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CHEBI:71941 - tolmetin

ChEBI IDCHEBI:71941
ChEBI Nametolmetin
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:9618
Last Modified22 February 2017
DownloadsMolfile
FormulaC15H15NO3
Net Charge0
Average Mass257.289
Monoisotopic Mass257.10519
SMILESCc1ccc(C(=O)c2ccc(CC(=O)O)n2C)cc1
InChIInChI=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)
InChIKeyUPSPUYADGBWSHF-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
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:
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 Relation(s)
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 Relation(s)
tolmetin(1−) (CHEBI:72213) is conjugate base of tolmetin (CHEBI:71941)
IUPAC Name 
[1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetic acid
INNs  Source
tolmetinKEGG DRUG
tolmetinoDrugBank
tolmetinumDrugBank
tolmetineDrugBank
Synonyms  Source
tolmetinaDrugBank
1-Methyl-5-p-toluoylpyrrole-2-acetic acidChemIDplus
5-(p-Toluoyl)-1-methylpyrrole-2-acetic acidChemIDplus
1-Methyl-5-(4-methylbenzoyl)-pyrrole-2-acetic acidChemIDplus
Manual XrefsDatabases
C07149KEGG COMPOUND
TLTPDBeChem
D02355KEGG DRUG
DB00500DrugBank
WO2009072139Patent
WO2004069782Patent
DE2836902Patent
WO2008017903Patent
HMDB0014643HMDB
TolmetinWikipedia
MX2010012712Patent
LSM-3852LINCS
2699DrugCentral
Registry NumbersSources
Reaxys:485305Reaxys
CAS:26171-23-3KEGG COMPOUND
CAS:26171-23-3ChemIDplus
CAS:26171-23-3NIST Chemistry WebBook
Citations