acetohexamide (BioDeep_00000413078)

Main id: BioDeep_00000006351

 


代谢物信息卡片


acetohexamide

化学式: C15H20N2O4S (324.11437200000006)
中文名称: 乙酰己酰胺
谱图信息: 最多检出来源 Homo sapiens(urine) 35.29%

分子结构信息

SMILES: CC(=O)C1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1
InChI: InChI=1S/C15H20N2O4S/c1-11(18)12-7-9-14(10-8-12)22(20,21)17-15(19)16-13-5-3-2-4-6-13/h7-10,13H,2-6H2,1H3,(H2,16,17,19)

描述信息

A - Alimentary tract and metabolism > A10 - Drugs used in diabetes > A10B - Blood glucose lowering drugs, excl. insulins > A10BB - Sulfonylureas
C78276 - Agent Affecting Digestive System or Metabolism > C29711 - Anti-diabetic Agent > C97936 - Sulfonylurea Antidiabetic Agent
D007004 - Hypoglycemic Agents
CONFIDENCE standard compound; INTERNAL_ID 894; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4168; ORIGINAL_PRECURSOR_SCAN_NO 4165
CONFIDENCE standard compound; INTERNAL_ID 894; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4170; ORIGINAL_PRECURSOR_SCAN_NO 4165
CONFIDENCE standard compound; INTERNAL_ID 894; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4125; ORIGINAL_PRECURSOR_SCAN_NO 4121
CONFIDENCE standard compound; INTERNAL_ID 894; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4143; ORIGINAL_PRECURSOR_SCAN_NO 4140
CONFIDENCE standard compound; INTERNAL_ID 894; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4151; ORIGINAL_PRECURSOR_SCAN_NO 4150
ORIGINAL_PRECURSOR_SCAN_NO 4163; CONFIDENCE standard compound; INTERNAL_ID 894; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4165
CONFIDENCE standard compound; INTERNAL_ID 894; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4165; ORIGINAL_PRECURSOR_SCAN_NO 4163
CONFIDENCE standard compound; INTERNAL_ID 894; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8394; ORIGINAL_PRECURSOR_SCAN_NO 8389
CONFIDENCE standard compound; INTERNAL_ID 894; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8413; ORIGINAL_PRECURSOR_SCAN_NO 8409
CONFIDENCE standard compound; INTERNAL_ID 894; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8458; ORIGINAL_PRECURSOR_SCAN_NO 8454
CONFIDENCE standard compound; INTERNAL_ID 894; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8489; ORIGINAL_PRECURSOR_SCAN_NO 8485
CONFIDENCE standard compound; INTERNAL_ID 894; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8471; ORIGINAL_PRECURSOR_SCAN_NO 8468

同义名列表

1 个代谢物同义名

acetohexamide



数据库引用编号

23 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)

