CHEBI:75408 - sulindac sulfide

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ChEBI Name sulindac sulfide
ChEBI ID CHEBI:75408
Definition An aryl sulfide that is a metabolite of sulindac. A non-steroidal anti-inflammatory drug, which also has anticancer activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H17FO2S
Net Charge 0
Average Mass 340.41100
Monoisotopic Mass 340.09333
InChI InChI=1S/C20H17FO2S/c1-12-17(9-13-3-6-15(24-2)7-4-13)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 LFWHFZJPXXOYNR-MFOYZWKCSA-N
SMILES CSc1ccc(cc1)\C=C1\C(C)=C(CC(O)=O)c2cc(F)ccc12
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.
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.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing sulindac sulfide (CHEBI:75408) has functional parent sulindac (CHEBI:9352)
sulindac sulfide (CHEBI:75408) has role antineoplastic agent (CHEBI:35610)
sulindac sulfide (CHEBI:75408) has role apoptosis inducer (CHEBI:68495)
sulindac sulfide (CHEBI:75408) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
sulindac sulfide (CHEBI:75408) is a aryl sulfide (CHEBI:35683)
sulindac sulfide (CHEBI:75408) is a monocarboxylic acid (CHEBI:25384)
sulindac sulfide (CHEBI:75408) is a organofluorine compound (CHEBI:37143)
IUPAC Name
{(1Z)-5-fluoro-2-methyl-1-[4-(methylsulfanyl)benzylidene]-1H-inden-3-yl}acetic acid
Manual Xrefs Databases
HMDB0060614 HMDB
JP2005247807 Patent
NZ336035 Patent
SFI PDBeChem
View more database links
Registry Numbers Types Sources
2950058 Reaxys Registry Number Reaxys
49627-27-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21458423 PubMed citation Europe PMC
21991341 PubMed citation Europe PMC
23202471 PubMed citation Europe PMC
23280445 PubMed citation Europe PMC
23443799 PubMed citation Europe PMC
Last Modified
30 August 2013