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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:acrylonitrile
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Accession:CHEBI:28217 term browser browse the term
Definition:A nitrile that is hydrogen cyanide in which the hydrogen has been replaced by an ethenyl group.
Synonyms:related_synonym: 2-propenenitrile;   Acrylnitril;   Acrylsaeurenitril;   Formula=C3H3N;   InChI=1S/C3H3N/c1-2-3-4/h2H,1H2;   InChIKey=NLHHRLWOUZZQLW-UHFFFAOYSA-N;   Propenenitrile;   SMILES=C=CC#N;   Vinyl cyanide;   cyanure de vinyle;   nitrile acrylique
 alt_id: CHEBI:22217;   CHEBI:2442
 xref: Beilstein:605310;   CAS:107-13-1;   KEGG:C01998
 xref_mesh: MESH:D000181
 xref: PDBeChem:6AC;   PMID:12075111;   PMID:23043843;   PMID:24248151;   PMID:28782019;   PMID:28965700;   PMID:29217572;   PMID:29713581;   PMID:8330351;   PMID:9598299;   PPDB:2545;   Reaxys:605310;   UM-BBD_compID:c0148



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acrylonitrile term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Apex2 apurinic/apyrimidinic endodeoxyribonuclease 2 increases expression
multiple interactions
EXP Acrylonitrile results in increased expression of APEX2 mRNA
Acetylcysteine inhibits the reaction [Acrylonitrile results in increased expression of APEX2 mRNA]; alpha-Tocopherol inhibits the reaction [Acrylonitrile results in increased expression of APEX2 mRNA]; Plant Extracts inhibits the reaction [Acrylonitrile results in increased expression of APEX2 mRNA]
CTD PMID:26332274 NCBI chr  X:19,425,684...19,508,459
Ensembl chr  X:19,487,419...19,508,439
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression
multiple interactions
ISO Acrylonitrile results in increased expression of BAX protein
Acetylcysteine inhibits the reaction [Acrylonitrile results in increased expression of BAX protein]
CTD PMID:16173056 PMID:20981856 PMID:33132245 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO Acrylonitrile results in decreased expression of BCL2 protein CTD PMID:16173056 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Bcl2l1 Bcl2-like 1 decreases expression ISO Acrylonitrile results in decreased expression of BCL2L1 protein CTD PMID:33132245 NCBI chr 3:141,253,508...141,304,582
Ensembl chr 3:141,253,523...141,303,479
JBrowse link
G Casp12 caspase 12 increases expression ISO Acrylonitrile results in increased expression of CASP12 protein CTD PMID:33132245 NCBI chr 8:2,642,296...2,669,549
Ensembl chr 8:2,642,434...2,674,037
JBrowse link
G Casp3 caspase 3 increases activity
multiple interactions
ISO Acrylonitrile results in increased activity of CASP3 protein
Acetylcysteine inhibits the reaction [Acrylonitrile results in increased activity of CASP3 protein]
CTD PMID:20981856 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cat catalase decreases activity
multiple interactions
EXP Acrylonitrile results in decreased activity of CAT protein
Curcumin inhibits the reaction [Acrylonitrile results in decreased activity of CAT protein]
CTD PMID:19913070 PMID:20127315 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Cbs cystathionine beta synthase decreases expression EXP Acrylonitrile results in decreased expression of CBS protein CTD PMID:33486070 NCBI chr20:9,708,089...9,732,623
Ensembl chr20:9,708,090...9,732,764
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 decreases expression
increases expression
multiple interactions
ISO
EXP
Acrylonitrile results in decreased expression of CCL2 mRNA
Acrylonitrile results in increased expression of CCL2 mRNA
Acetylcysteine inhibits the reaction [Acrylonitrile results in increased expression of CCL2 mRNA]; alpha-Tocopherol inhibits the reaction [Acrylonitrile results in increased expression of CCL2 mRNA]; Plant Extracts inhibits the reaction [Acrylonitrile results in increased expression of CCL2 mRNA]
CTD PMID:16173056 PMID:26332274 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Ccnd1 cyclin D1 multiple interactions
decreases expression
increases expression
EXP
ISO
