Guanethidine (BioDeep_00000003461)

 

Secondary id: BioDeep_00001868086

human metabolite blood metabolite Volatile Flavor Compounds


代谢物信息卡片


((2-Hexahydro-1(2H)-azocinyl)ethyl)guanidine

化学式: C10H22N4 (198.1844372)
中文名称: 依斯美林
谱图信息: 最多检出来源 Homo sapiens(blood) 94.74%

分子结构信息

SMILES: C1CCCN(CCC1)CCN=C(N)N
InChI: InChI=1S/C10H22N4/c11-10(12)13-6-9-14-7-4-2-1-3-5-8-14/h1-9H2,(H4,11,12,13)

描述信息

An antihypertensive agent that acts by inhibiting selectively transmission in post-ganglionic adrenergic nerves. It is believed to act mainly by preventing the release of norepinephrine at nerve endings and causes depletion of norepinephrine in peripheral sympathetic nerve terminals as well as in tissues. [PubChem]
C - Cardiovascular system > C02 - Antihypertensives > C02C - Antiadrenergic agents, peripherally acting > C02CC - Guanidine derivatives
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D013565 - Sympatholytics
S - Sensory organs > S01 - Ophthalmologicals > S01E - Antiglaucoma preparations and miotics
C78274 - Agent Affecting Cardiovascular System > C270 - Antihypertensive Agent
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents
KEIO_ID I063

同义名列表

24 个代谢物同义名

((2-Hexahydro-1(2H)-azocinyl)ethyl)guanidine; 2-(1-N,N-Heptamethyleneimino)ethylguanidine; (2-(Octahydro-1-azocinyl)ethyl)guanidine; Guanethidine sulfate (2:1), 14C-labeled; N-(2-Perhydroazocin-1-ylethyl)guanidine; 2-(1-Azacyclooctyl)ethylguanidine; 2-[2-(azocan-1-yl)ethyl]guanidine; Guanethidine sulfate (1:1); Guanethidine sulfate (1:2); Guanethidine sulfate (2:1); monoSulfate, guanethidine; Guanethidine monosulphate; Guanethidine monosulfate; Sulfate, guanethidine; Guanethidine sulphae; Guanethidine sulfate; Guanethidinum; GUANETHIDINE; Guanetidina; Octadine; Isobarin; Ismelin; Oktadin; Guanethidine



