tolmetin (CHEBI:71941)

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ChEBI Name	tolmetin

ChEBI ID	CHEBI:71941

Definition	A monocarboxylic acid that is (1-methylpyrrol-2-yl)acetic acid substituted at position 5 on the pyrrole ring by a 4-methylbenzoyl group. Used in the form of its sodium salt dihydrate as a nonselective nonsteroidal anti-inflammatory drug.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Anonymous

Secondary ChEBI IDs	CHEBI:9618

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Formula

C15H15NO3

Net Charge

Average Mass

257.28450

Monoisotopic Mass

257.10519

InChI

InChI=1S/C15H15NO3/c1-10-3-5-11(6-4-10)15(19)13-8-7-12(16(13)2)9-14(17)18/h3-8H,9H2,1-2H3,(H,17,18)

InChIKey

UPSPUYADGBWSHF-UHFFFAOYSA-N

SMILES

Cc1ccc(cc1)C(=O)c1ccc(CC(O)=O)n1C

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):	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.

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.

ChEBI Ontology
Outgoing	tolmetin (CHEBI:71941) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544) tolmetin (CHEBI:71941) has role non-steroidal anti-inflammatory drug (CHEBI:35475) tolmetin (CHEBI:71941) is a aromatic ketone (CHEBI:76224) tolmetin (CHEBI:71941) is a monocarboxylic acid (CHEBI:25384) tolmetin (CHEBI:71941) is a pyrroles (CHEBI:26455) tolmetin (CHEBI:71941) is conjugate acid of tolmetin(1−) (CHEBI:72213)

Incoming	tolmetin(1−) (CHEBI:72213) is conjugate base of tolmetin (CHEBI:71941)

IUPAC Name

[1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetic acid

Synonyms	Sources
1-Methyl-5-(4-methylbenzoyl)-pyrrole-2-acetic acid	ChemIDplus
1-Methyl-5-p-toluoylpyrrole-2-acetic acid	ChemIDplus
5-(p-Toluoyl)-1-methylpyrrole-2-acetic acid	ChemIDplus
tolmetina	DrugBank

Last Modified

22 February 2017

General Comment
2014-05-01	Tolmetin can be found in blood and urine sample of individuals who have taken this drug.