0 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

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Agnieszka Szkudlarek, Michał Wilk, Małgorzata Maciążek-Jurczyk. In Vitro Investigations of Acetohexamide Binding to Glycated Serum Albumin in the Presence of Fatty Acid. Molecules (Basel, Switzerland). 2020 May; 25(10):. doi: 10.3390/molecules25102340. [PMID: 32429512]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Satoshi Endo, Namiki Miyagi, Toshiyuki Matsunaga, Akira Ikari. Rabbit dehydrogenase/reductase SDR family member 11 (DHRS11): Its identity with acetohexamide reductase with broad substrate specificity and inhibitor sensitivity, different from human DHRS11. Chemico-biological interactions. 2019 May; 305(?):12-20. doi: 10.1016/j.cbi.2019.03.026. [PMID: 30926317]
  • Holger Rehmann. Epac2: a sulfonylurea receptor?. Biochemical Society transactions. 2012 Feb; 40(1):6-10. doi: 10.1042/bst20110640. [PMID: 22260657]
  • Man-Wo Tsang. The management of type 2 diabetic patients with hypoglycaemic agents. ISRN endocrinology. 2012; 2012(?):478120. doi: 10.5402/2012/478120. [PMID: 22645689]
  • Zenghan Tong, K S Joseph, David S Hage. Detection of heterogeneous drug-protein binding by frontal analysis and high-performance affinity chromatography. Journal of chromatography. A. 2011 Dec; 1218(49):8915-24. doi: 10.1016/j.chroma.2011.04.078. [PMID: 21612784]
  • Michelle J Yoo, David S Hage. Use of peak decay analysis and affinity microcolumns containing silica monoliths for rapid determination of drug-protein dissociation rates. Journal of chromatography. A. 2011 Apr; 1218(15):2072-8. doi: 10.1016/j.chroma.2010.09.070. [PMID: 20956006]
  • Sara B G Basiaga, David S Hage. Chromatographic studies of changes in binding of sulfonylurea drugs to human serum albumin due to glycation and fatty acids. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Nov; 878(30):3193-7. doi: 10.1016/j.jchromb.2010.09.033. [PMID: 20974553]
  • K S Joseph, Jeanethe Anguizola, Abby J Jackson, David S Hage. Chromatographic analysis of acetohexamide binding to glycated human serum albumin. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Oct; 878(28):2775-81. doi: 10.1016/j.jchromb.2010.08.021. [PMID: 20829128]
  • K S Joseph, David S Hage. Characterization of the binding of sulfonylurea drugs to HSA by high-performance affinity chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Jun; 878(19):1590-8. doi: 10.1016/j.jchromb.2010.04.019. [PMID: 20435530]
  • Yorishige Imamura, Hideaki Shimada. Differential pharmacokinetics of acetohexamide in male Wistar-Imamichi and Sprague-Dawley rats: role of microsomal carbonyl reductase. Biological & pharmaceutical bulletin. 2005 Jan; 28(1):185-7. doi: 10.1248/bpb.28.185. [PMID: 15635190]
  • Yorishige Imamura, Hideaki Shimada. Strain- and sex-related differences of carbonyl reductase activities in kidney microsomes and cytosol of rats. Journal of applied toxicology : JAT. 2004 Nov; 24(6):437-41. doi: 10.1002/jat.996. [PMID: 15558648]
  • Yoe-Ray Ku, Li-Yun Chag, Li-Kang Ho, Jer-Huei Lin. Analysis of synthetic anti-diabetic drugs in adulterated traditional Chinese medicines by high-performance capillary electrophoresis. Journal of pharmaceutical and biomedical analysis. 2003 Sep; 33(2):329-34. doi: 10.1016/s0731-7085(03)00287-5. [PMID: 12972099]
  • Yorishige Imamura, Miho Kaneko, Hidenori Takada, Masaki Otagiri, Hideaki Shimada, Hiroyuki Akita. Sex-dependent pharmacokinetics of S(-)-hydroxyhexamide, a pharmacologically active metabolite of acetohexamide, in rats. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2002 Dec; 133(4):587-92. doi: 10.1016/s1532-0456(02)00177-1. [PMID: 12458186]
  • Hideaki Shimada, Shizuka Yamaguchi, Hideyuki Murata, Masaki Otagiri, Yorishige Imamura. Cadmium exposure decreases androgen-dependent metabolism of acetohexamide in liver microsomes of male rats through its testicular toxicity. Archives of toxicology. 2002 Feb; 76(1):8-12. doi: 10.1007/s00204-001-0313-7. [PMID: 11875619]
