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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:monocrotophos
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Accession:CHEBI:38728 term browser browse the term
Definition:An alkenyl phosphate that is the 4-(methylamino)-4-oxobut-2-en-2-yl ester of dimethyl phosphate.
Synonyms:exact_synonym: dimethyl (1E)-1-methyl-3-(methylamino)-3-oxoprop-1-en-1-yl phosphate
 related_synonym: (E)-monocrotophos;   Azodrin;   Dimethyl (E)-1-methyl-2-(methylcarbamoyl)vinyl phosphate;   Dimethyl (E)-3-hydroxy-N-methylcrotonamide;   Formula=C7H14NO5P;   InChI=1S/C7H14NO5P/c1-6(5-7(9)8-2)13-14(10,11-3)12-4/h5H,1-4H3,(H,8,9)/b6-5+;   InChIKey=KRTSDMXIXPKRQR-AATRIKPKSA-N;   Phosphoric acid, dimethyl (E)-1-methyl-3-(methylamino)-3-oxo-1-propenyl ester;   SMILES=CNC(=O)\\C=C(/C)OP(=O)(OC)OC
 xref: Beilstein:2331934;   CAS:6923-22-4;   HMDB:HMDB0031805;   KEGG:C18663
 xref_mesh: MESH:D008999
 xref: PMID:23010531;   PMID:23228476;   PMID:23948368;   PMID:24105069;   PMID:24440807;   PPDB:1111;   Reaxys:8415832;   Wikipedia:Monocrotophos


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monocrotophos term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abca1 ATP binding cassette subfamily A member 1 increases expression EXP Monocrotophos results in increased expression of ABCA1 mRNA CTD PMID:32267039 NCBI chr 5:69,857,717...69,983,042
Ensembl chr 5:69,857,771...69,983,015
JBrowse link
G Acaca acetyl-CoA carboxylase alpha increases expression
increases activity
EXP Monocrotophos results in increased expression of ACACA mRNA
Monocrotophos results in increased activity of ACACA protein
CTD PMID:32267039 NCBI chr10:71,519,392...71,719,910
Ensembl chr10:71,536,533...71,719,910
JBrowse link
G Ache acetylcholinesterase multiple interactions
decreases expression
decreases activity
ISO
EXP
asoxime chloride inhibits the reaction [Monocrotophos results in decreased activity of ACHE protein]; HLo 7 inhibits the reaction [Monocrotophos results in decreased activity of ACHE protein]; Obidoxime Chloride inhibits the reaction [Monocrotophos results in decreased activity of ACHE protein]; pralidoxime inhibits the reaction [Monocrotophos results in decreased activity of ACHE protein]
Monocrotophos results in decreased expression of ACHE mRNA
[Dichlorvos co-treated with Monocrotophos] results in increased activity of ACHE protein; [Monocrotophos co-treated with Dichlorvos] results in decreased activity of ACHE protein; [sodium arsenite co-treated with Dichlorvos co-treated with Monocrotophos] results in decreased activity of ACHE protein
CTD PMID:8783813, PMID:15679473, PMID:15793557, PMID:20026515, PMID:20728503, PMID:21349312, PMID:22285544, PMID:22903060 NCBI chr12:22,472,358...22,477,052
Ensembl chr12:22,472,358...22,478,753
JBrowse link
G Adipoq adiponectin, C1Q and collagen domain containing decreases expression EXP Monocrotophos results in decreased expression of ADIPOQ protein CTD PMID:32267039 NCBI chr11:81,330,845...81,344,488
Ensembl chr11:81,330,293...81,344,488
JBrowse link
G Ahr aryl hydrocarbon receptor affects expression
increases expression
multiple interactions
ISO Monocrotophos affects the expression of AHR protein
Monocrotophos results in increased expression of AHR mRNA
[Monocrotophos co-treated with Cimetidine] results in increased expression of AHR protein; [Rifampin co-treated with Monocrotophos] results in decreased expression of AHR mRNA; [Rifampin co-treated with Monocrotophos] results in increased expression of AHR protein
CTD PMID:22733800 NCBI chr 6:54,963,990...55,001,806
Ensembl chr 6:54,963,990...55,001,464
JBrowse link
G Apex1 apurinic/apyrimidinic endodeoxyribonuclease 1 multiple interactions
increases expression
ISO Monocrotophos results in increased expression of and affects the localization of APEX1 protein
Monocrotophos results in increased expression of APEX1 mRNA
CTD PMID:28887667 NCBI chr15:27,849,943...27,852,083
