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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:pyrimethamine
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Accession:CHEBI:8673 term browser browse the term
Definition:An aminopyrimidine that is pyrimidine-2,4-diamine which is substituted at position 5 by a p-chlorophenyl group and at position 6 by an ethyl group. It is a folic acid antagonist used as an antimalarial or with a sulfonamide to treat toxoplasmosis.
Synonyms:exact_synonym: 5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
 related_synonym: 2,4-Diamino-5-(4-chlorophenyl)-6-ethylpyrimidine;   2,4-Diamino-5-(p-chlorophenyl)-6-ethylpyrimidine;   2,4-Diamino-5-chlorophenyl-6-ethylpyrimidine;   5-(4-Chlorophenyl)-6-ethyl-2,4-diaminopyrimidine;   5-(4-Chlorophenyl)-6-ethyl-2,4-pyrimidinediamine;   CD;   Chloridine;   Chloridyn;   Diaminopyritamin;   Ethylpyrimidine;   Formula=C12H13ClN4;   InChI=1S/C12H13ClN4/c1-2-9-10(11(14)17-12(15)16-9)7-3-5-8(13)6-4-7/h3-6H,2H2,1H3,(H4,14,15,16,17);   InChIKey=WKSAUQYGYAYLPV-UHFFFAOYSA-N;   Primethamine;   SMILES=CCc1nc(N)nc(N)c1-c1ccc(Cl)cc1;   pirimetamina;   pyrimethaminum
 xref: Beilstein:219864;   CAS:58-14-0;   DrugBank:DB00205;   HMDB:HMDB0014350;   KEGG:C07391;   KEGG:D00488;   LINCS:LSM-3967
 xref_mesh: MESH:D011739
 xref: PDBeChem:CP6;   PMID:11257045;   PMID:11313656;   PMID:12543697;   PMID:16157660;   PMID:19435820;   PMID:28166217;   PMID:3377143;   Reaxys:219864;   VSDB:1912;   Wikipedia:Pyrimethamine


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pyrimethamine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Casp3 caspase 3 multiple interactions
increases activity
ISO [Pyrimethamine co-treated with temozolomide] results in increased cleavage of CASP3 protein; Palmitic Acid promotes the reaction [Pyrimethamine results in increased activity of CASP3 protein] CTD PMID:19435820, PMID:22700542 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp7 caspase 7 multiple interactions
increases activity
ISO Palmitic Acid promotes the reaction [Pyrimethamine results in increased activity of CASP7 protein] CTD PMID:22700542 NCBI chr 1:277,190,557...277,242,779
Ensembl chr 1:277,190,964...277,242,774
JBrowse link
G Casp8 caspase 8 increases activity ISO Pyrimethamine results in increased activity of CASP8 protein CTD PMID:18593930 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
JBrowse link
G Casp9 caspase 9 increases activity ISO Pyrimethamine results in increased activity of CASP9 protein CTD PMID:18593930 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Cat catalase increases expression ISO Pyrimethamine results in increased expression of CAT mRNA; Pyrimethamine results in increased expression of CAT protein CTD PMID:20193682 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Ctsb cathepsin B increases activity ISO Pyrimethamine results in increased activity of CTSB protein CTD PMID:18593930 NCBI chr15:46,316,741...46,337,613
Ensembl chr15:46,316,741...46,337,612
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression ISO Pyrimethamine results in increased expression of FOS mRNA CTD PMID:12730611 NCBI chr 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
JBrowse link
G Gpx4 glutathione peroxidase 4 increases expression ISO Pyrimethamine results in increased expression of GPX4 mRNA CTD PMID:20193682 NCBI chr 7:12,516,357...12,519,154
Ensembl chr 7:12,516,352...12,519,154
JBrowse link
G Gstp1 glutathione S-transferase pi 1 decreases activity
multiple interactions
ISO Pyrimethamine results in decreased activity of GSTP1 protein
Pyrimethamine inhibits the reaction [GSTP1 protein affects the metabolism of and results in decreased activity of Ethacrynic Acid]
CTD PMID:11807801 NCBI chr 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147
JBrowse link
G H2ax H2A.X variant histone increases phosphorylation ISO Pyrimethamine results in increased phosphorylation of H2AX protein CTD PMID:19435820 NCBI chr 8:48,665,652...48,666,981
Ensembl chr 8:48,665,652...48,666,981
JBrowse link
G Hexb hexosaminidase subunit beta affects binding ISO Pyrimethamine binds to HEXB protein CTD PMID:21265544 NCBI chr 2:27,983,925...28,003,260
