CHEBI:27552 - 4'-methoxy-5,7-dihydroxyflavanone

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ChEBI Name 4'-methoxy-5,7-dihydroxyflavanone
ChEBI ID CHEBI:27552
Definition A dihydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5 and 7 and a methoxy group at position 4' (the 2S stereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:1733, CHEBI:20258
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Formula C16H14O5
Net Charge 0
Average Mass 286.27940
Monoisotopic Mass 286.084
InChI InChI=1S/C16H14O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1
InChIKey HMUJXQRRKBLVOO-AWEZNQCLSA-N
SMILES COc1ccc(cc1)[C@@H]1CC(=O)c2c(O)cc(O)cc2O1
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.
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ChEBI Ontology
Outgoing 4'-methoxy-5,7-dihydroxyflavanone (CHEBI:27552) has functional parent (S)-naringenin (CHEBI:17846)
4'-methoxy-5,7-dihydroxyflavanone (CHEBI:27552) has role plant metabolite (CHEBI:76924)
4'-methoxy-5,7-dihydroxyflavanone (CHEBI:27552) is a (2S)-flavan-4-one (CHEBI:140377)
4'-methoxy-5,7-dihydroxyflavanone (CHEBI:27552) is a 4'-methoxyflavanones (CHEBI:140332)
4'-methoxy-5,7-dihydroxyflavanone (CHEBI:27552) is a dihydroxyflavanone (CHEBI:38749)
4'-methoxy-5,7-dihydroxyflavanone (CHEBI:27552) is a monomethoxyflavanone (CHEBI:38738)
Incoming (2S)-poncirin (CHEBI:66773) has functional parent 4'-methoxy-5,7-dihydroxyflavanone (CHEBI:27552)
IUPAC Name
(2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one
Synonyms Sources
(S)-2,3-dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one ChemIDplus
4'-Methylnaringenin KEGG COMPOUND
Isosakuranetin KEGG COMPOUND
naringenin 4'-methyl ether ChEBI
Manual Xrefs Databases
C00000973 KNApSAcK
C05334 KEGG COMPOUND
Isosakuranetin Wikipedia
LMPK12140355 LIPID MAPS
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Registry Numbers Types Sources
480-43-3 CAS Registry Number KEGG COMPOUND
480-43-3 CAS Registry Number ChemIDplus
91627 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17401997 PubMed citation Europe PMC
17880032 PubMed citation Europe PMC
21384439 PubMed citation Europe PMC
21864313 PubMed citation Europe PMC
Last Modified
09 April 2018