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CHEBI:5004 - fenoprofen

Default Structure
ChEBI IDCHEBI:5004
ChEBI Namefenoprofen
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:355534
Last Modified19 July 2019
DownloadsMolfile
FormulaC15H14O3
Net Charge0
Average Mass242.274
Monoisotopic Mass242.09429
SMILESCC(C(=O)O)c1cccc(Oc2ccccc2)c1
InChIInChI=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)
InChIKeyRDJGLLICXDHJDY-UHFFFAOYSA-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.
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.
drug allergen  Any drug which causes the onset of an allergic reaction.
Applications:
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.
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.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
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 drug allergen (CHEBI:88188)
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 Relation(s)
fenoprofen(1−) (CHEBI:60566) is conjugate base of fenoprofen (CHEBI:5004)
IUPAC Name 
2-(3-phenoxyphenyl)propanoic acid
INNs  Source
fenoprofenChemIDplus
fenoprofeneChemIDplus
fenoprofenoChemIDplus
fenoprofenumChemIDplus
Synonyms  Source
(±)-2-(3-phenoxyphenyl)propionic acidChemIDplus
2-(3-phenoxyphenyl)propionic acidChEBI
2-(m-phenoxyphenyl)propionic acidChEBI
(±)-m-phenoxyhydratropic acidChemIDplus
FenoprofenKEGG COMPOUND
FENOPROFENChEMBL
Manual XrefsDatabases
1154DrugCentral
C06997KEGG COMPOUND
D02350KEGG DRUG
DB00573DrugBank
_FenoprofenWikipedia
US3600437Patent
Registry NumbersSources
Reaxys:2118687Reaxys
CAS:31879-05-7ChemIDplus
CAS:31879-05-7NIST Chemistry WebBook
CAS:31879-05-7KEGG COMPOUND
Citations