CHEBI:364453 - carprofen

ChEBI IDCHEBI:364453
ChEBI Namecarprofen
Stars
DefinitionPropanoic acid in which one of the methylene hydrogens is substituted by a 6-chloro-9H-carbazol-2-yl group. A non-steroidal anti-inflammatory drug, it is no longer used in human medicine but is still used for treatment of arthritis in elderly dogs.
Last Modified22 February 2017
DownloadsMolfile
FormulaC15H12ClNO2
Net Charge0
Average Mass273.719
Monoisotopic Mass273.05566
SMILESCC(C(=O)O)c1ccc2c(c1)nc1ccc(Cl)cc12
InChIInChI=1S/C15H12ClNO2/c1-8(15(18)19)9-2-4-11-12-7-10(16)3-5-13(12)17-14(11)6-9/h2-8,17H,1H3,(H,18,19)
InChIKeyPUXBGTOOZJQSKH-UHFFFAOYSA-N
Wikipedia
Roles Classification
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.
Applications:
photosensitizing agent  A chemical compound that can be excited by light of a specific wavelength and subsequently transfer energy to a chosen reactant. This is commonly molecular oxygen within a cancer tissue, which is converted to (highly rective) singlet state oxygen. This rapidly reacts with any nearby biomolecules, ultimately killing the cancer cells.
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)
carprofen (CHEBI:364453) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
carprofen (CHEBI:364453) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
carprofen (CHEBI:364453) has role photosensitizing agent (CHEBI:47868)
carprofen (CHEBI:364453) is a carbazoles (CHEBI:48513)
carprofen (CHEBI:364453) is a organochlorine compound (CHEBI:36683)
Incoming Relation(s)
(R)-carprofen (CHEBI:59206) is a carprofen (CHEBI:364453)
(S)-carprofen (CHEBI:59207) is a carprofen (CHEBI:364453)
IUPAC Name 
2-(6-chloro-9H-carbazol-2-yl)propanoic acid
INNs  Source
carprofenChemIDplus
carprofeneChemIDplus
carprofenumChemIDplus
carprofenoChemIDplus
Synonyms  Source
(+/-)-2-(3-chloro-9H-carbazol-7-yl)propanoic acidChEMBL
2-(6-Chloro-9H-carbazol-2-yl)-propionic acidChEMBL
(±)-6-chloro-α-methylcarbazole-2-acetic acidChemIDplus
6-chloro-α-methyl-9H-carbazole-2-acetic acidChEBI
Manual XrefsDatabases
DB00821DrugBank
D03410KEGG DRUG
DE2337340Patent
US3896145Patent
CarprofenWikipedia
C18364KEGG COMPOUND
LSM-1350LINCS
518DrugCentral
1788VSDB
Registry NumbersSources
Reaxys:487098Reaxys
CAS:53716-49-7ChemIDplus
CAS:53716-49-7KEGG COMPOUND
Citations