Acetylisoniazid (BioDeep_00001868734)

Main id: BioDeep_00000006544

 


代谢物信息卡片


Acetylisoniazid

化学式: C8H9N3O2 (179.06947340000002)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=O)NNC(=O)C1=CC=NC=C1
InChI: InChI=1S/C8H9N3O2/c1-6(12)10-11-8(13)7-2-4-9-5-3-7/h2-5H,1H3,(H,10,12)(H,11,13)

描述信息

同义名列表

2 个代谢物同义名

Acetylisoniazid; N-Acetylisoniazid



数据库引用编号

9 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

2 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



文献列表

  • Katharine Cunningham, Sandrine P Claus, John C Lindon, Elaine Holmes, Jeremy R Everett, Jeremy K Nicholson, Muireann Coen. Pharmacometabonomic characterization of xenobiotic and endogenous metabolic phenotypes that account for inter-individual variation in isoniazid-induced toxicological response. Journal of proteome research. 2012 Sep; 11(9):4630-42. doi: 10.1021/pr300430u. [PMID: 22873827]
  • Chen Bing, Cao Xiaomeia, Li Jinhenga. Gene dose effect of NAT2 variants on the pharmacokinetics of isoniazid and acetylisoniazid in healthy Chinese subjects. Drug metabolism and drug interactions. 2011; 26(3):113-8. doi: 10.1515/dmdi.2011.016. [PMID: 21980963]
  • Getnet Yimer, Nobuhisa Ueda, Abiy Habtewold, Wondwossen Amogne, Akira Suda, Klaus-Dieter Riedel, Jürgen Burhenne, Getachew Aderaye, Lars Lindquist, Eyasu Makonnen, Eleni Aklillu. Pharmacogenetic & pharmacokinetic biomarker for efavirenz based ARV and rifampicin based anti-TB drug induced liver injury in TB-HIV infected patients. PloS one. 2011; 6(12):e27810. doi: 10.1371/journal.pone.0027810. [PMID: 22162992]
  • A H M Viswanatha Swamy, Rucha V Kulkarni, A H M Thippeswamy, B C Koti, Aparna Gore. Evaluation of hepatoprotective activity of Cissus quadrangularis stem extract against isoniazid-induced liver damage in rats. Indian journal of pharmacology. 2010 Dec; 42(6):397-400. doi: 10.4103/0253-7613.71920. [PMID: 21189914]
  • Hossein Khalili, Simin Dashti-Khavidaki, Mohsen Amini, Reza Mahjub, Mahboobeh Hajiabdolbaghi. Is there any difference between acetylator phenotypes in tuberculosis patients and healthy subjects?. European journal of clinical pharmacology. 2010 Mar; 66(3):261-7. doi: 10.1007/s00228-009-0745-1. [PMID: 20187288]
  • Peng Liu, Jian-ming Jiang, Zhi-feng Zhou. [High-performance liquid chromatography for detecting the concentrations of isoniazid and acetylisoniazid in spinal tuberculosis]. Nan fang yi ke da xue xue bao = Journal of Southern Medical University. 2010 Feb; 30(2):364-7. doi: . [PMID: 20159724]
  • Zhifeng Zhou, Lingyun Chen, Peng Liu, Mei Shen, Fei Zou. Simultaneous determination of isoniazid, pyrazinamide, rifampicin and acetylisoniazid in human plasma by high-performance liquid chromatography. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. 2010; 26(11):1133-8. doi: 10.2116/analsci.26.1133. [PMID: 21079341]
  • Bing Chen, Weimin Cai, Jinheng Li, Xiaomei Cao. Estimating N-acetyltransferase metabolic activity and pharmacokinetic parameters of isoniazid from genotypes in Chinese subjects. Clinica chimica acta; international journal of clinical chemistry. 2009 Jul; 405(1-2):23-9. doi: 10.1016/j.cca.2009.03.045. [PMID: 19336229]
  • Katsumi Fukino, Yuka Sasaki, Shigekazu Hirai, Takayuki Nakamura, Masayo Hashimoto, Fumio Yamagishi, Koichi Ueno. Effects of N-acetyltransferase 2 (NAT2), CYP2E1 and Glutathione-S-transferase (GST) genotypes on the serum concentrations of isoniazid and metabolites in tuberculosis patients. The Journal of toxicological sciences. 2008 May; 33(2):187-95. doi: 10.2131/jts.33.187. [PMID: 18544910]
