KEGG   PATHWAY: soy00983
Entry
soy00983                    Pathway                                
Name
Drug metabolism - other enzymes - Sitophilus oryzae (rice weevil)
Class
Metabolism; Xenobiotics biodegradation and metabolism
Pathway map
soy00983  Drug metabolism - other enzymes
soy00983

Organism
Sitophilus oryzae (rice weevil) [GN:soy]
Gene
115882195  inosine-5'-monophosphate dehydrogenase-like [KO:K00088] [EC:1.1.1.205]
115886179  inosine-5'-monophosphate dehydrogenase-like [KO:K00088] [EC:1.1.1.205]
115884274  GMP synthase [glutamine-hydrolyzing] isoform X1 [KO:K01951] [EC:6.3.5.2]
115875246  xanthine dehydrogenase-like isoform X1 [KO:K00106] [EC:1.17.1.4 1.17.3.2]
115875264  xanthine dehydrogenase-like [KO:K00106] [EC:1.17.1.4 1.17.3.2]
115885157  xanthine dehydrogenase [KO:K00106] [EC:1.17.1.4 1.17.3.2]
115877546  inosine triphosphate pyrophosphatase [KO:K01519] [EC:3.6.1.66]
115889079  venom carboxylesterase-6-like isoform X1 [KO:K01044] [EC:3.1.1.1]
115890243  venom carboxylesterase-6-like [KO:K01044] [EC:3.1.1.1]
115876899  liver carboxylesterase 4-like isoform X1 [KO:K01044] [EC:3.1.1.1]
115888239  UDP-glucuronosyltransferase 1-7-like [KO:K00699] [EC:2.4.1.17]
115888248  UDP-glucuronosyltransferase 1-5-like [KO:K00699] [EC:2.4.1.17]
115888277  UDP-glucuronosyltransferase 2B33-like [KO:K00699] [EC:2.4.1.17]
115888278  UDP-glucuronosyltransferase 1-7C-like [KO:K00699] [EC:2.4.1.17]
115883231  UDP-glucuronosyltransferase 1-9-like [KO:K00699] [EC:2.4.1.17]
115874676  UDP-glucuronosyltransferase 1-9-like [KO:K00699] [EC:2.4.1.17]
115874677  UDP-glucuronosyltransferase 2B13-like [KO:K00699] [EC:2.4.1.17]
115884970  UDP-glucuronosyltransferase 2B15-like [KO:K00699] [EC:2.4.1.17]
115887723  UDP-glucuronosyltransferase 2A3-like [KO:K00699] [EC:2.4.1.17]
115887738  UDP-glucuronosyltransferase 2B9-like [KO:K00699] [EC:2.4.1.17]
115887853  UDP-glucuronosyltransferase 2B19-like [KO:K00699] [EC:2.4.1.17]
115887916  2-hydroxyacylsphingosine 1-beta-galactosyltransferase-like [KO:K00699] [EC:2.4.1.17]
115887918  UDP-glucuronosyltransferase 2B18-like [KO:K00699] [EC:2.4.1.17]
115879150  beta-glucuronidase-like isoform X1 [KO:K01195] [EC:3.2.1.31]
115875861  beta-glucuronidase-like isoform X1 [KO:K01195] [EC:3.2.1.31]
115878841  cytidine deaminase-like isoform X1 [KO:K01489] [EC:3.5.4.5]
115884525  dihydropyrimidine dehydrogenase [NADP(+)] isoform X1 [KO:K00207] [EC:1.3.1.2]
115882415  dihydropyrimidinase isoform X1 [KO:K01464] [EC:3.5.2.2]
115877112  beta-ureidopropionase isoform X1 [KO:K01431] [EC:3.5.1.6]
115884539  uridine phosphorylase 1 isoform X1 [KO:K00757] [EC:2.4.2.3]
115890106  uridine-cytidine kinase-like 1 [KO:K00876] [EC:2.7.1.48]
115875157  thymidine kinase 2, mitochondrial-like [KO:K00857] [EC:2.7.1.21]
115879222  uridine 5'-monophosphate synthase [KO:K13421] [EC:2.4.2.10 4.1.1.23]
115878551  UMP-CMP kinase [KO:K13800] [EC:2.7.4.14]
115874541  ribonucleoside-diphosphate reductase large subunit-like [KO:K10807] [EC:1.17.4.1]
115874542  ribonucleoside-diphosphate reductase large subunit-like [KO:K10807] [EC:1.17.4.1]
115877285  ribonucleoside-diphosphate reductase subunit M2 B [KO:K10808] [EC:1.17.4.1]
115879309  nucleoside diphosphate kinase 6-like [KO:K00940] [EC:2.7.4.6]
115890635  nucleoside diphosphate kinase 7-like isoform X1 [KO:K00940] [EC:2.7.4.6]
115875510  nucleoside diphosphate kinase [KO:K00940] [EC:2.7.4.6]
