CHEBI:82619 - icariside II

ChEBI IDCHEBI:82619
ChEBI Nameicariside II
Stars
DefinitionA 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.
Last Modified28 April 2020
SubmitterGareth Owen
DownloadsMolfile
FormulaC27H30O10
Net Charge0
Average Mass514.527
Monoisotopic Mass514.18390
SMILESCOc1ccc(-c2oc3c(CC=C(C)C)c(O)cc(O)c3c(=O)c2O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)cc1
InChIInChI=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
InChIKeyNGMYNFJANBHLKA-LVKFHIPRSA-N
Species of MetaboliteComponentSourceComments
Epimedium koreanum (ncbitaxon:63351) root (BTO:0001188) PubMed (22051934)
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.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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  Source
baohuoside IChemIDplus
3,5,7-trihydroxy-4'-methoxy-8-prenylflavone-3-O-rhamnopyranosideChemIDplus
3,5,7-trihydroxy-4'-methoxy-8-prenylflavone-3-O-α-L-rhamnopyranosideChEBI
anhydroicaritin-3-O-α-L-rhamnopyranosideChEBI
Registry NumbersSources
Reaxys:71248Reaxys
CAS:113558-15-9ChemIDplus
Citations