CHEBI:75321 - nitrosulindac

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ChEBI Name nitrosulindac
ChEBI ID CHEBI:75321
Definition A carboxylic ester that is the 4-(nitrooxy)butyl ester 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 C24H24FNO6S
Net Charge 0
Average Mass 473.51400
Monoisotopic Mass 473.13084
InChI InChI=1S/C24H24FNO6S/c1-16-21(13-17-5-8-19(9-6-17)33(2)30)20-10-7-18(25)14-23(20)22(16)15-24(27)31-11-3-4-12-32-26(28)29/h5-10,13-14H,3-4,11-12,15H2,1-2H3/b21-13-
InChIKey CMZSMYLJISCEDU-BKUYFWCQSA-N
SMILES CC1=C(CC(=O)OCCCCO[N+]([O-])=O)c2cc(F)ccc2C\1=C/c1ccc(cc1)S(C)=O
Roles Classification
Biological Role(s): EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor
A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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 nitrosulindac (CHEBI:75321) has functional parent sulindac (CHEBI:9352)
nitrosulindac (CHEBI:75321) has parent hydride indene (CHEBI:37910)
nitrosulindac (CHEBI:75321) has role antineoplastic agent (CHEBI:35610)
nitrosulindac (CHEBI:75321) has role apoptosis inducer (CHEBI:68495)
nitrosulindac (CHEBI:75321) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
nitrosulindac (CHEBI:75321) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
nitrosulindac (CHEBI:75321) has role prodrug (CHEBI:50266)
nitrosulindac (CHEBI:75321) is a carboxylic ester (CHEBI:33308)
nitrosulindac (CHEBI:75321) is a nitrate ester (CHEBI:51080)
nitrosulindac (CHEBI:75321) is a organofluorine compound (CHEBI:37143)
nitrosulindac (CHEBI:75321) is a sulfoxide (CHEBI:22063)
IUPAC Name
4-(nitrooxy)butyl {(1Z)-5-fluoro-2-methyl-1-[4-(methylsulfinyl)benzylidene]-1H-inden-3-yl}acetate
Synonym Source
NCX 1102 ChEBI
Registry Number Type Source
10305661 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11396974 PubMed citation Europe PMC
12438552 PubMed citation Europe PMC
15026549 PubMed citation Europe PMC
15305336 PubMed citation Europe PMC
15670893 PubMed citation Europe PMC
Last Modified
23 August 2013