  • S-W Um, S W Lee, S Y Kwon, H I Yoon, K U Park, J Song, C-T Lee, J-H Lee. Low serum concentrations of anti-tuberculosis drugs and determinants of their serum levels. The international journal of tuberculosis and lung disease : the official journal of the International Union against Tuberculosis and Lung Disease. 2007 Sep; 11(9):972-8. doi: NULL. [PMID: 17705974]
  • Ka-yun Ng, Huiyu Zhou, Yan Ling Zhang, Brooks Hybertson, Theodore Randolph, Uwe Christians. Quantification of isoniazid and acetylisoniazid in rat plasma and alveolar macrophages by liquid chromatography-tandem mass spectrometry with on-line extraction. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Mar; 847(2):188-98. doi: 10.1016/j.jchromb.2006.10.008. [PMID: 17070115]
  • Ewa Augustynowicz-Kopeć, Anna Zabost, Monika Kozińska, Sylwia Brzezińska, Zofia Zwolska. [Detection of mutation in NAT II gene as a method of determination of izoniazyd (INH) acetylation type in human population]. Pneumonologia i alergologia polska. 2007; 75(2):134-9. doi: . [PMID: 17973219]
  • Bing Chen, Jin-Heng Li, Yi-Min Xu, Jie Wang, Xiao-Mei Cao. The influence of NAT2 genotypes on the plasma concentration of isoniazid and acetylisoniazid in Chinese pulmonary tuberculosis patients. Clinica chimica acta; international journal of clinical chemistry. 2006 Mar; 365(1-2):104-8. doi: 10.1016/j.cca.2005.08.012. [PMID: 16182272]
  • J T R Wilcke, M Døssing, H R Angelo, D Askgaard, A Rønn, H R Christensen. Unchanged acetylation of isoniazid by alcohol intake. The international journal of tuberculosis and lung disease : the official journal of the International Union against Tuberculosis and Lung Disease. 2004 Nov; 8(11):1373-6. doi: NULL. [PMID: 15581208]
  • R G Dattani, F Harry, A D Hutchings, P A Routledge. The effects of acute ethanol intake on isoniazid pharmacokinetics. European journal of clinical pharmacology. 2004 Nov; 60(9):679-82. doi: 10.1007/s00228-004-0828-y. [PMID: 15568141]
  • S Guermouche, M H Guermouche. Solid-phase extraction and HPTLC determination of isoniazid and acetylisoniazid in serum. Comparison with HPLC. Journal of chromatographic science. 2004 May; 42(5):250-3. doi: 10.1093/chromsci/42.5.250. [PMID: 15189597]
  • L Aït Moussa, C E Khassouani, B Hüe, M Jana, B Bégaud, R Soulaymani. Determination of the acetylator phenotype in Moroccan tuberculosis patients using isoniazid as metabolic probe. International journal of clinical pharmacology and therapeutics. 2002 Dec; 40(12):548-53. doi: 10.5414/cpp40548. [PMID: 12503812]
  • A Espinosa-Mansilla, M I Acedo-Valenzuela, A Muñoz de la Peña, F Cañada Cañada, F Salinas López. Determination of antitubercular drugs in urine and pharmaceuticals by LC using a gradient flow combined with programmed diode array photometric detection. Talanta. 2002 Aug; 58(2):273-80. doi: 10.1016/s0039-9140(02)00240-0. [PMID: 18968751]
  • Masayuki Hashiguchi, Keiko Ohno, Atsuko Sakuma, Fumio Hino, Takanori Tanaka, Masahiko Ohtsuji, Naoto Matsumoto, Kumiko Yanase, Akinori Urae, Yuki Hosogai, Naomi Sato, Asami Yazaki, Kaoru Matsuda, Katsuji Yamazaki, Tadaaki Rikihisa. A simplified method for detecting isoniazid compliance in patients receiving antituberculosis chemotherapy. Journal of clinical pharmacology. 2002 Feb; 42(2):151-6. doi: 10.1177/00912700222011184. [PMID: 11831537]
  • L Aït Moussa, C E Khassouani, R Soulaymani, M Jana, G Cassanas, R Alric, B Hüe. Therapeutic isoniazid monitoring using a simple high-performance liquid chromatographic method with ultraviolet detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2002 Jan; 766(1):181-7. doi: 10.1016/s0378-4347(01)00434-0. [PMID: 11820293]
  • S Ishizu, C Hashida, T Hanaoka, K Maeda, Y Ohishi. N-acetyltransferase activity in the urine in Japanese subjects: comparison in healthy persons and bladder cancer patients. Japanese journal of cancer research : Gann. 1995 Dec; 86(12):1179-81. doi: 10.1111/j.1349-7006.1995.tb03312.x. [PMID: 8636007]
