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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:chloroacetic acid
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Accession:CHEBI:27869 term browser browse the term
Definition:A chlorocarboxylic acid that is acetic acid carrying a 2-chloro substituent.
Synonyms:related_synonym: 2-chloro-acetic acid;   2-chloro-ethanoic acid;   2-chloroacetic acid;   Acide chloracetique;   Acide chloroacetique;   Acide monochloracetique;   CAA;   Chloroethanoic acid;   Formula=C2H3ClO2;   InChI=1S/C2H3ClO2/c3-1-2(4)5/h1H2,(H,4,5);   InChIKey=FOCAUTSVDIKZOP-UHFFFAOYSA-N;   Monochloressigsaeure;   SMILES=OC(=O)CCl;   alpha-chloro-acetic acid;   chloracetic acid;   monochloroacetic acid;   monochloroethanoic acid
 alt_id: CHEBI:23125;   CHEBI:3622
 xref: CAS:79-11-8;   HMDB:HMDB0031331;   KEGG:C06755;   KEGG:D07677;   LIPID_MAPS_instance:LMFA01090068
 xref_mesh: MESH:C006972
 xref: MetaCyc:CHLOROACETIC-ACID;   PDBeChem:R3W;   PMID:12359395;   PMID:15033542;   PMID:16647117;   PMID:17490874;   PMID:23103613;   PMID:25451595;   Pesticides:monochloroacetic%20acid;   Reaxys:605438
 cyclic_relationship: is_conjugate_acid_of CHEBI:23123


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chloroacetic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Atf4 activating transcription factor 4 multiple interactions
increases expression
ISO Acetylcysteine inhibits the reaction [chloroacetic acid results in increased expression of ATF4 protein] CTD PMID:25451595 NCBI chr 7:121,480,723...121,482,781
Ensembl chr 7:121,480,723...121,482,772
JBrowse link
G Atf6 activating transcription factor 6 multiple interactions
increases cleavage
ISO Acetylcysteine inhibits the reaction [chloroacetic acid results in increased cleavage of ATF6 protein] CTD PMID:25451595 NCBI chr13:89,053,457...89,242,531
Ensembl chr13:89,055,983...89,242,443
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions
increases expression
ISO SB 203580 inhibits the reaction [chloroacetic acid results in increased expression of BAX mRNA] CTD PMID:23103613 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression
multiple interactions
ISO chloroacetic acid results in decreased expression of BCL2 mRNA
SB 203580 inhibits the reaction [chloroacetic acid results in decreased expression of BCL2 mRNA]
CTD PMID:23103613 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Capn1 calpain 1 multiple interactions
increases expression
ISO Acetylcysteine inhibits the reaction [chloroacetic acid results in increased expression of CAPN1 protein] CTD PMID:25451595 NCBI chr 1:221,346,081...221,370,965
Ensembl chr 1:221,346,066...221,370,322
JBrowse link
G Capn2 calpain 2 multiple interactions
increases expression
ISO Acetylcysteine inhibits the reaction [chloroacetic acid results in increased expression of CAPN2 protein] CTD PMID:25451595 NCBI chr13:100,878,649...100,928,811
Ensembl chr13:100,878,650...100,928,811
JBrowse link
G Casp12 caspase 12 multiple interactions ISO Acetylcysteine inhibits the reaction [chloroacetic acid results in increased cleavage of and results in increased activity of CASP12 protein]; chloroacetic acid results in increased cleavage of and results in increased activity of CASP12 protein; HSP90B1 protein promotes the reaction [chloroacetic acid results in increased cleavage of and results in increased activity of CASP12 protein]; HSPA5 protein promotes the reaction [chloroacetic acid results in increased cleavage of and results in increased activity of CASP12 protein] CTD PMID:25451595 NCBI chr 8:2,658,892...2,686,160
Ensembl chr 8:2,659,865...2,686,160
JBrowse link
G Casp3 caspase 3 multiple interactions
increases cleavage
ISO chloroacetic acid results in increased cleavage of and results in increased activity of CASP3 protein; HSP90B1 protein promotes the reaction [chloroacetic acid results in increased cleavage of CASP3 protein]; HSPA5 protein promotes the reaction [chloroacetic acid results in increased cleavage of CASP3 protein]; SB 203580 inhibits the reaction [chloroacetic acid results in increased activity of CASP3 protein] CTD PMID:23103613, PMID:25451595 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp7 caspase 7 multiple interactions ISO chloroacetic acid results in increased cleavage of and results in increased activity of CASP7 protein; SB 203580 inhibits the reaction [chloroacetic acid results in increased activity of CASP7 protein] CTD PMID:23103613 NCBI chr 1:277,190,557...277,242,779