Acetylcysteine inhibits the reaction [Acrylonitrile results in increased expression of CCND1 mRNA]; alpha-Tocopherol inhibits the reaction [Acrylonitrile results in increased expression of CCND1 mRNA]; Plant Extracts inhibits the reaction [Acrylonitrile results in increased expression of CCND1 mRNA]
Acrylonitrile results in decreased expression of CCND1 protein
Acrylonitrile results in increased expression of CCND1 protein
CTD PMID:26332274 PMID:30236600 PMID:33132245 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Ccnd2 cyclin D2 multiple interactions
increases expression
EXP Acetylcysteine inhibits the reaction [Acrylonitrile results in increased expression of CCND2 mRNA]; alpha-Tocopherol inhibits the reaction [Acrylonitrile results in increased expression of CCND2 mRNA]; Plant Extracts inhibits the reaction [Acrylonitrile results in increased expression of CCND2 mRNA] CTD PMID:26332274 NCBI chr 4:159,966,883...159,989,261
Ensembl chr 4:159,962,363...159,989,495
JBrowse link
G Ccne1 cyclin E1 increases expression
decreases expression
ISO Acrylonitrile results in increased expression of CCNE1 protein
Acrylonitrile results in decreased expression of CCNE1 protein
CTD PMID:30236600 PMID:33132245 NCBI chr 1:90,781,947...90,791,188
Ensembl chr 1:90,781,949...90,791,101
JBrowse link
G Cdh1 cadherin 1 decreases expression ISO Acrylonitrile results in decreased expression of CDH1 protein CTD PMID:30236600 NCBI chr19:34,492,371...34,561,775
Ensembl chr19:34,492,371...34,561,775
JBrowse link
G Cdh2 cadherin 2 increases expression ISO Acrylonitrile results in increased expression of CDH2 protein CTD PMID:30236600 NCBI chr18:7,776,704...7,990,934
Ensembl chr18:7,776,704...7,990,167
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions
increases expression
decreases expression
EXP
ISO
Acetylcysteine inhibits the reaction [Acrylonitrile results in increased expression of CDKN1A mRNA]; alpha-Tocopherol inhibits the reaction [Acrylonitrile results in increased expression of CDKN1A mRNA]; Plant Extracts inhibits the reaction [Acrylonitrile results in increased expression of CDKN1A mRNA]
Acrylonitrile results in increased expression of CDKN1A protein
Acrylonitrile results in decreased expression of CDKN1A protein
CTD PMID:10451498 PMID:26332274 PMID:30236600 PMID:33132245 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Cdkn1b cyclin-dependent kinase inhibitor 1B decreases expression
increases expression
ISO Acrylonitrile results in decreased expression of CDKN1B protein
Acrylonitrile results in increased expression of CDKN1B protein
CTD PMID:30236600 PMID:33132245 NCBI chr 4:167,760,067...167,765,177
Ensembl chr 4:167,760,181...167,764,982
JBrowse link
G Cth cystathionine gamma-lyase decreases expression EXP Acrylonitrile results in decreased expression of CTH protein CTD PMID:33486070 NCBI chr 2:246,975,888...247,002,234
Ensembl chr 2:246,975,894...247,002,234
JBrowse link
G Cxcr4 C-X-C motif chemokine receptor 4 decreases expression ISO Acrylonitrile results in decreased expression of CXCR4 mRNA CTD PMID:16173056 NCBI chr13:40,077,976...40,081,883
Ensembl chr13:40,077,976...40,081,883
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 affects response to substance
increases metabolic processing
multiple interactions
increases expression
increases oxidation
EXP
ISO
CYP2E1 protein affects the susceptibility to Acrylonitrile
CYP2E1 protein results in increased metabolism of Acrylonitrile
[CYP2E1 protein results in increased metabolism of Acrylonitrile] which results in increased chemical synthesis of 2-cyanoethylene oxide; CYP2E1 gene mutant form inhibits the reaction [Acrylonitrile results in increased mutagenesis of HPRT gene]
Acrylonitrile results in increased expression of CYP2E1 mRNA
Acetylcysteine promotes the reaction [Acrylonitrile results in increased expression of CYP2E1 mRNA]; Acrylonitrile inhibits the reaction [[Benzene results in increased expression of CYP2E1 protein] which results in increased metabolism of Benzene]; alpha-Tocopherol promotes the reaction [Acrylonitrile results in increased expression of CYP2E1 mRNA]; Plant Extracts promotes the reaction [Acrylonitrile results in increased expression of CYP2E1 mRNA]
