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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 chr10:549,537...672,235
Ensembl chr10:549,883...672,196
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 3:120,726,906...120,764,192
Ensembl chr 3:120,726,906...120,764,192
JBrowse link
G Casp1 caspase 1 increases response to substance ISO CASP1 results in increased susceptibility to Nimustine CTD PMID:9491796 NCBI chr 8:2,605,743...2,614,637
Ensembl chr 8:2,604,962...2,614,631
JBrowse link
G Casp3 caspase 3 increases cleavage ISO Nimustine results in increased cleavage of CASP3 protein CTD PMID:26418950 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 increases cleavage ISO Nimustine results in increased cleavage of CASP8 protein CTD PMID:26418950 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
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 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
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 8:39,181,162...39,201,588
Ensembl chr 8:39,181,163...39,243,882
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 3:80,030,437...80,052,984
Ensembl chr 3:80,030,437...80,052,953
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 chr10:2,010,140...2,037,953
Ensembl chr10:2,010,648...2,037,891
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 chr13:79,696,811...79,717,581
Ensembl chr13:79,698,445...79,705,705
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 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
JBrowse link
G Fosl1 FOS like 1, AP-1 transcription factor subunit multiple interactions
increases expression
affects response to substance
ISO FOSL1 protein affects the reaction [Nimustine results in increased phosphorylation of CHEK1 protein]
Nimustine results in increased expression of FOSL1 mRNA; Nimustine results in increased expression of FOSL1 protein
FOSL1 protein affects the susceptibility to Nimustine
CTD PMID:22609303 NCBI chr 1:220,826,560...220,835,066
Ensembl chr 1:220,826,560...220,835,066
JBrowse link
G Fxn frataxin increases expression ISO Nimustine results in increased expression of FXN protein CTD PMID:23418481 NCBI chr 1:242,123,975...242,152,834
Ensembl chr 1:242,123,975...242,152,834
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 8:85,059,051...85,097,471
Ensembl chr 8:85,059,051...85,097,468
JBrowse link
G H2ax H2A.X variant histone increases phosphorylation ISO Nimustine results in increased phosphorylation of H2AX protein CTD PMID:26418950 NCBI chr 8:48,665,652...48,666,981
Ensembl chr 8:48,665,652...48,666,981
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 5:114,011,184...114,014,277
Ensembl chr 5:114,011,189...114,014,277
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO Nimustine results in increased phosphorylation of MAPK1 protein CTD PMID:26418950 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
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 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mgmt O-6-methylguanine-DNA methyltransferase decreases response to substance
increases expression
multiple interactions
increases response to substance
ISO MGMT protein results in decreased susceptibility to Nimustine
Nimustine results in increased expression of MGMT mRNA
[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]
MGMT gene mutant form results in increased susceptibility to Nimustine
CTD PMID:11023546, PMID:12014639, PMID:15481722, PMID:15809756, PMID:29164620 NCBI chr 1:209,237,255...209,464,189
Ensembl chr 1:209,237,233...209,464,190
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 7:144,014,173...144,044,635
Ensembl chr 7:144,014,173...144,044,629
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 chr20:3,979,302...3,989,669
Ensembl chr20:3,979,035...3,989,669
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 chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
JBrowse link
G Trex1 three prime repair exonuclease 1 multiple interactions
affects response to substance
increases expression
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]
TREX1 affects the susceptibility to Nimustine
Nimustine results in increased expression of TREX1 mRNA; Nimustine results in increased expression of TREX1 protein
CTD PMID:23578789 NCBI chr 8:117,796,127...117,797,427
Ensembl chr 8:117,796,128...117,797,427
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 4:123,134,457...123,161,985
Ensembl chr 4:123,134,457...123,161,985
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        pharmaceutical 19272
          drug 19272
            antineoplastic agent 16982
              nimustine 24
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic group 18493
                              organic divalent group 18486
                                organodiyl group 18486
                                  carbonyl group 18389
                                    carbonyl compound 18389
                                      carboxylic acid 18060
                                        carboacyl group 17346
                                          univalent carboacyl group 17346
                                            carbamoyl group 17132
                                              carboxamide 17132
                                                monocarboxylic acid amide 14551
                                                  urea 4984
                                                    ureas 4982
                                                      N-nitrosoureas 1927
                                                        nimustine 24
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