zaprinast (BioDeep_00000271609)

   


代谢物信息卡片


3,6-dihydro-5-(2-propoxyphenyl)-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-one

化学式: C13H13N5O2 (271.1069198)
中文名称: 扎普司特
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCOC1=CC=CC=C1C2=NC3=NNN=C3C(=O)N2
InChI: InChI=1S/C13H13N5O2/c1-2-7-20-9-6-4-3-5-8(9)11-14-12-10(13(19)15-11)16-18-17-12/h3-6H,2,7H2,1H3,(H2,14,15,16,17,18,19)

描述信息

C471 - Enzyme Inhibitor > C744 - Phosphodiesterase Inhibitor > C2127 - cGMP Phosphodiesterase Inhibitor
D004791 - Enzyme Inhibitors > D010726 - Phosphodiesterase Inhibitors

同义名列表

2 个代谢物同义名

zaprinast; 3,6-dihydro-5-(2-propoxyphenyl)-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-one



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(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

  • Veronika Wetzl, Elisabeth Schinner, Frieder Kees, Lothar Faerber, Jens Schlossmann. Differences in the renal antifibrotic cGMP/cGKI-dependent signaling of serelaxin, zaprinast, and their combination. Naunyn-Schmiedeberg's archives of pharmacology. 2017 Sep; 390(9):939-948. doi: 10.1007/s00210-017-1394-z. [PMID: 28660304]
  • Kevin M Brown, Sebastian Lourido, L David Sibley. Serum Albumin Stimulates Protein Kinase G-dependent Microneme Secretion in Toxoplasma gondii. The Journal of biological chemistry. 2016 Apr; 291(18):9554-65. doi: 10.1074/jbc.m115.700518. [PMID: 26933037]
  • Juan Liu, Zhengju Chen, Liping Ye, Huixia Liu, Dou Dou, Limei Liu, Xiaoxing Yu, Yuansheng Gao. Preservation of nitric oxide-induced relaxation of porcine coronary artery: roles of the dimers of soluble guanylyl cyclase, phosphodiesterase type 5, and cGMP-dependent protein kinase. Pflugers Archiv : European journal of physiology. 2014 Oct; 466(10):1999-2008. doi: 10.1007/s00424-014-1441-2. [PMID: 24413911]
  • Cátia Fernandes-Cerqueira, Benedita Sampaio-Maia, Janete Quelhas-Santos, Mónica Moreira-Rodrigues, Liliana Simões-Silva, Ana M Blazquez-Medela, C Martinez-Salgado, Jose M Lopez-Novoa, Manuel Pestana. Concerted action of ANP and dopamine D1-receptor to regulate sodium homeostasis in nephrotic syndrome. BioMed research international. 2013; 2013(?):397391. doi: 10.1155/2013/397391. [PMID: 23956981]
  • Thiago R L Romero, Giovane S Galdino, Grazielle C Silva, Lívia C Resende, Andréa C Perez, Steyner F Cortes, Igor D G Duarte. Involvement of the L-arginine/nitric oxide/cyclic guanosine monophosphate pathway in peripheral antinociception induced by N-palmitoyl-ethanolamine in rats. Journal of neuroscience research. 2012 Jul; 90(7):1474-9. doi: 10.1002/jnr.22797. [PMID: 22411529]
  • Patrick Oeckl, Boris Ferger. Simultaneous LC-MS/MS analysis of the biomarkers cAMP and cGMP in plasma, CSF and brain tissue. Journal of neuroscience methods. 2012 Jan; 203(2):338-43. doi: 10.1016/j.jneumeth.2011.09.032. [PMID: 22001223]
  • Chung-Hung Shih, Ling-Hung Lin, Hsin-Te Hsu, Kuo-Hsien Wang, Chi-Yin Lai, Chien-Ming Chen, Wun-Chang Ko. Hesperetin, a Selective Phosphodiesterase 4 Inhibitor, Effectively Suppresses Ovalbumin-Induced Airway Hyperresponsiveness without Influencing Xylazine/Ketamine-Induced Anesthesia. Evidence-based complementary and alternative medicine : eCAM. 2012; 2012(?):472897. doi: 10.1155/2012/472897. [PMID: 22454667]
  • You-Lan Yang, Hsin-Te Hsu, Kuo-Hsien Wang, Cheng-Ying Han, Chien-Ming Chen, Chi-Ming Chen, Wun-Chang Ko. Hesperetin-7,3'-O-dimethylether selectively inhibits phosphodiesterase 4 and effectively suppresses ovalbumin-induced airway hyperresponsiveness with a high therapeutic ratio. Journal of biomedical science. 2011 Nov; 18(?):84. doi: 10.1186/1423-0127-18-84. [PMID: 22074248]