Ensembl chr 1:277,190,964...277,242,774
JBrowse link
G Casp9 caspase 9 increases cleavage ISO chloroacetic acid results in increased cleavage of CASP9 protein CTD PMID:23103613 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 multiple interactions
increases expression
ISO Acetylcysteine inhibits the reaction [chloroacetic acid results in increased expression of DDIT3 protein]
chloroacetic acid results in increased expression of DDIT3 mRNA; chloroacetic acid results in increased expression of DDIT3 protein
CTD PMID:25451595 NCBI chr 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084
JBrowse link
G Eif2a eukaryotic translation initiation factor 2A increases phosphorylation
multiple interactions
ISO chloroacetic acid results in increased phosphorylation of EIF2A protein
Acetylcysteine inhibits the reaction [chloroacetic acid results in increased phosphorylation of EIF2A protein]
CTD PMID:25451595 NCBI chr 2:148,722,343...148,755,781
Ensembl chr 2:148,722,231...148,755,520
JBrowse link
G Eif2ak3 eukaryotic translation initiation factor 2 alpha kinase 3 multiple interactions
increases phosphorylation
ISO Acetylcysteine inhibits the reaction [chloroacetic acid results in increased phosphorylation of EIF2AK3 protein] CTD PMID:25451595 NCBI chr 4:98,648,513...98,709,695
Ensembl chr 4:98,648,545...98,709,694
JBrowse link
G Ern1 endoplasmic reticulum to nucleus signaling 1 multiple interactions
increases phosphorylation
ISO Acetylcysteine inhibits the reaction [chloroacetic acid results in increased phosphorylation of ERN1 protein] CTD PMID:25451595 NCBI chr10:94,588,555...94,682,072
Ensembl chr10:94,588,555...94,681,914
JBrowse link
G G6pc glucose-6-phosphatase, catalytic subunit decreases expression ISO chloroacetic acid results in decreased expression of G6PC mRNA; chloroacetic acid results in decreased expression of G6PC protein CTD PMID:28189721 NCBI chr10:89,286,009...89,296,213
Ensembl chr10:89,285,855...89,296,213
JBrowse link
G Gapdh glyceraldehyde-3-phosphate dehydrogenase decreases activity EXP chloroacetic acid results in decreased activity of GAPDH protein CTD PMID:15720133 NCBI chr 4:157,676,336...157,680,322
Ensembl chr 4:157,676,595...157,679,962
JBrowse link
G Gk glycerol kinase decreases expression
multiple interactions
ISO chloroacetic acid results in decreased expression of GK mRNA
[ethylene dichloride metabolite results in increased abundance of chloroacetic acid] which results in decreased expression of GK mRNA
CTD PMID:28960355 NCBI chr  X:54,227,291...54,303,897
Ensembl chr  X:54,227,397...54,303,864
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions EXP [vinylidene chloride co-treated with chloroacetic acid] results in increased expression of HMOX1 protein CTD PMID:9860887 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Hsp90b1 heat shock protein 90 beta family member 1 multiple interactions
increases expression
ISO Acetylcysteine inhibits the reaction [chloroacetic acid results in increased expression of HSP90B1 protein]; HSP90B1 protein promotes the reaction [chloroacetic acid results in increased cleavage of and results in increased activity of CASP12 protein]; HSP90B1 protein promotes the reaction [chloroacetic acid results in increased cleavage of CASP3 protein]
chloroacetic acid results in increased expression of HSP90B1 mRNA; chloroacetic acid results in increased expression of HSP90B1 protein
CTD PMID:25451595 NCBI chr 7:27,226,570...27,240,533
Ensembl chr 7:27,226,569...27,240,533
JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 multiple interactions
increases expression
