4-Hydroxy tolbutamide (BioDeep_00000027158)

   

human metabolite Endogenous blood metabolite Chemicals and Drugs


代谢物信息卡片


N-((butylamino)Carbonyl)-4-(hydroxymethyl)benzenesulfonamide

化学式: C12H18N2O4S (286.0987228)
中文名称: 4-羟基甲苯磺丁脲
谱图信息: 最多检出来源 Homo sapiens(blood) 1.2%

分子结构信息

SMILES: CCCCN=C(O)NS(=O)(=O)c1ccc(CO)cc1
InChI: InChI=1S/C12H18N2O4S/c1-2-3-8-13-12(16)14-19(17,18)11-6-4-10(9-15)5-7-11/h4-7,15H,2-3,8-9H2,1H3,(H2,13,14,16)

描述信息

4-Hydroxy tolbutamide is a hydroxylation byproduct of tolbutamide. Tolbutamide is a first generation potassium channel blocker. It is a sulfonylurea oral hypoglycemic drug sold under the brand name Orinase. This drug may be used in the management of type II diabetes if diet alone is not effective. Tolbutamide stimulates the secretion of insulin by the pancreas. [HMDB]
4-Hydroxy tolbutamide is a hydroxylation byproduct of tolbutamide. Tolbutamide is a first generation potassium channel blocker. It is a sulfonylurea oral hypoglycemic drug sold under the brand name Orinase. This drug may be used in the management of type II diabetes if diet alone is not effective. Tolbutamide stimulates the secretion of insulin by the pancreas.

同义名列表

10 个代谢物同义名

N-((butylamino)Carbonyl)-4-(hydroxymethyl)benzenesulfonamide; 3-butyl-1-[4-(hydroxymethyl)benzenesulfonyl]urea; 1-Butyl-3-(4-hydroxymethylphenyl)sulphonylurea; 1-Butyl-3-(4-hydroxymethylphenyl)sulfonylurea; Methylhydroxytolbutamide; Hydroxymethyltolbutamide; 4-Hydroxy tolbutamide; 4 hydroxy tolbutamide; 4-Hydroxytolbutamide; Hydroxytolbutamide



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(5)

BioCyc(0)

PlantCyc(0)

代谢反应

50 个相关的代谢反应过程信息。

Reactome(50)

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

  • Alexander Jetter, Martina Kinzig-Schippers, Andreas Skott, Andreas Lazar, Dorota Tomalik-Scharte, Julia Kirchheiner, Monika Walchner-Bonjean, Ursula Hering, Verena Jakob, Michael Rodamer, Wafaâ Jabrane, Dirk Kasel, Jürgen Brockmöller, Uwe Fuhr, Fritz Sörgel. Cytochrome P450 2C9 phenotyping using low-dose tolbutamide. European journal of clinical pharmacology. 2004 May; 60(3):165-71. doi: 10.1007/s00228-004-0754-z. [PMID: 15045499]
  • Cuyue Tang, Yuh Lin, A David Rodrigues, Jiunn H Lin. Effect of albumin on phenytoin and tolbutamide metabolism in human liver microsomes: an impact more than protein binding. Drug metabolism and disposition: the biological fate of chemicals. 2002 Jun; 30(6):648-54. doi: 10.1124/dmd.30.6.648. [PMID: 12019190]
  • Ji-Hong Shon, Young-Ran Yoon, Kyoung-Ah Kim, Young-Chae Lim, Kwang-Jae Lee, Ji-Young Park, In-June Cha, David A Flockhart, Jae-Gook Shin. Effects of CYP2C19 and CYP2C9 genetic polymorphisms on the disposition of and blood glucose lowering response to tolbutamide in humans. Pharmacogenetics. 2002 Mar; 12(2):111-9. doi: 10.1097/00008571-200203000-00005. [PMID: 11875365]
  • Julia Kirchheiner, Steffen Bauer, Ingolf Meineke, Wolfgang Rohde, Verena Prang, Christian Meisel, Ivor Roots, Jürgen Brockmöller. Impact of CYP2C9 and CYP2C19 polymorphisms on tolbutamide kinetics and the insulin and glucose response in healthy volunteers. Pharmacogenetics. 2002 Mar; 12(2):101-9. doi: 10.1097/00008571-200203000-00004. [PMID: 11875364]
  • L L Hansen, K Brøsen. Quantitative determination of tolbutamide and its metabolites in human plasma and urine by high-performance liquid chromatography and UV detection. Therapeutic drug monitoring. 1999 Dec; 21(6):664-71. doi: 10.1097/00007691-199912000-00015. [PMID: 10604830]
  • A S Gross, S Bridge, G M Shenfield. Pharmacokinetics of tolbutamide in ethnic Chinese. British journal of clinical pharmacology. 1999 Feb; 47(2):151-6. doi: 10.1046/j.1365-2125.1999.00868.x. [PMID: 10190649]
  • M E Veronese, J O Miners, D L Rees, D J Birkett. Tolbutamide hydroxylation in humans: lack of bimodality in 106 healthy subjects. Pharmacogenetics. 1993 Apr; 3(2):86-93. doi: 10.1097/00008571-199304000-00004. [PMID: 8518838]
  • K Washio, O Makaya, H Sasaki, K Nishida, J Nakamura, J Shibasaki. A new aspect of tolbutamide metabolism in the rabbit: the role of 1-butyl-3-(p-formylphenyl)sulphonylurea. The Journal of pharmacy and pharmacology. 1993 Mar; 45(3):231-3. doi: 10.1111/j.2042-7158.1993.tb05541.x. [PMID: 8483106]
  • M A Page, J S Boutagy, G M Shenfield. A screening test for slow metabolisers of tolbutamide. British journal of clinical pharmacology. 1991 Jun; 31(6):649-54. doi: 10.1111/j.1365-2125.1991.tb05587.x. [PMID: 1867959]
  • M E Veronese, J O Miners, D Randles, D Gregov, D J Birkett. Validation of the tolbutamide metabolic ratio for population screening with use of sulfaphenazole to produce model phenotypic poor metabolizers. Clinical pharmacology and therapeutics. 1990 Mar; 47(3):403-11. doi: 10.1038/clpt.1990.46. [PMID: 2311340]
  • A K Miller, J Adir, R E Vestal. Excretion of tolbutamide metabolites in young and old subjects. European journal of clinical pharmacology. 1990; 38(5):523-4. doi: 10.1007/bf02336696. [PMID: 2379540]
  • S St-Hilaire, P M Belanger. Simultaneous determinations of tolbutamide and its hydroxy and carboxy metabolites in serum and urine: application to pharmacokinetic studies of tolbutamide in the rat. Journal of pharmaceutical sciences. 1989 Oct; 78(10):863-6. doi: 10.1002/jps.2600781017. [PMID: 2600795]
  • J Keal, C Stockley, A Somogyi. Simultaneous determination of tolbutamide and its hydroxy and carboxy metabolites in plasma and urine by high-performance liquid chromatography. Journal of chromatography. 1986 May; 378(1):237-41. doi: 10.1016/s0378-4347(00)80719-7. [PMID: 3733977]
  • P Pecorari, A Albasini, M Melegari, G Vampa, F Manenti. An HPLC method for the simultaneous determination of tolbutamide and its metabolites in plasma. Il Farmaco; edizione pratica. 1981 Jan; 36(1):7-12. doi: NULL. [PMID: 7227495]