  • Cristina Cosi, Guido Mannaioni, Andrea Cozzi, Vincenzo Carlà, Maria Sili, Leonardo Cavone, Dario Maratea, Flavio Moroni. G-protein coupled receptor 35 (GPR35) activation and inflammatory pain: Studies on the antinociceptive effects of kynurenic acid and zaprinast. Neuropharmacology. 2011 Jun; 60(7-8):1227-31. doi: 10.1016/j.neuropharm.2010.11.014. [PMID: 21110987]
  • Yongping Chai, Dai-Min Zhang, Yu-Fung Lin. Activation of cGMP-dependent protein kinase stimulates cardiac ATP-sensitive potassium channels via a ROS/calmodulin/CaMKII signaling cascade. PloS one. 2011 Mar; 6(3):e18191. doi: 10.1371/journal.pone.0018191. [PMID: 21479273]
  • Chung-Hung Shih, Tzu-Jung Huang, Chien-Ming Chen, Yun-Lian Lin, Wun-Chang Ko. S-Petasin, the Main Sesquiterpene of Petasites formosanus, Inhibits Phosphodiesterase Activity and Suppresses Ovalbumin-Induced Airway Hyperresponsiveness. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):132374. doi: 10.1093/ecam/nep088. [PMID: 19641087]
  • Johan Sällström, Boye L Jensen, Ole Skøtt, Xiang Gao, A Erik G Persson. Neuronal nitric oxide synthase supports Renin release during sodium restriction through inhibition of phosphodiesterase 3. American journal of hypertension. 2010 Nov; 23(11):1241-6. doi: 10.1038/ajh.2010.153. [PMID: 20651700]
  • Karl Toischer, Nils Teucher, Bernhard Unsöld, Michaela Kuhn, Harald Kögler, Gerd Hasenfuss. BNP controls early load-dependent regulation of SERCA through calcineurin. Basic research in cardiology. 2010 Nov; 105(6):795-804. doi: 10.1007/s00395-010-0115-2. [PMID: 20711735]
  • Silvia Fallarini, Laura Magliulo, Tiziana Paoletti, Claudia de Lalla, Grazia Lombardi. Expression of functional GPR35 in human iNKT cells. Biochemical and biophysical research communications. 2010 Jul; 398(3):420-5. doi: 10.1016/j.bbrc.2010.06.091. [PMID: 20599711]
  • Carmina Montoliu, Regina Rodrigo, Pilar Monfort, Marta Llansola, Omar Cauli, Jordi Boix, Nisrin Elmlili, Ana Agusti, Vicente Felipo. Cyclic GMP pathways in hepatic encephalopathy. Neurological and therapeutic implications. Metabolic brain disease. 2010 Mar; 25(1):39-48. doi: 10.1007/s11011-010-9184-z. [PMID: 20195723]
  • Jerzy Bełtowski. Leptin and the Regulation of Renal Sodium Handling and Renal Na-Transporting ATPases: Role in the Pathogenesis of Arterial Hypertension. Current cardiology reviews. 2010 Feb; 6(1):31-40. doi: 10.2174/157340310790231644. [PMID: 21286276]
  • Ichiro Kishimoto, Takeshi Tokudome, Takeshi Horio, David L Garbers, Kazuwa Nakao, Kenji Kangawa. Natriuretic Peptide Signaling via Guanylyl Cyclase (GC)-A: An Endogenous Protective Mechanism of the Heart. Current cardiology reviews. 2009 Jan; 5(1):45-51. doi: 10.2174/157340309787048068. [PMID: 20066148]
  • Yongping Chai, Yu-Fung Lin. Dual regulation of the ATP-sensitive potassium channel by activation of cGMP-dependent protein kinase. Pflugers Archiv : European journal of physiology. 2008 Aug; 456(5):897-915. doi: 10.1007/s00424-008-0447-z. [PMID: 18231807]
  • Yasuhito Taniguchi, Hiroko Tonai-Kachi, Katsuhiro Shinjo. 5-Nitro-2-(3-phenylpropylamino)benzoic acid is a GPR35 agonist. Pharmacology. 2008; 82(4):245-9. doi: 10.1159/000157625. [PMID: 18818509]
  • Tobias Schulz, Udo Schumacher, Peter Prehm. Hyaluronan export by the ABC transporter MRP5 and its modulation by intracellular cGMP. The Journal of biological chemistry. 2007 Jul; 282(29):20999-1004. doi: 10.1074/jbc.m700915200. [PMID: 17540771]
