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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,N-bis(2-hydroxypropyl)nitrosamine
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Accession:CHEBI:131518 term browser browse the term
Definition:A nitrosamine that is dipropylamine in which the hydrogen attached to the nitrogen has been replaced by a nitroso group. It is a genotoxic carcinogen, targeting the lung, liver, thyroid, and kidney.
Synonyms:exact_synonym: N,N-bis(2-hydroxypropyl)nitrous amide
 related_synonym: 2,2'-bishydroxypropylnitrosamine;   2,2'-dihydroxy-di-n-propylnitrosoamine;   DHPN;   Formula=C6H14N2O3;   InChI=1S/C6H14N2O3/c1-5(9)3-8(7-11)4-6(2)10/h5-6,9-10H,3-4H2,1-2H3;   InChIKey=MNIGYIKCFSPQRJ-UHFFFAOYSA-N;   N,N-di-(2-hydroxypropyl)nitrosamine;   N-bis(2-hydroxypropyl)nitrosamine;   N-nitroso-N,N-di(2-hydroxypropyl)amine;   N-nitrosobis(2-hydroxypropyl)amine;   N-nitrosodiisopropanolamine;   SMILES=CC(CN(CC(C)O)N=O)O;   di(2-hydroxypropyl)nitrosamine;   diisopropanolnitrosamine
 xref: CAS:53609-64-6
 xref_mesh: MESH:C012457
 xref: PMID:15201437;   PMID:15223773;   PMID:22634710;   PMID:24377951;   PMID:25024166;   PMID:6533030;   PMID:6533034;   PMID:728889;   Reaxys:2245909



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N,N-bis(2-hydroxypropyl)nitrosamine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Aldh1a1 aldehyde dehydrogenase 1 family, member A1 increases expression EXP diisopropanolnitrosamine results in increased expression of ALDH1A1 protein CTD PMID:33211169 NCBI chr 1:218,000,470...218,152,962
Ensembl chr 1:218,042,127...218,152,961
JBrowse link
G Cd44 CD44 molecule increases expression EXP diisopropanolnitrosamine results in increased expression of CD44 protein CTD PMID:33211169 NCBI chr 3:89,155,850...89,244,615
Ensembl chr 3:89,157,058...89,244,620
JBrowse link
G Cp ceruloplasmin multiple interactions EXP [diisopropanolnitrosamine co-treated with Propylthiouracil] results in increased expression of CP protein CTD PMID:19497425 NCBI chr 2:102,439,433...102,498,075
Ensembl chr 2:102,439,624...102,498,075
JBrowse link
G Creb1 cAMP responsive element binding protein 1 multiple interactions EXP [bisphenol A co-treated with Diethylhexyl Phthalate] promotes the reaction [[Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased phosphorylation of CREB1 protein]; [bisphenol A co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased phosphorylation of CREB1 protein; [Diethylhexyl Phthalate co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased phosphorylation of CREB1 protein; [Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased phosphorylation of CREB1 protein CTD PMID:34186418 NCBI chr 9:65,903,511...65,972,562
Ensembl chr 9:65,903,547...65,970,816
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions EXP [bisphenol A co-treated with Diethylhexyl Phthalate] promotes the reaction [[Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of ESR1 mRNA]; [bisphenol A co-treated with Diethylhexyl Phthalate] promotes the reaction [[Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of ESR1 protein]; [bisphenol A co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of ESR1 mRNA; [bisphenol A co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of ESR1 protein; [bisphenol A co-treated with diisopropanolnitrosamine co-treated with Potassium Iodide] results in increased expression of ESR1 protein; [bisphenol A co-treated with diisopropanolnitrosamine] results in increased expression of ESR1 protein; [Diethylhexyl Phthalate co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of ESR1 mRNA; [Diethylhexyl Phthalate co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of ESR1 protein; [Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of ESR1 mRNA; [Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of ESR1 protein; [Potassium Iodide co-treated with diisopropanolnitrosamine] results in increased expression of ESR1 protein CTD PMID:29050248 PMID:34186418 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
JBrowse link
G H2ax H2A.X variant histone increases phosphorylation EXP diisopropanolnitrosamine results in increased phosphorylation of H2AX protein CTD PMID:33211169 NCBI chr 8:44,671,907...44,673,262
Ensembl chr 8:44,671,786...44,673,239
JBrowse link