CYP2E1 protein results in increased oxidation of Acrylonitrile
CTD PMID:1664256 PMID:9010585 PMID:20127315 PMID:26332274 PMID:32529832 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 increases expression ISO Acrylonitrile results in increased expression of DDIT3 protein CTD PMID:33132245 NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201
JBrowse link
G Eif2s1 eukaryotic translation initiation factor 2 subunit alpha increases expression ISO Acrylonitrile results in increased expression of EIF2S1 protein modified form CTD PMID:33132245 NCBI chr 6:97,672,829...97,697,499
Ensembl chr 6:97,672,766...97,706,225
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit decreases expression ISO Acrylonitrile results in decreased expression of FOS protein CTD PMID:16173056 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO Acrylonitrile results in increased expression of HMOX1 protein CTD PMID:14644359 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Hprt1 hypoxanthine phosphoribosyltransferase 1 multiple interactions
increases mutagenesis
ISO
EXP
CYP2E1 gene mutant form inhibits the reaction [Acrylonitrile results in increased mutagenesis of HPRT gene] CTD PMID:32529823 PMID:32529832 NCBI chr  X:132,736,175...132,768,149
Ensembl chr  X:132,736,096...132,768,154
JBrowse link
G Il1b interleukin 1 beta multiple interactions
increases expression
EXP Acetylcysteine inhibits the reaction [Acrylonitrile results in increased expression of IL1B mRNA]; alpha-Tocopherol inhibits the reaction [Acrylonitrile results in increased expression of IL1B mRNA]; Plant Extracts inhibits the reaction [Acrylonitrile results in increased expression of IL1B mRNA] CTD PMID:26332274 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit decreases expression ISO Acrylonitrile results in decreased expression of JUN protein CTD PMID:16173056 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
multiple interactions
ISO Acrylonitrile results in increased phosphorylation of MAPK1 protein
2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [Acrylonitrile results in increased phosphorylation of MAPK1 protein]; bisindolylmaleimide I inhibits the reaction [Acrylonitrile results in increased phosphorylation of MAPK1 protein]; rottlerin inhibits the reaction [Acrylonitrile results in increased phosphorylation of MAPK1 protein]; Tetradecanoylphorbol Acetate inhibits the reaction [Acrylonitrile results in increased phosphorylation of MAPK1 protein]; U 0126 inhibits the reaction [Acrylonitrile results in increased phosphorylation of MAPK1 protein]
CTD PMID:17080406 PMID:30236600 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 multiple interactions
increases phosphorylation
ISO 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [Acrylonitrile results in increased phosphorylation of MAPK3 protein]; bisindolylmaleimide I inhibits the reaction [Acrylonitrile results in increased phosphorylation of MAPK3 protein]; rottlerin inhibits the reaction [Acrylonitrile results in increased phosphorylation of MAPK3 protein]; Tetradecanoylphorbol Acetate inhibits the reaction [Acrylonitrile results in increased phosphorylation of MAPK3 protein]; U 0126 inhibits the reaction [Acrylonitrile results in increased phosphorylation of MAPK3 protein] CTD PMID:17080406 PMID:30236600 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mpst mercaptopyruvate sulfurtransferase decreases expression EXP Acrylonitrile results in decreased expression of MPST protein CTD PMID:33486070 NCBI chr 7:109,955,581...109,963,155
Ensembl chr 7:109,955,675...109,963,141
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases activity
increases expression
ISO Acrylonitrile results in increased activity of NQO1 protein
Acrylonitrile results in increased expression of NQO1 mRNA
