cumingianoside E (CHEBI:65693)

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CHEBI:65693 - cumingianoside E

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ChEBI ID	CHEBI:65693
ChEBI Name	cumingianoside E
Stars
Definition	A triterpenoid saponin that is 24,25-epoxy-13,30-cyclodammarane-3,7,23-triol esterified to the corresponding acetate at position 3 and attached to a 6-O-acetyl-β-D-glucopyranosyl residue at position 7 via a glycosidic linkage. Isolated from Dysoxylum cumingianum it exhibits antileukemic activity.
Last Modified	20 January 2014
Downloads	Molfile

Formula	C40H64O11
Net Charge	0
Average Mass	720.941
Monoisotopic Mass	720.44486
SMILES	[H][C@]12CC[C@]34C[C@]3(CC[C@@]4([H])[C@@H](C)C[C@@H](O)[C@]3([H])OC3(C)C)[C@]1(C)[C@]([H])(O[C@@H]1O[C@H](COC(C)=O)[C@@H](O)[C@H](O)[C@H]1O)C[C@@]1([H])C(C)(C)[C@H](OC(C)=O)CC[C@]21C
InChI	InChI=1S/C40H64O11/c1-20(16-24(43)33-36(6,7)51-33)23-10-15-40-19-39(23,40)14-11-26-37(8)13-12-28(48-22(3)42)35(4,5)27(37)17-29(38(26,40)9)50-34-32(46)31(45)30(44)25(49-34)18-47-21(2)41/h20,23-34,43-46H,10-19H2,1-9H3/t20-,23-,24+,25+,26+,27-,28+,29+,30+,31-,32+,33-,34-,37+,38-,39+,40+/m0/s1
InChIKey	BWLUFHQYKRKBLP-VAEWVCEVSA-N

Species of Metabolite	Component	Source	Comments
Dysoxylum cumingianum (IPNI:578103-1)	leaf (BTO:0000713)	DOI (10.1021/jo00051a050)

Roles Classification

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.
Application:	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology

Outgoing Relation(s)
	cumingianoside E (CHEBI:65693) has role antineoplastic agent (CHEBI:35610)
	cumingianoside E (CHEBI:65693) has role plant metabolite (CHEBI:76924)
	cumingianoside E (CHEBI:65693) is a acetate ester (CHEBI:47622)
	cumingianoside E (CHEBI:65693) is a epoxide (CHEBI:32955)
	cumingianoside E (CHEBI:65693) is a monosaccharide derivative (CHEBI:63367)
	cumingianoside E (CHEBI:65693) is a pentacyclic triterpenoid (CHEBI:25872)
	cumingianoside E (CHEBI:65693) is a secondary alcohol (CHEBI:35681)
	cumingianoside E (CHEBI:65693) is a triterpenoid saponin (CHEBI:61778)
	cumingianoside E (CHEBI:65693) is a β-D-glucoside (CHEBI:22798)

IUPAC Name
(3α,7α,17α,20S,23R,24S)-7-[(6-O-acetyl-β-D-glucopyranosyl)oxy]-23-hydroxy-24,25-epoxy-13,30-cyclodammaran-3-yl acetate

Synonym	Source
3-O-acetyl-3α,7α,23-trihydroxy-24,25-epoxy-l4,18-cycloapoeuphanyl 7-O-β-D-(6'-O-acetyl)glucopyranoside	ChEBI

Manual Xrefs	Databases
8254125	ChemSpider

Registry Numbers	Sources
Reaxys:5843837	Reaxys

Citations