数据库引用编号

22 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

  • Anna Vavřínová, Michal Behuliak, Michal Bencze, Martin Vodička, Peter Ergang, Ivana Vaněčková, Josef Zicha. Sympathectomy-induced blood pressure reduction in adult normotensive and hypertensive rats is counteracted by enhanced cardiovascular sensitivity to vasoconstrictors. Hypertension research : official journal of the Japanese Society of Hypertension. 2019 12; 42(12):1872-1882. doi: 10.1038/s41440-019-0319-2. [PMID: 31527789]
  • Tod Turner, Xian Chen, Matthew Zahner, Alan Opsahl, George DeMarco, Magalie Boucher, Bryan Goodwin, Mylène Perreault. FGF21 increases water intake, urine output and blood pressure in rats. PloS one. 2018; 13(8):e0202182. doi: 10.1371/journal.pone.0202182. [PMID: 30106981]
  • Matthew R Zahner, Chang-Ning Liu, Vincent Bernardo, Carrie Northcott, Cheryl Tyszkiewicz, Carlin Okerberg, Magalie Boucher, Ingrid Pardo, Chris J Somps. Physiological approaches to assess diminished sympathetic activity in the conscious rat. Journal of pharmacological and toxicological methods. 2017 Nov; 88(Pt 1):64-71. doi: 10.1016/j.vascn.2017.06.002. [PMID: 28658603]
  • Patrick Freyhardt, Ricardo Donners, Alex Riemert, Jörg Schnorr, Nicola Stolzenburg, Jan L Rinnenthal, Ulrich Bernhardt, Bernd Hamm, Rolf W Günther, Florian Streitparth. Renal denervation by CT-guided periarterial injection of hyperosmolar saline, vincristine, paclitaxel and guanethidine in a pig model. EuroIntervention : journal of EuroPCR in collaboration with the Working Group on Interventional Cardiology of the European Society of Cardiology. 2017 Apr; 12(18):e2262-e2270. doi: 10.4244/eij-d-15-00354. [PMID: 27890860]
  • Matthew R Zahner, Chang-Ning Liu, Carlin V Okerberg, Alan C Opsahl, Walter F Bobrowski, Chris J Somps. Neurophysiological assessment of sympathetic cardiovascular activity after loss of postganglionic neurons in the anesthetized rat. Journal of pharmacological and toxicological methods. 2016 Jul; 80(?):59-67. doi: 10.1016/j.vascn.2016.04.010. [PMID: 27085835]
  • Rafik Hachani, Houcine Dab, Anouar Feriani, Sami Saber, Mohsen Sakly, Eric Vicaut, Jacques Callebert, Richard Sercombe, Kamel Kacem. Hypercholesterolemic diet induces vascular smooth muscle cell apoptosis in sympathectomized rats via intrinsic pathway. Autonomic neuroscience : basic & clinical. 2014 Jul; 183(?):49-57. doi: 10.1016/j.autneu.2014.02.007. [PMID: 24708922]
  • Paul M Consigny, Dariush Davalian, Rosy Donn, Jie Hu, Matthew Rieser, Deanne Stolarik. Chemical renal denervation in the rat. Cardiovascular and interventional radiology. 2014 Feb; 37(1):218-23. doi: 10.1007/s00270-013-0796-7. [PMID: 24305982]
  • Younes Filali-Zegzouti, Jean-Louis Rouanet, Toufiq Fechtali, Damien Roussel. Mitochondrial oxidative energy metabolism in guanethidine-induced sympathectomized ducklings. General physiology and biophysics. 2014; 33(1):91-7. doi: 10.4149/gpb_2013072. [PMID: 24334534]
  • Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
  • Rafik Hachani, Houcine Dab, Mohsen Sakly, Eric Vicaut, Jacques Callebert, Richard Sercombe, Kamel Kacem. Chemical sympathectomy induces arterial accumulation of native and oxidized LDL in hypercholesterolemic rats. Autonomic neuroscience : basic & clinical. 2012 Jan; 166(1-2):15-21. doi: 10.1016/j.autneu.2011.08.008. [PMID: 21917529]
  • Otacilio D Benvindo, Nilberto Rf Nascimento, Claudia F Santos, Manasses C Fonteles, Edilberto R Silveira, Daniel E Uchoa, Adriana R Campos, Karina Ma Cunha, Flavia A Santos, Vietla S Rao. Relaxant effect and possible mechanism of 17-nor-subincanadine E in rabbit corpora cavernosa. Asian journal of andrology. 2011 Sep; 13(5):747-53. doi: 10.1038/aja.2011.41. [PMID: 21765439]
