Ramiprilat (BioDeep_00000551355)
代谢物信息卡片
化学式: C21H28N2O5 (388.1998118)
中文名称: 雷米普利
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C(=O)N1C2CCCC2CC1C(=O)O)NC(CCC3=CC=CC=C3)C(=O)O
InChI: InChI=1S/C21H28N2O5/c1-13(22-16(20(25)26)11-10-14-6-3-2-4-7-14)19(24)23-17-9-5-8-15(17)12-18(23)21(27)28/h2-4,6-7,13,15-18,22H,5,8-12H2,1H3,(H,25,26)(H,27,28)/t13-,15-,16-,17-,18-/m0/s1
描述信息
A dipeptide that is the active metabolite of ramipril. An angiotensin-converting enzyme (ACE) inhibitor, used to treat high blood pressure and congestive heart failure.
D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors > D000806 - Angiotensin-Converting Enzyme Inhibitors
C78274 - Agent Affecting Cardiovascular System > C270 - Antihypertensive Agent
C471 - Enzyme Inhibitor > C783 - Protease Inhibitor > C247 - ACE Inhibitor
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents
同义名列表
1 个代谢物同义名
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:77363
- PubChem: 5464096
- Metlin: METLIN2244
- DrugBank: DB14208
- ChEMBL: CHEMBL1201365
- CAS: 87269-97-4
- MetaboLights: MTBLC77363
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
- J M Serrano-Rodríguez, M Gómez-Díez, M Esgueva, C Castejón-Riber, A Mena-Bravo, F Priego-Capote, J M Serrano Caballero, A Muñoz. Pharmacokinetics and pharmacodynamics of ramipril and ramiprilat after intravenous and oral doses of ramipril in healthy horses.
Veterinary journal (London, England : 1997).
2016 Feb; 208(?):38-43. doi:
10.1016/j.tvjl.2015.10.024
. [PMID: 26639833] - Shiliu Tian, Xinfa Ge, Ke Wu, Huabing Yang, Yu Liu. Ramipril protects the endothelium from high glucose-induced dysfunction through CaMKKβ/AMPK and heme oxygenase-1 activation.
The Journal of pharmacology and experimental therapeutics.
2014 Jul; 350(1):5-13. doi:
10.1124/jpet.114.212928
. [PMID: 24741076] - Ashutosh Pudage, Sudhir Kamat. Development and validation of UPLC tandem mass spectrometry assay for separation of a phase II metabolite of ramipril using actual study samples and its application to a bioequivalence study.
Biomedical chromatography : BMC.
2011 Jun; 25(6):664-73. doi:
10.1002/bmc.1500
. [PMID: 20812207] - V K Gupta, Rajeev Jain, Ojitkumar Lukram, Shilpi Agarwal, Ashish Dwivedi. Simultaneous determination of ramipril, ramiprilat and telmisartan in human plasma using liquid chromatography tandem mass spectrometry.
Talanta.
2011 Jan; 83(3):709-16. doi:
10.1016/j.talanta.2010.10.011
. [PMID: 21147310] - Aimin Tan, Wen Jin, Fu Deng, Saleh Hussain, Adrien Musuku, Robert Massé. Bioanalytical method development and validation using incurred samples--simultaneous quantitation of ramipril and ramiprilat in human EDTA plasma by LC-MS/MS.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2009 Nov; 877(29):3673-80. doi:
10.1016/j.jchromb.2009.09.017
. [PMID: 19782651] - Douglas R Yingst, Ali Araghi, Tabitha M Doci, Raymond Mattingly, William H Beierwaltes. Decreased renal perfusion rapidly increases plasma membrane Na-K-ATPase in rat cortex by an angiotensin II-dependent mechanism.
American journal of physiology. Renal physiology.
2009 Nov; 297(5):F1324-9. doi:
10.1152/ajprenal.90363.2008
. [PMID: 19726543] - P O Desmoulins, S Burgaud, L J I Horspool. Pharmacokinetics and pharmacodynamics of ramipril and ramiprilat in healthy cats.
Journal of veterinary pharmacology and therapeutics.
2008 Aug; 31(4):349-58. doi:
10.1111/j.1365-2885.2008.00959.x
. [PMID: 18638296] - Yan-Ling He, Monica Ligueros-Saylan, Gangadhar Sunkara, Ron Sabo, Charlie Zhao, Yibin Wang, Joelle Campestrini, Francoise Pommier, Kiran Dole, Alan Marion, William P Dole, Dan Howard. Vildagliptin, a novel dipeptidyl peptidase IV inhibitor, has no pharmacokinetic interactions with the antihypertensive agents amlodipine, valsartan, and ramipril in healthy subjects.
