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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 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 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
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 1:202,754,549...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...221,897,841
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 8:44,671,927...44,673,257
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 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 1:191,710,980...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
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 8:109,706,613...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

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  CHEBI ontology 19821
    role 19769
      application 19481
        pharmaceutical 19329
          drug 19329
            antineoplastic agent 17317
              nimustine 24
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  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        carboacyl group 17485
                                          univalent carboacyl group 17485
                                            carbamoyl group 17299
                                              carboxamide 17299
                                                monocarboxylic acid amide 15008
                                                  urea 5110
                                                    ureas 5108
                                                      N-nitrosoureas 2039
                                                        nimustine 24
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