EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:70654 - (2S)-2,7-dihydroxy-5-methoxy-6,8-dimethylflavanone

ChEBI IDCHEBI:70654
ChEBI Name(2S)-2,7-dihydroxy-5-methoxy-6,8-dimethylflavanone
Stars
ASCII Name(2S)-2,7-dihydroxy-5-methoxy-6,8-dimethylflavanone
DefinitionA dihydroxyflavanon that is (2S)-flavanone substituted by hydroxy groups at positions 2 and 7, a methoxy group at position 5 and methyl groups at positions 6 and 8. Isolated from the buds of Cleistocalyx operculatus, it has been shown to exhibit inhibitory effects on the viral neuraminidases from two influenza viral strains, H1N1 and H9N2.
Last Modified20 September 2018
DownloadsMolfile
FormulaC18H18O5
Net Charge0
Average Mass314.337
Monoisotopic Mass314.11542
SMILESCOc1c(C)c(O)c(C)c2c1C(=O)C[C@@](O)(c1ccccc1)O2
InChIInChI=1S/C18H18O5/c1-10-15(20)11(2)17-14(16(10)22-3)13(19)9-18(21,23-17)12-7-5-4-6-8-12/h4-8,20-21H,9H2,1-3H3/t18-/m0/s1
InChIKeyBIMVXOYXXZYVJF-SFHVURJKSA-N
Species of MetaboliteComponentSourceComments
Cleistocalyx operculatus (IPNI:82151-3) flower bud (BTO:0000470) DOI (10.1021/np1002753) Combined methanolic extract of dried buds
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.
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor  An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
Application:
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor  An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
ChEBI Ontology
Outgoing Relation(s)
(2S)-2,7-dihydroxy-5-methoxy-6,8-dimethylflavanone (CHEBI:70654) has functional parent (2S)-flavanone (CHEBI:15606)
(2S)-2,7-dihydroxy-5-methoxy-6,8-dimethylflavanone (CHEBI:70654) has role EC 3.2.1.18 (exo-α-sialidase) inhibitor (CHEBI:52425)
(2S)-2,7-dihydroxy-5-methoxy-6,8-dimethylflavanone (CHEBI:70654) has role plant metabolite (CHEBI:76924)
(2S)-2,7-dihydroxy-5-methoxy-6,8-dimethylflavanone (CHEBI:70654) is a 2-hydroxyflavanones (CHEBI:141992)
(2S)-2,7-dihydroxy-5-methoxy-6,8-dimethylflavanone (CHEBI:70654) is a dihydroxyflavanone (CHEBI:38749)
(2S)-2,7-dihydroxy-5-methoxy-6,8-dimethylflavanone (CHEBI:70654) is a monomethoxyflavanone (CHEBI:38738)
IUPAC Name 
(2S)-2,7-dihydroxy-5-methoxy-6,8-dimethyl-2-phenyl-2,3-dihydro-4H-chromen-4-one
Registry NumbersSources
Reaxys:21040402Reaxys
Citations