fruticoside E (CHEBI:67588)

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CHEBI:67588 - fruticoside E

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ChEBI ID	CHEBI:67588
ChEBI Name	fruticoside E
Stars
Definition	A steroid saponin that is 4-methylergosta-7,24(28)-dien-21-oic acid attached to an acetyloxy group at position 2, and a α-L-rhamnopyranosyloxy group at position 3 (the 2α,3β,4α,5α stereoisomer). It has been isolated from the roots of Breynia fruticosa.
Last Modified	9 January 2014
Downloads	Molfile

Formula	C37H58O9
Net Charge	0
Average Mass	646.862
Monoisotopic Mass	646.40808
SMILES	[H][C@@]1(O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)[C@@H](C)[C@]2([H])CC=C3[C@]4([H])CC[C@]([H])([C@@H](CCC(=C)C(C)C)C(=O)O)[C@@]4(C)CC[C@]3([H])[C@@]2(C)C[C@H]1OC(C)=O
InChI	InChI=1S/C37H58O9/c1-18(2)19(3)9-10-24(34(42)43)27-14-13-26-23-11-12-25-20(4)33(46-35-32(41)31(40)30(39)21(5)44-35)29(45-22(6)38)17-37(25,8)28(23)15-16-36(26,27)7/h11,18,20-21,24-33,35,39-41H,3,9-10,12-17H2,1-2,4-8H3,(H,42,43)/t20-,21-,24+,25-,26-,27+,28-,29+,30-,31+,32+,33+,35-,36-,37-/m0/s1
InChIKey	LOHRCIAMXCCSQS-RTWLVPPYSA-N

Species of Metabolite	Component	Source	Comments
Breynia fruticosa (ncbitaxon:296042)	root (BTO:0001188)	PubMed (21428418)	90% Methanolic extract of air-dried, crushed roots.

Roles Classification

Chemical Role:	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:	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.

ChEBI Ontology

Outgoing Relation(s)
	fruticoside E (CHEBI:67588) has functional parent α-L-rhamnopyranose (CHEBI:27907)
	fruticoside E (CHEBI:67588) has role plant metabolite (CHEBI:76924)
	fruticoside E (CHEBI:67588) is a acetate ester (CHEBI:47622)
	fruticoside E (CHEBI:67588) is a deoxymannose derivative (CHEBI:63346)
	fruticoside E (CHEBI:67588) is a monocarboxylic acid (CHEBI:25384)
	fruticoside E (CHEBI:67588) is a steroid acid (CHEBI:47891)
	fruticoside E (CHEBI:67588) is a steroid ester (CHEBI:47880)
	fruticoside E (CHEBI:67588) is a steroid saponin (CHEBI:61655)

IUPAC Name
(2α,3β,4α,5α)-2-(acetyloxy)-3-[(6-deoxy-α-L-mannopyranosyl)oxy]-4-methylergosta-7,24(28)-dien-21-oic acid

Synonym	Source
4α-methyl-2α-acetoxy-5α-ergost-7,24(28)-dien-21-oic acid-3β-O-α-L-rhamnopyranoside	ChEBI

Registry Numbers	Sources
Reaxys:21553374	Reaxys

Citations