  • Min Zhang, Yong Meng, Yongli Yang, Yancai Liu, Caiqin Dong, Jianming Xiao, Ling Zhao, Fang Li. Major inducing factors of hypertensive complications and the interventions required to reduce their prevalence: an epidemiological study of hypertension in a rural population in China. BMC public health. 2011 May; 11(?):301. doi: 10.1186/1471-2458-11-301. [PMID: 21569365]
  • Dongmei Wu, Dongwon Lee, Yong Kiel Sung. Prospect of vasoactive intestinal peptide therapy for COPD/PAH and asthma: a review. Respiratory research. 2011 Apr; 12(?):45. doi: 10.1186/1465-9921-12-45. [PMID: 21477377]
  • Ichiro Nakae, Kenichi Mitsunami, Tomohide Yoshino, Tomoko Omura, Takayoshi Tsutamoto, Tetsuya Matsumoto, Shigehiro Morikawa, Toshiro Inubushi, Minoru Horie. Clinical features of myocardial triglyceride in different types of cardiomyopathy assessed by proton magnetic resonance spectroscopy: comparison with myocardial creatine. Journal of cardiac failure. 2010 Oct; 16(10):812-22. doi: 10.1016/j.cardfail.2010.05.006. [PMID: 20932463]
  • Leticia Morales-Ledesma, Rosa Linares, Gabriela Rosas, Carolina Morán, Roberto Chavira, Mario Cárdenas, Roberto Domínguez. Unilateral sectioning of the superior ovarian nerve of rats with polycystic ovarian syndrome restores ovulation in the innervated ovary. Reproductive biology and endocrinology : RB&E. 2010 Aug; 8(?):99. doi: 10.1186/1477-7827-8-99. [PMID: 20723258]
  • Kung-Shing Lee, Wen-Jen Yu, Mei-Jen Wang, Hung-Tsung Wu, Chin-Hong Chang, Juei-Tang Cheng. Autonomic regulation of insulin secretion is changed by pentobarbital in mice. Neuroscience letters. 2010 Jul; 479(1):6-9. doi: 10.1016/j.neulet.2010.05.015. [PMID: 20471451]
  • Rafik Hachani, Houcine Dab, Mohsen Sakly, Eric Vicaut, Jacques Callebert, Richard Sercombe, Kamel Kacem. Influence of antagonist sensory and sympathetic nerves on smooth muscle cell differentiation in hypercholesterolemic rat. Autonomic neuroscience : basic & clinical. 2010 Jun; 155(1-2):82-90. doi: 10.1016/j.autneu.2010.02.001. [PMID: 20181536]
  • Diego Pérez-Tilve, Lucas González-Matías, Benedikt A Aulinger, Mayte Alvarez-Crespo, Manuel Gil-Lozano, Elias Alvarez, Amalia M Andrade-Olivie, Matthias H Tschöp, David A D'Alessio, Federico Mallo. Exendin-4 increases blood glucose levels acutely in rats by activation of the sympathetic nervous system. American journal of physiology. Endocrinology and metabolism. 2010 May; 298(5):E1088-96. doi: 10.1152/ajpendo.00464.2009. [PMID: 20197503]
  • Carl-Albrecht Haensch, Hartmut Lerch, Hans Schlemmer, Anna Jigalin, Stefan Isenmann. Cardiac neurotransmission imaging with 123I-meta-iodobenzylguanidine in postural tachycardia syndrome. Journal of neurology, neurosurgery, and psychiatry. 2010 Mar; 81(3):339-43. doi: 10.1136/jnnp.2008.168484. [PMID: 19687022]
  • Robert A Augustyniak, Maria M Picken, David Leonard, Xin J Zhou, Weiguo Zhang, Ronald G Victor. Sympathetic nerves and the progression of chronic kidney disease during 5/6 nephrectomy: studies in sympathectomized rats. Clinical and experimental pharmacology & physiology. 2010 Jan; 37(1):12-8. doi: 10.1111/j.1440-1681.2009.05253.x. [PMID: 19566818]
  • Christian Schinkel, A Scherens, M Köller, G Roellecke, G Muhr, C Maier. Systemic inflammatory mediators in post-traumatic complex regional pain syndrome (CRPS I) - longitudinal investigations and differences to control groups. European journal of medical research. 2009 Mar; 14(3):130-5. doi: 10.1186/2047-783x-14-3-130. [PMID: 19380284]
  • Ho-Shan Niu, Feng-Lin Hsu, I-Min Liu. Role of sympathetic tone in the loss of syringin-induced plasma glucose lowering action in conscious Wistar rats. Neuroscience letters. 2008 Nov; 445(1):113-6. doi: 10.1016/j.neulet.2008.08.066. [PMID: 18773939]
