Sulfamethoxazole N4-hydroxylamine (BioDeep_00000033122)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


4-(hydroxyamino)-N-(5-methyl-1,2-oxazol-3-yl)benzene-1-sulfonamide

化学式: C10H11N3O4S (269.0470246)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 33.33%

分子结构信息

SMILES: CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)NO
InChI: InChI=1S/C10H11N3O4S/c1-7-6-10(12-17-7)13-18(15,16)9-4-2-8(11-14)3-5-9/h2-6,11,14H,1H3,(H,12,13)

描述信息

Sulfamethoxazole N4-hydroxylamine is a metabolite of Sulfamethoxazole. Sulfamethoxazole n4-hydroxylamine belongs to the family of Acyclic Alkanes. These are acyclic hydrocarbons consisting only of n carbon atoms and m hydrogen atoms where m=2*n + 2.
D000890 - Anti-Infective Agents > D013424 - Sulfanilamides

同义名列表

9 个代谢物同义名

4-(hydroxyamino)-N-(5-methyl-1,2-oxazol-3-yl)benzene-1-sulfonamide; 4-(Hydroxyamino)-N-(5-methyl-3-isoxazolyl)benzenesulphonamide; 4-(Hydroxyamino)-N-(5-methyl-3-isoxazolyl)benzenesulfonamide; Sulphamethoxazole N4-hydroxylamine; Sulfamethoxazole N4-hydroxylamine; Sulphamethoxazole hydroxylamine; sulfamethoxazole hydroxylamine; SMX-NHOH; SMX-HA



数据库引用编号

6 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)

1 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

  • Abdelbaset A Elzagallaai, Elham A Sultan, John R Bend, Awatif M Abuzgaia, Eman Loubani, Michael J Rieder. Role of Oxidative Stress in Hypersensitivity Reactions to Sulfonamides. Journal of clinical pharmacology. 2020 03; 60(3):409-421. doi: 10.1002/jcph.1535. [PMID: 31709574]
  • Lee Zhang, Dao-Feng Chen, Xue Yan Xia, Cindy Yip, Michael John Rieder, John Richard Bend. Potential Complementary Therapy for Adverse Drug Reactions to Sulfonamides: Chemoprotection Against Oxidative and Nitrosative Stress by TCM Constituents and Defined Mixtures. Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques. 2015; 18(4):528-46. doi: 10.18433/j3sp5w. [PMID: 26626248]
  • Naoko Hara, Aimon K Alkanani, Diana Ir, Charles E Robertson, Brandie D Wagner, Daniel N Frank, Danny Zipris. Prevention of virus-induced type 1 diabetes with antibiotic therapy. Journal of immunology (Baltimore, Md. : 1950). 2012 Oct; 189(8):3805-14. doi: 10.4049/jimmunol.1201257. [PMID: 22988033]
  • Sanjoy Roychowdhury, Piyush M Vyas, Craig K Svensson. Formation and uptake of arylhydroxylamine-haptenated proteins in human dendritic cells. Drug metabolism and disposition: the biological fate of chemicals. 2007 Apr; 35(4):676-81. doi: 10.1124/dmd.106.013680. [PMID: 17220235]
  • Helen R Winter, Carol B Trapnell, John T Slattery, Mark Jacobson, Debra L Greenspan, Thomas M Hooton, Jashvant D Unadkat. The effect of clarithromycin, fluconazole, and rifabutin on sulfamethoxazole hydroxylamine formation in individuals with human immunodeficiency virus infection (AACTG 283). Clinical pharmacology and therapeutics. 2004 Oct; 76(4):313-22. doi: 10.1016/j.clpt.2004.06.002. [PMID: 15470330]
  • Lauren A Trepanier, Andrea R Yoder, Sunil Bajad, Michelle D Beckwith, Jennifer L Bellehumeur, Frank M Graziano. Plasma ascorbate deficiency is associated with impaired reduction of sulfamethoxazole-nitroso in HIV infection. Journal of acquired immune deficiency syndromes (1999). 2004 Aug; 36(5):1041-50. doi: 10.1097/00126334-200408150-00007. [PMID: 15247557]
  • Mukesh Summan, Alastair E Cribb. Novel non-labile covalent binding of sulfamethoxazole reactive metabolites to cultured human lymphoid cells. Chemico-biological interactions. 2002 Nov; 142(1-2):155-73. doi: 10.1016/s0009-2797(02)00060-1. [PMID: 12399161]
  • Jackie L Miller, Lauren A Trepanier. Inhibition by atovaquone of CYP2C9-mediated sulphamethoxazole hydroxylamine formation. European journal of clinical pharmacology. 2002 Apr; 58(1):69-72. doi: 10.1007/s00228-002-0424-y. [PMID: 11956677]
  • D J Naisbitt, F J Vilar, A C Stalford, E G Wilkins, M Pirmohamed, B K Park. Plasma cysteine deficiency and decreased reduction of nitrososulfamethoxazole with HIV infection. AIDS research and human retroviruses. 2000 Dec; 16(18):1929-38. doi: 10.1089/088922200750054657. [PMID: 11153075]
  • D F Lehmann, N Newman, P D Morse. The effect of cimetidine on the formation of sulfamethoxazole hydroxylamine in patients with human immunodeficiency virus. Journal of clinical pharmacology. 1998 May; 38(5):463-6. doi: 10.1002/j.1552-4604.1998.tb04454.x. [PMID: 9602961]
  • A K Mitra, K E Thummel, T F Kalhorn, E D Kharasch, J D Unadkat, J T Slattery. Inhibition of sulfamethoxazole hydroxylamine formation by fluconazole in human liver microsomes and healthy volunteers. Clinical pharmacology and therapeutics. 1996 Mar; 59(3):332-40. doi: 10.1016/s0009-9236(96)80011-7. [PMID: 8653996]
  • B L Lee, T Delahunty, S Safrin. The hydroxylamine of sulfamethoxazole and adverse reactions in patients with acquired immunodeficiency syndrome. Clinical pharmacology and therapeutics. 1994 Aug; 56(2):184-9. doi: 10.1038/clpt.1994.122. [PMID: 8062495]
  • A J van der Ven, M A Mantel, T B Vree, P P Koopmans, J W van der Meer. Formation and elimination of sulphamethoxazole hydroxylamine after oral administration of sulphamethoxazole. British journal of clinical pharmacology. 1994 Aug; 38(2):147-50. doi: 10.1111/j.1365-2125.1994.tb04339.x. [PMID: 7981016]
  • A E Cribb, S P Spielberg. Sulfamethoxazole is metabolized to the hydroxylamine in humans. Clinical pharmacology and therapeutics. 1992 May; 51(5):522-6. doi: 10.1038/clpt.1992.57. [PMID: 1587066]