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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 5:67,678,267...67,801,162
Ensembl chr 5:67,681,297...67,801,170
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 chr10:69,014,261...69,276,453
Ensembl chr10:69,014,170...69,276,457
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 More... NCBI chr12:19,407,359...19,413,713
Ensembl chr12:19,407,360...19,413,651
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 chr11:77,721,912...77,735,644
Ensembl chr11:77,721,912...77,735,564
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 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Aifm1 apoptosis inducing factor, mitochondria associated 1 multiple interactions
decreases expression
ISO Monocrotophos promotes the reaction [AIFM1 protein binds to NFE2L2 protein]
Monocrotophos results in decreased expression of AIFM1 protein
CTD PMID:33078895 NCBI chr  X:127,650,223...127,689,356
Ensembl chr  X:127,650,226...127,689,256
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 chr15:24,144,595...24,146,785
Ensembl chr15:24,144,362...24,146,785
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 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
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 1:77,013,281...77,022,509
Ensembl chr 1:77,014,543...77,022,509
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 chr13:22,689,783...22,853,920 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 chr15:28,346,449...28,361,627
Ensembl chr15:28,356,807...28,361,624
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 chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Cat catalase decreases activity EXP Monocrotophos results in decreased activity of CAT protein CTD PMID:22751200 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
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 chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
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 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
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 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
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 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
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 1:81,594,534...81,608,567
Ensembl chr 1:81,594,555...81,608,566
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 1:81,652,762...81,732,153
Ensembl chr 1:81,652,787...81,732,143
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 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases activity
multiple interactions
increases expression
ISO Monocrotophos results in increased activity of CYP3A4 protein
[Monocrotophos co-treated with Cimetidine] results in increased expression of CYP3A4 protein; [Rifampin co-treated with Monocrotophos] results in increased activity of CYP3A4 protein; [Rifampin co-treated with Monocrotophos] results in increased expression of CYP3A4 mRNA; [Rifampin co-treated with Monocrotophos] results in increased expression of CYP3A4 protein
Monocrotophos results in increased expression of CYP3A4 mRNA; Monocrotophos results in increased expression of CYP3A4 protein
CTD PMID:22733800 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
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 5:19,376,979...19,386,676
Ensembl chr 5:19,376,974...19,386,688
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 chr10:106,072,093...106,090,259
Ensembl chr10:106,072,091...106,090,261
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 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
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:152,201,081...152,220,863
Ensembl chr  X:152,201,098...152,220,801
JBrowse link
G Gck glucokinase increases activity EXP Monocrotophos results in increased activity of GCK protein CTD PMID:32267039 NCBI chr14:80,785,060...80,829,842
Ensembl chr14:80,785,060...80,826,995
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 chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
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 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226
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 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703
JBrowse link
G Il2 interleukin 2 decreases response to substance ISO Monocrotophos results in decreased susceptibility to IL2 protein CTD PMID:8349949 NCBI chr 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566
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 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656
JBrowse link
G Ldlr low density lipoprotein receptor increases expression EXP Monocrotophos results in increased expression of LDLR mRNA CTD PMID:32267039 NCBI chr 8:20,270,020...20,292,981
Ensembl chr 8:20,270,041...20,294,580
JBrowse link
G Lig3 DNA ligase 3 increases expression ISO Monocrotophos results in increased expression of LIG3 mRNA CTD PMID:28887667 NCBI chr10:67,717,796...67,741,141
Ensembl chr10:67,717,812...67,798,414
JBrowse link
G Lpin1 lipin 1 increases activity EXP Monocrotophos results in increased activity of LPIN1 protein CTD PMID:32267039 NCBI chr 6:39,309,198...39,417,034
Ensembl chr 6:39,312,748...39,417,097
JBrowse link
G Lpl lipoprotein lipase increases expression EXP Monocrotophos results in increased expression of LPL mRNA CTD PMID:32267039 NCBI chr16:20,830,055...20,853,855
Ensembl chr16:20,829,465...20,855,249
JBrowse link
G Maoa monoamine oxidase A decreases activity EXP Monocrotophos results in decreased activity of MAOA protein CTD PMID:12018584 NCBI chr  X:6,032,172...6,098,308
Ensembl chr  X:6,030,795...6,099,593
JBrowse link
G Maob monoamine oxidase B decreases activity EXP Monocrotophos results in decreased activity of MAOB protein CTD PMID:12018584 NCBI chr  X:5,907,327...6,010,996
Ensembl chr  X:5,907,266...6,011,003
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 2:183,219,137...183,235,676
Ensembl chr 2:183,219,220...183,222,303
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 increases expression
multiple interactions
ISO Monocrotophos results in increased expression of NFE2L2 protein
Monocrotophos promotes the reaction [AIFM1 protein binds to NFE2L2 protein]
CTD PMID:28887667 PMID:33078895 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
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 chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
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 chr13:83,632,940...83,638,193
Ensembl chr13:83,632,899...83,637,906
JBrowse link
G Ogg1 8-oxoguanine DNA glycosylase decreases expression ISO Monocrotophos results in decreased expression of OGG1 mRNA CTD PMID:28887667 NCBI chr 4:146,474,701...146,481,959
Ensembl chr 4:146,474,750...146,484,766
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 chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
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 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346
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 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
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 chr12:31,296,143...31,362,649
Ensembl chr12:31,296,156...31,362,647
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 chr10:45,007,637...45,029,650
Ensembl chr10:45,007,637...45,029,650
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 7:113,663,202...113,720,850
Ensembl chr 7:113,663,202...113,720,848
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 1:198,071,500...198,078,832
Ensembl chr 1:198,071,503...198,109,767
JBrowse link
G Tnf tumor necrosis factor increases expression EXP Monocrotophos results in increased expression of TNF protein CTD PMID:32267039 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
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 chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link

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  CHEBI ontology 19812
    role 19761
      application 19471
        agrochemical 15039
          monocrotophos 52
Path 2
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  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      chalcogen 19460
                        oxygen atom 19436
                          oxygen molecular entity 19436
                            hydroxides 19175
                              oxoacid 18488
                                pnictogen oxoacid 10688
                                  phosphorus oxoacid 9669
                                    phosphoric acids 8466
                                      phosphoric acid 8466
                                        phosphoric acid derivative 8171
                                          phosphate 8170
                                            organic phosphate 8169
                                              alkyl phosphate 4119
                                                dialkyl phosphate 3437
                                                  monocrotophos 52
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