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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:3-bromopyruvic acid
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Accession:CHEBI:131461 term browser browse the term
Definition:A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is replaced by bromine. Synthetic brominated derivative and structural analog of pyruvic acid. Highly reactive alkylating agent. Anti-cancer drug
Synonyms:exact_synonym: 3-bromo-2-oxopropanoic acid
 related_synonym: 3-BP;   3-Bromopyruvate;   Formula=C3H3BrO3;   InChI=1S/C3H3BrO3/c4-1-2(5)3(6)7/h1H2,(H,6,7);   InChIKey=PRRZDZJYSJLDBS-UHFFFAOYSA-N;   SMILES=C(O)(C(=O)CBr)=O;   bromopyruvate;   bromopyruvic acid
 xref: CAS:1113-59-3
 xref_mesh: MESH:C017092
 xref: MetaCyc:3-BROMOPYRUVATE;   PMID:26053972;   PMID:26530887;   PMID:26708213;   PMID:26715289;   PMID:26740252;   PMID:26815411;   PMID:26825851;   PMID:26862728;   PMID:26922560;   Reaxys:1746786;   Wikipedia:Bromopyruvic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:131592



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3-bromopyruvic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Casp3 caspase 3 increases cleavage
increases activity
ISO bromopyruvate results in increased cleavage of CASP3 protein
bromopyruvate results in increased activity of CASP3 protein
CTD PMID:24307199 PMID:28433571 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Gapdh glyceraldehyde-3-phosphate dehydrogenase decreases expression ISO bromopyruvate results in decreased expression of GAPDH mRNA CTD PMID:28433571 NCBI chr 4:157,962,312...157,967,158
Ensembl chr 4:157,962,343...157,966,235
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha decreases expression ISO bromopyruvate results in decreased expression of HIF1A CTD PMID:28433571 NCBI chr 6:92,624,059...92,669,262
Ensembl chr 6:92,624,390...92,669,261
JBrowse link
G Hk1 hexokinase 1 decreases activity EXP bromopyruvate results in decreased activity of HK1 protein CTD PMID:22349057 NCBI chr20:30,230,488...30,332,161
Ensembl chr20:30,230,486...30,332,131
JBrowse link
G Hk2 hexokinase 2 decreases activity
decreases response to substance
decreases expression
ISO bromopyruvate results in decreased activity of HK2 protein
HK2 protein results in decreased susceptibility to bromopyruvate
bromopyruvate results in decreased expression of HK2 mRNA; bromopyruvate results in decreased expression of HK2 protein
CTD PMID:21548882 PMID:28433571 NCBI chr 4:115,234,509...115,283,530
Ensembl chr 4:115,234,509...115,283,530
JBrowse link
G Ldha lactate dehydrogenase A decreases expression ISO bromopyruvate results in decreased expression of LDHA mRNA CTD PMID:28433571 NCBI chr 1:97,371,823...97,381,247
Ensembl chr 1:97,366,021...97,433,472
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
increases phosphorylation
ISO Curcumin inhibits the reaction [bromopyruvate results in increased phosphorylation of MAPK1 protein]; S-ethyl glutathione inhibits the reaction [bromopyruvate results in increased phosphorylation of MAPK1 protein] CTD PMID:24307199 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 Curcumin inhibits the reaction [bromopyruvate results in increased phosphorylation of MAPK3 protein]; S-ethyl glutathione inhibits the reaction [bromopyruvate results in increased phosphorylation of MAPK3 protein] CTD PMID:24307199 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mcl1 MCL1 apoptosis regulator, BCL2 family member decreases expression ISO bromopyruvate results in decreased expression of MCL1 CTD PMID:28433571 NCBI chr 2:183,219,137...183,235,676
Ensembl chr 2:183,219,220...183,222,303
JBrowse link
G Mtor mechanistic target of rapamycin kinase increases expression ISO bromopyruvate results in increased expression of MTOR protein modified form CTD PMID:24307199 NCBI chr 5:158,884,856...158,994,311
Ensembl chr 5:158,884,804...158,994,311
JBrowse link
G Rps6kb1 ribosomal protein S6 kinase B1 increases expression ISO bromopyruvate results in increased expression of RPS6KB1 protein modified form CTD PMID:24307199 NCBI chr10:71,323,777...71,367,908
Ensembl chr10:71,323,777...71,367,908
JBrowse link
G Sdha succinate dehydrogenase complex flavoprotein subunit A decreases expression ISO bromopyruvate results in decreased expression of SDHA mRNA CTD PMID:28433571 NCBI chr 1:28,935,965...28,960,936
Ensembl chr 1:28,940,164...28,961,535
JBrowse link
G Slc16a1 solute carrier family 16 member 1 multiple interactions ISO SLC16A1 protein results in increased uptake of and results in increased susceptibility to bromopyruvate CTD PMID:23202129 NCBI chr 2:192,123,755...192,144,617
Ensembl chr 2:192,124,289...192,144,611
JBrowse link
G Slc2a1 solute carrier family 2 member 1 multiple interactions
decreases expression
ISO [bromopyruvate results in decreased expression of SLC2A1 protein] which results in decreased uptake of Glucose
bromopyruvate results in decreased expression of SLC2A1 mRNA; bromopyruvate results in decreased expression of SLC2A1 protein
CTD PMID:28433571 NCBI chr 5:132,717,196...132,745,416
Ensembl chr 5:132,717,196...132,745,416
JBrowse link
G Sod1 superoxide dismutase 1 multiple interactions ISO SOD1 protein inhibits the reaction [bromopyruvate promotes the reaction [bis((2-oxindol-3-ylimino)-2-(2-aminoethyl)pyridine-N,N')copper(II) results in increased expression of TP53 protein]]; SOD1 protein results in decreased susceptibility to [bromopyruvate co-treated with bis((2-oxindol-3-ylimino)-2-(2-aminoethyl)pyridine-N,N')copper(II)] CTD PMID:21548882 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249
JBrowse link
G Stk11 serine/threonine kinase 11 decreases expression ISO bromopyruvate results in decreased expression of STK11 protein modified form CTD PMID:24307199 NCBI chr 7:9,574,553...9,591,315
Ensembl chr 7:9,575,269...9,591,315
JBrowse link
G Tp53 tumor protein p53 multiple interactions ISO bromopyruvate promotes the reaction [bis((2-oxindol-3-ylimino)-2-(2-aminoethyl)pyridine-N,N')copper(II) results in increased expression of TP53 protein]; SOD1 protein inhibits the reaction [bromopyruvate promotes the reaction [bis((2-oxindol-3-ylimino)-2-(2-aminoethyl)pyridine-N,N')copper(II) results in increased expression of TP53 protein]] CTD PMID:21548882 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19800
    role 19751
      biological role 19751
        biochemical role 19368
          cofactor 15798
            pyruvic acid 47
              3-bromopyruvic acid 17
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
                            organic group 18718
                              organic divalent group 18702
                                organodiyl group 18702
                                  carbonyl group 18651
                                    carbonyl compound 18651
                                      carboxylic acid 18346
                                        monocarboxylic acid 17622
                                          fatty acid 16011
                                            saturated fatty acid 15986
                                              propionic acid 3693
                                                pyruvic acid 47
                                                  3-bromopyruvic acid 17
paths to the root