Gallopamil (BioDeep_00000009564)

 

Secondary id: BioDeep_00000858746

human metabolite blood metabolite


代谢物信息卡片


5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)-2-(3,4,5-trimethoxyphenyl)pentanenitrile

化学式: C28H40N2O5 (484.29370700000004)
中文名称: (±)-甲氧基维拉帕米 盐酸盐
谱图信息: 最多检出来源 Homo sapiens(blood) 0.71%

分子结构信息

SMILES: CC(C)C(CCCN(C)CCC1=CC(=C(C=C1)OC)OC)(C#N)C2=CC(=C(C(=C2)OC)OC)OC
InChI: InChI=1S/C28H40N2O5/c1-20(2)28(19-29,22-17-25(33-6)27(35-8)26(18-22)34-7)13-9-14-30(3)15-12-21-10-11-23(31-4)24(16-21)32-5/h10-11,16-18,20H,9,12-15H2,1-8H3

描述信息

C - Cardiovascular system > C08 - Calcium channel blockers > C08D - Selective calcium channel blockers with direct cardiac effects > C08DA - Phenylalkylamine derivatives
C78274 - Agent Affecting Cardiovascular System > C270 - Antihypertensive Agent > C333 - Calcium Channel Blocker
D002317 - Cardiovascular Agents > D002121 - Calcium Channel Blockers
D000077264 - Calcium-Regulating Hormones and Agents
D049990 - Membrane Transport Modulators
C93038 - Cation Channel Blocker
Same as: D08009

同义名列表

15 个代谢物同义名

5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)-2-(3,4,5-trimethoxyphenyl)pentanenitrile; CT-Arzneimittel brand OF gallopamil hydrochloride; CT Arzneimittel brand OF gallopamil hydrochloride; Betapharm brand OF gallopamil hydrochloride; Abbott brand OF gallopamil hydrochloride; Hydrochloride, gallopamil; Gallopamil hydrochloride; Gallopamil von CT; Methoxyverapamil; Gallopamil; Gallobeta; Elgiprona; Procorum; Prebet; galloβ



