CHEBI:77543 - ebselen

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ChEBI Name ebselen
ChEBI ID CHEBI:77543
Definition A benzoselenazole that is 1,2-benzoselenazol-3-one carrying an additional phenyl substituent at position 2. Acts as a mimic of glutathione peroxidase.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Maria Costanzo
Supplier Information
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Formula C13H9NOSe
Net Charge 0
Average Mass 274.18000
Monoisotopic Mass 274.985
InChI InChI=1S/C13H9NOSe/c15-13-11-8-4-5-9-12(11)16-14(13)10-6-2-1-3-7-10/h1-9H
InChIKey DYEFUKCXAQOFHX-UHFFFAOYSA-N
SMILES O=c1n([se]c2ccccc12)-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): EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor
An EC 1.3.1.* (oxidoreductase acting on donor CH-CH group, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of acyl-CoA dehydrogenase (NADP+), EC 1.3.1.8.
EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor
An EC 1.8.1.* (oxidoreductase acting on sulfur group of donors, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of trypanothione-disulfide reductase (EC 1.8.1.12).
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).
EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor
A lipoxygenase inhibitor that interferes with the action of arachidonate 5-lipoxygenase (EC 1.13.11.34).
EC 2.5.1.7 (UDP-N-acetylglucosamine 1-carboxyvinyltransferase) inhibitor
An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of UDP-N-acetylglucosamine 1-carboxyvinyltransferase (EC 2.5.1.7).
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor
An EC 2.7.10.* (protein-tyrosine kinase) inhibitor that interferes with the action of receptor protein-tyrosine kinase (EC 2.7.10.1).
EC 3.5.4.1 (cytosine deaminase) inhibitor
An EC 3.5.4.* (non-peptide cyclic amidine C-N hydrolase) inhibitor that interferes with the action of cytosine deaminase (EC 3.5.4.1).
EC 5.1.3.2 (UDP-glucose 4-epimerase) inhibitor
An EC 5.1.3.* (racemases acting on carbohydrates and derivatives) inhibitor that interferes with the action of UDP-glucose 4-epimerase (EC 5.1.3.2).
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
genotoxin
A role played by a chemical compound to induce direct or indirect DNA damage. Such damage can potentially lead to the formation of a malignant tumour, but DNA damage does not lead inevitably to the creation of cancerous cells.
Application(s): neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
anti-inflammatory drug
A substance that reduces or suppresses inflammation.
hepatoprotective agent
Any compound that is able to prevent damage to the liver.
enzyme mimic
Any small molecule that mimics the action of an enzyme.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ebselen (CHEBI:77543) has role anti-inflammatory drug (CHEBI:35472)
ebselen (CHEBI:77543) has role antioxidant (CHEBI:22586)
ebselen (CHEBI:77543) has role apoptosis inducer (CHEBI:68495)
ebselen (CHEBI:77543) has role EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor (CHEBI:64996)
ebselen (CHEBI:77543) has role EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor (CHEBI:64964)
ebselen (CHEBI:77543) has role EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP+)] inhibitor (CHEBI:78377)
ebselen (CHEBI:77543) has role EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor (CHEBI:77402)
ebselen (CHEBI:77543) has role EC 2.5.1.7 (UDP-N-acetylglucosamine 1-carboxyvinyltransferase) inhibitor (CHEBI:78379)
ebselen (CHEBI:77543) has role EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor (CHEBI:62434)
ebselen (CHEBI:77543) has role EC 3.5.4.1 (cytosine deaminase) inhibitor (CHEBI:78380)
ebselen (CHEBI:77543) has role EC 5.1.3.2 (UDP-glucose 4-epimerase) inhibitor (CHEBI:78384)
ebselen (CHEBI:77543) has role enzyme mimic (CHEBI:78152)
ebselen (CHEBI:77543) has role genotoxin (CHEBI:50902)
ebselen (CHEBI:77543) has role hepatoprotective agent (CHEBI:62868)
ebselen (CHEBI:77543) has role neuroprotective agent (CHEBI:63726)
ebselen (CHEBI:77543) has role radical scavenger (CHEBI:48578)
ebselen (CHEBI:77543) is a benzoselenazole (CHEBI:78151)
IUPAC Name
2-phenyl-1,2-benzoselenazol-3(2H)-one
INNs Sources
ebselen ChemIDplus
ebsélène WHO MedNet
ebseleno ChemIDplus
ebselenum ChemIDplus
Synonyms Sources
2-phenyl-1,2-benzoselenazol-3-one SUBMITTER
DR3305 ChEBI
PZ 51 ChemIDplus
Database Links Databases
Ebselen Wikipedia
LSM-2644 LINCS
View more database links
Registry Numbers Types Sources
164926 Reaxys Registry Number Reaxys
60940-34-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
25 February 2016