CHEBI:65831 - elaeodendroside W

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ChEBI Name elaeodendroside W
ChEBI ID CHEBI:65831
Definition A cardenolide glycoside that is 3,5,11,14-tetrahydroxy-19-oxocard-20(22)-enolide glycosylated at position 3 by a β-allosyl-(1→4)-β-6-deoxyallosyl group. Isolated from Elaeodendron alluaudianum, it exhibits antiproliferative activity against human ovarian cancer and human histiocytic lymphoma cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C35H52O16
Net Charge 0
Average Mass 728.77780
Monoisotopic Mass 728.32554
InChI InChI=1S/C35H52O16/c1-15-29(51-31-27(43)25(41)24(40)21(12-36)50-31)26(42)28(44)30(48-15)49-17-3-6-33(14-37)23-19(4-7-34(33,45)10-17)35(46)8-5-18(16-9-22(39)47-13-16)32(35,2)11-20(23)38/h9,14-15,17-21,23-31,36,38,40-46H,3-8,10-13H2,1-2H3/t15-,17+,18-,19-,20-,21-,23-,24-,25-,26+,27-,28-,29-,30+,31+,32-,33+,34+,35+/m1/s1
InChIKey XPFIWTDYADXSKF-PCUDRXQQSA-N
SMILES [H][C@@]1(O[C@H]2CC[C@]3(C=O)[C@@]4([H])[C@H](O)C[C@]5(C)[C@H](CC[C@]5(O)[C@]4([H])CC[C@]3(O)C2)C2=CC(=O)OC2)O[C@H](C)[C@@H](O[C@]2([H])O[C@H](CO)[C@@H](O)[C@@H](O)[C@H]2O)[C@@H](O)[C@H]1O
Metabolite of Species Details
Elaeodendron alluaudianum (IPNI:160641-1) Found in stem (BTO:0001300). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
(via cardiac glycoside )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing elaeodendroside W (CHEBI:65831) has role antineoplastic agent (CHEBI:35610)
elaeodendroside W (CHEBI:65831) has role metabolite (CHEBI:25212)
elaeodendroside W (CHEBI:65831) is a cardenolide glycoside (CHEBI:38092)
elaeodendroside W (CHEBI:65831) is a hydroxy steroid (CHEBI:35350)
elaeodendroside W (CHEBI:65831) is a steroid aldehyde (CHEBI:131565)
elaeodendroside W (CHEBI:65831) is a steroid lactone (CHEBI:26766)
IUPAC Name
(3β,5β,11α)-3-{[4-O-(β-D-allopyranosyl)-6-deoxy-β-D-allopyranosyl]oxy}-5,11,14-trihydroxy-19-oxocard-20(22)-enolide
Synonym Source
sarmentosigenin-3β-O-[β-allosyl-(1→4)-β-6-deoxyalloside] ChEBI
Registry Number Type Source
19417814 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19058971 PubMed citation Europe PMC
Last Modified
17 March 2016