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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:nimustine
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Accession:CHEBI:75270 term browser browse the term
Definition:An organochlorine compound that is urea in which the two hydrogens on one of the amino groups are replaced by nitroso and 2-chloroethyl groups and one hydrogen from the other amino group is replaced by a 4-amino-2-methylpyrimidin-5-ylmethyl] group. An antineoplastic agent especially effective against malignant brain tumors.
Synonyms:exact_synonym: 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-1-(2-chloroethyl)-1-nitrosourea
 related_synonym: 1-(4-Amino-2-methyl-5-pyrimidinyl)methyl-3-(2-chloroethyl)-3-nitrosourea;   3-(4-Amino-2-methyl-5-pyrimidinyl)methyl-1-(2-chloroethyl)-1-nitrosourea;   Formula=C9H13ClN6O2;   InChI=1S/C9H13ClN6O2/c1-6-12-4-7(8(11)14-6)5-13-9(17)16(15-18)3-2-10/h4H,2-3,5H2,1H3,(H,13,17)(H2,11,12,14);   InChIKey=VFEDRRNHLBGPNN-UHFFFAOYSA-N;   SMILES=Cc1ncc(CNC(=O)N(CCCl)N=O)c(N)n1;   nimustina;   nimustinum
 xref: Beilstein:685903;   CAS:42471-28-3;   Drug_Central:3384;   KEGG:D08276
 xref_mesh: MESH:D015376
 xref: PMID:21420247;   PMID:23106822;   PMID:23228988;   PMID:23578789;   PMID:23651604;   PMID:23912878;   Reaxys:685903;   Wikipedia:Nimustine
 cyclic_relationship: is_conjugate_base_of CHEBI:75271


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nimustine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc1 ATP binding cassette subfamily C member 1 increases expression
multiple interactions		 ISO Nimustine results in increased expression of ABCC1 mRNA; Nimustine results in increased expression of ABCC1 protein
[Nimustine results in increased expression of ABCC1 protein] which results in increased transport of Leukotriene C4		 CTD PMID:9393752 NCBI chr10:528,961...655,179
Ensembl chr10:531,812...655,114 		JBrowse link
G Bcl2l11 Bcl2-like 11 multiple interactions
increases expression		 ISO BCL2L11 mutant form inhibits the reaction [Nimustine results in increased cleavage of CASP9 protein]; pyrazolanthrone inhibits the reaction [Nimustine results in increased expression of BCL2L11 mRNA]
Nimustine results in increased expression of BCL2L11 mRNA; Nimustine results in increased expression of BCL2L11 protein		 CTD PMID:26418950 NCBI chr 3:115,366,783...115,404,068
Ensembl chr 3:115,366,646...115,404,068 		JBrowse link
G Casp1 caspase 1 increases response to substance ISO CASP1 results in increased susceptibility to Nimustine CTD PMID:9491796 NCBI chr 8:2,587,812...2,597,403
Ensembl chr 8:2,587,831...2,597,383 		JBrowse link
G Casp3 caspase 3 increases cleavage ISO Nimustine results in increased cleavage of CASP3 protein CTD PMID:26418950 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp8 caspase 8 increases cleavage ISO Nimustine results in increased cleavage of CASP8 protein CTD PMID:26418950 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542 		JBrowse link
G Casp9 caspase 9 multiple interactions
increases cleavage		 ISO BCL2L11 mutant form inhibits the reaction [Nimustine results in increased cleavage of CASP9 protein] CTD PMID:26418950 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Chek1 checkpoint kinase 1 multiple interactions
increases phosphorylation		 ISO FOSL1 protein affects the reaction [Nimustine results in increased phosphorylation of CHEK1 protein] CTD PMID:22609303 NCBI chr 8:36,420,565...36,443,477
Ensembl chr 8:36,420,569...36,441,009 		JBrowse link
G Ddb2 damage specific DNA binding protein 2 multiple interactions ISO TP53 affects the reaction [Nimustine results in increased expression of DDB2 mRNA] CTD PMID:18089819 NCBI chr 3:77,185,114...77,207,650
Ensembl chr 3:77,185,109...77,207,631 		JBrowse link
G Ercc4 ERCC excision repair 4, endonuclease catalytic subunit decreases response to substance ISO ERCC4 protein results in decreased susceptibility to Nimustine CTD PMID:26418950 NCBI chr10:2,416,259...2,448,364
Ensembl chr10:2,419,038...2,448,369 		JBrowse link
G Faslg Fas ligand increases expression
multiple interactions		 ISO Nimustine results in increased expression of FASLG mRNA
pyrazolanthrone inhibits the reaction [Nimustine results in increased expression of FASLG mRNA]		 CTD PMID:26418950 NCBI chr13:74,151,519...74,172,760
Ensembl chr13:74,154,954...74,162,215 		JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions
decreases response to substance		 ISO FOS mutant form inhibits the reaction [Nimustine results in increased expression of TREX1 mRNA]
FOS protein results in decreased susceptibility to Nimustine		 CTD PMID:23578789 PMID:26418950 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036 		JBrowse link
G Fosl1 FOS like 1, AP-1 transcription factor subunit multiple interactions
affects response to substance
increases expression		 ISO FOSL1 protein affects the reaction [Nimustine results in increased phosphorylation of CHEK1 protein]
FOSL1 protein affects the susceptibility to Nimustine
Nimustine results in increased expression of FOSL1 mRNA; Nimustine results in increased expression of FOSL1 protein		 CTD PMID:22609303 NCBI chr 1:202,754,549...202,763,057
Ensembl chr 1:202,754,529...202,764,930 		JBrowse link
G Fxn frataxin increases expression ISO Nimustine results in increased expression of FXN protein CTD PMID:23418481 NCBI chr 1:221,874,007...221,897,543
Ensembl chr 1:221,872,420...221,897,540 		JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit increases expression ISO Nimustine results in increased expression of GCLC mRNA CTD PMID:9393752 NCBI chr 8:78,629,899...78,668,547