数据库引用编号

16 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

  • 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]
  • Thibaud R Geoffroy, Naamwin R Meda, Tatjana Stevanovic. Suitability of DPPH spiking for antioxidant screening in natural products: the example of galloyl derivatives from red maple bark extract. Analytical and bioanalytical chemistry. 2017 Sep; 409(22):5225-5237. doi: 10.1007/s00216-017-0465-9. [PMID: 28687878]
  • D V Grigorieva, I V Gorudko, A V Sokolov, V A Kostevich, V B Vasilyev, S N Cherenkevich, O M Panasenko. Myeloperoxidase Stimulates Neutrophil Degranulation. Bulletin of experimental biology and medicine. 2016 Aug; 161(4):495-500. doi: 10.1007/s10517-016-3446-7. [PMID: 27597056]
  • Hidetada Matsuoka, Keita Harada, Tomoya Ikeda, Kouta Uetsuki, Takeyoshi Sata, Akira Warashina, Masumi Inoue. Ca2+ pathway involved in the refilling of store sites in rat adrenal medullary cells. American journal of physiology. Cell physiology. 2009 Apr; 296(4):C889-99. doi: 10.1152/ajpcell.00439.2008. [PMID: 19176761]
  • Paul Wilhelm Dierkes, Verena Wende, Peter Hochstrate, Wolf-Rüdiger Schlue. L-type Ca2+ channel antagonists block voltage-dependent Ca2+ channels in identified leech neurons. Brain research. 2004 Jul; 1013(2):159-67. doi: 10.1016/j.brainres.2004.03.038. [PMID: 15193524]
  • N A Belyavskaya. Changes in calcium signalling, gravitropism, and statocyte ultrastructure in pea roots induced by calcium channel blockers. Journal of gravitational physiology : a journal of the International Society for Gravitational Physiology. 2004 Jul; 11(2):P209-10. doi: ". [PMID: 16240511]
  • Wayne M Mullett, Markus Walles, Karsten Levsen, Jürgen Borlak, Janusz Pawliszyn. Multidimensional on-line sample preparation of verapamil and its metabolites by a molecularly imprinted polymer coupled to liquid chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2004 Mar; 801(2):297-306. doi: 10.1016/j.jchromb.2003.11.041. [PMID: 14751799]
  • Jean-Marie Dethy, Bradley L Ackermann, Claude Delatour, Jack D Henion, Gary A Schultz. Demonstration of direct bioanalysis of drugs in plasma using nanoelectrospray infusion from a silicon chip coupled with tandem mass spectrometry. Analytical chemistry. 2003 Feb; 75(4):805-11. doi: 10.1021/ac0260692. [PMID: 12622370]
  • M Walles, W M Mullett, K Levsen, J Borlak, G Wünsch, J Pawliszyn. Verapamil drug metabolism studies by automated in-tube solid phase microextraction. Journal of pharmaceutical and biomedical analysis. 2002 Sep; 30(2):307-19. doi: 10.1016/s0731-7085(02)00267-4. [PMID: 12191717]
  • Jan Gossmann, U Mondorf, A Dietz, W Kramer, H-G Kachel, H Geiger, E-H Scheuermann. A randomized prospective double-blind placebo-controlled study of gallopamil, calcium antagonist of the verapamil type, in stable cyclosporine-treated renal transplant recipients. Transplantation proceedings. 2002 Aug; 34(5):1767-70. doi: 10.1016/s0041-1345(02)03059-2. [PMID: 12176568]
  • T Buzinkaiová, J Polonský, I Skacáni. Determination of fendiline and gallopamil by capillary isotachophoresis. Journal of chromatography. B, Biomedical sciences and applications. 2001 Jun; 757(2):215-20. doi: 10.1016/s0378-4347(01)00146-3. [PMID: 11417865]
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  • A S Gross, M Eichelbaum, K Mörike, G Mikus. Pharmacokinetics and pharmacodynamics of R- and S-gallopamil during multiple dosing. British journal of clinical pharmacology. 2000 Feb; 49(2):132-8. doi: 10.1046/j.1365-2125.2000.00115.x. [PMID: 10671907]
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  • M Piñeros, M Tester. Characterization of the high-affinity verapamil binding site in a plant plasma membrane Ca2+-selective channel. The Journal of membrane biology. 1997 May; 157(2):139-45. doi: 10.1007/s002329900223. [PMID: 9151655]
