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CHEBI:28927 - sakuranetin

ChEBI IDCHEBI:28927
ChEBI Namesakuranetin
Stars
DefinitionA flavonoid phytoalexin that is (S)-naringenin in which the hydroxy group at position 7 is replaced by a methoxy group.
Secondary ChEBI IDsCHEBI:8999, CHEBI:25487
Last Modified9 April 2018
DownloadsMolfile
FormulaC16H14O5
Net Charge0
Average Mass286.283
Monoisotopic Mass286.08412
SMILESCOc1cc(O)c2c(c1)O[C@H](c1ccc(O)cc1)CC2=O
InChIInChI=1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1
InChIKeyDJOJDHGQRNZXQQ-AWEZNQCLSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Neolitsea daibuensis (IPNI:466954-1) root (BTO:0001188) PubMed (22148193) Cold MeOH extract of dried roots
Roles Classification
Biological Roles:
antimycobacterial drug  A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
phytoalexin  A toxin made by a plant that acts against an organism attacking it.
Application:
antimycobacterial drug  A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy.
ChEBI Ontology
Outgoing Relation(s)
sakuranetin (CHEBI:28927) has functional parent (S)-naringenin (CHEBI:17846)
sakuranetin (CHEBI:28927) has role antimycobacterial drug (CHEBI:64912)
sakuranetin (CHEBI:28927) has role plant metabolite (CHEBI:76924)
sakuranetin (CHEBI:28927) is a (2S)-flavan-4-one (CHEBI:140377)
sakuranetin (CHEBI:28927) is a 4'-hydroxyflavanones (CHEBI:140331)
sakuranetin (CHEBI:28927) is a dihydroxyflavanone (CHEBI:38749)
sakuranetin (CHEBI:28927) is a flavonoid phytoalexin (CHEBI:60951)
sakuranetin (CHEBI:28927) is a monomethoxyflavanone (CHEBI:38738)
Incoming Relation(s)
sakuranin (CHEBI:81054) has functional parent sakuranetin (CHEBI:28927)
IUPAC Name 
(2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-4H-chromen-4-one
Synonyms  Source
SakuranetinKEGG COMPOUND
Naringenin 7-methyl etherKEGG COMPOUND
(S)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-oneChemIDplus
(S)-(−)-4',5-dihydroxy-7-methoxyflavanoneChemIDplus
5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-chroman-4-oneIUPHAR
4',5-dihydroxy-7-methoxyflavanoneIUPHAR
UniProt Name  Source
(2S)-sakuranetinUniProt
Manual XrefsDatabases
C09833KEGG COMPOUND
LMPK12140571LIPID MAPS
CPD-7079MetaCyc
HMDB0030090HMDB
SakuranetinWikipedia
C00000999KNApSAcK
SAKPDBeChem
Registry NumbersSources
Reaxys:92466Reaxys
CAS:2957-21-3KEGG COMPOUND
CAS:2957-21-3ChemIDplus
Citations