CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/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.
Term: nabumetone
Accession: CHEBI:7443
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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: 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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Bcl2
BCL2, apoptosis regulator
decreases expression
ISO
nabumetone results in decreased expression of BCL2 protein
CTD
PMID:16019514
NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743 Ensembl chr13:22,684,989...22,853,743
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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 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
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Nr1i2
nuclear receptor subfamily 1, group I, member 2
increases activity
ISO
nabumetone results in increased activity of NR1I2 protein
CTD
PMID:25455453
NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
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Ptgs1
prostaglandin-endoperoxide synthase 1
decreases activity
EXP
nabumetone metabolite results in decreased activity of PTGS1 protein
CTD
PMID:9258749
NCBI chr 3:19,584,015...19,605,589
Ensembl chr 3:19,584,015...19,605,586
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Ptgs2
prostaglandin-endoperoxide synthase 2
decreases activity
EXP
nabumetone metabolite results in decreased activity of PTGS2 protein
CTD
PMID:9258749
NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
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Sell
selectin L
affects expression
ISO
nabumetone affects the expression of SELL protein
CTD
PMID:12147693
NCBI chr13:76,416,969...76,436,444
Ensembl chr13:76,416,915...76,436,456
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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 1:6,720,854...7,224,313
Ensembl chr 1:6,722,594...7,224,313
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