CHEBI:31597 - biphenyl-4-ylacetic acid

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ChEBI Name biphenyl-4-ylacetic acid
Definition A monocarboxylic acid in which one of the α-hydrogens is substituted by a biphenyl-4-yl group. An active metabolite of fenbufen, it is used as a topical medicine to treat muscle inflammation and arthritis.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C14H12O2
Net Charge 0
Average Mass 212.24388
Monoisotopic Mass 212.08373
InChI InChI=1S/C14H12O2/c15-14(16)10-11-6-8-13(9-7-11)12-4-2-1-3-5-12/h1-9H,10H2,(H,15,16)
SMILES OC(=O)Cc1ccc(cc1)-c1ccccc1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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.
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ChEBI Ontology
Outgoing biphenyl-4-ylacetic acid (CHEBI:31597) has functional parent acetic acid (CHEBI:15366)
biphenyl-4-ylacetic acid (CHEBI:31597) has part biphenyl-4-yl group (CHEBI:35447)
biphenyl-4-ylacetic acid (CHEBI:31597) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
biphenyl-4-ylacetic acid (CHEBI:31597) is a biphenyls (CHEBI:22888)
biphenyl-4-ylacetic acid (CHEBI:31597) is a monocarboxylic acid (CHEBI:25384)
Incoming difenpiramide (CHEBI:76130) has functional parent biphenyl-4-ylacetic acid (CHEBI:31597)
[1,1'-biphenyl]-4-ylacetic acid
INN Source
felbinac ChemIDplus
Synonyms Sources
4-biphenylacetic acid ChemIDplus
4-biphenylylacetic acid ChemIDplus
4-carboxymethylbiphenyl ChemIDplus
Dolinac ChemIDplus
Felbinac ChemIDplus
p-biphenylylacetic acid ChemIDplus
Manual Xrefs Databases
1141 DrugCentral
Felbinac Wikipedia
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Registry Numbers Types Sources
1211592 Reaxys Registry Number Reaxys
1211592 Beilstein Registry Number ChemIDplus
5728-52-9 CAS Registry Number NIST Chemistry WebBook
5728-52-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
28166217 PubMed citation Europe PMC
6254545 PubMed citation Europe PMC
8496885 PubMed citation Europe PMC
Last Modified
12 June 2017