  • F A Ghazaleh, I M Francischetti, M E Gombarovits, C R Carlini. Stimulation of calcium influx and platelet activation by canatoxin: methoxyverapamil inhibition and downregulation by cGMP. Archives of biochemistry and biophysics. 1997 Mar; 339(2):362-7. doi: 10.1006/abbi.1997.9898. [PMID: 9056269]
  • R G Ketelhut, F H Messerli, C Losem, E D Frohlich, L Michalewicz. Systemic and regional hemodynamic effects of gallopamil in patients with essential hypertension. Cardiovascular drugs and therapy. 1997 Mar; 11(1):39-42. doi: 10.1023/a:1007743705737. [PMID: 9140676]
  • S Lustig, D Shmueli, G Boner, N Bar-Nathan, R Nakache, A Yussim, E Shahrabani, Z Shapira. Gallopamil reduces the post-transplantation acute tubular necrosis in kidneys from aged donors. Israel journal of medical sciences. 1996 Dec; 32(12):1249-51. doi: NULL. [PMID: 9007165]
  • B D Johnson, G H Hockerman, T Scheuer, W A Catterall. Distinct effects of mutations in transmembrane segment IVS6 on block of L-type calcium channels by structurally similar phenylalkylamines. Molecular pharmacology. 1996 Nov; 50(5):1388-400. doi: NULL. [PMID: 8913371]
  • S N Hatem, A Bénardeau, C Rücker-Martin, J L Samuel, E Coraboeuf, J J Mercadier. Differential regulation of voltage-activated potassium currents in cultured human atrial myocytes. The American journal of physiology. 1996 Oct; 271(4 Pt 2):H1609-19. doi: 10.1152/ajpheart.1996.271.4.h1609. [PMID: 8897958]
  • N Ferrara, G Longobardi, N Guerra, A Nicolino, D Acanfora, G Furgi, L Odierna, R Rosiello, F Rengo. Efficacy and pharmacokinetics of gallopamil in patients with coronary artery disease. Pharmacological research. 1996 Jul; 34(1-2):37-41. doi: 10.1006/phrs.1996.0061. [PMID: 8981554]
  • R Kern. Internally standardized simultaneous assay of gallopamil enantiomers in human plasma by means of high performance liquid chromatography. Methods and findings in experimental and clinical pharmacology. 1996 May; 18(4):279-85. doi: NULL. [PMID: 8803960]
  • L W Liu, L Thuneberg, J D Huizinga. Cyclopiazonic acid, inhibiting the endoplasmic reticulum calcium pump, reduces the canine colonic pacemaker frequency. The Journal of pharmacology and experimental therapeutics. 1995 Nov; 275(2):1058-68. doi: NULL. [PMID: 7473133]
  • A Saitta, M Bonaiuto, A Mileto, F Squadrito, G M Campo, D Altavilla, G Giordano, G Squadrito, S Totaro, M Cinquegrani. Effects of gallopamil on epinephrine and norepinephrine plasmatic levels and on TxB2 and beta-tg release in patients with coronary artery disease during adrenergic stimulus with cold pressor test. Pharmacological research. 1995 Jul; 32(1-2):49-55. doi: 10.1016/s1043-6618(95)80008-5. [PMID: 8668647]
  • R Krulík, P Bures, Z Fisar, K Fuksová, J Sikora, D Beitlová. [Ca(2+)-channel blockers and binding of tricyclic antidepressive agents]. Ceskoslovenska psychiatrie. 1995 Jul; 91(3):143-51. doi: NULL. [PMID: 7553947]
  • D Stanislaus, J A Janovick, L Jennes, U B Kaiser, W W Chin, P M Conn. Functional and morphological characterization of four cell lines derived from GH3 cells stably transfected with gonadotropin-releasing hormone receptor complementary deoxyribonucleic acid. Endocrinology. 1994 Nov; 135(5):2220-7. doi: 10.1210/endo.135.5.7956945. [PMID: 7956945]
  • M J Parry, V A Alabaster, H E Cheeseman, K Cooper, R N deSouza, R F Keir. Pharmacological profile of UK-74,505, a novel and selective PAF antagonist with potent and prolonged oral activity. Journal of lipid mediators and cell signalling. 1994 Sep; 10(3):251-68. doi: ". [PMID: 7812676]
  • U M Rose, A Hartog, J W Jansen, C H Van Os, R J Bindels. Anoxia-induced increases in intracellular calcium concentration in primary cultures of rabbit thick ascending limb of Henle's loop. Biochimica et biophysica acta. 1994 Jul; 1226(3):291-9. doi: 10.1016/0925-4439(94)90040-x. [PMID: 8054361]
  • V Mitrovic, E Oehm, C Minge, P Thürmann, M Schlepper. [Anti-ischemia effects of gallopamil and esmolol in an intra-individual comparison in patients with coronary heart disease]. Zeitschrift fur Kardiologie. 1994 Jun; 83(6):431-8. doi: . [PMID: 7915067]
