CHEBI:5130 - flurbiprofen

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name flurbiprofen
ChEBI ID CHEBI:5130
Definition A monocarboxylic acid that is a 2-fluoro-[1,1'-biphenyl-4-yl] moiety linked to C-2 of propionic acid. A non-steroidal anti-inflammatory, analgesic and antipyretic, it is used as a pre-operative anti-miotic as well as orally for arthritis or dental pain.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H13FO2
Net Charge 0
Average Mass 244.26092
Monoisotopic Mass 244.090
InChI InChI=1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18)
InChIKey SYTBZMRGLBWNTM-UHFFFAOYSA-N
SMILES CC(C(O)=O)c1ccc(c(F)c1)-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): 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.
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): 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-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 flurbiprofen (CHEBI:5130) has functional parent propionic acid (CHEBI:30768)
flurbiprofen (CHEBI:5130) has parent hydride biphenyl (CHEBI:17097)
flurbiprofen (CHEBI:5130) has role antipyretic (CHEBI:35493)
flurbiprofen (CHEBI:5130) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
flurbiprofen (CHEBI:5130) has role non-narcotic analgesic (CHEBI:35481)
flurbiprofen (CHEBI:5130) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
flurbiprofen (CHEBI:5130) is a fluorobiphenyl (CHEBI:38679)
flurbiprofen (CHEBI:5130) is a monocarboxylic acid (CHEBI:25384)
Incoming nitroflurbiprofen (CHEBI:77428) has functional parent flurbiprofen (CHEBI:5130)
(R)-flurbiprofen (CHEBI:38666) is a flurbiprofen (CHEBI:5130)
(S)-flurbiprofen (CHEBI:42446) is a flurbiprofen (CHEBI:5130)
IUPAC Name
2-(2-fluoro-[1,1'-biphenyl-4-yl])propanoic acid
Synonyms Sources
(±)-2-fluoro-α-methyl-4-biphenylacetic acid ChemIDplus
2-(2-fluorobiphenyl-4-yl)propanoic acid ChEBI
2-fluoro-α-methyl-(1,1'-biphenyl)-4-acetic acid ChemIDplus
3-fluoro-4-phenylhydratropic acid ChemIDplus
Ansaid ChemIDplus
Flurbiprofen KEGG DRUG
Manual Xrefs Databases
1219 DrugCentral
D00330 KEGG DRUG
DB00712 DrugBank
Flurbiprofen Wikipedia
LSM-5174 LINCS
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Registry Numbers Types Sources
2054451 Beilstein Registry Number Beilstein
5104-49-4 CAS Registry Number KEGG DRUG
5104-49-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12859660 PubMed citation Europe PMC
17562170 PubMed citation Europe PMC
19588427 PubMed citation Europe PMC
27746736 PubMed citation Europe PMC
27832658 PubMed citation Europe PMC
28147361 PubMed citation Europe PMC
28166217 PubMed citation Europe PMC
28298171 PubMed citation Europe PMC
28402193 PubMed citation Europe PMC
Last Modified
15 June 2017