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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:dimercaprol
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Accession:CHEBI:64198 term browser browse the term
Definition:A dithiol that is propane-1,2-dithiol in which one of the methyl hydrogens is replaced by a hydroxy group. a chelating agent originally developed during World War II as an experimental antidote against the arsenic-based poison gas Lewisite, it has been used clinically since 1949 for the treatment of poisoning by arsenic, mercury and gold. It can also be used for treatment of poisoning by antimony, bismuth and possibly thallium, and (with sodium calcium edetate) in cases of acute leaad poisoning. Administration is by (painful) intramuscular injection of a suspension of dimercaprol in peanut oil, typically every 4 hours for 2-10 days depending on the toxicity. In the past, dimercaprol was also used for the treatment of Wilson's disease, a severely debilitating genetic disorder in which the body tends to retain copper, with resultant liver and brain injury.
Synonyms:exact_synonym: 2,3-disulfanylpropan-1-ol
 related_synonym: 1,2-dimercapto-3-propanol;   1,2-dithioglycerol;   2,3-Mercaptopropanol;   2,3-dimercaptol-1-propanol;   2,3-dimercaptopropanol;   2,3-dithiopropanol;   2,3-mercaptopropan-1-ol;   3-hydroxy-1,2-propanedithiol;   BAL;   British anti-Lewisite;   British antilewisite;   Formula=C3H8OS2;   InChI=1S/C3H8OS2/c4-1-3(6)2-5/h3-6H,1-2H2;   InChIKey=WQABCVAJNWAXTE-UHFFFAOYSA-N;   SMILES=OCC(S)CS;   alpha,beta-dithioglycerol;   dimercaprolum;   dimercaptopropanol;   dithioglycerine;   dithioglycerol;   sulfactin
 xref: CAS:59-52-9;   DrugBank:DB06782;   Drug_Central:3150;   KEGG:C02924;   KEGG:D00167
 xref_mesh: MESH:D004112
 xref: PMID:12605205;   PMID:14882450;   PMID:21006485;   PMID:21803782;   PMID:9292286;   Patent:US2402665;   Reaxys:1732058;   Wikipedia:Dimercaprol


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dimercaprol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adpgk ADP-dependent glucokinase multiple interactions ISO Dimercaprol inhibits the reaction [4-aminophenylarsenoxide binds to ADPGK protein] CTD PMID:26598702 NCBI chr 8:64,088,871...64,116,832
Ensembl chr 8:64,088,913...64,116,832
JBrowse link
G Alad aminolevulinate dehydratase increases expression
decreases expression
ISO Dimercaprol results in increased expression of ALAD protein
Dimercaprol results in decreased expression of ALAD protein
CTD PMID:15755317 NCBI chr 5:78,368,867...78,379,206
Ensembl chr 5:78,368,867...78,379,346
JBrowse link
G App amyloid beta precursor protein affects binding
multiple interactions
ISO Dimercaprol binds to APP 5' UTR
[Dimercaprol binds to APP 5' UTR] which results in decreased expression of APP protein; [Dimercaprol binds to APP 5' UTR] which results in decreased secretion of APP protein modified form
CTD PMID:15681799 NCBI chr11:24,425,013...24,641,872
Ensembl chr11:24,425,005...24,641,858
JBrowse link
G Clcf1 cardiotrophin-like cytokine factor 1 multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in increased expression of CLCF1 mRNA] CTD PMID:16377760 NCBI chr 1:219,468,866...219,472,445
Ensembl chr 1:219,468,675...219,472,654
JBrowse link
G Cxcl2 C-X-C motif chemokine ligand 2 multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in increased expression of CXCL2 mRNA] CTD PMID:16377760 NCBI chr14:18,731,346...18,733,391
Ensembl chr14:18,731,378...18,733,391
JBrowse link
G Cxcl3 C-X-C motif chemokine ligand 3 multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in increased expression of CXCL1 mRNA] CTD PMID:16377760 NCBI chr14:18,820,168...18,839,659
Ensembl chr14:18,820,168...18,839,595
JBrowse link
G Fgfr3 fibroblast growth factor receptor 3 multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in decreased expression of FGFR3 mRNA] CTD PMID:16377760 NCBI chr14:82,272,322...82,287,739
Ensembl chr14:82,273,070...82,287,706
JBrowse link
G Gas1 growth arrest-specific 1 multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in decreased expression of GAS1 mRNA] CTD PMID:16377760 NCBI chr17:4,846,116...4,849,350
Ensembl chr17:4,846,789...4,847,940
JBrowse link
G Gsta5 glutathione S-transferase alpha 5 multiple interactions
increases expression
ISO Tetradecanoylphorbol Acetate promotes the reaction [Dimercaprol results in increased expression of GSTA1 mRNA] CTD PMID:7568053 NCBI chr 8:85,553,659...85,564,914
