Nisoldipine (BioDeep_00000006578)

 

Secondary id: BioDeep_00000398963

human metabolite blood metabolite


代谢物信息卡片


3-methyl 5-(2-methylpropyl) 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

化学式: C20H24N2O6 (388.1634)
中文名称: 尼索地平
谱图信息: 最多检出来源 Homo sapiens(blood) 18.14%

分子结构信息

SMILES: CC1=C(C(C(=C(N1)C)C(=O)OCC(C)C)C2=CC=CC=C2[N+](=O)[O-])C(=O)OC
InChI: InChI=1S/C20H24N2O6/c1-11(2)10-28-20(24)17-13(4)21-12(3)16(19(23)27-5)18(17)14-8-6-7-9-15(14)22(25)26/h6-9,11,18,21H,10H2,1-5H3

描述信息

Nisoldipine is a 1,4-dihydropyridine calcium channel blocker. It acts primarily on vascular smooth muscle cells by stabilizing voltage-gated L-type calcium channels in their inactive conformation. By inhibiting the influx of calcium in smooth muscle cells, nisoldipine prevents calcium-dependent smooth muscle contraction and subsequent vasoconstriction. Nisoldipine may be used in alone or in combination with other agents in the management of hypertension.
C - Cardiovascular system > C08 - Calcium channel blockers > C08C - Selective calcium channel blockers with mainly vascular effects > C08CA - Dihydropyridine derivatives
C78274 - Agent Affecting Cardiovascular System > C270 - Antihypertensive Agent > C333 - Calcium Channel Blocker
D002317 - Cardiovascular Agents > D002121 - Calcium Channel Blockers
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents
D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents
D000077264 - Calcium-Regulating Hormones and Agents
D049990 - Membrane Transport Modulators
C93038 - Cation Channel Blocker

同义名列表

6 个代谢物同义名

3-methyl 5-(2-methylpropyl) 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate; nisoldipine; Bay K 5552; Nisoldipin; Sular; Nisoldipine