Journal of clinical pharmacology.
2008 Jan; 48(1):85-95. doi:
10.1177/0091270007307880
. [PMID: 17986525] - Hendrik Freise, Daniel Palmes, Hans-Ullrich Spiegel. Inhibition of angiotensin-converting enzyme reduces rat liver reperfusion injury via bradykinin-2-receptor.
The Journal of surgical research.
2006 Aug; 134(2):231-7. doi:
10.1016/j.jss.2005.10.021
. [PMID: 16513137] - Hervé P Lefebvre, Elisabeth Jeunesse, Valérie Laroute, Pierre-Louis Toutain. Pharmacokinetic and pharmacodynamic parameters of ramipril and ramiprilat in healthy dogs and dogs with reduced glomerular filtration rate.
Journal of veterinary internal medicine.
2006 May; 20(3):499-507. doi:
10.1892/0891-6640(2006)20[499:pappor]2.0.co;2
. [PMID: 16734081] - Bengt-Arne Persson, Christina Fakt, Magnar Ervik, Martin Ahnoff. Interference from a glucuronide metabolite in the determination of ramipril and ramiprilat in human plasma and urine by gas chromatography-mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
2006 Feb; 40(3):794-8. doi:
10.1016/j.jpba.2005.08.013
. [PMID: 16242284] - Xiao-Yang Lu, Jian-Zhong Shen-Tu, Jian Liu. High-performance liquid chromatography-mass spectrometric analysis of ramipril and its active metabolite ramiprilat in human serum: application to a pharmacokinetic study in the Chinese volunteers.
Journal of pharmaceutical and biomedical analysis.
2006 Feb; 40(2):478-83. doi:
10.1016/j.jpba.2005.07.054
. [PMID: 16181761] - G Duarte Mendes, A T Dantas Sanfelice, N C do Carmo Borges, L E Cavedal, C Sverdloff, M Prado Galuppo, J H Módolo, G De Nucci. Comparative bioavailability of two ramipril formulations after single-dose administration in healthy volunteers.
International journal of clinical pharmacology and therapeutics.
2006 Feb; 44(2):93-8. doi:
10.5414/cpp44093
. [PMID: 16502769] - David G Levitt, Rik C Schoemaker. Human physiologically based pharmacokinetic model for ACE inhibitors: ramipril and ramiprilat.
BMC clinical pharmacology.
2006 Jan; 6(?):1. doi:
10.1186/1472-6904-6-1
. [PMID: 16398929] - Josephine M Forbes, Suzanne R Thorpe, Vicki Thallas-Bonke, Josefa Pete, Merlin C Thomas, Elizabeth R Deemer, Sahar Bassal, Assam El-Osta, David M Long, Sianna Panagiotopoulos, George Jerums, Tanya M Osicka, Mark E Cooper. Modulation of soluble receptor for advanced glycation end products by angiotensin-converting enzyme-1 inhibition in diabetic nephropathy.
Journal of the American Society of Nephrology : JASN.
2005 Aug; 16(8):2363-72. doi:
10.1681/asn.2005010062
. [PMID: 15930093] - Tom B Vree, Erik Dammers, Ivan Ulc, Stefan Horkovics-Kovats, Miroslav Ryska, Merkx, Ijsbrand. Lack of male-female differences in disposition and esterase hydrolysis of ramipril to ramiprilat in healthy volunteers after a single oral dose.
TheScientificWorldJournal.
2003 Dec; 3(?):1332-43. doi:
NULL
. [PMID: 14755115] - Siu Wai Tsang, Siu Po Ip, Tung Po Wong, Chun Tao Che, Po Sing Leung. Differential effects of saralasin and ramiprilat, the inhibitors of renin-angiotensin system, on cerulein-induced acute pancreatitis.
Regulatory peptides.
2003 Mar; 111(1-3):47-53. doi:
10.1016/s0167-0115(02)00226-4
. [PMID: 12609748] - S Adler, H Huang, J N Trochu, X Xu, S Gupta, T H Hintze. Simvastatin reverses impaired regulation of renal oxygen consumption in congestive heart failure.
American journal of physiology. Renal physiology.
