CHEBI:28927 - sakuranetin

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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 ChemicalBook:CB6284820, ZINC000000338284
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Formula C16H14O5
Net Charge 0
Average Mass 286.27936
Monoisotopic Mass 286.08412
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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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.
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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 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 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
Manual Xrefs Databases
C00000999 KNApSAcK
C09833 KEGG COMPOUND
CPD-7079 MetaCyc
HMDB0030090 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
Citations Waiting for Citations
Last Modified
09 April 2018