acutoside A (CHEBI:65370)

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CHEBI:65370 - acutoside A

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ChEBI ID	CHEBI:65370
ChEBI Name	acutoside A
Stars
Definition	A pentacyclic triterpenoid that is oleanolic acid substituted by a 2-O-β-D-glucopyranosyl-β-D-glucopyranosyl moiety at position O-3. A natural product found in Luffa acutangula and Viola hondoensis.
Last Modified	21 February 2013
Downloads	Molfile

Formula	C42H68O13
Net Charge	0
Average Mass	780.993
Monoisotopic Mass	780.46599
SMILES	[H][C@@]1(O[C@H]2[C@H](O[C@@]3([H])CC[C@]4(C)[C@@]5([H])CC=C6[C@]7([H])CC(C)(C)CC[C@]7(C(=O)O)CC[C@@]6(C)[C@]5(C)CC[C@@]4([H])C3(C)C)O[C@H](CO)[C@@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChI	InChI=1S/C42H68O13/c1-37(2)14-16-42(36(50)51)17-15-40(6)21(22(42)18-37)8-9-26-39(5)12-11-27(38(3,4)25(39)10-13-41(26,40)7)54-35-33(31(48)29(46)24(20-44)53-35)55-34-32(49)30(47)28(45)23(19-43)52-34/h8,22-35,43-49H,9-20H2,1-7H3,(H,50,51)/t22-,23+,24+,25-,26+,27-,28+,29+,30-,31-,32+,33+,34-,35-,39-,40+,41+,42-/m0/s1
InChIKey	LEQCLUFJRGKLOA-WLMDKFIXSA-N

Species of Metabolite	Component	Source	Comments
Luffa acutangula (ncbitaxon:56866)	whole plant (BTO:0001461)	PubMed (1863290)
Viola hondoensis (ncbitaxon:316467)	whole plant (BTO:0001461)	PubMed (15356999)
Albizia inundata (IPNI:989452-1)	aerial part (BTO:0001658)	PubMed (21314099)	CH2Cl2-MeOH (1:1) extract of dried,ground biomass

Roles Classification

Chemical Role:	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

ChEBI Ontology

Outgoing Relation(s)
	acutoside A (CHEBI:65370) has functional parent oleanolic acid (CHEBI:37659)
	acutoside A (CHEBI:65370) has role metabolite (CHEBI:25212)
	acutoside A (CHEBI:65370) is a disaccharide derivative (CHEBI:63353)
	acutoside A (CHEBI:65370) is a glycoside (CHEBI:24400)
	acutoside A (CHEBI:65370) is a monocarboxylic acid (CHEBI:25384)
	acutoside A (CHEBI:65370) is a pentacyclic triterpenoid (CHEBI:25872)

IUPAC Name
(3β)-3-{[2-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl]oxy}olean-12-en-28-oic acid

Manual Xrefs	Databases
HMDB0031021	HMDB

Registry Numbers	Sources
Reaxys:4777762	Reaxys

Citations