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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:N-butyl-N-(4-hydroxybutyl)nitrosamine
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Accession:CHEBI:91275 term browser browse the term
Definition:A nitrosamine that has butyl and 4-hydroxybutyl substituents. In mice, it causes high-grade, invasive cancers in the urinary bladder, but not in any other tissues.
Synonyms:exact_synonym: N-butyl-N-(4-hydroxybutyl)nitrous amide
 related_synonym: 4-(butylnitrosamino)-1-butanol;   4-(butylnitrosoamino)butanol;   4-hydroxybutylbutylnitrosamine;   BBN;   Formula=C8H18N2O2;   InChI=1S/C8H18N2O2/c1-2-3-6-10(9-12)7-4-5-8-11/h11H,2-8H2,1H3;   InChIKey=DIKPQFXYECAYPC-UHFFFAOYSA-N;   N-butyl-(4-hydroxybutyl)nitrosamine;   N-nitroso-N-butyl-(4-hydroxybutyl)amine;   N-nitroso-N-butyl-N-(4-carboxypropyl)amine;   N-nitrosobutylbutanolamine;   SMILES=C(O)CCCN(CCCC)N=O;   butyl(4-hydroxybutyl)nitrosamine;   butylbutanolnitrosamine;   butylhydroxybutylnitrosamine
 xref: CAS:3817-11-6
 xref_mesh: MESH:D002085
 xref: PMID:16886626;   PMID:22095756;   PMID:22155125;   PMID:26782701;   PMID:8065076;   Reaxys:2080574


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N-butyl-N-(4-hydroxybutyl)nitrosamine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Birc5 baculoviral IAP repeat-containing 5 multiple interactions EXP [Butylhydroxybutylnitrosamine co-treated with Propolis analog] results in increased expression of BIRC5 mRNA CTD PMID:26111810 NCBI chr10:106,856,097...106,864,419
Ensembl chr10:106,856,097...106,864,413
JBrowse link
G Cat catalase increases activity ISO Butylhydroxybutylnitrosamine results in increased activity of CAT protein CTD PMID:22095756 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Ccnd1 cyclin D1 multiple interactions EXP [Butylhydroxybutylnitrosamine co-treated with Propolis analog] results in increased expression of CCND1 mRNA CTD PMID:26111810 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
JBrowse link
G Chrna7 cholinergic receptor nicotinic alpha 7 subunit multiple interactions EXP [Nicotine co-treated with Butylhydroxybutylnitrosamine] results in increased expression of CHRNA7 protein CTD PMID:29501575 NCBI chr 1:123,897,341...124,039,263
Ensembl chr 1:123,899,657...124,039,196
JBrowse link
G Gstm1 glutathione S-transferase mu 1 decreases expression ISO Butylhydroxybutylnitrosamine results in decreased expression of GSTM1 protein CTD PMID:24998975 NCBI chr 2:210,803,869...210,809,461
Ensembl chr 2:210,803,869...210,809,306
JBrowse link
G Gsto1 glutathione S-transferase omega 1 increases expression ISO Butylhydroxybutylnitrosamine results in increased expression of GSTO1 protein CTD PMID:24998975 NCBI chr 1:267,607,437...267,617,387
Ensembl chr 1:267,607,418...267,617,387
JBrowse link
G H2ax H2A.X variant histone increases expression EXP Butylhydroxybutylnitrosamine results in increased expression of H2AX protein CTD PMID:26338220 NCBI chr 8:48,665,652...48,666,981
Ensembl chr 8:48,665,652...48,666,981
JBrowse link
G Ifng interferon gamma multiple interactions EXP 2-Acetylaminofluorene inhibits the reaction [[Diethylnitrosamine co-treated with Methylnitrosourea co-treated with Butylhydroxybutylnitrosamine co-treated with diisopropanolnitrosamine co-treated with 1,2-Dimethylhydrazine] results in decreased expression of IFNG protein]; [Diethylnitrosamine co-treated with Methylnitrosourea co-treated with Butylhydroxybutylnitrosamine co-treated with diisopropanolnitrosamine co-treated with 1,2-Dimethylhydrazine] results in decreased expression of IFNG protein CTD PMID:14736494 NCBI chr 7:61,337,383...61,341,419
Ensembl chr 7:61,337,381...61,341,419
JBrowse link
G Il2 interleukin 2 multiple interactions EXP [Diethylnitrosamine co-treated with Methylnitrosourea co-treated with Butylhydroxybutylnitrosamine co-treated with diisopropanolnitrosamine co-treated with 1,2-Dimethylhydrazine] results in decreased expression of IL2 protein CTD PMID:14736494 NCBI chr 2:123,847,150...123,851,854
Ensembl chr 2:123,847,150...123,851,854
JBrowse link
G Krt15 keratin 15 increases expression ISO Butylhydroxybutylnitrosamine results in increased expression of KRT15 protein CTD PMID:24998975 NCBI chr10:88,046,803...88,050,622
Ensembl chr10:88,046,803...88,050,622
JBrowse link
G Krt18 keratin 18 decreases expression ISO Butylhydroxybutylnitrosamine results in decreased expression of KRT18 protein CTD PMID:24998975 NCBI chr 7:143,629,455...143,633,131
Ensembl chr 7:143,629,455...143,633,131
JBrowse link
G Krt8 keratin 8 decreases expression ISO Butylhydroxybutylnitrosamine results in decreased expression of KRT8 protein CTD PMID:24998975 NCBI chr 7:143,596,511...143,603,745
Ensembl chr 7:143,596,511...143,603,803
JBrowse link
G Ldhb lactate dehydrogenase B decreases expression ISO Butylhydroxybutylnitrosamine results in decreased expression of LDHB protein CTD PMID:24998975 NCBI chr 4:176,701,980...176,719,999
Ensembl chr 4:176,701,983...176,720,012
JBrowse link