  • Xia Mao, Yongping Chai, Yu-Fung Lin. Dual regulation of the ATP-sensitive potassium channel by caffeine. American journal of physiology. Cell physiology. 2007 Jun; 292(6):C2239-58. doi: 10.1152/ajpcell.00326.2006. [PMID: 17303650]
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  • Yasuhito Taniguchi, Hiroko Tonai-Kachi, Katsuhiro Shinjo. Zaprinast, a well-known cyclic guanosine monophosphate-specific phosphodiesterase inhibitor, is an agonist for GPR35. FEBS letters. 2006 Sep; 580(21):5003-8. doi: 10.1016/j.febslet.2006.08.015. [PMID: 16934253]
  • William H Beierwaltes. cGMP stimulates renin secretion in vivo by inhibiting phosphodiesterase-3. American journal of physiology. Renal physiology. 2006 Jun; 290(6):F1376-81. doi: 10.1152/ajprenal.00209.2005. [PMID: 16449359]
  • Jerzy Beltowski, Anna Jamroz-Wisniewska, Ewelina Borkowska, Andrzej Marciniak. Phosphodiesterase 5 inhibitor ameliorates renal resistance to atrial natriuretic peptide associated with obesity and hyperleptinemia. Archives of medical research. 2006 Apr; 37(3):307-15. doi: 10.1016/j.arcmed.2005.06.008. [PMID: 16513477]
  • Jonathan P Day, Miles D Houslay, Shireen-A Davies. A novel role for a Drosophila homologue of cGMP-specific phosphodiesterase in the active transport of cGMP. The Biochemical journal. 2006 Jan; 393(Pt 2):481-8. doi: 10.1042/bj20051505. [PMID: 16232123]
  • Shengjun Zhang, Roberto Rodriguez, Peter M Scholz, Harvey R Weiss. Functional interaction of a beta-adrenergic agonist and cyclic GMP phosphodiesterase inhibitor in control and hypertrophic cardiomyocytes. Pharmacology. 2006; 76(2):53-60. doi: 10.1159/000089550. [PMID: 16276122]
  • Susan Pratt, Robert L Shepard, Ramani A Kandasamy, Paul A Johnston, William Perry, Anne H Dantzig. The multidrug resistance protein 5 (ABCC5) confers resistance to 5-fluorouracil and transports its monophosphorylated metabolites. Molecular cancer therapeutics. 2005 May; 4(5):855-63. doi: 10.1158/1535-7163.mct-04-0291. [PMID: 15897250]
  • S K Kulkarni, C S Patil. Phosphodiesterase 5 enzyme and its inhibitors: update on pharmacological and therapeutical aspects. Methods and findings in experimental and clinical pharmacology. 2004 Dec; 26(10):789-99. doi: 10.1358/mf.2004.26.10.872561. [PMID: 15672122]
  • Ekaterina M Fock, Elena A Lavrova, Vera T Bachteeva, Elena V Chernigovskaya, Rimma G Parnova. Nitric oxide inhibits arginine-vasotocin-induced increase of water osmotic permeability in frog urinary bladder. Pflugers Archiv : European journal of physiology. 2004 May; 448(2):197-203. doi: 10.1007/s00424-003-1233-6. [PMID: 14722776]
  • Maximiliano A D'Angelo, Santiago Sanguineti, Jeffrey M Reece, Lutz Birnbaumer, Héctor N Torres, Mirtha M Flawiá. Identification, characterization and subcellular localization of TcPDE1, a novel cAMP-specific phosphodiesterase from Trypanosoma cruzi. The Biochemical journal. 2004 Feb; 378(Pt 1):63-72. doi: 10.1042/bj20031147. [PMID: 14556647]
  • Anna-Louise M Cook, John M Haynes. Protein kinase G II-mediated proliferative effects in human cultured prostatic stromal cells. Cellular signalling. 2004 Feb; 16(2):253-61. doi: 10.1016/s0898-6568(03)00134-7. [PMID: 14636895]
  • M A Ibrahim, H Asai, S Satoh, N Satoh, S Ueda. Effect of zaprinast on nitric oxide levels in serum and aortic tissue. Methods and findings in experimental and clinical pharmacology. 2004 Jan; 26(1):19-24. doi: 10.1358/mf.2004.26.1.793468. [PMID: 14988737]
