CHEBI:32057 - proglumetacin dimaleate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name proglumetacin dimaleate
ChEBI ID CHEBI:32057
Definition A maleate salt obtained by combining proglumetacin with two molar equivalents of maleic acid. Used to control pain and inflammation associated with musculoskeletal and joint disorders. Following oral adminitration, it is metabolied to indometacin and proglumide, a drug with antisecretory effects that helps prevent injury to the stomach lining.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formulae C46H58ClN5O8.2C4H4O4
C54H66ClN5O16
Net Charge 0
Average Mass 1076.57900
Monoisotopic Mass 1075.419
InChI InChI=1S/C46H58ClN5O8.2C4H4O4/c1-5-21-51(22-6-2)46(57)40(48-44(55)34-11-8-7-9-12-34)18-20-42(53)59-29-10-23-49-24-26-50(27-25-49)28-30-60-43(54)32-38-33(3)52(41-19-17-37(58-4)31-39(38)41)45(56)35-13-15-36(47)16-14-35;2*5-3(6)1-2-4(7)8/h7-9,11-17,19,31,40H,5-6,10,18,20-30,32H2,1-4H3,(H,48,55);2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-
InChIKey MKFWBVKQDGNXDW-SPIKMXEPSA-N
SMILES OC(=O)\C=C/C(O)=O.OC(=O)\C=C/C(O)=O.CCCN(CCC)C(=O)C(CCC(=O)OCCCN1CCN(CCOC(=O)Cc2c(C)n(C(=O)c3ccc(Cl)cc3)c3ccc(OC)cc23)CC1)NC(=O)c1ccccc1
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.
lipoxygenase inhibitor
A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
Application(s): antipyretic
A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
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.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing proglumetacin dimaleate (CHEBI:32057) has part proglumetacin (CHEBI:76263)
proglumetacin dimaleate (CHEBI:32057) has role antipyretic (CHEBI:35493)
proglumetacin dimaleate (CHEBI:32057) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
proglumetacin dimaleate (CHEBI:32057) has role lipoxygenase inhibitor (CHEBI:35856)
proglumetacin dimaleate (CHEBI:32057) has role non-narcotic analgesic (CHEBI:35481)
proglumetacin dimaleate (CHEBI:32057) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
proglumetacin dimaleate (CHEBI:32057) is a maleate salt (CHEBI:50221)
IUPAC Name
3-[4-(2-{2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetoxy}ethyl)piperazin-1-yl]propyl N2-benzoyl-N,N-dipropyl-α-glutaminate di[(2Z)-but-2-enedioate]
Synonym Source
Proglumetacin maleate ChemIDplus
Brand Name Source
Miridacin KEGG DRUG
Manual Xref Database
D01765 KEGG DRUG
View more database links
Registry Numbers Types Sources
15391370 Reaxys Registry Number Reaxys
59209-40-4 CAS Registry Number KEGG DRUG
59209-40-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1512761 PubMed citation Europe PMC
2826180 PubMed citation Europe PMC
3098653 PubMed citation Europe PMC
3102823 PubMed citation Europe PMC
3490420 PubMed citation Europe PMC
3573082 PubMed citation Europe PMC
3663267 PubMed citation Europe PMC
3758875 PubMed citation Europe PMC
Last Modified
14 November 2013