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: proguanil
Accession: CHEBI:8455
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Definition: A biguanide compound which has isopropyl and p-chlorophenyl substituents on the terminal N atoms. A prophylactic antimalarial drug, it works by inhibiting the enzyme dihydrofolate reductase, which is involved in the reproduction of the malaria parasites Plasmodium falciparum and P. vivax within the red blood cells.
Synonyms: exact_synonym: N-(4-chlorophenyl)-N'-(propan-2-yl)imidodicarbonimidic diamide
related_synonym: 1-(p-chlorophenyl)-5-isopropylbiguanide; Chlorguanide; Chloroguanide; Formula=C11H16ClN5; InChI=1S/C11H16ClN5/c1-7(2)15-10(13)17-11(14)16-9-5-3-8(12)4-6-9/h3-7H,1-2H3,(H5,13,14,15,16,17); InChIKey=SSOLNOMRVKKSON-UHFFFAOYSA-N; N-(4-Chlorophenyl)-N'-(isopropyl)-imidodicarbonimidic diamide; SMILES=CC(C)NC(=N)NC(=N)Nc1ccc(Cl)cc1; proguanilum
xref: Beilstein:2811599; CAS:500-92-5; DrugBank:DB01131; Drug_Central:2282; HMDB:HMDB0015263; KEGG:C07631; KEGG:D08428; LINCS:LSM-2618
xref_mesh: MESH:D002727
xref: PMID:10348748; PMID:10848923; PMID:15504827; PMID:8866915; Reaxys:2811599; Wikipedia:Proguanil
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Cyp2c6
cytochrome P450, family 2, subfamily C, polypeptide 6
increases metabolic processing decreases activity
ISO
CYP2C19 protein results in increased metabolism of Proguanil Proguanil results in decreased activity of CYP2C19 protein
CTD
PMID:11124226 PMID:12464242
NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
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Cyp2d4
cytochrome P450, family 2, subfamily d, polypeptide 4
decreases activity
ISO
Proguanil results in decreased activity of CYP2D6 protein
CTD
PMID:11124226
NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
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Cyp3a2
cytochrome P450, family 3, subfamily a, polypeptide 2
decreases activity
ISO
Proguanil results in decreased activity of CYP3A4 protein
CTD
PMID:11124226
NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008
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Slc47a1
solute carrier family 47 member 1
multiple interactions
ISO
Proguanil inhibits the reaction [SLC47A1 protein results in increased uptake of 1-Methyl-4-phenylpyridinium]
CTD
PMID:22419765
NCBI chr10:46,034,115...46,088,617
Ensembl chr10:46,034,122...46,087,637
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Slc47a2
solute carrier family 47 member 2
multiple interactions
ISO
Proguanil inhibits the reaction [SLC47A2 protein results in increased uptake of 1-Methyl-4-phenylpyridinium]
CTD
PMID:22419765
NCBI chr10:45,990,806...46,033,937
Ensembl chr10:45,991,095...46,033,904
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