2001 Nov; 281(5):F802-9. doi:
10.1152/ajprenal.2001.281.5.f802
. [PMID: 11592937] - S Adler, H Huang, K E Loke, X Xu, H Tada, A Laumas, T H Hintze. Endothelial nitric oxide synthase plays an essential role in regulation of renal oxygen consumption by NO.
American journal of physiology. Renal physiology.
2001 May; 280(5):F838-43. doi:
10.1152/ajprenal.2001.280.5.f838
. [PMID: 11292626] - S Adler, H Huang, K Loke, X Xu, A Laumas, T H Hintze. Modulation of renal oxygen consumption by nitric oxide is impaired after development of congestive heart failure in dogs.
Journal of cardiovascular pharmacology.
2001 Mar; 37(3):301-9. doi:
10.1097/00005344-200103000-00008
. [PMID: 11243420] - A Bischoff, M C Michel. Neuropeptide Y enhances potassium excretion by mechanisms distinct from those controlling sodium excretion.
Canadian journal of physiology and pharmacology.
2000 Feb; 78(2):93-9. doi:
10.1139/y99-121
. [PMID: 10737671] - R Willenbrock, M Scheuermann, G Thibault, M Haass, K Höhnel, J Bohlender, F C Luft, R Dietz. Angiotensin inhibition and atrial natriuretic peptide release after acute volume expansion in rats with aortocaval shunt.
Cardiovascular research.
1999 Jun; 42(3):733-42. doi:
10.1016/s0008-6363(98)00335-6
. [PMID: 10533614] - T Benzing, I Fleming, A Blaukat, W Müller-Esterl, R Busse. Angiotensin-converting enzyme inhibitor ramiprilat interferes with the sequestration of the B2 kinin receptor within the plasma membrane of native endothelial cells.
Circulation.
1999 Apr; 99(15):2034-40. doi:
10.1161/01.cir.99.15.2034
. [PMID: 10209009] - A Bischoff, W Rascher, M C Michel. Bradykinin may be involved in neuropeptide Y-induced diuresis, natriuresis, and calciuresis.
The American journal of physiology.
1998 10; 275(4):F502-9. doi:
10.1152/ajprenal.1998.275.4.f502
. [PMID: 9755121] - D Brockmeier. Tight binding influencing the future of pharmacokinetics.
Methods and findings in experimental and clinical pharmacology.
1998 Jul; 20(6):505-16. doi:
10.1358/mf.1998.20.6.485714
. [PMID: 9789874] - J Pidlich, G M Cichini, W Reinisch, M Peck-Radosavljevic, F Renner. Angiotensin-converting enzyme inhibition in cirrhotic patients--pharmacokinetics of ramipril.
Acta medica Austriaca.
1997; 24(1):15-8. doi:
NULL
. [PMID: 9150805] - D Weaver-Osterholtz, G Reams, Z Wu, J Knaus, F Campbell, J H Bauer. The urinary bladder angiotensin system: response to infusions of angiotensin I and angiotensin-converting enzyme inhibitors.
American journal of kidney diseases : the official journal of the National Kidney Foundation.
1996 Oct; 28(4):603-9. doi:
10.1016/s0272-6386(96)90474-6
. [PMID: 8840953] - T M Wall, D A Linseman, J C Hartman. Ramiprilat attenuates hypoxia/reoxygenation injury to cardiac myocytes via a bradykinin-dependent mechanism.
European journal of pharmacology.
1996 Jun; 306(1-3):165-74. doi:
10.1016/0014-2999(96)00030-1
. [PMID: 8813629] - X Zhang, E W Dunham, B G Zimmerman. Threshold sodium excretory and renal blood flow effects of angiotensin converting enzyme inhibition.
Journal of hypertension.
1995 Dec; 13(12 Pt 1):1413-19. doi:
NULL
. [PMID: 8866903] - D Brockmeier. Tight binding of ramiprilat to ACE: consequences for pharmacokinetic and pharmacodynamic measurements.
International journal of clinical pharmacology and therapeutics.
1995 Dec; 33(12):631-8. doi:
NULL
. [PMID: 8963479] - R Komers, M E Cooper. Acute renal hemodynamic effects of ACE inhibition in diabetic hyperfiltration: role of kinins.
The American journal of physiology.
1995 Apr; 268(4 Pt 2):F588-94. doi:
10.1152/ajprenal.1995.268.4.f588
. [PMID: 7733315] - G S Lloyd, A J Turner. Aminopeptidase P: cation activation and inhibitor sensitivity are substrate-dependent.
