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CHEBI:65830 - elaeodendroside V

ChEBI IDCHEBI:65830
ChEBI Nameelaeodendroside V
Stars
DefinitionA cardenolide glycoside that is sarmentologenin glycosylated at position 3 by a β-allosyl-(1→4)-β-6-deoxyallosyl moiety. Isolated from Elaeodendron alluaudianum, it exhibits antiproliferative activity against human ovarian cancer and human histiocytic lymphoma cell lines.
Last Modified17 January 2013
DownloadsMolfile
FormulaC35H54O16
Net Charge0
Average Mass730.801
Monoisotopic Mass730.34119
SMILES[H][C@@]1(O[C@H]2[C@@H](O)[C@@H](O)[C@]([H])(O[C@H]3CC[C@@]4(CO)[C@](O)(CC[C@@]5([H])[C@@]6(O)CC[C@]([H])(C7=CC(=O)OC7)[C@@]6(C)C[C@@H](O)[C@@]54[H])C3)O[C@@H]2C)O[C@H](CO)[C@@H](O)[C@@H](O)[C@H]1O
InChIInChI=1S/C35H54O16/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/h9,15,17-21,23-31,36-38,40-46H,3-8,10-14H2,1-2H3/t15-,17+,18-,19-,20-,21-,23-,24-,25-,26+,27-,28-,29-,30+,31+,32-,33+,34+,35+/m1/s1
InChIKeyYPZVRDVFGRFZHP-PCUDRXQQSA-N
Species of MetaboliteComponentSourceComments
Elaeodendron alluaudianum (IPNI:160641-1) stem (BTO:0001300) PubMed (19058971)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
ChEBI Ontology
Outgoing Relation(s)
elaeodendroside V (CHEBI:65830) has functional parent sarmentologenin (CHEBI:71625)
elaeodendroside V (CHEBI:65830) has role metabolite (CHEBI:25212)
elaeodendroside V (CHEBI:65830) is a cardenolide glycoside (CHEBI:38092)
elaeodendroside V (CHEBI:65830) is a hydroxy steroid (CHEBI:35350)
elaeodendroside V (CHEBI:65830) is a steroid lactone (CHEBI:26766)
IUPAC Name 
(3β,5β,11α)-3-{[4-O-(β-D-allopyranosyl)-6-deoxy-β-D-allopyranosyl]oxy}-5,11,14,19-tetrahydroxycard-20(22)-enolide
Synonym  Source
sarmentologenin-3β-O-[β-allosyl-(1→4)-β-6-deoxyalloside]ChEBI
Registry NumbersSources
Reaxys:19417815Reaxys
Citations