CHEBI:80529 - isohemiphloin

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ChEBI Name isohemiphloin
ChEBI ID CHEBI:80529
Definition A C-glycosyl compound that is (S)-naringenin substituted by a β-D-glucopyranosyl residue at position 8 via a C-glycosidic linkage.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H22O10
Net Charge 0
Average Mass 434.39340
Monoisotopic Mass 434.12130
InChI InChI=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
InChIKey VPQWOQSQAVBHEV-VHLXACGYSA-N
SMILES OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c1c(O)cc(O)c2C(=O)C[C@H](Oc12)c1ccc(O)cc1
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 4'-hydroxyflavanones (CHEBI:140331)
isohemiphloin (CHEBI:80529) is a C-glycosyl compound (CHEBI:20857)
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 Sources
(S)-8-β-D-glucopyranosyl-4',5,7-trihydroxyflavanone ChEBI
8-C-Glucosylnaringenin KEGG COMPOUND
Manual Xrefs Databases
C00006092 KNApSAcK
C16492 KEGG COMPOUND
LMPK12140224 LIPID MAPS
View more database links
Registry Number Type Source
23194299 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21049615 PubMed citation Europe PMC
Last Modified
09 April 2018