CHEBI:2981 - baicalin

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ChEBI Name baicalin
Definition The glycosyloxyflavone which is the 7-O-glucuronide of baicalein. It is an active ingredient of Chinese herbal medicine Scutellaria baicalensis.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H18O11
Net Charge 0
Average Mass 446.364
Monoisotopic Mass 446.08491
InChI InChI=1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1
SMILES O[C@@H]1[C@@H](O)[C@H](OC2=CC3=C(C(=O)C=C(O3)C3=CC=CC=C3)C(O)=C2O)O[C@@H]([C@H]1O)C(O)=O
Metabolite of Species Details
Scutellaria baicalensis (NCBI:txid65409) Found in root (BTO:0001188). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): EC (prolyl oligopeptidase) inhibitor
Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ferroptosis inhibitor
Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
EC (RNA-directed RNA polymerase) inhibitor
A DNA polymerase inhibitor that interferes with the action of a RNA-directed RNA polymerase (EC
anticoronaviral agent
Any antiviral agent which inhibits the activity of coronaviruses.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
Application(s): non-steroidal anti-inflammatory drug
An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
antiatherosclerotic agent
A cardiovascular drug that prevents atherosclerosis (a disease in which the inside of an artery narrows due to the build up of plaque). Compare with antiatherogenic agent.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing baicalin (CHEBI:2981) has functional parent baicalein (CHEBI:2979)
baicalin (CHEBI:2981) has role antiatherosclerotic agent (CHEBI:145947)
baicalin (CHEBI:2981) has role antibacterial agent (CHEBI:33282)
baicalin (CHEBI:2981) has role anticoronaviral agent (CHEBI:149553)
baicalin (CHEBI:2981) has role antineoplastic agent (CHEBI:35610)
baicalin (CHEBI:2981) has role antioxidant (CHEBI:22586)
baicalin (CHEBI:2981) has role cardioprotective agent (CHEBI:77307)
baicalin (CHEBI:2981) has role EC (RNA-directed RNA polymerase) inhibitor (CHEBI:170010)
baicalin (CHEBI:2981) has role EC (prolyl oligopeptidase) inhibitor (CHEBI:76779)
baicalin (CHEBI:2981) has role ferroptosis inhibitor (CHEBI:173084)
baicalin (CHEBI:2981) has role neuroprotective agent (CHEBI:63726)
baicalin (CHEBI:2981) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
baicalin (CHEBI:2981) has role plant metabolite (CHEBI:76924)
baicalin (CHEBI:2981) has role prodrug (CHEBI:50266)
baicalin (CHEBI:2981) is a dihydroxyflavone (CHEBI:38686)
baicalin (CHEBI:2981) is a glucosiduronic acid (CHEBI:24302)
baicalin (CHEBI:2981) is a glycosyloxyflavone (CHEBI:50018)
baicalin (CHEBI:2981) is a monosaccharide derivative (CHEBI:63367)
baicalin (CHEBI:2981) is conjugate acid of baicalin(1−) (CHEBI:61283)
Incoming baicalin(1−) (CHEBI:61283) is conjugate base of baicalin (CHEBI:2981)
5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl β-D-glucopyranosiduronic acid
Synonyms Sources
5,6,7-trihydroxyflavone 7-O-β-D-glucuronide ChEBI
5,6-dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl β-D-glucopyranosiduronic acid ChemIDplus
7-D-glucuronic acid-5,6-dihydroxyflavone ChemIDplus
baicalein 7-glucuronide KNApSAcK
baicalein 7-O-glucuronide KEGG COMPOUND
Manual Xrefs Databases
0XE PDBeChem
4055 DrugCentral
Baicalin Wikipedia
C00001024 KNApSAcK
CN102584918 Patent
CPD-12725 MetaCyc
HMDB0041832 HMDB
WO2012119458 Patent
View more database links
Registry Numbers Types Sources
21967-41-9 CAS Registry Number KEGG COMPOUND
21967-41-9 CAS Registry Number ChemIDplus
70480 Reaxys Registry Number Reaxys
70480 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
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Last Modified
03 June 2021