Ensembl chr 2:27,984,117...28,003,186
JBrowse link
G Il2 interleukin 2 multiple interactions ISO [Pyrimethamine co-treated with Ionomycin co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of IL2 mRNA CTD PMID:29594315 NCBI chr 2:123,847,150...123,851,854
Ensembl chr 2:123,847,150...123,851,854
JBrowse link
G Nos2 nitric oxide synthase 2 increases expression ISO Pyrimethamine results in increased expression of NOS2 mRNA CTD PMID:20193682 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Slc22a1 solute carrier family 22 member 1 multiple interactions ISO Pyrimethamine inhibits the reaction [SLC22A1 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:27504015 NCBI chr 1:48,273,639...48,300,645
Ensembl chr 1:48,273,611...48,300,655
JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Pyrimethamine inhibits the reaction [SLC22A2 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:27504015 NCBI chr 1:48,318,025...48,360,219
Ensembl chr 1:48,317,995...48,360,261
JBrowse link
G Slc46a1 solute carrier family 46 member 1 decreases activity ISO Pyrimethamine results in decreased activity of SLC46A1 protein CTD PMID:19762432 NCBI chr10:65,728,508...65,741,708
Ensembl chr10:65,733,991...65,740,828
JBrowse link
G Slc47a1 solute carrier family 47 member 1 multiple interactions
decreases activity
ISO Pyrimethamine analog inhibits the reaction [SLC47A1 protein results in increased uptake of 1-Methyl-4-phenylpyridinium]; Pyrimethamine inhibits the reaction [SLC47A1 protein results in increased uptake of 1-Methyl-4-phenylpyridinium]; Pyrimethamine inhibits the reaction [SLC47A1 protein results in increased uptake of Metformin]; Pyrimethamine inhibits the reaction [SLC47A1 protein results in increased uptake of Tetraethylammonium]
Pyrimethamine results in decreased activity of SLC47A1 protein
CTD PMID:22419765, PMID:32305507 NCBI chr10:47,631,425...47,685,379
Ensembl chr10:47,632,192...47,666,921
JBrowse link
G Slc47a2 solute carrier family 47 member 2 multiple interactions
decreases activity
ISO Pyrimethamine analog inhibits the reaction [SLC47A2 protein results in increased uptake of 1-Methyl-4-phenylpyridinium]; Pyrimethamine inhibits the reaction [SLC47A2 protein results in increased uptake of 1-Methyl-4-phenylpyridinium]; Pyrimethamine inhibits the reaction [SLC47A2 protein results in increased uptake of Tetraethylammonium]
Pyrimethamine results in decreased activity of SLC47A2 protein
CTD PMID:22419765, PMID:32305507 NCBI chr10:47,587,909...47,631,373
Ensembl chr10:47,588,497...47,630,799
JBrowse link
G Slco1a4 solute carrier organic anion transporter family, member 1a4 multiple interactions ISO Pyrimethamine inhibits the reaction [SLCO1A2 protein results in increased uptake of estrone sulfate] CTD PMID:27504015 NCBI chr 4:175,969,549...176,026,227
Ensembl chr 4:175,969,549...176,026,163
JBrowse link
G Sod1 superoxide dismutase 1 increases expression ISO Pyrimethamine results in increased expression of SOD1 mRNA CTD PMID:20193682 NCBI chr11:30,363,282...30,368,858
Ensembl chr11:30,363,280...30,368,862
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        antimicrobial agent 17309
          antimicrobial drug 6206
            antiprotozoal drug 3817
              pyrimethamine 20
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
                    main group molecular entity 19670
                      s-block molecular entity 19428
                        hydrogen molecular entity 19418
                          hydrides 18685
                            inorganic hydride 17409
                              pnictogen hydride 17381
                                nitrogen hydride 17223
                                  azane 16940
                                    ammonia 16939
                                      organic amino compound 16938
                                        aromatic amine 13616
                                          aminopyrimidine 1103
                                            pyrimethamine 20
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