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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:acetonitrile
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Accession:CHEBI:38472 term browser browse the term
Definition:A nitrile that is hydrogen cyanide in which the hydrogen has been replaced by a methyl group.
Synonyms:related_synonym: CH3-C#N;   Formula=C2H3N;   InChI=1S/C2H3N/c1-2-3/h1H3;   InChIKey=WEVYAHXRMPXWCK-UHFFFAOYSA-N;   MeCN;   NCMe;   SMILES=CC#N;   cyanomethane;   ethanenitrile;   methyl cyanide
 alt_id: CHEBI:22185;   CHEBI:30972;   CHEBI:41432
 xref: Beilstein:741857;   CAS:75-05-8;   Gmelin:895
 xref_mesh: MESH:C032159
 xref: PDBeChem:CCN;   PMID:17347819;   PMID:19100763;   PMID:20370615;   PMID:985423;   PPDB:1349;   Reaxys:741857;   Wikipedia:Acetonitrile



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acetonitrile term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp2a2 cytochrome P450, family 2, subfamily a, polypeptide 2 multiple interactions EXP acetonitrile inhibits the reaction [CYP2A2 protein results in increased metabolism of 7-benzyloxyquinoline] CTD PMID:19858067 NCBI chr 1:91,391,492...91,417,158
Ensembl chr 1:91,391,502...91,417,158
JBrowse link
G Cyp2b1 cytochrome P450, family 2, subfamily b, polypeptide 1 multiple interactions EXP acetonitrile inhibits the reaction [CYP2B1 protein results in increased metabolism of 7-benzyloxy-4-trifluoromethylcoumarin] CTD PMID:19858067 NCBI chr 1:90,646,098...90,669,762 JBrowse link
G Cyp2c11 cytochrome P450, subfamily 2, polypeptide 11 multiple interactions EXP acetonitrile inhibits the reaction [CYP2C11 protein results in increased metabolism of 7-methoxy-4-trifluoromethylcoumarin] CTD PMID:19858067 NCBI chr 1:246,175,216...246,211,445
Ensembl chr 1:246,174,711...246,211,853
JBrowse link
G Cyp2d2 cytochrome P450, family 2, subfamily d, polypeptide 2 multiple interactions EXP acetonitrile inhibits the reaction [CYP2D2 protein results in increased metabolism of 3-(2-(N,N-diethyl-N-methylammonium)ethyl)-7-methoxy-4-methylcoumarin] CTD PMID:19858067 NCBI chr 7:115,815,212...115,819,281
Ensembl chr 7:115,815,212...115,819,281
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 multiple interactions ISO
EXP
acetonitrile inhibits the reaction [Cycloheximide results in increased degradation of CYP2E1 protein]
acetonitrile inhibits the reaction [CYP2E1 protein results in increased metabolism of 7-methoxy-4-trifluoromethylcoumarin]
CTD PMID:9143349 PMID:19858067 NCBI chr 1:205,269,967...205,280,365
Ensembl chr 1:205,267,505...205,293,495
JBrowse link
G Cyp3a23-3a1 cytochrome P450, family 3, subfamily a, polypeptide 23-polypeptide 1 multiple interactions EXP acetonitrile inhibits the reaction [CYP3A23-3A1 protein results in increased metabolism of 7-benzyloxyquinoline] CTD PMID:19858067 NCBI chr12:14,369,950...14,398,803
Ensembl chr12:14,368,266...14,398,813
JBrowse link
G Nefh neurofilament heavy chain affects expression EXP acetonitrile affects the expression of NEFH mRNA CTD PMID:22954530 NCBI chr14:84,044,428...84,054,413
Ensembl chr14:84,044,023...84,054,417
JBrowse link
G Nherf1 NHERF family PDZ scaffold protein 1 increases expression ISO acetonitrile results in increased expression of NHERF1 protein CTD PMID:22434383 NCBI chr10:100,902,165...100,919,265
Ensembl chr10:100,901,227...100,919,579
JBrowse link
G Sult1a1 sulfotransferase family 1A member 1 multiple interactions
decreases activity
ISO acetonitrile inhibits the reaction [SULT1A1 protein results in increased sulfation of 1-hydroxypyrene]; acetonitrile inhibits the reaction [SULT1A1 protein results in increased sulfation of 4-nitrophenol]
acetonitrile results in decreased activity of SULT1A1 protein
CTD PMID:14570759 NCBI chr 1:190,702,592...190,706,112
Ensembl chr 1:190,702,592...190,706,131
JBrowse link
G Sult1e1 sulfotransferase family 1E member 1 multiple interactions ISO acetonitrile promotes the reaction [SULT1E1 protein results in increased sulfation of 1-hydroxypyrene] CTD PMID:14570759 NCBI chr14:20,700,444...20,718,719
Ensembl chr14:20,700,292...20,718,716
JBrowse link
phoxim term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ache acetylcholinesterase decreases activity EXP
ISO
