Acetylisoniazid (BioDeep_00001868734)

Main id: BioDeep_00000006544

 


代谢物信息卡片


Acetylisoniazid

化学式: C8H9N3O2 (179.0695)
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。

亚细胞结构定位 关联基因列表
Cytoplasm 9 CAT, CYP1A1, CYP2C19, CYP2C9, CYP2D6, CYP2E1, HPGDS, NAT2, SIRT1
Peripheral membrane protein 2 CYP1A1, CYP2E1
Endoplasmic reticulum membrane 9 CD4, CYP1A1, CYP2C19, CYP2C9, CYP2D6, CYP2E1, CYP7A1, UGT1A1, UGT1A3
Nucleus 4 NAT2, NR1H4, SIRT1, SMARCAD1
cytosol 6 CAT, HPGDS, NAT1, NAT2, NCAM1, SIRT1
nucleoplasm 4 HPGDS, NR1H4, SIRT1, SMARCAD1
RNA polymerase II transcription regulator complex 1 NR1H4
Cell membrane 5 CD19, CD4, NAT1, NAT2, NCAM1
Multi-pass membrane protein 2 NAT1, NAT2
Synapse 1 NAT1
cell surface 3 CD38, NAT1, NCAM1
Golgi membrane 1 NCAM1
mitochondrial inner membrane 2 CYP1A1, CYP2E1
neuronal cell body 1 NAT2
presynaptic membrane 1 NAT1
Lysosome 1 SGSH
plasma membrane 9 CD19, CD38, CD4, CYP2C19, CYP2C9, NAT1, NAT2, NCAM1, UGT1A1
synaptic vesicle membrane 1 NAT1
Membrane 9 CAT, CD19, CD38, CYP2D6, NAT1, NAT2, NCAM1, UGT1A1, UGT1A3
apical plasma membrane 1 NAT1
axon 2 NAT1, NAT2
basolateral plasma membrane 3 CD38, NAT1, NAT2
extracellular exosome 5 CAT, CD19, CD38, NAT2, SGSH
endoplasmic reticulum 3 CYP2D6, UGT1A1, UGT1A3
lysosomal lumen 1 SGSH
perinuclear region of cytoplasm 1 UGT1A1
mitochondrion 4 CAT, CYP1A1, CYP2D6, SIRT1
protein-containing complex 2 CAT, CD19
intracellular membrane-bounded organelle 8 CAT, CYP1A1, CYP2C19, CYP2C9, CYP2D6, CYP2E1, CYP7A1, HPGDS
Microsome membrane 5 CYP1A1, CYP2C9, CYP2D6, CYP2E1, CYP7A1
chromatin silencing complex 1 SIRT1
Single-pass type I membrane protein 3 CD19, CD4, NCAM1
extracellular region 2 CAT, NCAM1
Single-pass membrane protein 4 CYP2D6, CYP7A1, UGT1A1, UGT1A3
neuronal cell body membrane 1 NAT1
mitochondrial matrix 1 CAT
transcription regulator complex 1 NAT2
nuclear membrane 1 CD38
external side of plasma membrane 3 CD19, CD4, NCAM1
nucleolus 1 SIRT1
Early endosome 1 CD4
Single-pass type II membrane protein 1 CD38
Cytoplasm, perinuclear region 1 UGT1A1
Mitochondrion inner membrane 2 CYP1A1, CYP2E1
heterochromatin 2 SIRT1, SMARCAD1
Membrane raft 2 CD19, CD4
focal adhesion 1 CAT
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Nucleus, PML body 1 SIRT1
PML body 1 SIRT1
collagen-containing extracellular matrix 1 NCAM1
nuclear inner membrane 1 SIRT1
receptor complex 1 NR1H4
chromatin 2 NR1H4, SIRT1
[Isoform 3]: Nucleus 1 NR1H4
nuclear replication fork 1 SMARCAD1
Basolateral cell membrane 1 NAT1
Lipid-anchor, GPI-anchor 1 NCAM1
site of double-strand break 1 SMARCAD1
fibrillar center 1 SIRT1
nuclear envelope 1 SIRT1
euchromatin 2 NR1H4, SIRT1
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
endoplasmic reticulum lumen 1 CD4
clathrin-coated endocytic vesicle membrane 1 CD4
[Isoform 2]: Nucleus 1 NR1H4
[Isoform 1]: Nucleus 1 NR1H4
external side of apical plasma membrane 1 NAT2
eNoSc complex 1 SIRT1
rDNA heterochromatin 1 SIRT1
[Isoform 4]: Nucleus 1 NR1H4
T cell receptor complex 1 CD4
catalase complex 1 CAT
endoplasmic reticulum chaperone complex 1 UGT1A1
[Isoform 4]: Cell membrane 1 NCAM1
[Isoform 6]: Secreted 1 NCAM1
cytochrome complex 1 UGT1A1
NatA complex 1 NAT2
[SirtT1 75 kDa fragment]: Cytoplasm 1 SIRT1


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]
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  • 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]
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  • 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]
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