  • Y G Kim, J G Shin, S G Shin, I J Jang, S Kim, J S Lee, J S Han, Y N Cha. Decreased acetylation of isoniazid in chronic renal failure. Clinical pharmacology and therapeutics. 1993 Dec; 54(6):612-20. doi: 10.1038/clpt.1993.198. [PMID: 8275616]
  • H Kohno, M Mori, T Katayama. [Testing for heterogeneity in genetic polymorphism of N-acetylation using isoniazid by metameters--probit, logit, and arcsine transformation]. Kekkaku : [Tuberculosis]. 1993 Aug; 68(8):511-6. doi: NULL. [PMID: 8377325]
  • R L Zhang, Z Y Wang, D Li, W B Cheng. Effects of rifampicin on pharmacokinetics of isoniazid and its metabolite acetylhydrazine in rats. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1992 Nov; 13(6):494-6. doi: . [PMID: 1302435]
  • M Mashimo, T Suzuki, M Abe, T Deguchi. Molecular genotyping of N-acetylation polymorphism to predict phenotype. Human genetics. 1992 Sep; 90(1-2):139-43. doi: 10.1007/bf00210758. [PMID: 1427770]
  • A el-Yazigi, D A Raines. Simultaneous microdetermination of rifampin, deacetylrifampin, isoniazid, and acetylisoniazid in plasma by liquid chromatography with dual electrochemical and spectrophotometric detection. Pharmaceutical research. 1992 Jun; 9(6):812-6. doi: 10.1023/a:1015867925185. [PMID: 1409366]
  • M Breda, E Pianezzola, M Strolin Benedetti, C Efthymiopoulos, M Carpentieri, D Sassella, R Rimoldi. A study of the effects of rifabutin on isoniazid pharmacokinetics and metabolism in healthy volunteers. Drug metabolism and drug interactions. 1992; 10(4):323-40. doi: 10.1515/dmdi.1992.10.4.323. [PMID: 1338982]
  • P R Gangadharam, D R Ashtekar, D C Farhi, D L Wise. Sustained release of isoniazid in vivo from a single implant of a biodegradable polymer. Tubercle. 1991 Jun; 72(2):115-22. doi: 10.1016/0041-3879(91)90038-t. [PMID: 1949214]
  • E Musch, D Lütjohann, M G Peter, H K Schwabe. [A high pressure liquid chromatography method for detecting the isoniazid derivative isonicotinoyl-hydrazine sodium glucuronide, free isoniazid and acetylisoniazid and its use in pharmacologic studies]. Pneumologie (Stuttgart, Germany). 1990 Feb; 44 Suppl 1(?):490-2. doi: NULL. [PMID: 2367446]
  • Y M el-Sayed, S I Islam. Acetylation phenotyping of isoniazid using a simple and accurate high-performance liquid chromatography. Journal of clinical pharmacy and therapeutics. 1989 Jun; 14(3):197-205. doi: 10.1111/j.1365-2710.1989.tb00238.x. [PMID: 2760118]
  • P C Ioannou. A more simple, rapid and sensitive fluorimetric method for the determination of isoniazid and acetylisoniazid in serum. Application for acetylator phenotyping. Clinica chimica acta; international journal of clinical chemistry. 1988 Jul; 175(2):175-81. doi: 10.1016/0009-8981(88)90007-1. [PMID: 3409532]
  • A D Hutchings, R D Monie, B P Spragg, P A Routledge. Saliva and plasma concentrations of isoniazid and acetylisoniazid in man. British journal of clinical pharmacology. 1988 May; 25(5):585-9. doi: 10.1111/j.1365-2125.1988.tb03349.x. [PMID: 3408638]
  • G Miscoria, A Leneveu, C Walle, A Roux. [Application of a method of analysis using high performance liquid chromatography of isoniazid and acetylisoniazid to determine the phenotype of acetylation]. Annales de biologie clinique. 1988; 46(9):734-40. doi: NULL. [PMID: 3223632]
  • T Inaba, T D Arias. On phenotyping with isoniazid: the use of urinary acetylation ratio and the uniqueness of antimodes. Study of two Amerindian populations. Clinical pharmacology and therapeutics. 1987 Nov; 42(5):493-7. doi: 10.1038/clpt.1987.186. [PMID: 3677538]
