)
Incoming Relation(s)
	3β,23-dihydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside (CHEBI:67943) has functional parent 23-hydroxyursolic acid (CHEBI:67896)
	23-hydroxyursolate (CHEBI:234082) is conjugate base of 23-hydroxyursolic acid (CHEBI:67896)

IUPAC Name
3β,23-dihydroxyurs-12-en-28-oic acid

Synonym	Source
2-deoxyasiatic acid	ChEBI

Registry Numbers	Sources
Reaxys:5776876	Reaxys

Citations