G Mki67 marker of proliferation Ki-67 multiple interactions EXP [Nicotine co-treated with Butylhydroxybutylnitrosamine] results in increased expression of MKI67 protein; Hexamethonium inhibits the reaction [[Nicotine co-treated with Butylhydroxybutylnitrosamine] results in increased expression of MKI67 protein]; methyllycaconitine inhibits the reaction [[Nicotine co-treated with Butylhydroxybutylnitrosamine] results in increased expression of MKI67 protein] CTD PMID:29501575 NCBI chr 1:207,993,895...208,020,454
Ensembl chr 1:207,993,895...208,020,454
JBrowse link
G Mt-co1 mitochondrially encoded cytochrome c oxidase I decreases expression ISO Butylhydroxybutylnitrosamine results in decreased expression of COX1 protein CTD PMID:22095756 NCBI chr MT:5,323...6,867
Ensembl chr MT:5,323...6,867
JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor multiple interactions ISO Butylhydroxybutylnitrosamine results in increased expression of and results in increased localization of MYC protein; Niacinamide inhibits the reaction [Butylhydroxybutylnitrosamine results in increased expression of and results in increased localization of MYC protein] CTD PMID:22028816 NCBI chr 7:102,586,313...102,591,240
Ensembl chr 7:102,586,313...102,591,240
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 decreases expression ISO Butylhydroxybutylnitrosamine results in decreased expression of NQO1 protein CTD PMID:24998975 NCBI chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
JBrowse link
G Pmp22 peripheral myelin protein 22 multiple interactions ISO Butylhydroxybutylnitrosamine results in decreased expression of and results in decreased localization of PMP22 protein; Niacinamide inhibits the reaction [Butylhydroxybutylnitrosamine results in decreased expression of and results in decreased localization of PMP22 protein] CTD PMID:22028816 NCBI chr10:49,538,588...49,568,583
Ensembl chr10:49,538,588...49,568,583
JBrowse link
G Sp1 Sp1 transcription factor increases expression ISO Butylhydroxybutylnitrosamine results in increased expression of SP1 protein CTD PMID:24998975 NCBI chr 7:144,014,173...144,044,635
Ensembl chr 7:144,014,173...144,044,629
JBrowse link
G Stat3 signal transducer and activator of transcription 3 multiple interactions EXP [Nicotine co-treated with Butylhydroxybutylnitrosamine] results in increased expression of STAT3 protein modified form; Hexamethonium inhibits the reaction [[Nicotine co-treated with Butylhydroxybutylnitrosamine] results in increased expression of STAT3 protein modified form]; methyllycaconitine inhibits the reaction [[Nicotine co-treated with Butylhydroxybutylnitrosamine] results in increased expression of STAT3 protein modified form] CTD PMID:29501575 NCBI chr10:88,790,401...88,842,263
Ensembl chr10:88,790,408...88,842,233
JBrowse link
G Top2a DNA topoisomerase II alpha multiple interactions EXP [Butylhydroxybutylnitrosamine co-treated with Propolis analog] results in increased expression of TOP2A mRNA CTD PMID:26111810 NCBI chr10:86,901,467...86,930,947
Ensembl chr10:86,901,007...86,932,154
JBrowse link
G Tp53 tumor protein p53 affects activity ISO TRP53 affects the activity of Butylhydroxybutylnitrosamine CTD PMID:10395176 NCBI chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 decreases expression
multiple interactions
ISO Butylhydroxybutylnitrosamine results in decreased expression of UGT1A7 mRNA
oltipraz inhibits the reaction [Butylhydroxybutylnitrosamine results in decreased expression of UGT1A7 mRNA]
CTD PMID:15374950 NCBI chr 9:95,295,701...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Ugt1a6 UDP glucuronosyltransferase family 1 member A6 multiple interactions
decreases expression
ISO oltipraz inhibits the reaction [Butylhydroxybutylnitrosamine results in decreased expression of UGT1A6 mRNA] CTD PMID:15374950 NCBI chr 9:95,241,609...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Vegfa vascular endothelial growth factor A increases expression EXP Butylhydroxybutylnitrosamine results in increased expression of VEGFA protein CTD PMID:24888239 NCBI chr 9:17,340,341...17,355,681
Ensembl chr 9:17,340,341...17,355,681
JBrowse link

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  CHEBI ontology 19816
    role 19764
      biological role 19764
        aetiopathogenetic role 18960
          carcinogenic agent 18331
            N-butyl-N-(4-hydroxybutyl)nitrosamine 25
              N-butyl-N-(3-carboxypropyl)nitrosamine 0
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  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
                      chalcogen 19399
                        oxygen atom 19361
                          oxygen molecular entity 19361
                            hydroxides 19107
                              organic hydroxy compound 18661
                                alcohol 15008
                                  primary alcohol 13908
                                    N-butyl-N-(4-hydroxybutyl)nitrosamine 25
                                      N-butyl-N-(3-carboxypropyl)nitrosamine 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.