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CHEBI:31162 - acemetacin

ChEBI IDCHEBI:31162
ChEBI Nameacemetacin
Stars
DefinitionA carboxylic ester that is the carboxymethyl ester of indometacin. A non-steroidal anti-inflammatory drug, it is used in the treatment of rheumatoid arthritis, osteoarthritis, and low back pain, as well as for postoperative pain and inflammation. Its activity is due to both acemetacin and its major metabolite, indometacin.
Last Modified22 February 2017
DownloadsMolfile
FormulaC21H18ClNO6
Net Charge0
Average Mass415.829
Monoisotopic Mass415.08226
SMILESCOc1ccc2c(c1)c(CC(=O)OCC(=O)O)c(C)n2C(=O)c1ccc(Cl)cc1
InChIInChI=1S/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25)
InChIKeyFSQKKOOTNAMONP-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
Applications:
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.
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-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
ChEBI Ontology
Outgoing Relation(s)
acemetacin (CHEBI:31162) has functional parent indometacin (CHEBI:49662)
acemetacin (CHEBI:31162) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
acemetacin (CHEBI:31162) has role non-narcotic analgesic (CHEBI:35481)
acemetacin (CHEBI:31162) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
acemetacin (CHEBI:31162) has role prodrug (CHEBI:50266)
acemetacin (CHEBI:31162) is a N-acylindole (CHEBI:75884)
acemetacin (CHEBI:31162) is a carboxylic ester (CHEBI:33308)
acemetacin (CHEBI:31162) is a indol-3-yl carboxylic acid (CHEBI:24810)
acemetacin (CHEBI:31162) is a monocarboxylic acid (CHEBI:25384)
acemetacin (CHEBI:31162) is a monochlorobenzenes (CHEBI:83403)
IUPAC Name 
{2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetoxy}acetic acid
INNs  Source
acemetacinChemIDplus
acemetacinaChemIDplus
acemetacineChemIDplus
acemetacinumChemIDplus
Synonyms  Source
indometacin carboxymethyl esterChEBI
indometacin glycolic esterChEBI
indomethacin carboxymethyl esterChEBI
indomethacin glycolic esterChEBI
K 708ChemIDplus
K-708ChemIDplus
Brand Names  Source
AcemixChEBI
EmflexChEBI
RantudilChEBI
SolartChEBI
Manual XrefsDatabases
47DrugCentral
AcemetacinWikipedia
D01582KEGG DRUG
DE2234651Patent
LSM-5753LINCS
US3910952Patent
Registry NumbersSources
Reaxys:501672Reaxys
CAS:53164-05-9ChemIDplus