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 ChemicalBook:CB9211728, eMolecules:594271, ZINC000012404515
Download Molfile XML SDF
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.
View more via ChEBI Ontology
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
Last Modified
30 August 2013