  • Y Imamura, H Takada, R Kamizono, M Otagiri. Hormonal regulation of male-specific 20beta-hydroxysteroid dehydrogenase with carbonyl reductase-like activity present in kidney microsomes of rats. The Journal of steroid biochemistry and molecular biology. 2001 Oct; 78(4):373-8. doi: 10.1016/s0960-0760(01)00110-8. [PMID: 11717008]
  • Y Imamura, K Sanai, K Seri, H Akita. Hypoglycemic effect of S(-)-hydroxyhexamide, a major metabolite of acetohexamide, and its enantiomer R(+)-hydroxyhexamide. Life sciences. 2001 Sep; 69(16):1947-55. doi: 10.1016/s0024-3205(01)01284-x. [PMID: 11693275]
  • K Seri, K Sanai, K Kurashima, Y Imamura, H Akita. (R)-ACX is a novel sufonylurea compound with potent, quick and short-lasting hypoglycemic activity. European journal of pharmacology. 2000 Feb; 389(2-3):253-6. doi: 10.1016/s0014-2999(99)00922-x. [PMID: 10688991]
  • Y Imamura, M Kaneko, Y Mori, M Otagiri. Sex-dependent pharmacokinetics and in vitro reductive metabolism of acetohexamide in Wistar-Imamichi rats. Biological & pharmaceutical bulletin. 1999 Apr; 22(4):435-8. doi: 10.1248/bpb.22.435. [PMID: 10328570]
  • H Koyama, N Sugioka, A Uno, S Mori, K Nakajima. Effects of glycosylation of hypoglycaemic drug binding to serum albumin. Biopharmaceutics & drug disposition. 1997 Dec; 18(9):791-801. doi: 10.1002/(sici)1099-081x(199712)18:9<791::aid-bdd66>3.0.co;2-1. [PMID: 9429743]
  • Y Imamura, T Koga, T Migita, A Ryu, M Otagiri, M Nozawa, H Akita. Characterization of acetohexamide reductases purified from rabbit liver, kidney, and heart: structural requirements for substrates and inhibitors. Journal of biochemistry. 1997 Apr; 121(4):705-10. doi: 10.1093/oxfordjournals.jbchem.a021643. [PMID: 9163521]
  • Y Imamura, T Koga, T Higuchi, M Otagiri, E Sugino, S Hibino. Inhibitory effect of drugs with a ketone group on reduction of acetohexamide catalyzed by carbonyl reductase from rabbit kidney. Journal of enzyme inhibition. 1997 Feb; 11(4):285-92. doi: 10.3109/14756369709027657. [PMID: 9208371]
  • T Higuchi, Y Imamura, M Otagiri. Kinetic studies on the reduction of acetohexamide catalyzed by carbonyl reductase from rabbit kidney. Biochimica et biophysica acta. 1993 Aug; 1158(1):23-8. doi: 10.1016/0304-4165(93)90091-l. [PMID: 8353128]
  • Y Shibutani, T Yokota. A case of acetohexamide-induced hypoglycemia: the influence of hypothyroidism on the metabolism of acetohexamide. Nihon Naibunpi Gakkai zasshi. 1991 Jan; 67(1):42-9. doi: 10.1507/endocrine1927.67.1_42. [PMID: 2013345]
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  • Y Imamura, H Abe, Y Kojima, M Otagiri. In vivo and in vitro binding of (-)-hydroxyhexamide, a major metabolite of acetohexamide, to rabbit serum. Journal of pharmacobio-dynamics. 1989 Aug; 12(8):503-7. doi: 10.1248/bpb1978.12.503. [PMID: 2614641]
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  • Y Kojima, Y Imamura, M Otagiri. [Effect of various drugs on the in vitro metabolic reduction of acetohexamide]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 1988 Jan; 108(1):66-70. doi: 10.1248/yakushi1947.108.1_66. [PMID: 3385610]
  • Y Imamura, Y Kojima, M Otagiri. Reduction of acetohexamide by rabbit heart cytosol. Journal of pharmacobio-dynamics. 1986 Jan; 9(1):110-1. doi: 10.1248/bpb1978.9.110. [PMID: 3519920]
  • Y Imamura, Y Kojima, H Ichibagase. Effect of simultaneous administration of drugs on absorption and excretion. XIX. Binding of acetohexamide and its major metabolite, (-)-hydroxyhexamide, to human serum albumin. Chemical & pharmaceutical bulletin. 1985 Mar; 33(3):1281-4. doi: 10.1248/cpb.33.1281. [PMID: 4028305]
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  • W D Black, S R Acchiardo. Acetohexamide hypoglycemia: treatment by peritoneal dialysis. Southern medical journal. 1977 Oct; 70(10):1240-1. doi: . [PMID: 910178]
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