Ensembl chr 8:85,553,734...85,565,179
JBrowse link
G Hk2 hexokinase 2 multiple interactions ISO Dimercaprol inhibits the reaction [4-aminophenylarsenoxide binds to HK2 protein] CTD PMID:26598702 NCBI chr 4:113,559,396...113,609,897
Ensembl chr 4:113,559,427...113,610,243
JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO Dimercaprol results in increased expression of HMOX1 mRNA CTD PMID:8612205 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Ikbkb inhibitor of nuclear factor kappa B kinase subunit beta multiple interactions ISO Dimercaprol inhibits the reaction [arsenite inhibits the reaction [4',5'-bis(1,3,2-dithioarsolan-2-yl)fluorescein binds to IKBKB protein]] CTD PMID:10967126 NCBI chr16:74,177,233...74,230,809
Ensembl chr16:74,177,215...74,230,815
JBrowse link
G Ins2 insulin 2 multiple interactions EXP Dimercaprol inhibits the reaction [oxophenylarsine inhibits the reaction [INS protein results in decreased phosphorylation of SLC2A4 protein]] CTD PMID:8048502 NCBI chr 1:215,856,967...215,858,034
Ensembl chr 1:215,856,971...215,858,034
JBrowse link
G Itgb5 integrin subunit beta 5 multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in decreased expression of ITGB5 mRNA] CTD PMID:16377760 NCBI chr11:70,056,500...70,172,164
Ensembl chr11:70,056,500...70,172,372
JBrowse link
G Keap1 Kelch-like ECH-associated protein 1 affects binding ISO Dimercaprol binds to KEAP1 protein CTD PMID:19808700 NCBI chr 8:22,250,518...22,259,868
Ensembl chr 8:22,250,518...22,259,779
JBrowse link
G Kif16b kinesin family member 16B multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in decreased expression of KIF16B mRNA] CTD PMID:16377760 NCBI chr 3:136,596,621...136,936,809
Ensembl chr 3:136,657,480...136,936,674
JBrowse link
G Kif1b kinesin family member 1B multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in decreased expression of KIF1B mRNA] CTD PMID:16377760 NCBI chr 5:165,994,803...166,133,497
Ensembl chr 5:165,938,576...166,133,491
JBrowse link
G Kifap3 kinesin-associated protein 3 multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in decreased expression of KIFAP3 mRNA] CTD PMID:16377760 NCBI chr13:82,072,497...82,217,256
Ensembl chr13:82,072,497...82,217,252
JBrowse link
G Krt17 keratin 17 multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in increased expression of KRT17 mRNA] CTD PMID:16377760 NCBI chr10:88,158,993...88,163,712
Ensembl chr10:88,118,001...88,163,723
JBrowse link
G Krt18 keratin 18 multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in increased expression of KRT18 mRNA] CTD PMID:16377760 NCBI chr 7:143,629,455...143,633,131
Ensembl chr 7:143,629,455...143,633,131
JBrowse link
G Mafk MAF bZIP transcription factor K multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in increased expression of MAFK mRNA] CTD PMID:16377760 NCBI chr12:16,923,989...16,934,706
Ensembl chr12:16,923,990...16,934,706
JBrowse link
G Mtor mechanistic target of rapamycin kinase multiple interactions ISO Dimercaprol inhibits the reaction [oxophenylarsine inhibits the reaction [MTOR protein binds to RPTOR protein]] CTD PMID:16183647 NCBI chr 5:165,263,813...165,373,967
Ensembl chr 5:165,263,800...165,373,967
JBrowse link
G Mycl MYCL proto-oncogene, bHLH transcription factor multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in decreased expression of MYCL mRNA] CTD PMID:16377760 NCBI chr 5:140,691,947...140,698,837
Ensembl chr 5:140,692,779...140,698,609
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO [Dimercaprol co-treated with Mercuric Chloride] inhibits the reaction [Lipopolysaccharides results in increased activity of NOS2 protein]; Dimercaprol inhibits the reaction [Lipopolysaccharides results in increased activity of NOS2 protein] CTD PMID:18838692 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 multiple interactions
increases activity
ISO [Dimercaprol co-treated with Mercuric Chloride] results in increased activity of NQO1 protein
Dimercaprol results in increased activity of NQO1 protein
CTD PMID:18838692 NCBI chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
JBrowse link
G Pgk1 phosphoglycerate kinase 1 multiple interactions ISO Dimercaprol inhibits the reaction [4-aminophenylarsenoxide binds to PGK1 protein] CTD PMID:26598702 NCBI chr  X:77,263,399...77,279,373
Ensembl chr  X:77,263,359...77,279,367
