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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC BY 3.0, For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

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Accession:CHEBI:7443 term browser browse the term
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.
Synonyms:related_synonym: 4-(6-Methoxy-2-naphthalenyl)-2-butanone;   4-(6-Methoxy-2-naphthyl)-2-butanone;   Formula=C15H16O2;   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;   InChIKey=BLXXJMDCKKHMKV-UHFFFAOYSA-N;   Relafen;   SMILES=COc1ccc2cc(CCC(C)=O)ccc2c1;   nabumetona;   nabumetonum
 xref: Beilstein:2103472;   CAS:42924-53-8;   DrugBank:DB00461;   Drug_Central:1863;   HMDB:HMDB0014604;   KEGG:D00425;   LINCS:LSM-3453
 xref_mesh: MESH:C035605
 xref: PDBeChem:NBO;   PMID:21532165;   PMID:21650014;   PMID:21674107;   PMID:21898684;   PMID:22028826;   PMID:22298755;   PMID:22381180;   PMID:22605805;   PMID:22977877;   PMID:23020786;   PMID:23129452;   PMID:23132511;   PMID:23225308;   PMID:23584048;   PMID:23781467;   PMID:23781476;   PMID:23806470;   PMID:24074034;   PMID:24083957;   Reaxys:2103472;   Wikipedia:Nabumetone

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nabumetone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bcl2 BCL2, apoptosis regulator decreases expression ISO nabumetone results in decreased expression of BCL2 protein CTD PMID:16019514 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression ISO nabumetone results in increased expression of FOS mRNA CTD PMID:12730611 NCBI chr 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 increases activity ISO nabumetone results in increased activity of NR1I2 protein CTD PMID:25455453 NCBI chr11:65,022,100...65,058,546
Ensembl chr11:65,022,100...65,058,545
JBrowse link
G Ptgs1 prostaglandin-endoperoxide synthase 1 decreases activity EXP nabumetone metabolite results in decreased activity of PTGS1 protein CTD PMID:9258749 NCBI chr 3:15,560,685...15,582,339
Ensembl chr 3:15,560,712...15,582,344
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases activity EXP nabumetone metabolite results in decreased activity of PTGS2 protein CTD PMID:9258749 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Sell selectin L affects expression ISO nabumetone affects the expression of SELL protein CTD PMID:12147693 NCBI chr13:82,369,820...82,387,774
Ensembl chr13:82,369,493...82,387,631
JBrowse link
G Utrn utrophin increases expression ISO nabumetone results in increased expression of UTRN mRNA; nabumetone results in increased expression of UTRN protein CTD PMID:22028826 NCBI chr 1:6,451,809...6,970,040
Ensembl chr 1:6,451,810...6,970,040
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19816
    role 19764
      application 19426
        pro-agent 8855
          prodrug 8621
            nabumetone 7
Path 2
Term Annotations click to browse term
  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic molecule 19522
                              organic cyclic compound 19320
                                carbocyclic compound 18222
                                  carbopolycyclic compound 16971
                                    carbobicyclic compound 4561
                                      naphthalenes 3744
                                        alkyloxynaphthalene 109
                                          methoxynaphthalene 109
                                            nabumetone 7
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