  • B H Thomas, W Zeitz, L W Whitehouse. Effect of rifampin, phenobarbital pretreatment, and acetylator phenotype on acetylisoniazid metabolism in the rabbit. Canadian journal of physiology and pharmacology. 1987 Mar; 65(3):419-23. doi: 10.1139/y87-070. [PMID: 3580961]
  • E Peretti, G Karlaganis, B H Lauterburg. Increased urinary excretion of toxic hydrazino metabolites of isoniazid by slow acetylators. Effect of a slow-release preparation of isoniazid. European journal of clinical pharmacology. 1987; 33(3):283-6. doi: 10.1007/bf00637563. [PMID: 3691615]
  • B H Lauterburg, C V Smith, E L Todd, J R Mitchell. Pharmacokinetics of the toxic hydrazino metabolites formed from isoniazid in humans. The Journal of pharmacology and experimental therapeutics. 1985 Dec; 235(3):566-70. doi: NULL. [PMID: 4078724]
  • R A Pereira-Filho, A Sevá-Pereira, A F de Magalhães. [Isoniazid acetylation in Gilbert's syndrome]. Arquivos de gastroenterologia. 1985 Oct; 22(4):172-5. doi: . [PMID: 3837656]
  • J O Svensson, A Muchtar, O Ericsson. Ion-pair high-performance liquid chromatographic determination of isoniazid and acetylisoniazid in plasma and urine. Application for acetylator phenotyping. Journal of chromatography. 1985 May; 341(1):193-7. doi: 10.1016/s0378-4347(00)84027-x. [PMID: 4019685]
  • W von Sassen, M Castro-Parra, E Musch, M Eichelbaum. Determination of isoniazid, acetylisoniazid, acetylhydrazine and diacetylhydrazine in biological fluids by high-performance liquid chromatography. Journal of chromatography. 1985 Feb; 338(1):113-22. doi: 10.1016/0378-4347(85)80075-x. [PMID: 4019638]
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  • B H Thomas, L W Whitehouse, W Zeitz. Metabolism of [14C]acetylisoniazid and [14C]acetylhydrazine by the rat and rabbit. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1984 Aug; 4(4):646-53. doi: . [PMID: 6479511]
  • C Lacroix, G Laine, J P Goulle, J Nouveau. [Microanalysis of plasma isoniazid and acetylisoniazid by high performance liquid chromatography]. Journal of chromatography. 1984 Apr; 307(1):137-44. doi: NULL. [PMID: 6725480]
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  • A Hutchings, R D Monie, B Spragg, P A Routledge. High-performance liquid chromatographic analysis of isoniazid and acetylisoniazid in biological fluids. Journal of chromatography. 1983 Oct; 277(?):385-90. doi: 10.1016/s0378-4347(00)84863-x. [PMID: 6643626]
  • D X Yan. [Determination of isoniazid and acetylisoniazid in the urine for phenotyping isoniazid inactivators]. Zhonghua jie he he hu xi xi ji bing za zhi = Chinese journal of tuberculosis and respiratory diseases. 1983 Apr; 6(2):71-3. doi: NULL. [PMID: 6628126]
  • A Hutchings, R D Monie, B Spragg, P A Routledge. A method to prevent the loss of isoniazid and acetylisoniazid in human plasma. British journal of clinical pharmacology. 1983 Feb; 15(2):263-6. doi: 10.1111/j.1365-2125.1983.tb01496.x. [PMID: 6849760]
  • M Guillaumont, M Leclercq, Y Frobert, B Guise, R Harf. Determination of rifampicin, desacetylrifampicin, isoniazid and acetylisoniazid by high-performance liquid chromatography: application to human serum extracts, polymorphonucleocytes and alveolar macrophages. Journal of chromatography. 1982 Nov; 232(2):369-76. doi: 10.1016/s0378-4347(00)84176-6. [PMID: 7153283]
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  • T Ishizaki, Y Horai, G Koya, K Matsuyama, S Iguchi. Acetylator phenotype and metabolic disposition of isoniazid in Japanese patients with systemic lupus erythematosus. Arthritis and rheumatism. 1981 Oct; 24(10):1245-54. doi: 10.1002/art.1780241004. [PMID: 7306226]
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