Ensembl chr 8:78,630,127...78,668,544 		JBrowse link
G H2ax H2A.X variant histone increases phosphorylation ISO Nimustine results in increased phosphorylation of H2AX protein CTD PMID:26418950 NCBI chr 8:44,671,907...44,673,262
Ensembl chr 8:44,671,786...44,673,239 		JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit multiple interactions
increases phosphorylation		 ISO JUN mutant form inhibits the reaction [Nimustine results in increased expression of TREX1 mRNA]; Nimustine promotes the reaction [JUN protein binds to TREX1 promoter]
Nimustine results in increased phosphorylation of JUN protein		 CTD PMID:23578789 PMID:26418950 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO Nimustine results in increased phosphorylation of MAPK1 protein CTD PMID:26418950 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases phosphorylation ISO Nimustine results in increased phosphorylation of MAPK3 protein CTD PMID:26418950 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mgmt O-6-methylguanine-DNA methyltransferase decreases response to substance
increases response to substance
multiple interactions
increases expression		 ISO MGMT protein results in decreased susceptibility to Nimustine
MGMT gene mutant form results in increased susceptibility to Nimustine
[Nimustine co-treated with Dexamethasone] results in increased expression of MGMT mRNA; [O(6)-benzylguanine results in decreased activity of MGMT protein] which results in increased susceptibility to Nimustine; [SP1 protein results in decreased susceptibility to Nimustine] which affects the expression of MGMT protein; Dexamethasone promotes the reaction [MGMT protein results in decreased susceptibility to Nimustine]
Nimustine results in increased expression of MGMT mRNA		 CTD PMID:11023546 PMID:12014639 PMID:15481722 PMID:15809756 PMID:29164620 NCBI chr 1:191,710,980...191,937,760
Ensembl chr 1:191,710,930...191,937,756 		JBrowse link
G Sp1 Sp1 transcription factor multiple interactions
decreases response to substance		 ISO [SP1 protein results in decreased susceptibility to Nimustine] which affects the expression of MGMT protein CTD PMID:29164620 NCBI chr 7:133,541,302...133,571,961
Ensembl chr 7:133,541,491...133,571,961 		JBrowse link
G Tap1 transporter 1, ATP binding cassette subfamily B member affects response to substance ISO TAP1 protein affects the susceptibility to Nimustine CTD PMID:17523305 NCBI chr20:4,656,262...4,666,634
Ensembl chr20:4,656,263...4,666,901 		JBrowse link
G Tp53 tumor protein p53 multiple interactions
affects response to substance		 ISO TP53 affects the reaction [Nimustine results in increased expression of DDB2 mRNA]; TP53 affects the reaction [Nimustine results in increased expression of XPC mRNA]
TP53 protein affects the susceptibility to Nimustine		 CTD PMID:15182437 PMID:18089819 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
G Trex1 three prime repair exonuclease 1 multiple interactions
increases expression
affects response to substance		 ISO FOS mutant form inhibits the reaction [Nimustine results in increased expression of TREX1 mRNA]; JUN mutant form inhibits the reaction [Nimustine results in increased expression of TREX1 mRNA]; Nimustine promotes the reaction [JUN protein binds to TREX1 promoter]
Nimustine results in increased expression of TREX1 mRNA; Nimustine results in increased expression of TREX1 protein
TREX1 affects the susceptibility to Nimustine		 CTD PMID:23578789 NCBI chr 8:109,706,613...109,707,913
Ensembl chr 8:109,706,613...109,708,796 		JBrowse link
G Xpc XPC complex subunit, DNA damage recognition and repair factor increases expression
multiple interactions		 ISO Nimustine results in increased expression of XPC mRNA
TP53 affects the reaction [Nimustine results in increased expression of XPC mRNA]		 CTD PMID:18089819 NCBI chr 4:123,993,670...124,020,922
Ensembl chr 4:123,993,666...124,021,010 		JBrowse link
Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 19811
    role 19818
      application 19630
        pharmaceutical 19503
          drug 19471
            antineoplastic agent 17769
              nimustine 24
Path 2
Term Annotations click to browse term
  CHEBI ontology 19811
    subatomic particle 19809
      composite particle 19809
        hadron 19840
          baryon 19809
            nucleon 19809
              atomic nucleus 19809
                atom 19809
                  main group element atom 19759
                    p-block element atom 19759
                      carbon group element atom 19708
                        carbon atom 19734
                          organic molecular entity 19705
                            heteroorganic entity 19459
                              organochalcogen compound 19222
                                organooxygen compound 19137
                                  carbon oxoacid 18597
                                    carboxylic acid 18594
                                      carboacyl group 17675
                                        univalent carboacyl group 17675
                                          carbamoyl group 17524
                                            carboxamide 17547
                                              monocarboxylic acid amide 15660
                                                urea 5570
                                                  ureas 5568
                                                    N-nitrosoureas 2114
                                                      nimustine 24
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