CHEBI:66480 - sibiskoside

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ChEBI Name sibiskoside
ChEBI ID CHEBI:66480
Definition A monoterpene glycoside that is geraniol-5,10-olide glycosylated at position 1 by a β-D-glucopyranosyl group. Isolated from the aerial parts of Sibiraea angustata, it exhibits anti-obesity activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C16H24O8
Net Charge 0
Average Mass 344.35700
Monoisotopic Mass 344.14712
InChI InChI=1S/C16H24O8/c1-8(2)5-10-6-9(15(21)23-10)3-4-22-16-14(20)13(19)12(18)11(7-17)24-16/h3,5,10-14,16-20H,4,6-7H2,1-2H3/b9-3-/t10-,11+,12+,13-,14+,16+/m0/s1
InChIKey AYOGZIXAHOAPOK-QKAQTOFFSA-N
SMILES CC(C)=C[C@H]1C\C(=C\CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=O)O1
Metabolite of Species Details
Sibiraea angustata (NCBI:txid1055022) Found in aerial part (BTO:0001658). 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.
anti-obesity agent
Any substance which is used to reduce or control weight.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sibiskoside (CHEBI:66480) has role anti-obesity agent (CHEBI:74518)
sibiskoside (CHEBI:66480) has role metabolite (CHEBI:25212)
sibiskoside (CHEBI:66480) is a β-D-glucoside (CHEBI:22798)
sibiskoside (CHEBI:66480) is a γ-lactone (CHEBI:37581)
sibiskoside (CHEBI:66480) is a monosaccharide derivative (CHEBI:63367)
sibiskoside (CHEBI:66480) is a monoterpene glycoside (CHEBI:72293)
sibiskoside (CHEBI:66480) is a terpene lactone (CHEBI:37668)
IUPAC Name
(2Z)-2-[(5R)-5-(2-methylprop-1-en-1-yl)-2-oxodihydrofuran-3(2H)-ylidene]ethyl β-D-glucopyranoside
Synonym Source
1-O-β-D-glucopyranosyl-geraniol-5,10-olide ChEBI
Registry Number Type Source
19888886 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19252323 PubMed citation Europe PMC
19787420 PubMed citation Europe PMC
Last Modified
03 July 2013