1,2-Dinitroglycerin (BioDeep_00000172371)

 

Secondary id: BioDeep_00000480831, BioDeep_00000902616

human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


1,2,3-Propanetriol, 1,2-dinitric acid

化学式: C3H6N2O7 (182.0175006)
中文名称: 1,2-二硝酸甘油
谱图信息: 最多检出来源 Homo sapiens(blood) 4.5%

分子结构信息

SMILES: C(C(CO[N+](=O)[O-])O[N+](=O)[O-])O
InChI: InChI=1S/C3H6N2O7/c6-1-3(12-5(9)10)2-11-4(7)8/h3,6H,1-2H2

描述信息

D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents

同义名列表

16 个代谢物同义名

1,2,3-Propanetriol, 1,2-dinitric acid; 1,2,3-Propanetriol, 1,2-dinitrate; 2,3-bis(nitrooxy)propan-1-ol; Propanetriol 1,2-dinitrate; Propanetriol 1,3-dinitrate; Glyceryl-1,2-dinitric acid; 1,2-Glyceryl dinitrate; Glyceryl 1,3-dinitrate; Glyceryl-1,3-dinitrate; Glyceryl 1,2-dinitrate; Glyceryl-1,2-dinitrate; 1,3-Dinitroglycerol; 1,2-DINITROGLYCERIN; 1,2-Dinitroglycerol; Glyceryl dinitrate; Dinitroglycerol



数据库引用编号

7 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(2)

BioCyc(0)

PlantCyc(0)

代谢反应

29 个相关的代谢反应过程信息。

Reactome(28)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(1)