115878620  deoxyuridine 5'-triphosphate nucleotidohydrolase-like [KO:K01520] [EC:3.6.1.23]
115879644  deoxyuridine 5'-triphosphate nucleotidohydrolase-like [KO:K01520] [EC:3.6.1.23]
115888942  probable deoxyuridine 5'-triphosphate nucleotidohydrolase [KO:K01520] [EC:3.6.1.23]
115889123  probable deoxyuridine 5'-triphosphate nucleotidohydrolase [KO:K01520] [EC:3.6.1.23]
115890611  probable deoxyuridine 5'-triphosphate nucleotidohydrolase [KO:K01520] [EC:3.6.1.23]
115890941  deoxyuridine 5'-triphosphate nucleotidohydrolase-like [KO:K01520] [EC:3.6.1.23]
115891237  deoxyuridine 5'-triphosphate nucleotidohydrolase-like [KO:K01520] [EC:3.6.1.23]
115882117  deoxyuridine 5'-triphosphate nucleotidohydrolase-like [KO:K01520] [EC:3.6.1.23]
115883236  deoxyuridine 5'-triphosphate nucleotidohydrolase-like [KO:K01520] [EC:3.6.1.23]
115874072  deoxyuridine 5'-triphosphate nucleotidohydrolase-like [KO:K01520] [EC:3.6.1.23]
115874651  deoxyuridine 5'-triphosphate nucleotidohydrolase-like [KO:K01520] [EC:3.6.1.23]
115875529  deoxyuridine 5'-triphosphate nucleotidohydrolase-like [KO:K01520] [EC:3.6.1.23]
115875705  deoxyuridine 5'-triphosphate nucleotidohydrolase-like [KO:K01520] [EC:3.6.1.23]
115886147  deoxyuridine 5'-triphosphate nucleotidohydrolase-like [KO:K01520] [EC:3.6.1.23]
115887637  deoxyuridine 5'-triphosphate nucleotidohydrolase-like [KO:K01520] [EC:3.6.1.23]
115887808  deoxyuridine 5'-triphosphate nucleotidohydrolase-like [KO:K01520] [EC:3.6.1.23]
115879185  glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
115879348  glutathione S-transferase theta-3-like [KO:K00799] [EC:2.5.1.18]
115879393  glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
115889119  glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
115880371  microsomal glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
115889638  glutathione S-transferase D6-like [KO:K00799] [EC:2.5.1.18]
115889740  pyrimidodiazepine synthase-like [KO:K00799] [EC:2.5.1.18]
115880704  glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
115880762  glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
115880770  glutathione S-transferase D1-like [KO:K00799] [EC:2.5.1.18]
115880781  glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
115890169  glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
115891427  glutathione S-transferase 1-1-like [KO:K00799] [EC:2.5.1.18]
115882701  glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
115882869  glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
115882959  glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
115874120  glutathione S-transferase 1-like isoform X1 [KO:K00799] [EC:2.5.1.18]
115874758  microsomal glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
115884405  glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
115885649  glutathione S-transferase 1 isoform X1 [KO:K00799] [EC:2.5.1.18]
115887769  microsomal glutathione S-transferase 1-like [KO:K00799] [EC:2.5.1.18]
Compound
C00003  NAD+
C00006  NADP+
C02320  R-S-Glutathione
C02380  6-Mercaptopurine
C04242  5-Fluorodeoxyuridine monophosphate
C04646  6-Thioinosine-5'-monophosphate
C05361  Hydrazine
C06108  Fluoroacetate
C06837  Azathioprine
C07054  Isoniazid
C07446  Isonicotinic acid
C07447  Acetylhydrazine
C07585  N-Acetylisoniazid
C07648  Thioguanine
C07649  5-FU
C11173  SN-38
C11376  SN38 glucuronide
