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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 chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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 1:255,437,195...255,476,737
Ensembl chr 1:255,437,172...255,476,729
JBrowse link
G Casp8 caspase 8 increases activity ISO Pyrimethamine results in increased activity of CASP8 protein CTD PMID:18593930 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Casp9 caspase 9 increases activity ISO Pyrimethamine results in increased activity of CASP9 protein CTD PMID:18593930 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
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 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ctsb cathepsin B increases activity ISO Pyrimethamine results in increased activity of CTSB protein CTD PMID:18593930 NCBI chr15:37,389,636...37,410,508
Ensembl chr15:37,389,629...37,410,500
JBrowse link
G Cyp2c11 cytochrome P450, subfamily 2, polypeptide 11 decreases activity ISO Pyrimethamine results in decreased activity of CYP2C9 protein CTD PMID:11124226 NCBI chr 1:236,762,719...236,799,069
Ensembl chr 1:236,762,842...236,799,066
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 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Gpx4 glutathione peroxidase 4 increases expression ISO Pyrimethamine results in increased expression of GPX4 mRNA CTD PMID:20193682 NCBI chr 7:9,650,186...9,652,982
Ensembl chr 7:9,650,185...9,652,982
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 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226
JBrowse link
G H2ax H2A.X variant histone increases phosphorylation ISO Pyrimethamine results in increased phosphorylation of H2AX protein CTD PMID:19435820 NCBI chr 8:44,671,927...44,673,257
Ensembl chr 8:44,671,786...44,673,239
JBrowse link
G Hexb hexosaminidase subunit beta affects binding ISO Pyrimethamine binds to HEXB protein CTD PMID:21265544 NCBI chr 2:28,483,997...28,504,165
Ensembl chr 2:28,484,012...28,504,223
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 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566
JBrowse link
G Nos2 nitric oxide synthase 2 increases expression ISO Pyrimethamine results in increased expression of NOS2 mRNA CTD PMID:20193682 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
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 1:48,076,657...48,103,679
Ensembl chr 1:48,076,666...48,103,678
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 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268
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 chr10:63,361,504...63,367,940
Ensembl chr10:63,361,486...63,368,848
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 chr10:46,034,115...46,088,617
Ensembl chr10:46,034,122...46,087,637
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 chr10:45,990,806...46,033,937
Ensembl chr10:45,991,095...46,033,904
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 4:174,710,004...174,764,810
Ensembl chr 4:174,710,004...175,254,573
JBrowse link
G Sod1 superoxide dismutase 1 increases expression ISO Pyrimethamine results in increased expression of SOD1 mRNA CTD PMID:20193682 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19795
    role 19746
      biological role 19746
        antimicrobial agent 17469
          antimicrobial drug 8725
            antiprotozoal drug 7019
              pyrimethamine 21
Path 2
Term Annotations click to browse term
  CHEBI ontology 19795
    subatomic particle 19794
      composite particle 19794
        hadron 19794
          baryon 19794
            nucleon 19794
              atomic nucleus 19794
                atom 19794
                  main group element atom 19693
                    main group molecular entity 19693
                      s-block molecular entity 19474
                        hydrogen molecular entity 19466
                          hydrides 18830
                            inorganic hydride 17688
                              pnictogen hydride 17668
                                nitrogen hydride 17540
                                  azane 17273
                                    ammonia 17272
                                      organic amino compound 17272
                                        aromatic amine 13708
                                          aminopyrimidine 1600
                                            pyrimethamine 21
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