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

  • Loretta Lazzarato, Konstantin Chegaev, Elisabetta Marini, Barbara Rolando, Emily Borretto, Stefano Guglielmo, Sony Joseph, Antonella Di Stilo, Roberta Fruttero, Alberto Gasco. New nitric oxide or hydrogen sulfide releasing aspirins. Journal of medicinal chemistry. 2011 Aug; 54(15):5478-84. doi: 10.1021/jm2004514. [PMID: 21688846]
  • Mohammadreza Ghandforoush-Sattari, Parvin Zakeri-Milani, Siminozar Mashayekhi, Hadi Valizadeh. Determination of glyceryl trinitrate and its two main metabolites in human plasma using a new sensitive gas chromatography method. Arzneimittel-Forschung. 2011; 61(3):141-7. doi: 10.1055/s-0031-1296180. [PMID: 21528637]
  • M V Wenzl, G Wölkart, H Stessel, M Beretta, K Schmidt, B Mayer. Different effects of ascorbate deprivation and classical vascular nitrate tolerance on aldehyde dehydrogenase-catalysed bioactivation of nitroglycerin. British journal of pharmacology. 2009 Apr; 156(8):1248-55. doi: 10.1111/j.1476-5381.2009.00126.x. [PMID: 19254277]
  • Matteo Beretta, Karl Gruber, Alexander Kollau, Michael Russwurm, Doris Koesling, Walter Goessler, Wing Ming Keung, Kurt Schmidt, Bernd Mayer. Bioactivation of nitroglycerin by purified mitochondrial and cytosolic aldehyde dehydrogenases. The Journal of biological chemistry. 2008 Jun; 283(26):17873-80. doi: 10.1074/jbc.m801182200. [PMID: 18450747]
  • Masaaki Suzuki, Itaru Takamisawa, Yasunao Yoshimasa, Yutaka Harano. Association between insulin resistance and endothelial dysfunction in type 2 diabetes and the effects of pioglitazone. Diabetes research and clinical practice. 2007 Apr; 76(1):12-7. doi: 10.1016/j.diabres.2006.07.033. [PMID: 17007957]
  • Takashi Miyayama, Pei-Suen Tsou, Sun-Mi Fung, Ho-Leung Fung. Simultaneous determination of nitroglycerin and dinitrate metabolites in metabolism studies using liquid chromatography-mass spectrometry with electrospray ionization. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 May; 835(1-2):21-6. doi: 10.1016/j.jchromb.2006.02.059. [PMID: 16574505]
  • S Hashimoto, E Yamauchi, A Kobayashi, K Shigemi, H Tsuruta, T Yamashita, Y Tanaka. The pharmacokinetics of trinitroglycerin and its metabolites in patients with chronic stable angina. British journal of clinical pharmacology. 2000 Oct; 50(4):373-6. doi: 10.1046/j.1365-2125.2000.00263.x. [PMID: 11012561]
  • A Santoro, L C Rovati, M Follet, I Setnikar, H Caplain, V Gualano. Plasma levels of glyceryl trinitrate and dinitrates during application of three strengths of a new glyceryl trinitrate transdermal patch. Arzneimittel-Forschung. 2000 Sep; 50(9):786-94. doi: 10.1055/s-0031-1300290. [PMID: 11050694]
  • A Santoro, L C Rovati, I Setnikar, H Caplain, V Gualano. Bioavailability and pharmacokinetic profile of glyceryl trinitrate and of glyceryl dinitrates during application of a new glyceryl trinitrate transdermal patch. Arzneimittel-Forschung. 2000 Sep; 50(9):779-85. doi: 10.1055/s-0031-1300289. [PMID: 11050693]
  • V V Bezuglov, G M Andreyuk, I V Serkov, M A Kisel. Influence of dinitroglycerol and nitroethyleneglycol lipid derivatives on spectral parameters of human hemoglobin. Biochemistry. Biokhimiia. 2000 Jun; 65(6):685-9. doi: ". [PMID: 10887287]
  • B Auclair, G Sirois, A H Ngoc, M P Ducharme. Population pharmacokinetics of nitroglycerin and of its two metabolites after a single 24-hour application of a nitroglycerin transdermal matrix delivery system. Therapeutic drug monitoring. 1998 Dec; 20(6):607-11. doi: 10.1097/00007691-199812000-00004. [PMID: 9853974]
  • K E Torfgård, R Svedjeholm, E Håkansson, J Ahlner. Tolerance development and arterial and venous tissue-/plasma levels of glyceryl trinitrate and glyceryl dinitrate in patients treated with nitroglycerin infusion. Arzneimittel-Forschung. 1995 Sep; 45(9):963-6. doi: NULL. [PMID: 7488313]
  • J X Sun, A J Piraino, J M Morgan, J C Joshi, A Cipriano, K Chan, E Redalieu. Comparative pharmacokinetics and bioavailability of nitroglycerin and its metabolites from Transderm-Nitro, Nitrodisc, and Nitro-Dur II systems using a stable-isotope technique. Journal of clinical pharmacology. 1995 Apr; 35(4):390-7. doi: 10.1002/j.1552-4604.1995.tb04079.x. [PMID: 7650229]
  • V Hutt, K Sauter, G Pabst, R Bonn, E Fritschi. Bioequivalence evaluation of the metabolites 1,2 and 1,3-glyceryl dinitrate of two different glyceryl trinitrate patches after 12-h usage in healthy volunteers. Arzneimittel-Forschung. 1994 Dec; 44(12):1317-21. doi: NULL. [PMID: 7848350]
  • K M Jensen, J B Dahl. Plasma concentrations of glyceryl trinitrate and its dinitrate metabolites after sublingual administration to volunteers. Simultaneous determination of glyceryl trinitrate and its dinitrate metabolites. Arzneimittel-Forschung. 1994 Aug; 44(8):951-3. doi: NULL. [PMID: 7945539]
  • B P Booth, J F Brien, G S Marks, B Milne, F Cervenko, J Pym, J Knight, K Rogers, T Salerno, K Nakatsu. The effects of hypothermic and normothermic cardiopulmonary bypass on glyceryl trinitrate activity. Anesthesia and analgesia. 1994 May; 78(5):848-56. doi: 10.1213/00000539-199405000-00005. [PMID: 8160981]
