CHEBI:10037 - wedelolactone

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ChEBI Name wedelolactone
ChEBI ID CHEBI:10037
Definition A member of the class of coumestans that is coumestan with hydroxy substituents as positions 1, 8 and 9 and a methoxy substituent at position 3.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H10O7
Net Charge 0
Average Mass 314.24640
Monoisotopic Mass 314.043
InChI InChI=1S/C16H10O7/c1-21-6-2-10(19)14-12(3-6)23-16(20)13-7-4-8(17)9(18)5-11(7)22-15(13)14/h2-5,17-19H,1H3
InChIKey XQDCKJKKMFWXGB-UHFFFAOYSA-N
SMILES COc1cc(O)c2c(c1)oc(=O)c1c3cc(O)c(O)cc3oc21
Roles Classification
Biological Role(s): EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor
A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
hepatoprotective agent
Any compound that is able to prevent damage to the liver.
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ChEBI Ontology
Outgoing wedelolactone (CHEBI:10037) has functional parent coumestan (CHEBI:72578)
wedelolactone (CHEBI:10037) has role antineoplastic agent (CHEBI:35610)
wedelolactone (CHEBI:10037) has role apoptosis inducer (CHEBI:68495)
wedelolactone (CHEBI:10037) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750)
wedelolactone (CHEBI:10037) has role hepatoprotective agent (CHEBI:62868)
wedelolactone (CHEBI:10037) has role metabolite (CHEBI:25212)
wedelolactone (CHEBI:10037) is a δ-lactone (CHEBI:18946)
wedelolactone (CHEBI:10037) is a aromatic ether (CHEBI:35618)
wedelolactone (CHEBI:10037) is a coumestans (CHEBI:72577)
wedelolactone (CHEBI:10037) is a polyphenol (CHEBI:26195)
IUPAC Name
1,8,9-trihydroxy-3-methoxy-6H-[1]benzofuro[3,2-c]chromen-6-one
Synonyms Sources
1,8,9-trihydroxy-3-methoxycoumestan ChEBI
Wedelolactone KEGG COMPOUND
Database Links Databases
C00002585 KNApSAcK
C10541 KEGG COMPOUND
LMPK12090046 LIPID MAPS
Wedelolactone Wikipedia
View more database links
Registry Numbers Types Sources
332398 Reaxys Registry Number Reaxys
524-12-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21315506 PubMed citation Europe PMC
21463376 PubMed citation Europe PMC
22198514 PubMed citation Europe PMC
22204306 PubMed citation Europe PMC
23076676 PubMed citation Europe PMC
23141142 PubMed citation Europe PMC
Last Modified
28 July 2014