  • Mohamed A Ibrahim, Nobunori Satoh, Shiro Ueda. Possible impact of nitric oxide on the antihypertensive effect of captopril and zaprinast. Advances in therapy. 2003 May; 20(3):143-8. doi: 10.1007/bf02850201. [PMID: 12956256]
  • Hakan Kilicarslan, Sahin Yildirim, Ihsan Bagcivan, Gokhan Gokce, Bulent Sarac, Yusuf Sarioglu. The effect of chronic renal failure on phosphodiesterase inhibitor-induced relaxation responses in rabbit cavernosal strips. European journal of pharmacology. 2003 Feb; 462(1-3):155-60. doi: 10.1016/s0014-2999(03)01296-2. [PMID: 12591108]
  • Kenjiro Noyama, Shohei Maekawa. Localization of cyclic nucleotide phosphodiesterase 2 in the brain-derived Triton-insoluble low-density fraction (raft). Neuroscience research. 2003 Feb; 45(2):141-8. doi: 10.1016/s0168-0102(02)00208-0. [PMID: 12573460]
  • Zhe-Sheng Chen, Elizabeth Hopper-Borge, Martin G Belinsky, Irina Shchaveleva, Elena Kotova, Gary D Kruh. Characterization of the transport properties of human multidrug resistance protein 7 (MRP7, ABCC10). Molecular pharmacology. 2003 Feb; 63(2):351-8. doi: 10.1124/mol.63.2.351. [PMID: 12527806]
  • J D Corbin, S H Francis. Pharmacology of phosphodiesterase-5 inhibitors. International journal of clinical practice. 2002 Jul; 56(6):453-9. doi: NULL. [PMID: 12166544]
  • Wen-Fei Chiou, Chieh-Fu Chen. Pharmacological profile of evodiamine in isolated rabbit corpus cavernosum. European journal of pharmacology. 2002 Jun; 446(1-3):151-9. doi: 10.1016/s0014-2999(02)01762-4. [PMID: 12098597]
  • Per I Adolfsson, Christer Ahlstrand, Eberhard Varenhorst, Samuel P S Svensson. Lysophosphatidic acid stimulates proliferation of cultured smooth muscle cells from human BPH tissue: sildenafil and papaverin generate inhibition. The Prostate. 2002 Apr; 51(1):50-8. doi: 10.1002/pros.10077. [PMID: 11920958]
  • Hanna Kotikoski, Päivi Alajuuma, Eeva Moilanen, Pertteli Salmenperä, Olli Oksala, Pekka Laippala, Heikki Vapaatalo. Comparison of nitric oxide donors in lowering intraocular pressure in rabbits: role of cyclic GMP. Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics. 2002 Feb; 18(1):11-23. doi: 10.1089/108076802317233171. [PMID: 11858611]
  • A Robichaud, C Savoie, P B Stamatiou, N Lachance, P Jolicoeur, R Rasori, C C Chan. Assessing the emetic potential of PDE4 inhibitors in rats. British journal of pharmacology. 2002 Jan; 135(1):113-8. doi: 10.1038/sj.bjp.0704457. [PMID: 11786486]
  • F Martel, E Keating, C Calhau, D Gründemann, E Schömig, I Azevedo. Regulation of human extraneuronal monoamine transporter (hEMT) expressed in HEK293 cells by intracellular second messenger systems. Naunyn-Schmiedeberg's archives of pharmacology. 2001 Dec; 364(6):487-95. doi: 10.1007/s002100100476. [PMID: 11770002]
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  • G M Tiboni, D Lamonaca. Transplacental exposure to methylene blue initiates teratogenesis in the mouse: preliminary evidence for a mechanistic implication of cyclic GMP pathway disruption. Teratology. 2001 Oct; 64(4):213-20. doi: 10.1002/tera.1066. [PMID: 11598927]
  • C M Sayago, W H Beierwaltes. Nitric oxide synthase and cGMP-mediated stimulation of renin secretion. American journal of physiology. Regulatory, integrative and comparative physiology. 2001 Oct; 281(4):R1146-51. doi: 10.1152/ajpregu.2001.281.4.r1146. [PMID: 11557622]
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