phoxim metabolite results in decreased activity of ACHE protein; phoxim results in decreased activity of ACHE protein CTD PMID:15793557 PMID:33497710 PMID:33844597 NCBI chr12:25,042,882...25,050,608
Ensembl chr12:25,043,461...25,050,410
JBrowse link
G Ar androgen receptor multiple interactions ISO phoxim inhibits the reaction [[6-fluorotestosterone co-treated with Norgestrel] binds to and results in increased activity of AR protein] CTD PMID:33049310 NCBI chr  X:67,135,317...67,304,476
Ensembl chr  X:67,135,317...67,304,467
JBrowse link
G Arl6ip5 ARF like GTPase 6 interacting protein 5 affects expression ISO phoxim affects the expression of ARL6IP5 protein CTD PMID:15799245 NCBI chr 4:131,365,320...131,395,311
Ensembl chr 4:131,367,289...131,400,130
JBrowse link
G Bche butyrylcholinesterase decreases activity EXP phoxim metabolite results in decreased activity of BCHE protein CTD PMID:33497710 NCBI chr 2:160,607,289...160,699,760
Ensembl chr 2:160,606,288...160,699,760
JBrowse link
G Cebpa CCAAT/enhancer binding protein alpha increases expression
multiple interactions
ISO phoxim results in increased expression of CEBPA protein
Fulvestrant inhibits the reaction [phoxim results in increased expression of CEBPA protein]
CTD PMID:33872936 NCBI chr 1:96,896,584...96,899,256
Ensembl chr 1:96,896,171...96,899,309
JBrowse link
G Cldn4 claudin 4 decreases expression
multiple interactions
EXP phoxim results in decreased expression of CLDN4 mRNA
Vitamin E inhibits the reaction [phoxim results in decreased expression of CLDN4 mRNA]
CTD PMID:30003487 NCBI chr12:27,388,160...27,389,958
Ensembl chr12:27,387,981...27,389,958
JBrowse link
G Cyp2b1 cytochrome P450, family 2, subfamily b, polypeptide 1 increases expression EXP phoxim results in increased expression of CYP2B1 mRNA CTD PMID:36356836 NCBI chr 1:90,646,098...90,669,762 JBrowse link
G Esr1 estrogen receptor 1 multiple interactions
affects binding
ISO phoxim binds to and results in increased activity of ESR1 protein
phoxim binds to ESR1 protein
CTD PMID:33049310 PMID:33872936 NCBI chr 1:43,511,685...43,904,454
Ensembl chr 1:43,644,392...43,900,354
JBrowse link
G Fas Fas cell surface death receptor increases expression
multiple interactions
ISO phoxim results in increased expression of FAS mRNA
Fulvestrant inhibits the reaction [phoxim results in increased expression of FAS mRNA]
CTD PMID:33872936 NCBI chr 1:241,212,155...241,245,774
Ensembl chr 1:241,205,935...241,246,104
JBrowse link
G Gpx2 glutathione peroxidase 2 increases expression
multiple interactions
EXP phoxim results in increased expression of GPX2 mRNA
Vitamin E inhibits the reaction [phoxim results in increased expression of GPX2 mRNA]
CTD PMID:30003487 NCBI chr 6:101,226,745...101,230,033
Ensembl chr 6:101,226,745...101,230,862
JBrowse link
G Il1b interleukin 1 beta decreases expression EXP phoxim results in decreased expression of IL1B mRNA CTD PMID:30003487 NCBI chr 3:137,030,200...137,036,581
Ensembl chr 3:137,030,205...137,036,601
JBrowse link
G Il6 interleukin 6 decreases expression
multiple interactions
EXP phoxim results in decreased expression of IL6 mRNA
Vitamin E inhibits the reaction [phoxim results in decreased expression of IL6 mRNA]
CTD PMID:30003487 NCBI chr 4:5,889,999...5,894,575
Ensembl chr 4:5,889,999...5,894,610
JBrowse link
G Irs2 insulin receptor substrate 2 decreases expression EXP phoxim results in decreased expression of IRS2 mRNA CTD PMID:30090575 NCBI chr16:85,190,310...85,214,543
Ensembl chr16:85,190,111...85,214,543
JBrowse link
G Lpl lipoprotein lipase increases expression
multiple interactions
ISO phoxim results in increased expression of LPL mRNA
Fulvestrant inhibits the reaction [phoxim results in increased expression of LPL mRNA]
CTD PMID:33872936 NCBI chr16:25,596,205...25,621,928
Ensembl chr16:25,596,211...25,622,107
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 increases expression EXP phoxim results in increased expression of NFE2L2 mRNA CTD PMID:30003487 NCBI chr 3:81,001,529...81,031,165
Ensembl chr 3:81,001,529...81,029,090
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 multiple interactions ISO phoxim binds to and results in increased activity of NR1I2 protein CTD PMID:33049310 NCBI chr11:75,965,717...76,006,733
