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CHEBI:28927 - sakuranetin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name sakuranetin
ChEBI ID CHEBI:28927
Definition A flavonoid phytoalexin that is (S)-naringenin in which the hydroxy group at position 7 is replaced by a methoxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:8999, CHEBI:25487
Supplier Information
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Formula C16H14O5
Net Charge 0
Average Mass 286.27936
Monoisotopic Mass 286.084
InChI InChI=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
InChIKey DJOJDHGQRNZXQQ-AWEZNQCLSA-N
SMILES COc1cc(O)c2C(=O)C[C@H](Oc2c1)c1ccc(O)cc1
Metabolite of Species Details
Neolitsea daibuensis (IPNI:466954-1) Found in root (BTO:0001188). Cold MeOH extract of dried roots See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
phytoalexin
A toxin made by a plant that acts against an organism attacking it.
(via flavonoid phytoalexin )
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sakuranetin (CHEBI:28927) has functional parent (S)-naringenin (CHEBI:17846)
sakuranetin (CHEBI:28927) has role antimycobacterial drug (CHEBI:64912)
sakuranetin (CHEBI:28927) has role metabolite (CHEBI:25212)
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 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 Sources
(2S)-sakuranetin UniProt
(S)-(−)-4',5-dihydroxy-7-methoxyflavanone ChemIDplus
(S)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one ChemIDplus
4',5-dihydroxy-7-methoxyflavanone IUPHAR
5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-chroman-4-one IUPHAR
Naringenin 7-methyl ether KEGG COMPOUND
Sakuranetin KEGG COMPOUND
Database Links Databases
C00000999 KNApSAcK
C09833 KEGG COMPOUND
CPD-7079 MetaCyc
HMDB30090 HMDB
LMPK12140571 LIPID MAPS
SAK PDBeChem
Sakuranetin Wikipedia
View more database links
Registry Numbers Types Sources
2957-21-3 CAS Registry Number ChemIDplus
92466 Reaxys Registry Number Reaxys
92466 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
18522800 PubMed citation Europe PMC
22148193 PubMed citation Europe PMC
22512738 PubMed citation Europe PMC
22895058 PubMed citation Europe PMC
23170811 PubMed citation Europe PMC
Last Modified
05 June 2015