CTD PMID:9029048 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Ocln occludin decreases expression ISO Acrylonitrile results in decreased expression of OCLN protein CTD PMID:30236600 NCBI chr 2:31,657,217...31,707,466
Ensembl chr 2:31,657,220...31,764,150
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage
multiple interactions
ISO Acrylonitrile results in increased cleavage of PARP1 protein
Acetylcysteine inhibits the reaction [Acrylonitrile results in increased cleavage of PARP1 protein]
CTD PMID:20981856 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Plcb1 phospholipase C beta 1 affects localization EXP Acrylonitrile affects the localization of PLCB1 protein CTD PMID:12850505 NCBI chr 3:122,059,968...122,772,896
Ensembl chr 3:122,060,031...122,772,869
JBrowse link
G Plcd1 phospholipase C, delta 1 multiple interactions EXP Acrylonitrile results in increased expression of and affects the localization of PLCD1 protein CTD PMID:12850505 NCBI chr 8:118,795,196...118,818,186
Ensembl chr 8:118,795,201...118,818,186
JBrowse link
G Plcg1 phospholipase C, gamma 1 increases expression EXP Acrylonitrile results in increased expression of PLCG1 protein CTD PMID:12850505 NCBI chr 3:149,385,587...149,416,330
Ensembl chr 3:149,385,587...149,416,330
JBrowse link
G S100a8 S100 calcium binding protein A8 decreases expression ISO Acrylonitrile results in decreased expression of S100A8 mRNA CTD PMID:16173056 NCBI chr 2:176,166,517...176,167,645
Ensembl chr 2:176,167,124...176,167,643
JBrowse link
G Snai2 snail family transcriptional repressor 2 increases expression ISO Acrylonitrile results in increased expression of SNAI2 protein CTD PMID:30236600 NCBI chr11:86,183,800...86,186,109
Ensembl chr11:86,181,909...86,186,200
JBrowse link
G Th tyrosine hydroxylase multiple interactions EXP Acrylonitrile inhibits the reaction [3,3'-iminodipropionitrile results in increased expression of TH protein] CTD PMID:19244277 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 multiple interactions
increases expression
EXP Acetylcysteine inhibits the reaction [Acrylonitrile results in increased expression of TNF mRNA]; alpha-Tocopherol inhibits the reaction [Acrylonitrile results in increased expression of TNF mRNA]; Plant Extracts inhibits the reaction [Acrylonitrile results in increased expression of TNF mRNA] CTD PMID:26332274 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 ISO Acrylonitrile results in increased expression of TP53 protein CTD PMID:33132245 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Xrcc6 X-ray repair cross complementing 6 multiple interactions
increases expression
EXP Acetylcysteine promotes the reaction [Acrylonitrile results in increased expression of XRCC6 mRNA]; alpha-Tocopherol promotes the reaction [Acrylonitrile results in increased expression of XRCC6 mRNA]; Plant Extracts promotes the reaction [Acrylonitrile results in increased expression of XRCC6 mRNA] CTD PMID:26332274 NCBI chr 7:113,542,992...113,563,762
Ensembl chr 7:113,543,057...113,563,762
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19795
    role 19746
      biological role 19746
        aetiopathogenetic role 19022
          carcinogenic agent 18359
            acrylonitrile 41
              allylidyne group 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19795
    subatomic particle 19794
      composite particle 19794
        hadron 19794
          baryon 19794
            nucleon 19794
              atomic nucleus 19794
                atom 19794
                  main group element atom 19693
                    p-block element atom 19693
                      carbon group element atom 19614
                        carbon atom 19604
                          organic molecular entity 19604
                            one-carbon compound 17653
                              hydrogen cyanide 4059
                                cyanides 4042
                                  nitrile 3821
                                    aliphatic nitrile 1678
                                      acrylonitrile 41
                                        allylidyne group 0
paths to the root