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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:triapine
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Accession:CHEBI:231347 term browser browse the term
Definition:A thiosemicarbazone resulting from the formal condensation of the formyl group of 3-aminopicolinaldehyde with the non-thioacylated amino group of hydrazinecarbothioamide. It is a ribonucleotide reductase inhibitor that exhibits anti-cancer properties.
Synonyms:exact_synonym: 2-[(3-aminopyridin-2-yl)methylidene]hydrazinecarbothioamide
 related_synonym: 2-[(3-amino-2-pyridinyl)methylene]hydrazinecarbothioamide;   2-[(3-aminopyridin-2-yl)methylidene]hydrazine-1-carbothioamide;   3-AP;   3-aminopyridine-2-carboxaldehyde thiosemicarbazone;   3AP;   Formula=C7H9N5S;   InChI=1S/C7H9N5S/c8-5-2-1-3-10-6(5)4-11-12-7(9)13/h1-4H,8H2,(H3,9,12,13);   InChIKey=XMYKNCNAZKMVQN-UHFFFAOYSA-N;   OCX 0191;   OCX 191;   PAN 811;   PAN811;   SMILES=[H]C(=NNC(N)=S)C1=C(N)C=CC=N1;   [(3-aminopyridin-2-yl)methylideneamino]thiourea
 xref: CAS:143621-35-6;   DrugBank:DB11940
 xref_mesh: MESH:C078157
 xref: PMID:1433178;   PMID:16084648;   PMID:16443509;   PMID:16675588;   PMID:16834759;   PMID:18278438;   PMID:19637923;   PMID:20066211;   PMID:20127092;   PMID:20145183;   PMID:20440618;   PMID:21373381;   PMID:21955844;   PMID:22105720;   PMID:22335579;   PMID:23603372;   PMID:26640619;   PMID:28881312;   PMID:29370277;   PMID:30519356;   PMID:32961653;   PMID:32989483;   PMID:33185224;   PMID:34516127;   PMID:35262697;   PMID:36802558;   PMID:36925025;   PMID:37482342;   PMID:37565554;   PMID:37952032;   Reaxys:5811939;   Wikipedia:3-Aminopyridine-2-carboxaldehyde_thiosemicarbazone



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triapine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G H2ax H2A.X variant histone increases expression ISO 3-aminopyridine-2-carboxaldehyde thiosemicarbazone results in increased expression of H2AX protein CTD PMID:25130544 NCBI chr 8:44,671,907...44,673,262
Ensembl chr 8:44,671,786...44,673,239
Ensembl chr 4:44,671,786...44,673,239
JBrowse link
G Prdx3 peroxiredoxin 3 increases oxidation ISO 3-aminopyridine-2-carboxaldehyde thiosemicarbazone results in increased oxidation of PRDX3 protein CTD PMID:21195754 NCBI chr 1:260,001,642...260,014,064
Ensembl chr 1:260,001,637...260,014,111
JBrowse link
G Rrm2b ribonucleotide reductase regulatory TP53 inducible subunit M2B multiple interactions ISO [Cisplatin co-treated with 3-aminopyridine-2-carboxaldehyde thiosemicarbazone] results in increased expression of RRM2B protein CTD PMID:20954859 NCBI chr 7:69,077,024...69,108,742
Ensembl chr 7:69,078,291...69,108,633
JBrowse link
G Txn2 thioredoxin 2 increases oxidation
multiple interactions
ISO 3-aminopyridine-2-carboxaldehyde thiosemicarbazone results in increased oxidation of TXN2 protein
[3-aminopyridine-2-carboxaldehyde thiosemicarbazone binds to Iron] which results in increased oxidation of TXN2 protein
CTD PMID:21195754 NCBI chr 7:109,496,772...109,510,378
Ensembl chr 7:109,496,761...109,510,359
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19880
    role 19850
      biological role 19848
        biochemical role 19556
          apoptosis inducer 13663
            triapine 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 19880
    subatomic particle 19878
      composite particle 19878
        hadron 19878
          baryon 19878
            nucleon 19878
              atomic nucleus 19878
                atom 19878
                  main group element atom 19817
                    p-block element atom 19817
                      carbon group element atom 19757
                        carbon atom 19754
                          organic molecular entity 19754
                            heteroorganic entity 19512
                              organochalcogen compound 19275
                                organooxygen compound 19191
                                  carbon oxoacid 18658
                                    carboxylic acid 18655
                                      carboacyl group 17699
                                        univalent carboacyl group 17699
                                          carbamoyl group 17550
                                            carboxamide 17550
                                              monocarboxylic acid amide 15732
                                                urea 6222
                                                  ureas 6220
                                                    semicarbazide 68
                                                      semicarbazone 20
                                                        thiosemicarbazone 4
                                                          triapine 4
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