Ensembl chr15:27,849,979...27,852,082
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions
increases expression
EXP Monocrotophos results in increased expression of and affects the localization of BAX protein; resveratrol inhibits the reaction [Monocrotophos results in increased expression of BAX mRNA]; resveratrol inhibits the reaction [Monocrotophos results in increased expression of BAX protein]
Monocrotophos results in increased expression of BAX mRNA; Monocrotophos results in increased expression of BAX protein
CTD PMID:20957986, PMID:21445290, PMID:23833438 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bbc3 Bcl-2 binding component 3 increases expression EXP Monocrotophos results in increased expression of BBC3 mRNA CTD PMID:20957986 NCBI chr 1:78,261,491...78,267,802 JBrowse link
G Bcl2 BCL2, apoptosis regulator increases expression
multiple interactions
decreases expression
EXP Monocrotophos results in increased expression of BCL2 mRNA; Monocrotophos results in increased expression of BCL2 protein
resveratrol inhibits the reaction [Monocrotophos results in decreased expression of BCL2 mRNA]; resveratrol inhibits the reaction [Monocrotophos results in decreased expression of BCL2 protein]
Monocrotophos results in decreased expression of BCL2 mRNA; Monocrotophos results in decreased expression of BCL2 protein
CTD PMID:20957986, PMID:21445290, PMID:23833438 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Bcl2l2 Bcl2-like 2 decreases expression EXP Monocrotophos results in decreased expression of BCL2L2 mRNA; Monocrotophos results in decreased expression of BCL2L2 protein CTD PMID:20957986, PMID:21445290 NCBI chr15:33,543,774...33,549,165
Ensembl chr15:33,544,312...33,549,164
JBrowse link
G Casp3 caspase 3 increases expression
multiple interactions
EXP Monocrotophos results in increased expression of CASP3 mRNA; Monocrotophos results in increased expression of CASP3 protein; Monocrotophos results in increased expression of CASP3 protein modified form
resveratrol inhibits the reaction [Monocrotophos results in increased expression of CASP3 mRNA]; resveratrol inhibits the reaction [Monocrotophos results in increased expression of CASP3 protein]
CTD PMID:20957986, PMID:21445290, PMID:23833438 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp9 caspase 9 increases expression EXP Monocrotophos results in increased expression of CASP9 mRNA; Monocrotophos results in increased expression of CASP9 protein; Monocrotophos results in increased expression of CASP9 protein modified form CTD PMID:20957986, PMID:21445290 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Cat catalase decreases activity EXP Monocrotophos results in decreased activity of CAT protein CTD PMID:22751200 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression EXP Monocrotophos results in increased expression of CDKN1A mRNA; Monocrotophos results in increased expression of CDKN1A protein CTD PMID:20957986, PMID:21445290 NCBI chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864
JBrowse link
G Cycs cytochrome c, somatic multiple interactions EXP Monocrotophos results in increased expression of and affects the localization of CYCS protein CTD PMID:20957986 NCBI chr 4:80,331,226...80,333,326
Ensembl chr 4:80,331,227...80,333,326
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases expression
multiple interactions
increases activity
EXP
ISO
Monocrotophos results in increased expression of CYP1A1 protein
[Monocrotophos co-treated with Cimetidine] results in increased expression of CYP1A1 protein; [Rifampin co-treated with Monocrotophos] results in increased activity of CYP1A1 protein; [Rifampin co-treated with Monocrotophos] results in increased expression of CYP1A1 mRNA; [Rifampin co-treated with Monocrotophos] results in increased expression of CYP1A1 protein
Monocrotophos results in increased expression of CYP1A1 mRNA; Monocrotophos results in increased expression of CYP1A1 protein