  • Thiago M Cunha, Waldiceu A Verri, Daniel A Valério, Ana T Guerrero, Luciana G Nogueira, Silvio M Vieira, Danielle G Souza, Mauro M Teixeira, Stephen Poole, Sergio H Ferreira, Fernando Q Cunha. Role of cytokines in mediating mechanical hypernociception in a model of delayed-type hypersensitivity in mice. European journal of pain (London, England). 2008 Nov; 12(8):1059-68. doi: 10.1016/j.ejpain.2008.02.003. [PMID: 18372199]
  • Ju-Hyun Jeon, Hyung-Wook Kim, Min-Gi Kim, Hoi-Seon Lee. Mite-control activities of active constituents isolated from Pelargonium graveolens against house dust mites. Journal of microbiology and biotechnology. 2008 Oct; 18(10):1666-71. doi: ". [PMID: 18955817]
  • F Pagani, V Sibilia, F Cavani, M Ferretti, L Bertoni, C Palumbo, N Lattuada, E De Luca, A Rubinacci, F Guidobono. Sympathectomy alters bone architecture in adult growing rats. Journal of cellular biochemistry. 2008 Aug; 104(6):2155-64. doi: 10.1002/jcb.21775. [PMID: 18449939]
  • Amanda Martins Baviera, Neusa Maria Zanon, Luiz Carlos C Navegantes, Renato Hélios Migliorini, Isis C Kettelhut. Chemical sympathectomy further increases muscle protein degradation of acutely diabetic rats. Muscle & nerve. 2008 Aug; 38(2):1027-35. doi: 10.1002/mus.21018. [PMID: 18663737]
  • Kelly L Winter, Geoffrey K Isbister, Jennifer J Schneider, Nicki Konstantakopoulos, Jamie E Seymour, Wayne C Hodgson. An examination of the cardiovascular effects of an 'Irukandji' jellyfish, Alatina nr mordens. Toxicology letters. 2008 Jul; 179(3):118-23. doi: 10.1016/j.toxlet.2008.04.011. [PMID: 18547753]
  • Mahmoud M El-Mas, Sahar M El-Gowilly, Eman Y Gohar, Abdel-Rheem M Ghazal. Pharmacological characterization of cellular mechanisms of the renal vasodilatory effect of nicotine in rats. European journal of pharmacology. 2008 Jul; 588(2-3):294-300. doi: 10.1016/j.ejphar.2008.04.048. [PMID: 18533147]
  • Masahiro Ochi, Kazunari Tominaga, Fumio Tanaka, Tetsuya Tanigawa, Masatsugu Shiba, Toshio Watanabe, Yasuhiro Fujiwara, Nobuhide Oshitani, Kazuhide Higuchi, Tetsuo Arakawa. Effect of chronic stress on gastric emptying and plasma ghrelin levels in rats. Life sciences. 2008 Apr; 82(15-16):862-8. doi: 10.1016/j.lfs.2008.01.020. [PMID: 18343456]
  • Waldiceu A Verri, Ana T G Guerrero, Sandra Y Fukada, Daniel A Valerio, Thiago M Cunha, Damo Xu, Sérgio H Ferreira, Foo Y Liew, Fernando Q Cunha. IL-33 mediates antigen-induced cutaneous and articular hypernociception in mice. Proceedings of the National Academy of Sciences of the United States of America. 2008 Feb; 105(7):2723-8. doi: 10.1073/pnas.0712116105. [PMID: 18250323]
  • Bérengère Fromy, Dominique Sigaudo-Roussel, Céline Baron, Yves Roquelaure, Georges Leftheriotis, Jean Louis Saumet. Neuroendocrine pathway involvement in the loss of the cutaneous pressure-induced vasodilatation during acute pain in rats. The Journal of physiology. 2007 Feb; 579(Pt 1):247-54. doi: 10.1113/jphysiol.2006.121426. [PMID: 17158176]
  • E D Bruder, L M Henderson, H Raff. Adrenal lipid profiles of chemically sympathectomized normoxic and hypoxic neonatal rats. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2006 Dec; 38(12):807-11. doi: 10.1055/s-2006-956183. [PMID: 17163355]
  • Nga Cao, John M Haynes, Sabatino Ventura. Saw palmetto is an indirectly acting sympathomimetic in the rat-isolated prostate gland. The Prostate. 2006 Feb; 66(2):115-23. doi: 10.1002/pros.20322. [PMID: 16114061]
  • Margarita Franco-Colín, Iván Villanueva, Manuel Piñón, Radu Racotta. The effects of sympathectomy and dexamethasone in rats ingesting sucrose. International journal of biological sciences. 2006; 2(1):17-22. doi: 10.7150/ijbs.2.17. [PMID: 16585949]
  • Y Filali-Zegzouti, H Abdelmelek, J L Rouanet, J M Cottet-Emard, J M Pequignot, H Barré. Role of catecholamines in glucagon-induced thermogenesis. Journal of neural transmission (Vienna, Austria : 1996). 2005 Apr; 112(4):481-9. doi: 10.1007/s00702-004-0199-7. [PMID: 15480854]
