CHEBI:64212 - sulindac sulfone

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ChEBI Name sulindac sulfone
ChEBI ID CHEBI:64212
Definition A sulfone metabolite of sulindac that inhibits cell growth by inducing apoptosis independently of cyclooxygenase inhibition. It inhibits the development and induces regression of premalignant adenomatous polyps. Lipoxygenase and Cox-2 inhibitor.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H17FO4S
Net Charge 0
Average Mass 372.41000
Monoisotopic Mass 372.08316
InChI InChI=1S/C20H17FO4S/c1-12-17(9-13-3-6-15(7-4-13)26(2,24)25)16-8-5-14(21)10-19(16)18(12)11-20(22)23/h3-10H,11H2,1-2H3,(H,22,23)/b17-9-
InChIKey MVGSNCBCUWPVDA-MFOYZWKCSA-N
SMILES CC1=C(CC(O)=O)c2cc(F)ccc2C\1=C/c1ccc(cc1)S(C)(=O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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).
cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sulindac sulfone (CHEBI:64212) has functional parent sulindac (CHEBI:9352)
sulindac sulfone (CHEBI:64212) has role apoptosis inducer (CHEBI:68495)
sulindac sulfone (CHEBI:64212) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
sulindac sulfone (CHEBI:64212) has role EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor (CHEBI:64964)
sulindac sulfone (CHEBI:64212) is a monocarboxylic acid (CHEBI:25384)
sulindac sulfone (CHEBI:64212) is a organofluorine compound (CHEBI:37143)
sulindac sulfone (CHEBI:64212) is a sulfone (CHEBI:35850)
IUPAC Name
{(1Z)-5-fluoro-2-methyl-1-[4-(methylsulfonyl)benzylidene]-1H-inden-3-yl}acetic acid
INN Source
exisulind ChemIDplus
Synonyms Sources
5-Fluoro-2-methyl-1-((Z)-p-(methylsulfonyl)benzylidene)indene-3-acetic acid ChEBI
cis-5-Fluoro-2-methyl-1-(p-methylsulfonylbenzylidenyl)indene-3-acetic acid ChEBI
Manual Xrefs Databases
3219 DrugCentral
EP1336602 Patent
Exisulind Wikipedia
US5696159 Patent
US5776962 Patent
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Registry Numbers Types Sources
59973-80-7 CAS Registry Number ChemIDplus
7887099 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17016604 PubMed citation Europe PMC
20332437 PubMed citation Europe PMC
20374023 PubMed citation Europe PMC
21515355 PubMed citation Europe PMC
21735687 PubMed citation Europe PMC
22364235 PubMed citation Europe PMC
Last Modified
22 February 2017