Monocrotophos results in increased activity of CYP1A1 protein
CTD PMID:21445290, PMID:22733800 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases expression EXP Monocrotophos results in increased expression of CYP1A2 protein CTD PMID:21445290 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Cyp2b2 cytochrome P450, family 2, subfamily b, polypeptide 2 increases expression EXP Monocrotophos results in increased expression of CYP2B2 protein CTD PMID:21445290 NCBI chr 1:83,103,925...83,119,578
Ensembl chr 1:83,103,925...83,119,193
JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 increases activity
multiple interactions
increases expression
ISO Monocrotophos results in increased activity of CYP2B6 protein
[Monocrotophos co-treated with Cimetidine] results in increased expression of CYP2B6 protein; [Rifampin co-treated with Monocrotophos] results in increased activity of CYP2B6 protein; [Rifampin co-treated with Monocrotophos] results in increased expression of CYP2B6 mRNA; [Rifampin co-treated with Monocrotophos] results in increased expression of CYP2B6 protein
Monocrotophos results in increased expression of CYP2B6 mRNA; Monocrotophos results in increased expression of CYP2B6 protein
CTD PMID:22733800 NCBI chr 1:83,163,103...83,236,615
Ensembl chr 1:83,163,079...83,236,615
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 increases expression
multiple interactions
increases activity
EXP
ISO
Monocrotophos results in increased expression of CYP2E1 protein
[Monocrotophos co-treated with Cimetidine] results in increased expression of CYP2E1 protein; [Rifampin co-treated with Monocrotophos] results in increased activity of CYP2E1 protein; [Rifampin co-treated with Monocrotophos] results in increased expression of CYP2E1 mRNA; [Rifampin co-treated with Monocrotophos] results in increased expression of CYP2E1 protein
Monocrotophos results in increased expression of CYP2E1 mRNA; Monocrotophos results in increased expression of CYP2E1 protein
Monocrotophos results in increased activity of CYP2E1 protein
CTD PMID:21445290, PMID:22733800 NCBI chr 1:213,511,892...213,522,195
Ensembl chr 1:213,511,874...213,535,542
JBrowse link
G Cyp7a1 cytochrome P450 family 7 subfamily A member 1 increases expression EXP Monocrotophos results in increased expression of CYP7A1 mRNA CTD PMID:32267039 NCBI chr 5:19,358,734...19,368,431
Ensembl chr 5:19,358,734...19,368,431
JBrowse link
G Fasn fatty acid synthase increases activity
increases expression
EXP Monocrotophos results in increased activity of FASN protein
Monocrotophos results in increased expression of FASN mRNA
CTD PMID:32267039 NCBI chr10:109,987,735...110,005,901
Ensembl chr10:109,987,735...110,005,901
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression EXP Monocrotophos results in increased expression of FOS protein CTD PMID:20957986, PMID:21445290 NCBI chr 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
JBrowse link
G G6pd glucose-6-phosphate dehydrogenase affects activity
increases activity
multiple interactions
EXP Monocrotophos affects the activity of G6PD protein
Monocrotophos results in increased activity of G6PD protein
[Monocrotophos co-treated with quinalphos] affects the activity of G6PD protein
CTD PMID:24248738, PMID:32267039 NCBI chr  X:156,274,800...156,293,935
Ensembl chr  X:156,274,800...156,293,926
JBrowse link
G Gck glucokinase increases activity EXP Monocrotophos results in increased activity of GCK protein CTD PMID:32267039 NCBI chr14:86,149,146...86,191,589
Ensembl chr14:86,148,928...86,190,659
JBrowse link
G Gsr glutathione-disulfide reductase decreases activity
multiple interactions
affects activity
EXP Monocrotophos results in decreased activity of GSR protein
[Monocrotophos co-treated with quinalphos] affects the activity of GSR protein
Monocrotophos affects the activity of GSR protein
CTD PMID:22751200, PMID:24248738 NCBI chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