C11736  5-Fluorodeoxyuridine
C12650  Capecitabine
C12673  Tegafur
C12739  5'-Deoxy-5-fluorouridine
C13252  Carmofur
C16542  APC
C16543  NPC
C16613  6-Thiourate
C16614  6-Methylmercaptopurine
C16615  6-Methylthiopurine 5'-monophosphate ribonucleotide
C16616  6-Mercaptopurine ribonucleoside 5'-diphosphate
C16617  6-Mercaptopurine ribonucleoside triphosphate
C16618  6-Thioxanthine 5'-monophosphate
C16619  6-Thioguanosine monophosphate
C16620  6-Methylthioguanosine monophosphate
C16621  1-Methyl-4-nitroimidazole
C16622  N,N'-Diacetylhydrazine
C16623  Isonicotinylglycine
C16624  Isoniazid pyruvate
C16625  Isoniazid alpha-ketoglutaric acid
C16630  5,6-Dihydro-5-fluorouracil
C16631  alpha-Fluoro-beta-ureidopropionic acid
C16632  alpha-Fluoro-beta-alanine
C16633  5-Fluorouridine
C16634  5-Fluorouridine monophosphate
C16635  5'-Deoxy-5-fluorocytidine
C16641  Irinotecan
C21748  5-Fluorouridine diphosphate
C21749  5-Fluorouridine triphosphate
C21750  5-Fluorodeoxyuridine diphosphate
C21751  5-Fluorodeoxyuridine triphosphate
C21754  Isonicotinoyl radical
C21758  Hepatotoxins
C21759  Isonicotinoyl-NAD adduct
C21760  Isonicotinoyl-NADP adduct
D00238  Azathioprine (JP18/USP/INN)
D00346  Isoniazid (JP18/USP/INN)
D00584  Fluorouracil (JP18/USP/INN)
D01223  Capecitabine (JAN/USP/INN)
D01244  Tegafur (JP18/USAN/INN)
D01309  Doxifluridine (JP18/INN)
D01784  Carmofur (JP18/INN)
D04197  Floxuridine (USP/INN)
D04931  Mercaptopurine (INN)
D08086  Irinotecan (INN)
D08603  Tioguanine (INN)
Reference
  Authors
Kato R, Kamatari T (eds).
  Title
[Drug Metabolism] (In Japanese)
  Journal
Tokyo Kagaku Dojin (2000)
Reference
  Authors
Al Hadithy AF, de Boer NK, Derijks LJ, Escher JC, Mulder CJ, Brouwers JR.
  Title
Thiopurines in inflammatory bowel disease: pharmacogenetics, therapeutic drug monitoring and clinical recommendations.
  Journal
Dig Liver Dis 37:282-97 (2005)
DOI:10.1016/j.dld.2004.09.029
Reference
  Authors
Gearry RB, Barclay ML.
  Title
Azathioprine and 6-mercaptopurine pharmacogenetics and metabolite monitoring in inflammatory bowel disease.
  Journal
J Gastroenterol Hepatol 20:1149-57 (2005)
DOI:10.1111/j.1440-1746.2005.03832.x
Reference
  Authors
Gilissen LP, Derijks LJ, Verhoeven HM, Bierau J, Hooymans PM, Hommes DW, Engels LG.
  Title
Pancytopenia due to high 6-methylmercaptopurine levels in a 6-mercaptopurine treated patient with Crohn's disease.
  Journal
Dig Liver Dis 39:182-6 (2007)
DOI:10.1016/j.dld.2006.05.026
Reference
  Authors
Fischel JL, Formento P, Ciccolini J, Etienne-Grimaldi MC, Milano G.
  Title
Lack of contribution of dihydrofluorouracil and alpha-fluoro-beta-alanine to the cytotoxicity of 5'-deoxy-5-fluorouridine on human keratinocytes.
  Journal
Anticancer Drugs 15:969-74 (2004)
DOI:10.1097/00001813-200411000-00006
Reference
  Authors
Shimma N, Umeda I, Arasaki M, Murasaki C, Masubuchi K, Kohchi Y, Miwa M, Ura M, Sawada N, Tahara H, Kuruma I, Horii I, Ishitsuka H.
  Title
The design and synthesis of a new tumor-selective fluoropyrimidine carbamate, capecitabine.
  Journal
Bioorg Med Chem 8:1697-706 (2000)
DOI:10.1016/S0968-0896(00)00087-0
Reference
  Authors
Chung YL, Troy H, Judson IR, Leek R, Leach MO, Stubbs M, Harris AL, Griffiths JR
  Title
Noninvasive measurements of capecitabine metabolism in bladder tumors overexpressing thymidine phosphorylase by fluorine-19 magnetic resonance spectroscopy.