ISO Acetylcysteine inhibits the reaction [chloroacetic acid results in increased expression of HSPA5 protein]; HSPA5 protein promotes the reaction [chloroacetic acid results in increased cleavage of and results in increased activity of CASP12 protein]; HSPA5 protein promotes the reaction [chloroacetic acid results in increased cleavage of CASP3 protein]
chloroacetic acid results in increased expression of HSPA5 mRNA; chloroacetic acid results in increased expression of HSPA5 protein
CTD PMID:25451595 NCBI chr 3:13,838,304...13,842,763
Ensembl chr 3:13,838,304...13,842,762
JBrowse link
G Hspd1 heat shock protein family D (Hsp60) member 1 multiple interactions EXP [vinylidene chloride co-treated with chloroacetic acid] results in increased expression of HSPD1 protein CTD PMID:9860887 NCBI chr 9:61,680,529...61,691,202
Ensembl chr 9:61,680,530...61,690,956
JBrowse link
G Igf1 insulin-like growth factor 1 decreases expression ISO chloroacetic acid results in decreased expression of IGF1 mRNA; chloroacetic acid results in decreased expression of IGF1 protein CTD PMID:31520740 NCBI chr 7:28,412,123...28,491,815
Ensembl chr 7:28,412,198...28,486,609
JBrowse link
G Mbp myelin basic protein affects expression EXP chloroacetic acid affects the expression of MBP mRNA CTD PMID:22954530 NCBI chr18:79,326,738...79,437,310
Ensembl chr18:79,326,738...79,437,310
JBrowse link
G Mcl1 MCL1 apoptosis regulator, BCL2 family member decreases expression ISO chloroacetic acid results in decreased expression of MCL1 mRNA CTD PMID:23103613 NCBI chr 2:197,786,212...197,788,992 JBrowse link
G Mir451a microRNA 451a multiple interactions
increases expression
ISO [ethylene dichloride metabolite results in increased abundance of chloroacetic acid] which results in increased expression of MIR451A mRNA
chloroacetic acid results in increased expression of MIR451A mRNA
CTD PMID:28960355 NCBI chr10:65,291,204...65,291,275
Ensembl chr10:65,291,204...65,291,275
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO chloroacetic acid results in increased cleavage of PARP1 protein CTD PMID:23103613 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Pygl glycogen phosphorylase L decreases expression ISO chloroacetic acid results in decreased expression of PYGL mRNA; chloroacetic acid results in decreased expression of PYGL protein CTD PMID:28189721 NCBI chr 6:92,597,759...92,643,734
Ensembl chr 6:92,597,706...92,643,847
JBrowse link
G Xbp1 X-box binding protein 1 multiple interactions
increases expression
ISO Acetylcysteine inhibits the reaction [chloroacetic acid results in increased expression of XBP1 protein alternative form]
chloroacetic acid results in increased expression of XBP1 mRNA alternative form; chloroacetic acid results in increased expression of XBP1 protein alternative form
CTD PMID:25451595 NCBI chr14:85,753,736...85,758,820
Ensembl chr14:85,753,760...85,758,145
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        pesticide 16263
          herbicide 11200
            chloroacetic acid 28
              N-(2,6-diethylphenyl)-2-chloroacetamide 0
              N-(2-ethyl-6-methylphenyl)-2-chloroacetamide 0
              N-[(5-acetyl-3-thienyl)methyl]-2-chloroacetamide semicarbazone 0
              chloroacetyl group 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic group 18493
                              organic divalent group 18486
                                organodiyl group 18486
                                  carbonyl group 18389
                                    carbonyl compound 18389
                                      carboxylic acid 18060
                                        monocarboxylic acid 17406
                                          acetic acid 10697
                                            haloacetic acid 52
                                              chloroacetic acid 28
                                                N-(2,6-diethylphenyl)-2-chloroacetamide 0
                                                N-(2-ethyl-6-methylphenyl)-2-chloroacetamide 0
                                                N-[(5-acetyl-3-thienyl)methyl]-2-chloroacetamide semicarbazone 0
                                                chloroacetyl group 0
paths to the root

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.