Biochemical Society transactions.
1995 Feb; 23(1):60S. doi:
10.1042/bst023060s
. [PMID: 7538950] - M Verho, C Luck, W J Stelter, B Rangoonwala, N Bender. Pharmacokinetics, metabolism and biliary and urinary excretion of oral ramipril in man.
Current medical research and opinion.
1995; 13(5):264-73. doi:
10.1185/03007999509111551
. [PMID: 7555035] - J H Schwieler, T Kahan, J Nussberger, P Hjemdahl. Participation of prostaglandins and bradykinin in the effects of angiotensin II and converting enzyme-inhibition on sympathetic neurotransmission in vivo.
Acta physiologica Scandinavica.
1994 Sep; 152(1):83-91. doi:
10.1111/j.1748-1716.1994.tb09787.x
. [PMID: 7810335] - J Miselis, T Siminiak, H Wysocki. Evidence for stimulation of neutrophil degranulation by selected angiotensin converting enzyme inhibitors in vitro.
Journal of human hypertension.
1994 Aug; 8(8):565-9. doi:
NULL
. [PMID: 7990082] - K Chen, B G Zimmerman. Comparison of renal hemodynamic effect of ramiprilat to captopril; possible role of kinins.
The Journal of pharmacology and experimental therapeutics.
1994 Aug; 270(2):491-7. doi:
NULL
. [PMID: 8071842] - T Sakamoto, C Chen, M F Lokhandwala. Contribution by bradykinin to the natriuretic response to the angiotensin converting enzyme inhibitor ramiprilat in spontaneously hypertensive rats.
Naunyn-Schmiedeberg's archives of pharmacology.
1994 Jul; 350(1):84-9. doi:
10.1007/bf00180015
. [PMID: 7935859] - B Michel, M Grima, C Coquard, C Welsch, M Barthelmebs, J L Imbs. Effects of dietary protein and uninephrectomy on renal angiotensin converting enzyme activity in the rat.
Kidney international.
1994 Jun; 45(6):1587-92. doi:
10.1038/ki.1994.209
. [PMID: 7933806] - J Heller, H J Kramer, V Horácek. The effect of kinin and prostaglandin inhibitors on the renal response to angiotensin-converting enzyme inhibition: a micropuncture study in the dog.
Pflugers Archiv : European journal of physiology.
1994 Jun; 427(3-4):219-24. doi:
10.1007/bf00374527
. [PMID: 8072839] - B Michel, M Grima, D Stephan, C Coquard, C Welsch, M Barthelmebs, J L Imbs. Plasma renin activity and changes in tissue angiotensin converting enzyme.
Journal of hypertension.
1994 May; 12(5):577-84. doi:
NULL
. [PMID: 7930558] - M Nordström, T Abrahamsson, M Ervik, E Forshult, C G Regårdh. Central nervous and systemic kinetics of ramipril and ramiprilat in the conscious dog.
The Journal of pharmacology and experimental therapeutics.
1993 Jul; 266(1):147-52. doi:
NULL
. [PMID: 8331554] - B Beermann, O Nyquist, C Höglund, K A Jacobsson, U Näslund, M Jensen-Urstad. Acute haemodynamic effects and pharmacokinetics of ramipril in patients with heart failure. A placebo controlled three-dose study.
European journal of clinical pharmacology.
1993; 45(3):241-6. doi:
10.1007/bf00315390
. [PMID: 8276048] - B Heintz, M Verho, D Brockmeier, G Lückel, S Maigatter, H G Sieberth, B Rangoonwala, N Bender. Multiple-dose pharmacokinetics of ramipril in patients with chronic congestive heart failure.
Journal of cardiovascular pharmacology.
1993; 22 Suppl 9(?):S36-42. doi:
10.1097/00005344-199312002-00008
. [PMID: 7514239] - M Grima, J Mosser, C Welsch, M Barthelmebs, J L Imbs. [3H]ramiprilat binding to the angiotensin-converting enzyme in rat renal brush-border membranes: the effect of chloride.
European journal of pharmacology.
1991 Mar; 206(3):203-9. doi:
10.1016/s0922-4106(05)80020-3
. [PMID: 1649762] - C Luck, M Verho, T Umscheid, W J Stelter, H P Ziegler. Preliminary results of biliary excretion of ramipril after T-drainage in cholecystectomy patients.