  Journal
Clin Cancer Res 10:3863-70 (2004)
DOI:10.1158/1078-0432.CCR-03-0237
Reference
  Authors
Mathijssen RH, van Alphen RJ, Verweij J, Loos WJ, Nooter K, Stoter G, Sparreboom A
  Title
Clinical pharmacokinetics and metabolism of irinotecan (CPT-11).
  Journal
Clin Cancer Res 7:2182-94 (2001)
Reference
  Authors
Kita T, Tanigawara Y, Chikazawa S, Hatanaka H, Sakaeda T, Komada F, Iwakawa S, Okumura K.
  Title
N-Acetyltransferase2 genotype correlated with isoniazid acetylation in Japanese tuberculous patients.
  Journal
Biol Pharm Bull 24:544-9 (2001)
DOI:10.1248/bpb.24.544
Reference
  Authors
Miura K, Kinouchi M, Ishida K, Fujibuchi W, Naitoh T, Ogawa H, Ando T, Yazaki N, Watanabe K, Haneda S, Shibata C, Sasaki I
  Title
5-fu metabolism in cancer and orally-administrable 5-fu drugs.
  Journal
Cancers (Basel) 2:1717-30 (2010)
DOI:10.3390/cancers2031717
Reference
  Authors
Wang P, Pradhan K, Zhong XB, Ma X
  Title
Isoniazid metabolism and hepatotoxicity.
  Journal
Acta Pharm Sin B 6:384-392 (2016)
DOI:10.1016/j.apsb.2016.07.014
Reference
  Authors
Klein DJ, Boukouvala S, McDonagh EM, Shuldiner SR, Laurieri N, Thorn CF, Altman RB, Klein TE
  Title
PharmGKB summary: isoniazid pathway, pharmacokinetics.
  Journal
Pharmacogenet Genomics 26:436-44 (2016)
DOI:10.1097/FPC.0000000000000232
Reference
  Authors
Yamada S, Richardson K, Tang M, Halaschek-Wiener J, Cook VJ, Fitzgerald JM, Elwood K, Marra F, Brooks-Wilson A
  Title
Genetic variation in carboxylesterase genes and susceptibility to isoniazid-induced hepatotoxicity.
  Journal
Pharmacogenomics J 10:524-36 (2010)
DOI:10.1038/tpj.2010.5
Reference
  Authors
Vlasits J, Jakopitsch C, Bernroitner M, Zamocky M, Furtmuller PG, Obinger C
  Title
Mechanisms of catalase activity of heme peroxidases.
  Journal
Arch Biochem Biophys 500:74-81 (2010)
DOI:10.1016/j.abb.2010.04.018
Reference
  Authors
Khan SR, Morgan AG, Michail K, Srivastava N, Whittal RM, Aljuhani N, Siraki AG
  Title
Metabolism of isoniazid by neutrophil myeloperoxidase leads to isoniazid-NAD(+) adduct formation: A comparison of the reactivity of isoniazid with its known human metabolites.
  Journal
Biochem Pharmacol 106:46-55 (2016)
DOI:10.1016/j.bcp.2016.02.003
Reference
  Authors
Forbes LV, Furtmuller PG, Khalilova I, Turner R, Obinger C, Kettle AJ
  Title
Isoniazid as a substrate and inhibitor of myeloperoxidase: identification of amine adducts and the influence of superoxide dismutase on their formation.
  Journal
Biochem Pharmacol 84:949-60 (2012)
DOI:10.1016/j.bcp.2012.07.020
Reference
  Authors
Nguyen M, Quemard A, Broussy S, Bernadou J, Meunier B
  Title
Mn(III) pyrophosphate as an efficient tool for studying the mode of action of isoniazid on the InhA protein of Mycobacterium tuberculosis.
  Journal
Antimicrob Agents Chemother 46:2137-44 (2002)
DOI:10.1128/AAC.46.7.2137-2144.2002
Reference
PMID:9417034
  Authors
Rozwarski DA, Grant GA, Barton DH, Jacobs WR Jr, Sacchettini JC
  Title
Modification of the NADH of the isoniazid target (InhA) from Mycobacterium tuberculosis.
  Journal
Science 279:98-102 (1998)
DOI:10.1126/science.279.5347.98
Reference
  Authors
Argyrou A, Vetting MW, Blanchard JS
  Title
New insight into the mechanism of action of and resistance to isoniazid: interaction of Mycobacterium tuberculosis enoyl-ACP reductase with INH-NADP.
  Journal
J Am Chem Soc 129:9582-3 (2007)
DOI:10.1021/ja073160k
KO pathway
ko00983   
LinkDB

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