JBrowse link
G Gstp1 glutathione S-transferase pi 1 increases expression
multiple interactions
EXP
ISO
Monocrotophos results in increased expression of GSTP1 mRNA; Monocrotophos results in increased expression of GSTP1 protein
[Monocrotophos co-treated with Cimetidine] results in increased expression of GSTP1 protein; [Rifampin co-treated with Monocrotophos] results in increased expression of GSTP1 mRNA; [Rifampin co-treated with Monocrotophos] results in increased expression of GSTP1 protein
CTD PMID:21445290, PMID:22733800 NCBI chr 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147
JBrowse link
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase increases expression EXP Monocrotophos results in increased expression of HMGCR mRNA CTD PMID:32267039 NCBI chr 2:27,480,224...27,500,654
Ensembl chr 2:27,480,226...27,500,654
JBrowse link
G Il2 interleukin 2 decreases response to substance ISO Monocrotophos results in decreased susceptibility to IL2 protein CTD PMID:8349949 NCBI chr 2:123,847,150...123,851,854
Ensembl chr 2:123,847,150...123,851,854
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit increases expression
multiple interactions
EXP
ISO
Monocrotophos results in increased expression of JUN protein
Monocrotophos results in increased expression of and results in increased phosphorylation of JUN protein
CTD PMID:20957986, PMID:21445290, PMID:28887667 NCBI chr 5:114,011,184...114,014,277
Ensembl chr 5:114,011,189...114,014,277
JBrowse link
G Ldlr low density lipoprotein receptor increases expression EXP Monocrotophos results in increased expression of LDLR mRNA CTD PMID:32267039 NCBI chr 8:22,750,425...22,773,305
Ensembl chr 8:22,750,336...22,774,903
JBrowse link
G Lig3 DNA ligase 3 increases expression ISO Monocrotophos results in increased expression of LIG3 mRNA CTD PMID:28887667 NCBI chr10:70,134,734...70,158,051
Ensembl chr10:70,134,729...70,158,055
JBrowse link
G Lpin1 lipin 1 increases activity EXP Monocrotophos results in increased activity of LPIN1 protein CTD PMID:32267039 NCBI chr 6:41,796,214...41,905,149
Ensembl chr 6:41,799,749...41,870,046
JBrowse link
G Lpl lipoprotein lipase increases expression EXP Monocrotophos results in increased expression of LPL mRNA CTD PMID:32267039 NCBI chr16:22,537,687...22,561,487
Ensembl chr16:22,537,056...22,561,496
JBrowse link
G Maoa monoamine oxidase A decreases activity EXP Monocrotophos results in decreased activity of MAOA protein CTD PMID:12018584 NCBI chr  X:6,554,698...6,620,722
Ensembl chr  X:6,554,698...6,620,722
JBrowse link
G Maob monoamine oxidase B decreases activity EXP Monocrotophos results in decreased activity of MAOB protein CTD PMID:12018584 NCBI chr  X:6,430,694...6,533,520
Ensembl chr  X:6,430,594...6,533,534
JBrowse link
G Mcl1 MCL1 apoptosis regulator, BCL2 family member decreases expression EXP Monocrotophos results in decreased expression of MCL1 mRNA; Monocrotophos results in decreased expression of MCL1 protein CTD PMID:20957986, PMID:21445290 NCBI chr 2:197,786,212...197,788,992 JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 increases expression ISO Monocrotophos results in increased expression of NFE2L2 protein CTD PMID:28887667 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 affects expression
multiple interactions
ISO Monocrotophos affects the expression of NR1I2 protein
[Monocrotophos co-treated with Cimetidine] results in increased expression of NR1I2 protein; [Rifampin co-treated with Monocrotophos] results in increased expression of NR1I2 protein
CTD PMID:22733800 NCBI chr11:65,022,100...65,058,546
Ensembl chr11:65,022,100...65,058,545
JBrowse link
G Nr1i3 nuclear receptor subfamily 1, group I, member 3 multiple interactions
increases expression
decreases expression
ISO [Monocrotophos co-treated with Cimetidine] results in increased expression of NR1I3 protein; [Rifampin co-treated with Monocrotophos] results in increased expression of NR1I3 mRNA; [Rifampin co-treated with Monocrotophos] results in increased expression of NR1I3 protein