数据库引用编号

19 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。

亚细胞结构定位 关联基因列表
Cytoplasm 11 ACE, ADRA1A, ALB, AXIN2, CACNA1C, CAT, CYP3A4, DHPS, EDN1, MVD, PLA2G12A
Endoplasmic reticulum membrane 2 CYP3A4, SLN
Nucleus 4 ADRA1A, ALB, AXIN2, FOS
cytosol 8 ADRA1A, ALB, AXIN2, CAT, DHPS, FOS, MVD, PRKCQ
dendrite 1 CACNA1C
centrosome 2 ALB, AXIN2
nucleoplasm 3 ADRA1A, CD2, FOS
RNA polymerase II transcription regulator complex 1 FOS
Cell membrane 5 ACE, ADRA1A, CACNA1C, CD2, TNF
Multi-pass membrane protein 3 ADRA1A, CACNA1C, CACNA1I
cell surface 2 CD2, TNF
Golgi apparatus 2 ALB, CD2
Golgi membrane 1 INS
neuronal cell body 1 TNF
Lysosome 1 ACE
endosome 1 ACE
plasma membrane 9 ACE, ADRA1A, AXIN2, CACNA1C, CACNA1I, CD2, PRKCQ, REN, TNF
Membrane 7 ACE, CACNA1C, CACNA1I, CAT, CYP3A4, REN, SLN
caveola 1 ADRA1A
extracellular exosome 3 ACE, ALB, CAT
endoplasmic reticulum 2 ALB, FOS
extracellular space 7 ACE, ALB, EDN1, IL6, INS, REN, TNF
mitochondrion 1 CAT
protein-containing complex 3 ALB, CAT, CD2
intracellular membrane-bounded organelle 3 ADRA1A, CAT, CYP3A4
Microsome membrane 1 CYP3A4
postsynaptic density 1 CACNA1C
Single-pass type I membrane protein 2 ACE, CD2
Secreted 7 ACE, ALB, EDN1, IL6, INS, PLA2G12A, REN
extracellular region 10 ACE, ALB, CAT, CD2, EDN1, IL6, INS, PLA2G12A, REN, TNF
cytoplasmic side of plasma membrane 1 CD2
Single-pass membrane protein 1 SLN
basal part of cell 1 EDN1
mitochondrial matrix 1 CAT
anchoring junction 1 ALB
centriolar satellite 1 PRKCQ
Nucleus membrane 1 ADRA1A
nuclear membrane 1 ADRA1A
external side of plasma membrane 3 ACE, CD2, TNF
T-tubule 1 CACNA1C
perikaryon 1 CACNA1C
Z disc 1 CACNA1C
beta-catenin destruction complex 1 AXIN2
apical part of cell 1 REN
cell-cell junction 1 CD2
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Cell membrane, sarcolemma 1 CACNA1C
Membrane raft 1 TNF
focal adhesion 1 CAT
Peroxisome 1 CAT
sarcoplasmic reticulum 1 SLN
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
ciliary basal body 1 ALB
chromatin 1 FOS
phagocytic cup 1 TNF
centriole 1 ALB
brush border membrane 1 ACE
spindle pole 1 ALB
blood microparticle 1 ALB
sperm midpiece 1 ACE
endosome lumen 1 INS
Membrane, caveola 1 ADRA1A
monoatomic ion channel complex 1 CACNA1C
Cell projection, dendrite 1 CACNA1C
basal plasma membrane 1 ACE
Cell membrane, sarcolemma, T-tubule 1 CACNA1C
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 ALB, IL6, INS
nuclear matrix 1 FOS
platelet alpha granule lumen 1 ALB
voltage-gated calcium channel complex 2 CACNA1C, CACNA1I
transport vesicle 2 EDN1, INS
Sarcoplasmic reticulum membrane 1 SLN
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
postsynaptic density membrane 1 CACNA1C
immunological synapse 1 PRKCQ
aggresome 1 PRKCQ
protein-DNA complex 1 FOS
transcription factor AP-1 complex 1 FOS
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
rough endoplasmic reticulum lumen 1 EDN1
catalase complex 1 CAT
Weibel-Palade body 1 EDN1
interleukin-6 receptor complex 1 IL6
[Angiotensin-converting enzyme, soluble form]: Secreted 1 ACE
[Isoform Testis-specific]: Cell membrane 1 ACE
ciliary transition fiber 1 ALB
L-type voltage-gated calcium channel complex 1 CACNA1C
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Veenu P Mundada, Mitali H Patel, Piyush K Mundada, Krutika K Sawant. Development of Self-Microemulsifying Drug Delivery System to Improve Nisoldipine Bioavailability: Cell Line and In Vivo Evaluations : Development of Self-Microemulsifying Drug Delivery System. AAPS PharmSciTech. 2021 Oct; 22(8):256. doi: 10.1208/s12249-021-02109-4. [PMID: 34676456]
  • 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]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Nele Seemann, Andrea Welling, Ingo Rustenbeck. The inhibitor of connexin Cx36 channels, mefloquine, inhibits voltage-dependent Ca2+ channels and insulin secretion. Molecular and cellular endocrinology. 2018 09; 472(?):97-106. doi: 10.1016/j.mce.2017.11.024. [PMID: 29208420]
  • Narendar Dudhipala, Karthik Yadav Janga, Thirupathi Gorre. Comparative study of nisoldipine-loaded nanostructured lipid carriers and solid lipid nanoparticles for oral delivery: preparation, characterization, permeation and pharmacokinetic evaluation. Artificial cells, nanomedicine, and biotechnology. 2018; 46(sup2):616-625. doi: 10.1080/21691401.2018.1465068. [PMID: 29688077]
  • Narendar Dudhipala, Kishan Veerabrahma. Pharmacokinetic and pharmacodynamic studies of nisoldipine-loaded solid lipid nanoparticles developed by central composite design. Drug development and industrial pharmacy. 2015; 41(12):1968-77. doi: 10.3109/03639045.2015.1024685. [PMID: 25830370]
