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CHEBI:80529 - isohemiphloin

ChEBI IDCHEBI:80529
ChEBI Nameisohemiphloin
Stars
DefinitionA C-glycosyl compound that is (S)-naringenin substituted by a β-D-glucopyranosyl residue at position 8 via a C-glycosidic linkage.
Last Modified9 April 2018
DownloadsMolfile
FormulaC21H22O10
Net Charge0
Average Mass434.397
Monoisotopic Mass434.12130
SMILESO=C1C[C@@H](c2ccc(O)cc2)Oc2c1c(O)cc(O)c2[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C21H22O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-5,13-14,17-19,21-25,27-29H,6-7H2/t13-,14+,17+,18-,19+,21-/m0/s1
InChIKeyVPQWOQSQAVBHEV-VHLXACGYSA-N
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
isohemiphloin (CHEBI:80529) has functional parent (S)-naringenin (CHEBI:17846)
isohemiphloin (CHEBI:80529) has role plant metabolite (CHEBI:76924)
isohemiphloin (CHEBI:80529) is a (2S)-flavan-4-one (CHEBI:140377)
isohemiphloin (CHEBI:80529) is a C-glycosyl compound (CHEBI:20857)
isohemiphloin (CHEBI:80529) is a 4'-hydroxyflavanones (CHEBI:140331)
isohemiphloin (CHEBI:80529) is a trihydroxyflavanone (CHEBI:38739)
IUPAC Name 
(1S)-1,5-anhydro-1-[(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-8-yl]-D-glucitol
Synonyms  Source
(S)-8-β-D-glucopyranosyl-4',5,7-trihydroxyflavanoneChEBI
8-C-GlucosylnaringeninKEGG COMPOUND
Manual XrefsDatabases
C16492KEGG COMPOUND
C00006092KNApSAcK
LMPK12140224LIPID MAPS
Registry NumbersSources
Reaxys:23194299Reaxys
Citations