CHEBI:82619 - icariside II

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ChEBI Name icariside II
ChEBI ID CHEBI:82619
Definition A glycosyloxyflavone that is 3,5,7-trihydroxy-4'-methoxy-8-prenylflavone in which the hydroxy group at position 3 has been converted into its α-L-rhamnopyranoside.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H30O10
Net Charge 0
Average Mass 514.52110
Monoisotopic Mass 514.18390
InChI InChI=1S/C27H30O10/c1-12(2)5-10-16-17(28)11-18(29)19-21(31)26(37-27-23(33)22(32)20(30)13(3)35-27)24(36-25(16)19)14-6-8-15(34-4)9-7-14/h5-9,11,13,20,22-23,27-30,32-33H,10H2,1-4H3/t13-,20-,22+,23+,27-/m0/s1
InChIKey NGMYNFJANBHLKA-LVKFHIPRSA-N
SMILES COc1ccc(cc1)-c1oc2c(CC=C(C)C)c(O)cc(O)c2c(=O)c1O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
Metabolite of Species Details
Epimedium koreanum (NCBI:txid63351) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing icariside II (CHEBI:82619) has functional parent α-L-rhamnopyranose (CHEBI:27907)
icariside II (CHEBI:82619) has role anti-inflammatory agent (CHEBI:67079)
icariside II (CHEBI:82619) has role antineoplastic agent (CHEBI:35610)
icariside II (CHEBI:82619) has role apoptosis inducer (CHEBI:68495)
icariside II (CHEBI:82619) has role plant metabolite (CHEBI:76924)
icariside II (CHEBI:82619) is a glycosyloxyflavone (CHEBI:50018)
IUPAC Name
5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4-oxo-4H-chromen-3-yl 6-deoxy-α-L-mannopyranoside
Synonyms Sources
3,5,7-trihydroxy-4'-methoxy-8-prenylflavone-3-O-α-L-rhamnopyranoside ChEBI
3,5,7-trihydroxy-4'-methoxy-8-prenylflavone-3-O-rhamnopyranoside ChemIDplus
anhydroicaritin-3-O-α-L-rhamnopyranoside ChEBI
baohuoside I ChemIDplus
Registry Numbers Types Sources
113558-15-9 CAS Registry Number ChemIDplus
71248 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20026390 PubMed citation Europe PMC
22216122 PubMed citation Europe PMC
22403279 PubMed citation Europe PMC
22493659 PubMed citation Europe PMC
22687635 PubMed citation Europe PMC
22743248 PubMed citation Europe PMC
22785466 PubMed citation Europe PMC
23028219 PubMed citation Europe PMC
23368920 PubMed citation Europe PMC
23526545 PubMed citation Europe PMC
23720245 PubMed citation Europe PMC
23807305 PubMed citation Europe PMC
24607839 PubMed citation Europe PMC
24858929 PubMed citation Europe PMC
25076022 PubMed citation Europe PMC
Last Modified
28 April 2020