  • Olaf Grisk, Ulrike Lother, Gert Gabriëls, Rainer Rettig. Influence of neonatal sympathectomy on proximal renal resistance artery function in spontaneously hypertensive rats. Pflugers Archiv : European journal of physiology. 2005 Jan; 449(4):364-71. doi: 10.1007/s00424-004-1349-3. [PMID: 15480746]
  • Zong-Hu Cui, Katsumi Ikeda, Kohei Kawakami, Tatsuo Gonda, Junichi Masuda, Toru Nabika. Exaggerated response to cold stress in a congenic strain for the quantitative trait locus for blood pressure. Journal of hypertension. 2004 Nov; 22(11):2103-9. doi: 10.1097/00004872-200411000-00011. [PMID: 15480093]
  • Milan Holecek, Marcela Bielavská, Ludek Sprongl. Protein metabolism in guanethidine-treated rats. International journal of experimental pathology. 2004 Oct; 85(5):257-64. doi: 10.1111/j.0959-9673.2004.00400.x. [PMID: 15379958]
  • Marvin Bacaner, James Brietenbucher, John LaBree. Prevention of ventricular fibrillation, acute myocardial infarction (myocardial necrosis), heart failure, and mortality by bretylium: is ischemic heart disease primarily adrenergic cardiovascular disease?. American journal of therapeutics. 2004 Sep; 11(5):366-411. doi: 10.1097/01.mjt.0000126444.24163.81. [PMID: 15356432]
  • A Gadek-Michalska, J Bugajski. Role of nitric oxide in the nicotine-induced pituitary-adrenocortical response. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society. 2004 Jun; 55(2):443-55. doi: . [PMID: 15213364]
  • Erika I Boesen, Gavin W Lambert, Warwick P Anderson, Michelle M Kett. Pre-weaning carvedilol treatment in spontaneously hypertensive rats. European journal of pharmacology. 2004 Feb; 486(2):183-8. doi: 10.1016/j.ejphar.2003.12.012. [PMID: 14975707]
  • Kelley W Dwyer, Paolo P Provenzano, Peter Muir, Wilmot B Valhmu, Ray Vanderby. Blockade of the sympathetic nervous system degrades ligament in a rat MCL model. Journal of applied physiology (Bethesda, Md. : 1985). 2004 Feb; 96(2):711-8. doi: 10.1152/japplphysiol.00307.2003. [PMID: 14527964]
  • Maria Konstandi, Elizabeth O Johnson, Marios Marselos, Dimitris Kostakis, Andreas Fotopoulos, Matti A Lang. Stress-mediated modulation of B(alpha)P-induced hepatic CYP1A1: role of catecholamines. Chemico-biological interactions. 2004 Jan; 147(1):65-77. doi: 10.1016/j.cbi.2003.10.007. [PMID: 14726153]
  • Hershel Raff, Julie J Lee, Eric P Widmaier, Martin K Oaks, William C Engeland. Basal and adrenocorticotropin-stimulated corticosterone in the neonatal rat exposed to hypoxia from birth: modulation by chemical sympathectomy. Endocrinology. 2004 Jan; 145(1):79-86. doi: 10.1210/en.2003-1130. [PMID: 14525916]
  • Rodrigo Bastos Fóscolo, Mauricio Gustavo Bravim de Castro, Umeko Marubayashi, Adelina Martha dos Reis, Cândido Celso Coimbra. Medial preoptic area adrenergic receptors modulate glycemia and insulinemia in freely moving rats. Brain research. 2003 Sep; 985(1):56-64. doi: 10.1016/s0006-8993(03)03158-5. [PMID: 12957368]
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  • Satoshi Fukumoto, Makoto Tatewaki, Tadanori Yamada, Mineko Fujimiya, Chris Mantyh, Miranda Voss, Steve Eubanks, Mary Harris, Theodore N Pappas, Toku Takahashi. Short-chain fatty acids stimulate colonic transit via intraluminal 5-HT release in rats. American journal of physiology. Regulatory, integrative and comparative physiology. 2003 May; 284(5):R1269-76. doi: 10.1152/ajpregu.00442.2002. [PMID: 12676748]
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  • Diego Currò, Teresina De Marco, Paolo Preziosi. Involvement of peptide histidine isoleucine in non-adrenergic non-cholinergic relaxation of the rat gastric fundus induced by high-frequency neuronal firing. Naunyn-Schmiedeberg's archives of pharmacology. 2002 Dec; 366(6):578-86. doi: 10.1007/s00210-002-0633-z. [PMID: 12444500]
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