  • M Gumbleton, L Z Benet. Simultaneous pharmacodynamic modeling of the non-steady-state effects of three oral doses of 1,3-glyceryl dinitrate upon blood pressure in healthy volunteers. Journal of pharmacokinetics and biopharmaceutics. 1993 Oct; 21(5):515-32. doi: 10.1007/bf01059112. [PMID: 8145129]
  • F W Lee, T Salmonson, L Z Benet. Pharmacokinetics and pharmacodynamics of nitroglycerin and its dinitrate metabolites in conscious dogs: intravenous infusion studies. Journal of pharmacokinetics and biopharmaceutics. 1993 Oct; 21(5):533-50. doi: 10.1007/bf01059113. [PMID: 8145130]
  • F W Lee, J Hu, C H Metzler, L Z Benet. Nitroglycerin dinitrate metabolites do not affect the pharmacokinetics and pharmacodynamics of nitroglycerin in the dog: a preliminary report. Journal of pharmacokinetics and biopharmaceutics. 1993 Apr; 21(2):163-73. doi: 10.1007/bf01059768. [PMID: 8229678]
  • R C Jewell, C R Banfield, D A Ruggirello, Y W Huang, P K Noonan, M A Gonzalez. Dose proportionality of transdermal nitroglycerin. Pharmaceutical research. 1992 Oct; 9(10):1284-9. doi: 10.1023/a:1015853200537. [PMID: 1448427]
  • K E Torfgård, J Ahlner, K L Axelsson, B Norlander, A Bertler. Tissue disposition of glyceryl trinitrate, 1,2-glyceryl dinitrate, and 1,3-glyceryl dinitrate in tolerant and nontolerant rats. Drug metabolism and disposition: the biological fate of chemicals. 1992 Jul; 20(4):553-8. doi: NULL. [PMID: 1356734]
  • M Jørgensen, M P Andersen, S H Hansen. Simultaneous determination of nitroglycerin and its dinitrate metabolites by capillary gas chromatography with electron-capture detection. Journal of chromatography. 1992 May; 577(1):167-70. doi: 10.1016/0378-4347(92)80614-v. [PMID: 1400736]
  • K E Karlberg, K Torfgård, J Ahlner, C Sylvén. Dose-dependent effect of intravenous nitroglycerin on platelet aggregation, and correlation with plasma glyceryl dinitrate concentration in healthy men. The American journal of cardiology. 1992 Mar; 69(8):802-5. doi: 10.1016/0002-9149(92)90509-w. [PMID: 1546657]
  • A Wiegand, K H Bauer, R Bonn, D Trenk, E Jähnchen. Pharmacodynamic and pharmacokinetic evaluation of a new transdermal delivery system with a time-dependent release of glyceryl trinitrate. Journal of clinical pharmacology. 1992 Jan; 32(1):77-84. doi: 10.1002/j.1552-4604.1992.tb03792.x. [PMID: 1740541]
  • K Torfgård, J Ahlner, B Norlander. Simultaneous determination of glyceryl trinitrate and its two dinitrate metabolites in plasma and tissues by capillary gas chromatography. Journal of chromatography. 1990 Dec; 534(?):196-201. doi: 10.1016/s0378-4347(00)82162-3. [PMID: 2128838]
  • T Ogiso, M Iwaki, A Kanokogi, Y Terao. Percutaneous absorption of 1,3-dinitroglycerin and a trial of pharmacokinetic analysis. Chemical & pharmaceutical bulletin. 1990 Oct; 38(10):2829-33. doi: 10.1248/cpb.38.2829. [PMID: 2127557]
  • K Langseth-Manrique. Simultaneous determination of glyceryl trinitrate and its metabolites, 1,2- and 1,3-glyceryl dinitrate, in plasma using capillary gas chromatography. Journal of chromatography. 1989 Apr; 489(2):462-3. doi: 10.1016/s0378-4347(00)82931-x. [PMID: 2502551]
  • S Chong, H L Fung. Kinetic mechanisms for the concentration dependency of in vitro degradation of nitroglycerin and glyceryl dinitrates in human blood: metabolite inhibition or cosubstrate depletion?. Journal of pharmaceutical sciences. 1989 Apr; 78(4):295-302. doi: 10.1002/jps.2600780407. [PMID: 2498508]
  • D K Yu, R L Williams, L Z Benet, E T Lin, D H Giesing. Pharmacokinetics of nitroglycerin and metabolites in humans following oral dosing. Biopharmaceutics & drug disposition. 1988 Nov; 9(6):557-65. doi: 10.1002/bod.2510090606. [PMID: 3147725]
  • F W Lee, N Watari, J Rigod, L Z Benet. Simultaneous determination of nitroglycerin and its dinitrate metabolites by capillary gas chromatography with electron-capture detection. Journal of chromatography. 1988 Apr; 426(2):259-66. doi: 10.1016/s0378-4347(00)81954-4. [PMID: 3134385]
  • P K Noonan, L Z Benet. Variable glyceryl dinitrate formation as a function of route of nitroglycerin administration. Clinical pharmacology and therapeutics. 1987 Sep; 42(3):273-7. doi: 10.1038/clpt.1987.146. [PMID: 3113806]
  • A Sioufi, F Pommier, J P Dubois. Determination of the two dinitrate metabolites of nitroglycerin in human plasma by capillary gas chromatography with electron-capture detection. Journal of chromatography. 1987 Jan; 413(?):101-8. doi: 10.1016/0378-4347(87)80217-7. [PMID: 3104382]
  • P K Noonan, R L Williams, L Z Benet. Dose dependent pharmacokinetics of nitroglycerin after multiple intravenous infusions in healthy volunteers. Journal of pharmacokinetics and biopharmaceutics. 1985 Apr; 13(2):143-57. doi: 10.1007/bf01059395. [PMID: 3932639]
  • P A Cossum, M S Roberts. Nitroglycerin disposition in human blood. European journal of clinical pharmacology. 1985; 29(2):169-75. doi: 10.1007/bf00547417. [PMID: 3935462]
  • A J Woodward, P A Lewis, A R Rudman, J Maddock. Determination of nitroglycerin and its dinitrate metabolites in human plasma by high-performance liquid chromatography with thermal energy analyzer detection. Journal of pharmaceutical sciences. 1984 Dec; 73(12):1838-40. doi: 10.1002/jps.2600731249. [PMID: 6441842]