CHEBI:76128 - dexketoprofen

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ChEBI Name dexketoprofen
ChEBI ID CHEBI:76128
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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H14O3
Net Charge 0
Average Mass 254.28060
Monoisotopic Mass 254.09429
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
SMILES C[C@H](C(O)=O)c1cccc(c1)C(=O)c1ccccc1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): cyclooxygenase 1 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1.
cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
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): 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.
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ChEBI Ontology
Outgoing 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 Sources
(+)-(S)-m-Benzoylhydratropic acid ChemIDplus
(+)-3-Benzoylhydratropic acid ChemIDplus
(+)-Ketoprofen ChemIDplus
(S)-3-Benzoyl-alpha-methylbenzeneacetic acid ChemIDplus
(S)-Ketoprofen ChemIDplus
Manual Xrefs Databases
833 DrugCentral
D07269 KEGG DRUG
Dexketoprofen Wikipedia
HMDB0041873 HMDB
LSM-5547 LINCS
WO2005046575 Patent
WO2008115572 Patent
WO2008150324 Patent
View more database links
Registry Numbers Types Sources
22161-81-5 CAS Registry Number ChemIDplus
22161-81-5 CAS Registry Number KEGG DRUG
5271646 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22081874 PubMed citation Europe PMC
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Last Modified
22 February 2017