  • M Kirchengast, K Rübsamen, H D Lehmann. Inhibition by the combined Ca2+ and 5-HT2 receptor antagonist nexopamil (LU 49938) of intracoronary thrombus formation in a canine model of arterial stenosis and intimal damage. Journal of cardiovascular pharmacology. 1993 Nov; 22(5):687-94. doi: 10.1097/00005344-199311000-00003. [PMID: 7506319]
  • T Matsuzaki, A Haruno, K Hashimoto. Effects of gallopamil, a Ca2+ channel blocker in models of ventricular arrhythmia in dogs. European journal of pharmacology. 1993 Feb; 231(3):363-70. doi: 10.1016/0014-2999(93)90111-t. [PMID: 8449229]
  • A S Gross, C Eser, G Mikus, M Eichelbaum. Enantioselective gallopamil protein binding. Chirality. 1993; 5(6):414-8. doi: 10.1002/chir.530050604. [PMID: 8398599]
  • B Székács, I Juhász, B Gachályi, J Fehér. TxA2-PGI2-PGF2 alfa responses in the kidney to blood pressure reduction induced by vasodilator/vasorelaxing agents with different action in patients with essential hypertension. Acta physiologica Hungarica. 1993; 81(4):395-408. doi: NULL. [PMID: 8067253]
  • A M Judd, L P Vernon, R M MacLeod. Pyrularia thionin increases arachidonate liberation and prolactin and growth hormone release from anterior pituitary cells. Toxicon : official journal of the International Society on Toxinology. 1992 Dec; 30(12):1563-73. doi: 10.1016/0041-0101(92)90028-4. [PMID: 1488765]
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  • H Fieger, G Blaschke. Direct determination of the enantiomeric ratio of verapamil, its major metabolite norverapamil and gallopamil in plasma by chiral high-performance liquid chromatography. Journal of chromatography. 1992 Mar; 575(2):255-60. doi: 10.1016/0378-4347(92)80153-h. [PMID: 1629301]
  • M J Czejka, N Zwoelfer, B Podesser. Red blood cell partitioning of gallopamil, verapamil and norverapamil. Farmaco (Societa chimica italiana : 1989). 1992 Mar; 47(3):387-91. doi: NULL. [PMID: 1503601]
  • H S Markus, E M Chong, R G Wilcox. Gallopamil slow release: a double blind study of twice daily versus once daily treatment in chronic stable angina. European journal of clinical pharmacology. 1992; 42(3):271-3. doi: 10.1007/bf00266347. [PMID: 1577045]
  • R Lagioia, G T Fila, G Ramunni, F Mastropasqua, D Scrutinio, P Rizzon. Efficacy and duration of the effect of gallopamil sustained release in patients with chronic stable effort angina. Cardiologia (Rome, Italy). 1991 Nov; 36(11):879-84. doi: NULL. [PMID: 1817760]
  • K Yamagami, S Nishimura, M Sorimachi. Internal Ca2+ mobilization by muscarinic stimulation increases secretion from adrenal chromaffin cells only in the presence of Ca2+ influx. Journal of neurochemistry. 1991 Nov; 57(5):1681-9. doi: 10.1111/j.1471-4159.1991.tb06368.x. [PMID: 1717654]
  • C Di Mario, A Iavernaro, F Cucchini. Acute effects of gallopamil on left ventricular systolic and diastolic function in patients with ischaemic heart disease. European heart journal. 1991 Sep; 12(9):1006-11. doi: 10.1093/eurheartj/12.9.1006. [PMID: 1936000]
  • P Költringer, W Langsteger, P Lind, G Pierer, F Reisecker, O Eber. [Gallopamil and changes of adenosine diphosphate- and collagen-induced thrombocyte aggregation]. Arzneimittel-Forschung. 1991 Aug; 41(8):786-8. doi: . [PMID: 1781797]
  • U Klöckner, G Isenberg. Myocytes isolated from porcine coronary arteries: reduction of currents through L-type Ca-channels by verapamil-type Ca-antagonists. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society. 1991 Jun; 42(2):163-79. doi: ". [PMID: 1664264]
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  • D Scrutinio, R Lagioia, S G Mangini, F Mastropasqua, A Ricci, A Chiddo, P Rizzon. Objective evaluation of gallopamil in patients with chronic stable angina. Exercise testing, Holter monitoring, cross-sectional echocardiography and plasma levels. European heart journal. 1989 Feb; 10(2):168-76. doi: 10.1093/oxfordjournals.eurheartj.a059457. [PMID: 2647495]
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