Journal of cardiovascular pharmacology.
1991; 18 Suppl 2(?):S116-21. doi:
10.1097/00005344-199106182-00024
. [PMID: 1725018] - S Tabata, H Yamazaki, Y Ohtake, S Hayashi. Rapid conversion of the new angiotensin converting enzyme inhibitor ramipril to its active metabolite in rats.
Arzneimittel-Forschung.
1990 Aug; 40(8):865-7. doi:
NULL
. [PMID: 2173610] - M Grima, C Welsch, E M Giesen-Crouse, C Coquard, M Barthelmebs, J L Imbs. Age-related variations in tissue angiotensin converting enzyme activities: comparison between spontaneously hypertensive and Wistar-Kyoto rats.
Journal of hypertension.
1990 Aug; 8(8):697-702. doi:
10.1097/00004872-199008000-00002
. [PMID: 2170508] - N Bender, B Rangoonwala, J Rosenthal, D Vasmant. Physicochemical and enzyme binding kinetic properties of a new angiotensin-converting enzyme inhibitor ramipril and their clinical implications.
Clinical physiology and biochemistry.
1990; 8 Suppl 1(?):44-52. doi:
. [PMID: 2147879]
- R H Becker, U Albus, I Kress, W Linz, D Vasmant, F Delarue, J D Sraer. High-affinity binding of the converting enzyme inhibitor, ramiprilat, to isolated human glomeruli.
Journal of cardiovascular pharmacology.
1989; 13 Suppl 3(?):S31-4. doi:
10.1097/00005344-198900133-00008
. [PMID: 2474098] - C Welsch, M Grima, E M Giesen, J J Helwig, M Barthelmebs, C Coquard, J L Imbs. Assay of tissue angiotensin converting enzyme.
Journal of cardiovascular pharmacology.
1989; 14 Suppl 4(?):S26-31. doi:
NULL
. [PMID: 2483425] - B Baudin, L Drouet. In vitro interactions between ramiprilat and angiotensin I-converting enzyme in endothelial cells.
Journal of cardiovascular pharmacology.
1989; 14 Suppl 4(?):S37-42. doi:
NULL
. [PMID: 2483427] - H Schunkert, J Kindler, M Gassmann, W Lahn, R Irmisch, E Ritz, E R Debusmann, J O Pujadas, K M Koch, H G Sieberth. Pharmacokinetics of ramipril in hypertensive patients with renal insufficiency.
European journal of clinical pharmacology.
1989; 37(3):249-56. doi:
10.1007/bf00679779
. [PMID: 2533075] - U Gerckens, E Grube, T Mengden, H Sigel, W L Wagner, T Lahn, R Irmisch, H Metzger. Pharmacokinetic and pharmacodynamic properties of ramipril in patients with congestive heart failure (NYHA III-IV).
Journal of cardiovascular pharmacology.
1989; 13 Suppl 3(?):S49-51. doi:
10.1097/00005344-198900133-00012
. [PMID: 2474102] - X Chen, X J Pi, D Y Li, Y J Li, H W Deng. Prostacyclin-mediated cardioprotection of captopril and ramiprilate against lipid peroxidation in rat.
Progress in clinical and biological research.
1989; 301(?):167-73. doi:
"
. [PMID: 2508099] - U Albus, I Kress, W Linz, D Vasmant, F Delarue, J D Sraer. High affinity binding of ramiprilat on isolated human glomeruli.
Biochemical pharmacology.
1988 Dec; 37(24):4679-84. doi:
10.1016/0006-2952(88)90337-1
. [PMID: 2849453] - M Omosu, I Komine, R H Becker, B A Schölkens. General pharmacology of ramipril.
Arzneimittel-Forschung.
1988 Sep; 38(9):1309-17. doi:
NULL
. [PMID: 2975947] - D J Webb, J G Collier. Vascular angiotensin conversion in humans.
Journal of cardiovascular pharmacology.
1986; 8 Suppl 10(?):S40-4. doi:
10.1097/00005344-198600101-00009
. [PMID: 2438489] - M Schmidt, E M Giesen-Crouse, J P Krieger, C Welsch, J L Imbs. Effect of angiotensin converting enzyme inhibitors on the vasoconstrictor action of angiotensin I on isolated rat kidney.
Journal of cardiovascular pharmacology.
1986; 8 Suppl 10(?):S100-5. doi:
10.1097/00005344-198600101-00018
. [PMID: 2438482]