G Hdac6 histone deacetylase 6 multiple interactions EXP [bisphenol A co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of HDAC6 mRNA; [bisphenol A co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of HDAC6 protein; [Diethylhexyl Phthalate co-treated with bisphenol A co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of HDAC6 mRNA; [Diethylhexyl Phthalate co-treated with bisphenol A co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of HDAC6 protein; [Diethylhexyl Phthalate co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of HDAC6 mRNA; [Diethylhexyl Phthalate co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of HDAC6 protein CTD PMID:34186418 NCBI chr  X:14,550,645...14,572,445
Ensembl chr  X:14,551,044...14,572,441
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 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
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 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566
JBrowse link
G Kras KRAS proto-oncogene, GTPase increases mutagenesis EXP diisopropanolnitrosamine results in increased mutagenesis of KRAS gene CTD PMID:18271921 NCBI chr 4:178,185,418...178,218,484 JBrowse link
G Krt14 keratin 14 increases expression EXP diisopropanolnitrosamine results in increased expression of KRT14 protein CTD PMID:33211169 NCBI chr10:85,137,786...85,142,054
Ensembl chr10:85,066,802...85,171,799
JBrowse link
G Mki67 marker of proliferation Ki-67 multiple interactions EXP [diisopropanolnitrosamine co-treated with Propylthiouracil] results in increased expression of MKI67 protein; [Sulfadimethoxine co-treated with diisopropanolnitrosamine] results in increased expression of MKI67 protein; Copper deficiency inhibits the reaction [[diisopropanolnitrosamine co-treated with Propylthiouracil] results in increased expression of MKI67 protein]; Copper inhibits the reaction [[diisopropanolnitrosamine co-treated with Propylthiouracil] results in increased expression of MKI67 protein]; Indomethacin inhibits the reaction [[Sulfadimethoxine co-treated with diisopropanolnitrosamine] results in increased expression of MKI67 protein]; nimesulide inhibits the reaction [[Sulfadimethoxine co-treated with diisopropanolnitrosamine] results in increased expression of MKI67 protein] CTD PMID:19497425 PMID:22387750 NCBI chr 1:190,496,319...190,522,983
Ensembl chr 1:190,496,319...190,522,762
JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor multiple interactions EXP [bisphenol A co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of MYC mRNA; [bisphenol A co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of MYC protein; [Diethylhexyl Phthalate co-treated with bisphenol A co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of MYC mRNA; [Diethylhexyl Phthalate co-treated with bisphenol A co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of MYC protein; [Diethylhexyl Phthalate co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of MYC mRNA; [Diethylhexyl Phthalate co-treated with Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of MYC protein; [Diethylnitrosamine co-treated with Methylnitrosourea co-treated with diisopropanolnitrosamine] results in increased expression of MYC protein CTD PMID:34186418 NCBI chr 7:93,593,705...93,598,633
Ensembl chr 7:93,593,705...93,598,630
JBrowse link
G Pcna proliferating cell nuclear antigen multiple interactions EXP [Potassium Iodide co-treated with diisopropanolnitrosamine] results in increased expression of PCNA protein CTD PMID:29050248 NCBI chr 3:119,499,039...119,502,911
Ensembl chr 3:119,498,810...119,502,995
JBrowse link
G Tshb thyroid stimulating hormone subunit beta multiple interactions EXP [diisopropanolnitrosamine co-treated with Potassium Iodide] results in increased expression of TSHB protein CTD PMID:29050248 NCBI chr 2:190,224,676...190,229,559
Ensembl chr 2:190,224,676...190,229,559
JBrowse link

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    role 19784
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        aetiopathogenetic role 19166
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            N,N-bis(2-hydroxypropyl)nitrosamine 15
              N-nitrobis(2-hydroxypropyl)amine 0
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  CHEBI ontology 19808
    subatomic particle 19806
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                                polyol 11684
                                  diol 3915
                                    N,N-bis(2-hydroxypropyl)nitrosamine 15
                                      N-nitrobis(2-hydroxypropyl)amine 0
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