JBrowse link
G Pml PML nuclear body scaffold multiple interactions ISO Dimercaprol inhibits the reaction [4-aminophenylarsenoxide binds to PML protein] CTD PMID:26598702 NCBI chr 8:63,002,515...63,034,310
Ensembl chr 8:63,004,870...63,034,226
JBrowse link
G Ppbp pro-platelet basic protein multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in increased expression of PPBP mRNA] CTD PMID:16377760 NCBI chr14:18,852,433...18,853,237
Ensembl chr14:18,851,954...18,853,315
JBrowse link
G Ppp2r5c protein phosphatase 2, regulatory subunit B', gamma multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in decreased expression of PPP2R5C mRNA] CTD PMID:16377760 NCBI chr 6:134,804,128...134,941,912
Ensembl chr 6:134,804,141...134,939,358
JBrowse link
G Ppp3ca protein phosphatase 3 catalytic subunit alpha multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in decreased expression of PPP3CA mRNA] CTD PMID:16377760 NCBI chr 2:241,909,332...242,186,861
Ensembl chr 2:241,909,832...242,184,854
JBrowse link
G Rbl2 RB transcriptional corepressor like 2 multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in decreased expression of RBL2 mRNA] CTD PMID:16377760 NCBI chr19:17,300,088...17,346,865
Ensembl chr19:17,300,089...17,346,808
JBrowse link
G Rps6kb1 ribosomal protein S6 kinase B1 multiple interactions ISO Dimercaprol inhibits the reaction [oxophenylarsine results in increased phosphorylation of RPS6KB1 protein] CTD PMID:16183647 NCBI chr10:73,824,200...73,865,503
Ensembl chr10:73,824,202...73,865,364
JBrowse link
G Rptor regulatory associated protein of MTOR, complex 1 multiple interactions ISO Dimercaprol inhibits the reaction [oxophenylarsine inhibits the reaction [MTOR protein binds to RPTOR protein]] CTD PMID:16183647 NCBI chr10:108,750,620...109,058,691
Ensembl chr10:108,750,620...109,058,691
JBrowse link
G Slc2a4 solute carrier family 2 member 4 multiple interactions EXP Dimercaprol inhibits the reaction [oxophenylarsine inhibits the reaction [INS protein results in decreased phosphorylation of SLC2A4 protein]] CTD PMID:8048502 NCBI chr10:56,552,921...56,558,562
Ensembl chr10:56,552,983...56,558,487
JBrowse link
G Socs3 suppressor of cytokine signaling 3 multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in increased expression of SOCS3 mRNA] CTD PMID:16377760 NCBI chr10:106,973,863...106,976,969
Ensembl chr10:106,975,178...106,976,040
JBrowse link
G Stag1 stromal antigen 1 multiple interactions ISO Dimercaprol inhibits the reaction [Mustard Gas results in decreased expression of STAG1 mRNA] CTD PMID:16377760 NCBI chr 8:108,958,099...109,342,738
Ensembl chr 8:108,958,046...109,342,738
JBrowse link
G Txnrd1 thioredoxin reductase 1 multiple interactions EXP Dimercaprol inhibits the reaction [Mercuric Chloride results in decreased activity of TXNRD1 protein] CTD PMID:20810785 NCBI chr 7:26,946,124...26,984,400
Ensembl chr 7:26,946,125...26,984,400
JBrowse link
G Tyr tyrosinase decreases activity ISO Dimercaprol results in decreased activity of TYR protein CTD PMID:16928136 NCBI chr 1:151,012,598...151,106,802
Ensembl chr 1:151,012,598...151,106,802
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19875
    role 19825
      chemical role 19339
        ligand 5795
          chelator 5772
            dimercaprol 38
              dithioglycerophosphocholine + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19875
    subatomic particle 19873
      composite particle 19873
        hadron 19873
          baryon 19873
            nucleon 19873
              atomic nucleus 19873
                atom 19873
                  main group element atom 19763
                    main group molecular entity 19763
                      s-block molecular entity 19511
                        hydrogen molecular entity 19503
                          hydrides 18775
                            inorganic hydride 17505
                              chalcogen hydride 2448
                                sulfur hydride 2057
                                  hydrogen sulfide 2057
                                    thiol group 1947
                                      thiol 1947
                                        dithiol 1337
                                          dimercaprol 38
                                            dithioglycerophosphocholine + 0
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