Monocrotophos results in increased expression of NR1I3 mRNA; Monocrotophos results in increased expression of NR1I3 protein
Monocrotophos results in decreased expression of NR1I3 protein
CTD PMID:22733800 NCBI chr13:89,585,072...89,591,278
Ensembl chr13:89,586,283...89,591,277
JBrowse link
G Ogg1 8-oxoguanine DNA glycosylase decreases expression ISO Monocrotophos results in decreased expression of OGG1 mRNA CTD PMID:28887667 NCBI chr 4:145,282,828...145,289,367
Ensembl chr 4:145,282,797...145,289,326
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases expression ISO Monocrotophos results in increased expression of PARP1 mRNA; Monocrotophos results in increased expression of PARP1 protein CTD PMID:28887667 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Ppara peroxisome proliferator activated receptor alpha decreases expression EXP Monocrotophos results in decreased expression of PPARA mRNA CTD PMID:32267039 NCBI chr 7:126,618,872...126,687,282
Ensembl chr 7:126,619,196...126,681,752
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma increases expression EXP Monocrotophos results in increased expression of PPARG mRNA CTD PMID:32267039 NCBI chr 4:147,274,055...147,399,383
Ensembl chr 4:147,274,107...147,399,380
JBrowse link
G Scarb1 scavenger receptor class B, member 1 increases expression EXP Monocrotophos results in increased expression of SCARB1 mRNA CTD PMID:32267039 NCBI chr12:36,694,952...36,761,445
Ensembl chr12:36,694,960...36,761,455
JBrowse link
G Srebf1 sterol regulatory element binding transcription factor 1 increases expression EXP Monocrotophos results in increased expression of SREBF1 mRNA CTD PMID:32267039 NCBI chr10:46,570,996...46,593,021
Ensembl chr10:46,570,996...46,593,009
JBrowse link
G Srebf2 sterol regulatory element binding transcription factor 2 increases expression EXP Monocrotophos results in increased expression of SREBF2 mRNA CTD PMID:32267039 NCBI chr 7:123,381,082...123,438,605
Ensembl chr 7:123,381,077...123,438,603
JBrowse link
G Th tyrosine hydroxylase multiple interactions
increases activity
EXP Mifepristone inhibits the reaction [Monocrotophos results in increased activity of TH protein] CTD PMID:22305719 NCBI chr 1:216,073,034...216,080,287
Ensembl chr 1:216,073,031...216,080,287
JBrowse link
G Tnf tumor necrosis factor increases expression EXP Monocrotophos results in increased expression of TNF protein CTD PMID:32267039 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Tp53 tumor protein p53 increases expression EXP Monocrotophos results in increased expression of TP53 mRNA; Monocrotophos results in increased expression of TP53 protein; Monocrotophos results in increased expression of TRP53 mRNA; Monocrotophos results in increased expression of TRP53 protein CTD PMID:20957986, PMID:21445290 NCBI chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      application 19393
        agrochemical 14436
          monocrotophos 50
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      chalcogen 19362
                        oxygen atom 19323
                          oxygen molecular entity 19323
                            hydroxides 19068
                              oxoacid 18193
                                pnictogen oxoacid 10146
                                  phosphorus oxoacid 9033
                                    phosphoric acids 7795
                                      phosphoric acid 7795
                                        phosphoric acid derivative 7474
                                          phosphate 7474
                                            organic phosphate 7473
                                              alkyl phosphate 4088
                                                dialkyl phosphate 3423
                                                  monocrotophos 50
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.