CHEBI:2979 - baicalein

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ChEBI Name baicalein
ChEBI ID CHEBI:2979
Definition A trihydroxyflavone with the hydroxy groups at positions C-5, -6 and -7.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H10O5
Net Charge 0
Average Mass 270.23690
Monoisotopic Mass 270.053
InChI InChI=1S/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H
InChIKey FXNFHKRTJBSTCS-UHFFFAOYSA-N
SMILES Oc1cc2oc(cc(=O)c2c(O)c1O)-c1ccccc1
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role(s): hormone antagonist
A chemical substance which inhibits the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites.
prostaglandin antagonist
A compound that inhibits the action of prostaglandins.
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC 3.4.21.26).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor
A lipoxygenase inhibitor that interferes with the action of arachidonate 12-lipoxygenase (EC 1.13.11.31).
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor
A lipoxygenase inhibitor that interferes with the action of arachidonate 15-lipoxygenase (EC 1.13.11.33).
Application(s): hormone antagonist
A chemical substance which inhibits the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites.
prostaglandin antagonist
A compound that inhibits the action of prostaglandins.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
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ChEBI Ontology
Outgoing baicalein (CHEBI:2979) has role anti-inflammatory agent (CHEBI:67079)
baicalein (CHEBI:2979) has role antioxidant (CHEBI:22586)
baicalein (CHEBI:2979) has role EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor (CHEBI:64995)
baicalein (CHEBI:2979) has role EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor (CHEBI:64996)
baicalein (CHEBI:2979) has role EC 3.4.21.26 (prolyl oligopeptidase) inhibitor (CHEBI:76779)
baicalein (CHEBI:2979) has role hormone antagonist (CHEBI:49020)
baicalein (CHEBI:2979) has role metabolite (CHEBI:25212)
baicalein (CHEBI:2979) has role prostaglandin antagonist (CHEBI:49023)
baicalein (CHEBI:2979) has role radical scavenger (CHEBI:48578)
baicalein (CHEBI:2979) is a trihydroxyflavone (CHEBI:27116)
baicalein (CHEBI:2979) is conjugate acid of baicalein(1−) (CHEBI:78324)
Incoming 5,6,7-trimethoxyflavone (CHEBI:2980) has functional parent baicalein (CHEBI:2979)
baicalin (CHEBI:2981) has functional parent baicalein (CHEBI:2979)
baicalein(1−) (CHEBI:78324) is conjugate base of baicalein (CHEBI:2979)
IUPAC Name
5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one
Synonyms Sources
5,6,7-Trihydroxyflavone KEGG COMPOUND
Baicalein KEGG COMPOUND
baicalein (OLD) UniProt
Database Links Databases
Baicalein Wikipedia
C00001022 KNApSAcK
C10023 KEGG COMPOUND
CN102429899 Patent
CPD-12724 MetaCyc
LMPK12111095 LIPID MAPS
LSM-6355 LINCS
View more database links
Registry Numbers Types Sources
272683 Reaxys Registry Number Reaxys
272683 Beilstein Registry Number Beilstein
491-67-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10724177 PubMed citation Europe PMC
15853750 PubMed citation Europe PMC
22891631 PubMed citation Europe PMC
23098745 PubMed citation Europe PMC
28166217 PubMed citation Europe PMC
Last Modified
13 June 2017