CHEBI:59206 - (R)-carprofen

ChEBI IDCHEBI:59206
ChEBI Name(R)-carprofen
Stars
ASCII Name(R)-carprofen
DefinitionThe (R)-(−)-enantiomer of carprofen.
Last Modified31 January 2024
SubmitterGareth Owen
DownloadsMolfile
FormulaC15H12ClNO2
Net Charge0
Average Mass273.719
Monoisotopic Mass273.05566
SMILESC[C@@H](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)/t8-/m1/s1
InChIKeyPUXBGTOOZJQSKH-MRVPVSSYSA-N
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)
(R)-carprofen (CHEBI:59206) is a carprofen (CHEBI:364453)
(R)-carprofen (CHEBI:59206) is enantiomer of (S)-carprofen (CHEBI:59207)
Incoming Relation(s)
(S)-carprofen (CHEBI:59207) is enantiomer of (R)-carprofen (CHEBI:59206)
IUPAC Name 
(2R)-2-(6-chloro-9H-carbazol-2-yl)propanoic acid
Synonyms  Source
(R)-6-chloro-α-methylcarbazole-2-acetic acidChEBI
(R)-2-(3-chloro-9H-carbazol-7-yl)propanoic acidChEBI
(R)-2-(6-chloro-9H-carbazol-2-yl)-propionic acidChEBI
(R)-(−)-carprofenChEBI
(−)-carprofenChEBI
Registry NumbersSources
Reaxys:6571974Reaxys