Ensembl chr11:75,965,632...76,002,380
JBrowse link
G Ocln occludin multiple interactions
decreases expression
EXP Vitamin E inhibits the reaction [phoxim results in decreased expression of OCLN mRNA] CTD PMID:30003487 NCBI chr 2:33,391,303...33,442,207
Ensembl chr 2:33,391,303...33,430,411
JBrowse link
G Plin1 perilipin 1 multiple interactions
increases expression
ISO Fulvestrant inhibits the reaction [phoxim results in increased expression of PLIN1 protein]; tolclofos-methyl inhibits the reaction [phoxim results in increased expression of PLIN1 protein] CTD PMID:33872936 NCBI chr 1:143,073,612...143,086,199
Ensembl chr 1:143,074,214...143,086,206
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma multiple interactions
increases expression
ISO phoxim binds to and results in increased activity of PPARG protein
Fulvestrant inhibits the reaction [phoxim results in increased expression of PPARG protein]; phoxim binds to and results in increased activity of PPARG protein
CTD PMID:33049310 PMID:33872936 NCBI chr 4:150,095,743...150,221,104
Ensembl chr 4:150,095,787...150,221,104
JBrowse link
G Thra thyroid hormone receptor alpha multiple interactions ISO phoxim binds to and results in decreased activity of THRA protein CTD PMID:33049310 NCBI chr10:84,198,141...84,225,659
Ensembl chr10:84,197,011...84,225,657
JBrowse link
G Tnf tumor necrosis factor multiple interactions
increases expression
EXP Vitamin E inhibits the reaction [phoxim results in increased expression of TNF protein]
phoxim results in increased expression of TNF mRNA; phoxim results in increased expression of TNF protein
CTD PMID:30003487 NCBI chr20:3,626,685...3,629,303
Ensembl chr20:3,626,532...3,629,303
JBrowse link
G Tp53 tumor protein p53 affects activity ISO phoxim metabolite affects the activity of TP53 protein CTD PMID:35435491 NCBI chr10:54,798,871...54,810,300
Ensembl chr10:54,798,851...54,810,299
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20871
    role 20829
      application 20632
        solvent 17470
          polar solvent 16152
            polar aprotic solvent 633
              acetonitrile 31
                (2-methylphenyl)acetonitrile 0
                (hydroxyimino)(phenyl)acetonitrile + 22
                2-thienylacetonitrile 0
                3-phenylpropionitrile + 0
                4-chlorophenylacetonitrile 0
                [5-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-7-yl]acetonitrile 0
                acetonitrile oxide 0
                acetonitrile sulfide 0
                iminodiacetonitrile 0
                indole-3-acetonitrile + 0
                phenylacetonitrile + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20871
    subatomic particle 20869
      composite particle 20869
        hadron 20869
          baryon 20869
            nucleon 20869
              atomic nucleus 20869
                atom 20869
                  main group element atom 20792
                    p-block element atom 20792
                      carbon group element atom 20725
                        carbon atom 20721
                          organic molecular entity 20721
                            one-carbon compound 18262
                              hydrogen cyanide 4945
                                cyanides 4931
                                  nitrile 4733
                                    aliphatic nitrile 2238
                                      acetonitrile 31
                                        (2-methylphenyl)acetonitrile 0
                                        (hydroxyimino)(phenyl)acetonitrile + 22
                                        2-thienylacetonitrile 0
                                        3-phenylpropionitrile + 0
                                        4-chlorophenylacetonitrile 0
                                        [5-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-7-yl]acetonitrile 0
                                        acetonitrile oxide 0
                                        acetonitrile sulfide 0
                                        iminodiacetonitrile 0
                                        indole-3-acetonitrile + 0
                                        phenylacetonitrile + 0
paths to the root