CHEBI:5004 - fenoprofen

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ChEBI Name fenoprofen
ChEBI ID CHEBI:5004
Definition A monocarboxylic acid that is propanoic acid in which one of the hydrogens at position 2 is substituted by a 3-phenoxyphenyl group. A non-steroidal anti-inflammatory drug, the dihydrate form of the calcium salt is used for the management of mild to moderate pain and for the relief of pain and inflammation associated with disorders such as arthritis. It is pharmacologically similar to aspirin, but causes less gastrointestinal bleeding.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:355534
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Formula C15H14O3
Net Charge 0
Average Mass 242.26990
Monoisotopic Mass 242.094
InChI InChI=1S/C15H14O3/c1-11(15(16)17)12-6-5-9-14(10-12)18-13-7-3-2-4-8-13/h2-11H,1H3,(H,16,17)
InChIKey RDJGLLICXDHJDY-UHFFFAOYSA-N
SMILES CC(C(O)=O)c1cccc(Oc2ccccc2)c1
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 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
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.
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.
antipyretic
A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
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 fenoprofen (CHEBI:5004) has role antipyretic (CHEBI:35493)
fenoprofen (CHEBI:5004) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
fenoprofen (CHEBI:5004) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
fenoprofen (CHEBI:5004) has role non-narcotic analgesic (CHEBI:35481)
fenoprofen (CHEBI:5004) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
fenoprofen (CHEBI:5004) is a monocarboxylic acid (CHEBI:25384)
fenoprofen (CHEBI:5004) is conjugate acid of fenoprofen(1−) (CHEBI:60566)
Incoming fenoprofen(1−) (CHEBI:60566) is conjugate base of fenoprofen (CHEBI:5004)
IUPAC Name
2-(3-phenoxyphenyl)propanoic acid
INNs Sources
fenoprofen ChemIDplus
fenoprofene ChemIDplus
fenoprofeno ChemIDplus
fenoprofenum ChemIDplus
Synonyms Sources
(±)-2-(3-phenoxyphenyl)propionic acid ChemIDplus
(±)-m-phenoxyhydratropic acid ChemIDplus
2-(3-phenoxyphenyl)propionic acid ChEBI
2-(m-phenoxyphenyl)propionic acid ChEBI
α-(m-phenoxyphenyl)propionic acid ChEBI
α-methyl-3-phenoxybenzeneacetic acid ChemIDplus
FENOPROFEN ChEMBL
Fenoprofen KEGG COMPOUND
Manual Xrefs Databases
1154 DrugCentral
_Fenoprofen Wikipedia
C06997 KEGG COMPOUND
D02350 KEGG DRUG
DB00573 DrugBank
US3600437 Patent
View more database links
Registry Numbers Types Sources
2118687 Reaxys Registry Number Reaxys
31879-05-7 CAS Registry Number KEGG COMPOUND
31879-05-7 CAS Registry Number ChemIDplus
31879-05-7 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
21328296 PubMed citation Europe PMC
21342694 PubMed citation Europe PMC
28166217 PubMed citation Europe PMC
4616811 PubMed citation Europe PMC
Last Modified
14 June 2017