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CHEBI:7476 - naproxen

Default Structure
ChEBI IDCHEBI:7476
ChEBI Namenaproxen
Stars
DefinitionA methoxynaphthalene that is 2-methoxynaphthalene substituted by a carboxy ethyl group at position 6. Naproxen is a non-steroidal anti-inflammatory drug commonly used for the reduction of pain, fever, inflammation and stiffness caused by conditions such as osteoarthritis, kidney stones, rheumatoid arthritis, psoriatic arthritis, gout, ankylosing spondylitis, menstrual cramps, tendinitis, bursitis, and for the treatment of primary dysmenorrhea. It works by inhibiting both the COX-1 and COX-2 enzymes.
Secondary ChEBI IDCHEBI:603695
Last Modified12 March 2019
DownloadsMolfile
FormulaC14H14O3
Net Charge0
Average Mass230.263
Monoisotopic Mass230.09429
SMILESCOc1ccc2cc([C@H](C)C(=O)O)ccc2c1
InChIInChI=1S/C14H14O3/c1-9(14(15)16)10-3-4-12-8-13(17-2)6-5-11(12)7-10/h3-9H,1-2H3,(H,15,16)/t9-/m0/s1
InChIKeyCMWTZPSULFXXJA-VIFPVBQESA-N
Wikipedia
Roles Classification
Chemical Roles:
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 (Brønsted base).
Biological Roles:
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.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
antiviral agent  A substance that destroys or inhibits replication of viruses.
cyclooxygenase 1 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
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.
drug allergen  Any drug which causes the onset of an allergic reaction.
Applications:
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.
gout suppressant  A drug that increases uric acid excretion by the kidney (uricosuric drug), decreases uric acid production (antihyperuricemic), or alleviates the pain and inflammation of acute attacks of gout.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antirheumatic drug  A drug used to treat rheumatoid arthritis.
anti-ulcer drug  One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
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.
vulnerary  A drug used in treating and healing of wounds.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
naproxen (CHEBI:7476) has role analgesic (CHEBI:35480)
naproxen (CHEBI:7476) has role anti-inflammatory agent (CHEBI:67079)
naproxen (CHEBI:7476) has role anti-ulcer drug (CHEBI:49201)
naproxen (CHEBI:7476) has role antineoplastic agent (CHEBI:35610)
naproxen (CHEBI:7476) has role antipyretic (CHEBI:35493)
naproxen (CHEBI:7476) has role antirheumatic drug (CHEBI:35842)
naproxen (CHEBI:7476) has role antiviral agent (CHEBI:22587)
naproxen (CHEBI:7476) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
naproxen (CHEBI:7476) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
naproxen (CHEBI:7476) has role drug allergen (CHEBI:88188)
naproxen (CHEBI:7476) has role environmental contaminant (CHEBI:78298)
naproxen (CHEBI:7476) has role gout suppressant (CHEBI:35845)
naproxen (CHEBI:7476) has role immunosuppressive agent (CHEBI:35705)
naproxen (CHEBI:7476) has role non-narcotic analgesic (CHEBI:35481)
naproxen (CHEBI:7476) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
naproxen (CHEBI:7476) has role vulnerary (CHEBI:73336)
naproxen (CHEBI:7476) has role xenobiotic (CHEBI:35703)
naproxen (CHEBI:7476) is a methoxynaphthalene (CHEBI:48851)
naproxen (CHEBI:7476) is a monocarboxylic acid (CHEBI:25384)
naproxen (CHEBI:7476) is conjugate acid of naproxen(1−) (CHEBI:59527)
Incoming Relation(s)
desmethylnaproxen sulfate (CHEBI:133458) has functional parent naproxen (CHEBI:7476)
naproxcinod (CHEBI:76254) has functional parent naproxen (CHEBI:7476)
naproxen(1−) (CHEBI:59527) is conjugate base of naproxen (CHEBI:7476)
IUPAC Name 
(2S)-2-(6-methoxynaphthalen-2-yl)propanoic acid
INNs  Source
naproxenDrugBank
naproxeneChemIDplus
naproxenoChemIDplus
naproxenumChemIDplus
Synonyms  Source
(+)-2-(6-Methoxy-2-naphthyl)propionic acidChemIDplus
(+)-2-(Methoxy-2-naphthyl)-propionic acidChemIDplus
(+)-2-(Methoxy-2-naphthyl)-propionsäureChemIDplus
(+)-(S)-6-Methoxy-α-methyl-2-naphthaleneacetic acidChemIDplus
naproxenChEMBL
(+)-NaproxenChemIDplus
Brand Names  Source
Arthrosin 250ChEMBL
Arthrosin 250 ecChEMBL
Arthrosin 500ChEMBL
Arthrosin 500 ecChEMBL
CondrotecChEMBL
Feminax ultraChEMBL
Manual XrefsDatabases
1883DrugCentral
D00118KEGG DRUG
DB00788DrugBank
HMDB0001923HMDB
LSM-5689LINCS
NaproxenWikipedia
US3904682Patent
US4009197Patent
Registry NumbersSources
Beilstein:3591067Beilstein
CAS:22204-53-1ChemIDplus
CAS:22204-53-1KEGG COMPOUND
Citations