CHEBI:7443 - nabumetone

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ChEBI Name nabumetone
Definition A methyl ketone that is 2-butanone in which one of the methyl hydrogens at position 4 is replaced by a 6-methoxy-2-naphthyl group. A prodrug that is converted to the active metabolite, 6-methoxy-2-naphthylacetic acid, following oral administration. It is shown to have a slightly lower risk of gastrointestinal side effects than most other non-steroidal anti-inflammatory drugs.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H16O2
Net Charge 0
Average Mass 228.28630
Monoisotopic Mass 228.11503
InChI InChI=1S/C15H16O2/c1-11(16)3-4-12-5-6-14-10-15(17-2)8-7-13(14)9-12/h5-10H,3-4H2,1-2H3
SMILES COc1ccc2cc(CCC(C)=O)ccc2c1
Roles Classification
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.
cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
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.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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ChEBI Ontology
Outgoing nabumetone (CHEBI:7443) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
nabumetone (CHEBI:7443) has role non-narcotic analgesic (CHEBI:35481)
nabumetone (CHEBI:7443) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
nabumetone (CHEBI:7443) has role prodrug (CHEBI:50266)
nabumetone (CHEBI:7443) is a methoxynaphthalene (CHEBI:48851)
nabumetone (CHEBI:7443) is a methyl ketone (CHEBI:51867)
INNs Sources
nabumetona ChemIDplus
nabumetone KEGG DRUG
nabumetonum DrugBank
Synonyms Sources
4-(6-Methoxy-2-naphthalenyl)-2-butanone ChemIDplus
4-(6-Methoxy-2-naphthyl)-2-butanone ChemIDplus
Brand Name Source
Manual Xrefs Databases
1863 DrugCentral
DB00461 DrugBank
HMDB0014604 HMDB
Nabumetone Wikipedia
View more database links
Registry Numbers Types Sources
2103472 Beilstein Registry Number ChemIDplus
2103472 Reaxys Registry Number Reaxys
42924-53-8 CAS Registry Number NIST Chemistry WebBook
42924-53-8 CAS Registry Number KEGG DRUG
42924-53-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017