dexketoprofen (CHEBI:76128)

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CHEBI:76128 - dexketoprofen

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ChEBI ID	CHEBI:76128
ChEBI Name	dexketoprofen
Stars
Definition	A monocarboxylic acid that is (S)-hydratropic acid substituted at position 3 on the phenyl ring by a benzoyl group. A cyclooxygenase inhibitor, it is used to relieve short-term pain, such as muscular pain, dental pain and dysmenorrhoea.
Last Modified	22 February 2017
Submitter	Steve
Downloads	Molfile

Formula	C16H14O3
Net Charge	0
Average Mass	254.285
Monoisotopic Mass	254.09429
SMILES	C[C@H](C(=O)O)c1cccc(C(=O)c2ccccc2)c1
InChI	InChI=1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)/t11-/m0/s1
InChIKey	DKYWVDODHFEZIM-NSHDSACASA-N

Wikipedia

Roles Classification

Chemical Role:	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:	cyclooxygenase 1 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1. non-narcotic analgesic A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors. cyclooxygenase 2 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
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. 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)
	dexketoprofen (CHEBI:76128) has functional parent (S)-hydratropic acid (CHEBI:48527)
	dexketoprofen (CHEBI:76128) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
	dexketoprofen (CHEBI:76128) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
	dexketoprofen (CHEBI:76128) has role non-narcotic analgesic (CHEBI:35481)
	dexketoprofen (CHEBI:76128) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
	dexketoprofen (CHEBI:76128) is a benzophenones (CHEBI:22726)
	dexketoprofen (CHEBI:76128) is a monocarboxylic acid (CHEBI:25384)

IUPAC Name
(2S)-2-(3-benzoylphenyl)propanoic acid

INN	Source
dexketoprofen	KEGG DRUG

Synonyms	Source
(+)-Ketoprofen	ChemIDplus
(S)-3-Benzoyl-alpha-methylbenzeneacetic acid	ChemIDplus
(+)-3-Benzoylhydratropic acid	ChemIDplus
(S)-Ketoprofen	ChemIDplus
(+)-(S)-m-Benzoylhydratropic acid	ChemIDplus

Manual Xrefs	Databases
D07269	KEGG DRUG
WO2008150324	Patent
WO2005046575	Patent
WO2008115572	Patent
Dexketoprofen	Wikipedia
HMDB0041873	HMDB
LSM-5547	LINCS
833	DrugCentral

Registry Numbers	Sources
Reaxys:5271646	Reaxys
CAS:22161-81-5	KEGG DRUG
CAS:22161-81-5	ChemIDplus

Citations