carprofen (CHEBI:364453)

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ChEBI Name	carprofen

ChEBI ID	CHEBI:364453

Definition	Propanoic 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.

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

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Formula

C15H12ClNO2

Net Charge

Average Mass

273.71400

Monoisotopic Mass

273.05566

InChI

InChI=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)

InChIKey

PUXBGTOOZJQSKH-UHFFFAOYSA-N

SMILES

CC(C(O)=O)c1ccc2c(c1)[nH]c1ccc(Cl)cc21

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.

Application(s):	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	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	(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

Synonyms	Sources
(±)-6-chloro-α-methylcarbazole-2-acetic acid	ChemIDplus
(+/-)-2-(3-chloro-9H-carbazol-7-yl)propanoic acid	ChEMBL
2-(6-Chloro-9H-carbazol-2-yl)-propionic acid	ChEMBL
6-chloro-α-methyl-9H-carbazole-2-acetic acid	ChEBI

Last Modified

22 February 2017