  • Chia-Wen Hsu, Jinghua Zhao, Ruili Huang, Jui-Hua Hsieh, Jon Hamm, Xiaoqing Chang, Keith Houck, Menghang Xia. Quantitative high-throughput profiling of environmental chemicals and drugs that modulate farnesoid X receptor. Scientific reports. 2014 Sep; 4(?):6437. doi: 10.1038/srep06437. [PMID: 25257666]
  • Min Li, Lin Yuan, Xiuqing Li, Xuran Zhi, Ning Sheng, Lantong Zhang. Studies on separation and pharmacokinetics of m-nisoldipine enantiomers in beagle dog plasma by LC/MS/MS. Journal of pharmaceutical and biomedical analysis. 2013 Nov; 85(?):61-6. doi: 10.1016/j.jpba.2013.06.015. [PMID: 23892657]
  • Shruti Chopra, Natarajan Venkatesan, Guru V Betageri. Formulation of lipid bearing pellets as a delivery system for poorly soluble drugs. International journal of pharmaceutics. 2013 Mar; 446(1-2):136-44. doi: 10.1016/j.ijpharm.2013.02.029. [PMID: 23422274]
  • Duo Wei, Wan-Yuan He, Qian-Zhou Lv. Effect of nisoldipine and olmesartan on endothelium-dependent vasodilation in essential hypertensive patients. CNS neuroscience & therapeutics. 2012 May; 18(5):400-5. doi: 10.1111/j.1755-5949.2012.00304.x. [PMID: 22533725]
  • Dezhi Kong, Sanni Li, Xiaowei Zhang, Jianmin Gu, Man Liu, Yan Meng, Yan Fu, Xiaojin La, Gangqiang Xue, Lantong Zhang, Qiao Wang. Simultaneous determination of m-nisoldipine and its three metabolites in rat plasma by liquid chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Nov; 878(29):2989-96. doi: 10.1016/j.jchromb.2010.09.005. [PMID: 20870469]
  • Qiaoxia Zhang, Gengliang Yang, Haiyan Liu, Jing Yang, Yongna Yan, Ligai Bai. Preparation of a novel glycidyl methacrylate-based monolith and its application for the determination of m-nisoldipine in human plasma. Journal of chromatographic science. 2010 Jul; 48(6):517-22. doi: 10.1093/chromsci/48.6.517. [PMID: 20822671]
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  • Tsuyoshi Shiga, Yuichiro Yamada, Naoki Matsuda, Takanori Tanaka, Akinori Urae, Masayuki Hashiguchi, Nobuhisa Hagiwara, Hiroshi Kasanuki. Influence of cilnidipine or nisoldipine on sympathetic activity in healthy male subjects. Heart and vessels. 2007 Nov; 22(6):404-9. doi: 10.1007/s00380-007-0984-y. [PMID: 18043999]
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  • Hairong Wang, Lantong Zhang, Qiao Wang, Zhifang Yuan, Min Li. Validated LC-MS-MS method for determination of m-nisoldipine polymorphs in rat plasma and its application to pharmacokinetic studies. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 May; 835(1-2):71-6. doi: 10.1016/j.jchromb.2006.03.012. [PMID: 16567136]
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  • Costas Fourtounas, Ioannis Kopelias, Despina Kiriaki, Basil Agroyannis. Increased cyclosporine blood levels after nisoldipine administration in a renal transplant recipient. Transplant international : official journal of the European Society for Organ Transplantation. 2002 Nov; 15(11):586-8. doi: 10.1007/s00147-002-0438-5. [PMID: 12461666]
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  • L Tarnow, P Rossing, C Jensen, B V Hansen, H H Parving. Long-term renoprotective effect of nisoldipine and lisinopril in type 1 diabetic patients with diabetic nephropathy. Diabetes care. 2000 Dec; 23(12):1725-30. doi: 10.2337/diacare.23.12.1725. [PMID: 11128341]
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  • B Nielsen, H Grønbaek, R Osterby, A Flyvbjerg. Effect of nitrendipine and nisoldipine on renal structure and function in long-term experimental diabetes in rats. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2000 Aug; 36(2):368-77. doi: 10.1053/ajkd.2000.8988. [PMID: 10922316]
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  • A Usui, M Kawamura, F Murakami, H Oshima, K Yoshida, M Hibi, R Nakayama. Protective effect of nisoldipine on myocardial ischemia during coronary bypass surgery. The Japanese journal of thoracic and cardiovascular surgery : official publication of the Japanese Association for Thoracic Surgery = Nihon Kyobu Geka Gakkai zasshi. 1999 Oct; 47(10):471-7. doi: 10.1007/bf03218046. [PMID: 10554416]
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  • P Rossing, L Tarnow, S Boelskifte, B R Jensen, F S Nielsen, H H Parving. Differences between nisoldipine and lisinopril on glomerular filtration rates and albuminuria in hypertensive IDDM patients with diabetic nephropathy during the first year of treatment. Diabetes. 1997 Mar; 46(3):481-7. doi: 10.2337/diab.46.3.481. [PMID: 9032106]
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