CHEBI:47381 - diclofenac

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ChEBI Name diclofenac
ChEBI ID CHEBI:47381
Definition A monocarboxylic acid consisting of phenylacetic acid having a (2,6-dichlorophenyl)amino group at the 2-position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:47380, CHEBI:4507
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Formula C16H13Cl2NO4
Net Charge 0
Average Mass 296.14900
Monoisotopic Mass 353.022
InChI InChI=1S/C14H11Cl2NO2/c15-10-5-3-6-11(16)14(10)17-12-7-2-1-4-9(12)8-13(18)19/h1-7,17H,8H2,(H,18,19)
InChIKey DCOPUUMXTXDBNB-UHFFFAOYSA-N
SMILES OC(=O)Cc1ccccc1Nc1c(Cl)cccc1Cl
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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.
drug allergen
Any drug which causes the onset of an allergic reaction.
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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.
drug allergen
Any drug which causes the onset of an allergic reaction.
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 diclofenac (CHEBI:47381) has functional parent diphenylamine (CHEBI:4640)
diclofenac (CHEBI:47381) has functional parent phenylacetic acid (CHEBI:30745)
diclofenac (CHEBI:47381) has role antipyretic (CHEBI:35493)
diclofenac (CHEBI:47381) has role drug allergen (CHEBI:88188)
diclofenac (CHEBI:47381) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
diclofenac (CHEBI:47381) has role environmental contaminant (CHEBI:78298)
diclofenac (CHEBI:47381) has role non-narcotic analgesic (CHEBI:35481)
diclofenac (CHEBI:47381) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
diclofenac (CHEBI:47381) has role xenobiotic (CHEBI:35703)
diclofenac (CHEBI:47381) is a amino acid (CHEBI:33709)
diclofenac (CHEBI:47381) is a aromatic amine (CHEBI:33860)
diclofenac (CHEBI:47381) is a dichlorobenzene (CHEBI:23697)
diclofenac (CHEBI:47381) is a monocarboxylic acid (CHEBI:25384)
diclofenac (CHEBI:47381) is a secondary amino compound (CHEBI:50995)
diclofenac (CHEBI:47381) is conjugate acid of diclofenac(1−) (CHEBI:48311)
Incoming 3'-hydroxy-4'-methoxydiclofenac (CHEBI:223404) has functional parent diclofenac (CHEBI:47381)
3'-hydroxydiclofenac (CHEBI:223792) has functional parent diclofenac (CHEBI:47381)
4',5-dihydroxydiclofenac (CHEBI:223401) has functional parent diclofenac (CHEBI:47381)
4'-hydroxydiclofenac (CHEBI:59613) has functional parent diclofenac (CHEBI:47381)
4'-hydroxydiclofenac quinone imine (CHEBI:59610) has functional parent diclofenac (CHEBI:47381)
5-hydroxydiclofenac (CHEBI:59612) has functional parent diclofenac (CHEBI:47381)
5-hydroxydiclofenac quinone imine (CHEBI:59611) has functional parent diclofenac (CHEBI:47381)
aceclofenac (CHEBI:31159) has functional parent diclofenac (CHEBI:47381)
diclofenac β-D-glucosiduronic acid (CHEBI:59609) has functional parent diclofenac (CHEBI:47381)
diclofenac(1−) (CHEBI:48311) is conjugate base of diclofenac (CHEBI:47381)
IUPAC Names
2-[(2,6-dichlorophenyl)amino]benzeneacetic acid
{2-[(2,6-dichlorophenyl)amino]phenyl}acetic acid
INNs Sources
diclofenac ChemIDplus
diclofenaco ChemIDplus
diclofenacum ChemIDplus
Synonyms Sources
2-((2,6-dichlorophenyl)amino)benzeneacetic acid ChemIDplus
[2-(2,6-dichloroanilino)phenyl]acetic acid NIST Chemistry WebBook
Diclofenac KEGG COMPOUND
diclofenac acid ChemIDplus
Database Links Databases
865 DrugCentral
C01690 KEGG COMPOUND
D07816 KEGG DRUG
DB00586 DrugBank
Diclofenac Wikipedia
DIF PDBeChem
HMDB0014724 HMDB
LSM-2160 LINCS
NL6604752 Patent
US3558690 Patent
View more database links
Registry Numbers Types Sources
15307-86-5 CAS Registry Number KEGG COMPOUND
15307-86-5 CAS Registry Number ChemIDplus
15307-86-5 CAS Registry Number NIST Chemistry WebBook
2146636 Beilstein Registry Number Beilstein
2146636 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11322639 PubMed citation Europe PMC
1502708 PubMed citation Europe PMC
23777257 PubMed citation Europe PMC
7838674 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comments
2011-04-01 A non-steroidal anti-inflammatory drug (NSAID), administered primarily as its sodium salt.
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag