Saquinavir (BioDeep_00000016610)

   


代谢物信息卡片


Saquinavir

化学式: C38H50N6O5 (670.384249)
中文名称: 沙奎那韦
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(c(n5)ccc(c54)cccc4)(NC(CC(N)=O)C(=O)NC(C(CN(C3)C(CC(C32[H])(CCCC2)[H])C(NC(C)(C)C)=O)O)Cc(c1)cccc1)=O
InChI: InChI=1S/C38H50N6O5/c1-38(2,3)43-37(49)32-20-26-14-7-8-15-27(26)22-44(32)23-33(45)30(19-24-11-5-4-6-12-24)41-36(48)31(21-34(39)46)42-35(47)29-18-17-25-13-9-10-16-28(25)40-29/h4-6,9-13,16-18,26-27,30-33,45H,7-8,14-15,19-23H2,1-3H3,(H2,39,46)(H,41,48)(H,42,47)(H,43,49)/t26-,27+,30-,31-,32-,33+/m0/s1

描述信息

J - Antiinfectives for systemic use > J05 - Antivirals for systemic use > J05A - Direct acting antivirals > J05AE - Protease inhibitors
D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors > D065692 - Cytochrome P-450 CYP3A Inhibitors
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D000084762 - Viral Protease Inhibitors
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D044966 - Anti-Retroviral Agents
C471 - Enzyme Inhibitor > C783 - Protease Inhibitor > C97366 - HIV Protease Inhibitor
C254 - Anti-Infective Agent > C281 - Antiviral Agent > C1660 - Anti-HIV Agent
D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors

同义名列表

1 个代谢物同义名

Saquinavir



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)

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

  • Patrick Knoll, Nikolas Hörmann, Nguyet-Minh Nguyen Le, Richard Wibel, Ronald Gust, Andreas Bernkop-Schnürch. Charge converting nanostructured lipid carriers containing a cell-penetrating peptide for enhanced cellular uptake. Journal of colloid and interface science. 2022 Dec; 628(Pt A):463-475. doi: 10.1016/j.jcis.2022.07.160. [PMID: 35932682]
  • Sheng Han, Heng Li, Weixiong Chen, Li Yang, Xiankun Tong, Jianping Zuo, Youhong Hu. Discovery of potent ebola entry inhibitors with (3S,4aS,8aS)-2-(3-amino-2-hydroxypropyl) decahydroisoquinoline-3-carboxamide scaffold. European journal of medicinal chemistry. 2022 Oct; 240(?):114608. doi: 10.1016/j.ejmech.2022.114608. [PMID: 35872393]
  • Denio A Ridjab, Ignatius Ivan, Fanny Budiman, Dwi Jani Juliawati. Current evidence for the risk of PR prolongation, QRS widening, QT prolongation, from lopinavir, ritonavir, atazanavir, and saquinavir: A systematic review. Medicine. 2021 Aug; 100(31):e26787. doi: 10.1097/md.0000000000026787. [PMID: 34397829]
  • Alireza Jalalvand, Somayeh Behjat Khatouni, Zahra Bahri Najafi, Foroozan Fatahinia, Narges Ismailzadeh, Behrokh Farahmand. Computational drug repurposing study of antiviral drugs against main protease, RNA polymerase, and spike proteins of SARS-CoV-2 using molecular docking method. Journal of basic and clinical physiology and pharmacology. 2021 Jul; 33(1):85-95. doi: 10.1515/jbcpp-2020-0369. [PMID: 34265888]
  • Yusuke Tanaka, Tri-Hung Nguyen, Estelle J A Suys, Christopher J H Porter. Digestion of Lipid-Based Formulations Not Only Mediates Changes to Absorption of Poorly Soluble Drugs Due to Differences in Solubilization But Also Reflects Changes to Thermodynamic Activity and Permeability. Molecular pharmaceutics. 2021 04; 18(4):1768-1778. doi: 10.1021/acs.molpharmaceut.1c00015. [PMID: 33729806]
  • Estelle J A Suys, Daniel H S Brundel, David K Chalmers, Colin W Pouton, Christopher J H Porter. Interaction with biliary and pancreatic fluids drives supersaturation and drug absorption from lipid-based formulations of low (saquinavir) and high (fenofibrate) permeability poorly soluble drugs. Journal of controlled release : official journal of the Controlled Release Society. 2021 03; 331(?):45-61. doi: 10.1016/j.jconrel.2021.01.007. [PMID: 33450318]
  • Sekhar Talluri. Molecular Docking and Virtual Screening Based Prediction of Drugs for COVID-19. Combinatorial chemistry & high throughput screening. 2021; 24(5):716-728. doi: 10.2174/1386207323666200814132149. [PMID: 32798373]
  • Martiniano Bello, Alberto Martínez-Muñoz, Irving Balbuena-Rebolledo. Identification of saquinavir as a potent inhibitor of dimeric SARS-CoV2 main protease through MM/GBSA. Journal of molecular modeling. 2020 Nov; 26(12):340. doi: 10.1007/s00894-020-04600-4. [PMID: 33184722]
  • Teruhisa S Komatsu, Noriaki Okimoto, Yohei M Koyama, Yoshinori Hirano, Gentaro Morimoto, Yousuke Ohno, Makoto Taiji. Drug binding dynamics of the dimeric SARS-CoV-2 main protease, determined by molecular dynamics simulation. Scientific reports. 2020 10; 10(1):16986. doi: 10.1038/s41598-020-74099-5. [PMID: 33046764]
  • Zhilong Jia, Xinyu Song, Jinlong Shi, Weidong Wang, Kunlun He. Transcriptome-based drug repositioning for coronavirus disease 2019 (COVID-19). Pathogens and disease. 2020 06; 78(4):. doi: 10.1093/femspd/ftaa036. [PMID: 32667665]
  • Donald C Hall, Hai-Feng Ji. A search for medications to treat COVID-19 via in silico molecular docking models of the SARS-CoV-2 spike glycoprotein and 3CL protease. Travel medicine and infectious disease. 2020 May; 35(?):101646. doi: 10.1016/j.tmaid.2020.101646. [PMID: 32294562]
  • Francesca L Wood, J Brian Houston, David Hallifax. Importance of the Unstirred Water Layer and Hepatocyte Membrane Integrity In Vitro for Quantification of Intrinsic Metabolic Clearance. Drug metabolism and disposition: the biological fate of chemicals. 2018 03; 46(3):268-278. doi: 10.1124/dmd.117.078949. [PMID: 29233818]
  • Dengning Xia, Yuan He, Qiuxia Li, Cunde Hu, Wei Huang, Yunhai Zhang, Feng Wan, Chi Wang, Yong Gan. Transport mechanism of lipid covered saquinavir pure drug nanoparticles in intestinal epithelium. Journal of controlled release : official journal of the Controlled Release Society. 2018 01; 269(?):159-170. doi: 10.1016/j.jconrel.2017.11.012. [PMID: 29129657]
  • Mingzhu He, Kai Fan Cheng, Sonya VanPatten, Ona Bloom, Betty Diamond, Yousef Al-Abed. A structural investigation of FISLE-412, a peptidomimetic compound derived from saquinavir that targets lupus autoantibodies. Bioorganic & medicinal chemistry letters. 2017 10; 27(20):4725-4729. doi: 10.1016/j.bmcl.2017.08.070. [PMID: 28927788]
  • Xin Wang, Renlingzi Zhang, Yao Tong, Xibing Ding, Shuqing Jin, Xiang Zhao, Jiaying Zong, Zhixia Chen, Timothy R Billiar, Quan Li. High-mobility group box 1 protein is involved in the protective effect of Saquinavir on ventilation-induced lung injury in mice. Acta biochimica et biophysica Sinica. 2017 Oct; 49(10):907-915. doi: 10.1093/abbs/gmx085. [PMID: 28981603]
  • Qiuxia Li, Dengning Xia, Jinsong Tao, Aijun Shen, Yuan He, Yong Gan, Chi Wang. Self-Assembled Core-Shell-Type Lipid-Polymer Hybrid Nanoparticles: Intracellular Trafficking and Relevance for Oral Absorption. Journal of pharmaceutical sciences. 2017 10; 106(10):3120-3130. doi: 10.1016/j.xphs.2017.05.029. [PMID: 28559042]
  • A Polus, M Bociaga-Jasik, U Czech, J Goralska, U Cialowicz, M Chojnacka, M Polus, K Jurowski, A Dembinska-Kiec. The human immunodeficiency virus (HIV1) protease inhibitor sanquinavir activates autophagy and removes lipids deposited in lipid droplets. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society. 2017 Apr; 68(2):283-293. doi: ". [PMID: 28614778]
  • Thiago Caon, Jadel Muller Kratz, Gislaine Kuminek, Melina Heller, Gustavo Amadeu Micke, Bibiana Verlindo de Araujo, Letícia Scherer Koester, Cláudia Maria Oliveira Simões. Pharmacokinetics of Saquinavir Mesylate from Oral Self-Emulsifying Lipid-Based Delivery Systems. European journal of drug metabolism and pharmacokinetics. 2017 Feb; 42(1):135-141. doi: 10.1007/s13318-016-0321-x. [PMID: 26846485]
  • Sanelisiwe Nzuza, Sindiswa Zondi, Peter M O Owira. Naringin prevents HIV-1 protease inhibitors-induced metabolic complications in vivo. PloS one. 2017; 12(11):e0183355. doi: 10.1371/journal.pone.0183355. [PMID: 29121676]
  • Jolanta Elżbieta Pastryk, Marta Rusek, Jerzy Bełtowski. Effects of antiretroviral treatment on paraoxonase 1 (PON1) activity in rats. Chemico-biological interactions. 2016 Nov; 259(Pt B):407-412. doi: 10.1016/j.cbi.2016.06.031. [PMID: 27378623]
  • J Li, Y Liu, X Yu, J Zhang, J Gu, L Zhao. Reduced Oral Bioavailability and Altered Pharmacokinetics of Saquinavir by Co-administration with Biochanin A in Rats. Drug research. 2016 Sep; 66(9):484-488. doi: 10.1055/s-0042-110393. [PMID: 27409329]
  • Jiapeng Li, Yang Liu, Jingru Zhang, Xiaotong Yu, Xiaoling Wang, Libo Zhao. Effects of resveratrol on P-glycoprotein and cytochrome P450 3A in vitro and on pharmacokinetics of oral saquinavir in rats. Drug design, development and therapy. 2016; 10(?):3699-3706. doi: 10.2147/dddt.s118723. [PMID: 27895462]
  • Marta Boffito, David Back, José M Gatell. Twenty years of boosting antiretroviral agents: where are we today?. AIDS (London, England). 2015 Nov; 29(17):2229-33. doi: 10.1097/qad.0000000000000800. [PMID: 26544697]
  • Graciela Cárdenas, M López-González, J F Monzón-Falconi, J L Soto-Hernández, D Perales-Martínez, C López-Vejar. Relation of cerebrospinal fluid/plasma HIV-RNA discordance with neurocognitive impairment. The National medical journal of India. 2015 Sep; 28(5):228-32. doi: NULL. [PMID: 27132951]
  • Yuan He, Deng-ning Xia, Qiu-xia Li, Jin-song Tao, Yong Gan, Chi Wang. Enhancement of cellular uptake, transport and oral absorption of protease inhibitor saquinavir by nanocrystal formulation. Acta pharmacologica Sinica. 2015 Sep; 36(9):1151-60. doi: 10.1038/aps.2015.53. [PMID: 26256404]
  • Sterenn Davis, Benjamin M Davis, Joanna L Richens, Kelly-Ann Vere, Peter G Petrov, C Peter Winlove, Paul O'Shea. α-Tocopherols modify the membrane dipole potential leading to modulation of ligand binding by P-glycoprotein. Journal of lipid research. 2015 Aug; 56(8):1543-50. doi: 10.1194/jlr.m059519. [PMID: 26026069]
  • Emma Lawless, Brendan T Griffin, Aoife O'Mahony, Caitriona M O'Driscoll. Exploring the impact of drug properties on the extent of intestinal lymphatic transport - in vitro and in vivo studies. Pharmaceutical research. 2015 May; 32(5):1817-29. doi: 10.1007/s11095-014-1578-x. [PMID: 25428258]
  • Lakshmi Narashimhan Ramana, Shilpee Sharma, Swaminathan Sethuraman, Udaykumar Ranga, Uma Maheswari Krishnan. Stealth anti-CD4 conjugated immunoliposomes with dual antiretroviral drugs--modern Trojan horses to combat HIV. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2015 Jan; 89(?):300-11. doi: 10.1016/j.ejpb.2014.11.021. [PMID: 25500283]
  • Nageswara Rao Ramisetti, Narendra Varma Nimmu, Gangu Naidu Challa. Ionic liquid-based dispersive liquid-liquid microextraction followed by RP-HPLC determination of saquinavir in rat serum: application to pharmacokinetics. Biomedical chromatography : BMC. 2014 Dec; 28(12):1874-80. doi: 10.1002/bmc.3237. [PMID: 24944096]
  • Christoph Hagen, Stephan Werner, Susana Carregal-Romero, Ashraf N Malhas, Barbara G Klupp, Peter Guttmann, Stefan Rehbein, Katja Henzler, Thomas C Mettenleiter, David J Vaux, Wolfgang J Parak, Gerd Schneider, Kay Grünewald. Multimodal nanoparticles as alignment and correlation markers in fluorescence/soft X-ray cryo-microscopy/tomography of nucleoplasmic reticulum and apoptosis in mammalian cells. Ultramicroscopy. 2014 Nov; 146(?):46-54. doi: 10.1016/j.ultramic.2014.05.009. [PMID: 24973653]
  • Ana Beloqui, María Ángeles Solinís, Anne des Rieux, Véronique Préat, Alicia Rodríguez-Gascón. Dextran-protamine coated nanostructured lipid carriers as mucus-penetrating nanoparticles for lipophilic drugs. International journal of pharmaceutics. 2014 Jul; 468(1-2):105-11. doi: 10.1016/j.ijpharm.2014.04.027. [PMID: 24746410]
  • André Mateus, Pär Matsson, Per Artursson. A high-throughput cell-based method to predict the unbound drug fraction in the brain. Journal of medicinal chemistry. 2014 Apr; 57(7):3005-10. doi: 10.1021/jm401963n. [PMID: 24601604]
  • Hitendra S Mahajan, Milind S Mahajan, Pankaj P Nerkar, Anshuman Agrawal. Nanoemulsion-based intranasal drug delivery system of saquinavir mesylate for brain targeting. Drug delivery. 2014 Mar; 21(2):148-54. doi: 10.3109/10717544.2013.838014. [PMID: 24128122]
  • Feng Li, Jie Lu, Xiaochao Ma. CPY3A4-mediated α-hydroxyaldehyde formation in saquinavir metabolism. Drug metabolism and disposition: the biological fate of chemicals. 2014 Feb; 42(2):213-20. doi: 10.1124/dmd.113.054874. [PMID: 24212380]
  • Yung-Chih Kuo, Cheng-Chin Wang. Cationic solid lipid nanoparticles with cholesterol-mediated surface layer for transporting saquinavir to the brain. Biotechnology progress. 2014 Jan; 30(1):198-206. doi: 10.1002/btpr.1834. [PMID: 24167123]
  • Ghaith Al-Jayyoussi, Daniel F Price, Danielle Francombe, Glyn Taylor, Mathew W Smith, Chris Morris, Chris D Edwards, Peter Eddershaw, Mark Gumbleton. Selectivity in the impact of P-glycoprotein upon pulmonary absorption of airway-dosed substrates: a study in ex vivo lung models using chemical inhibition and genetic knockout. Journal of pharmaceutical sciences. 2013 Sep; 102(9):3382-94. doi: 10.1002/jps.23587. [PMID: 23670704]
  • Yoshihisa Shitara, Kumiko Takeuchi, Toshiharu Horie. Long-lasting inhibitory effects of saquinavir and ritonavir on OATP1B1-mediated uptake. Journal of pharmaceutical sciences. 2013 Sep; 102(9):3427-35. doi: 10.1002/jps.23477. [PMID: 23440887]
  • Yung-Chih Kuo, Hsing-Fu Ko. Targeting delivery of saquinavir to the brain using 83-14 monoclonal antibody-grafted solid lipid nanoparticles. Biomaterials. 2013 Jul; 34(20):4818-30. doi: 10.1016/j.biomaterials.2013.03.013. [PMID: 23545288]
  • Ichiro Ieiri, Shyohei Tsunemitsu, Kazuya Maeda, Yukie Ando, Noritomo Izumi, Miyuki Kimura, Naoe Yamane, Tsuyoshi Okuzono, Mariko Morishita, Naoki Kotani, Eri Kanda, Mariko Deguchi, Kyoko Matsuguma, Shunji Matsuki, Takeshi Hirota, Shin Irie, Hiroyuki Kusuhara, Yuichi Sugiyama. Mechanisms of pharmacokinetic enhancement between ritonavir and saquinavir; micro/small dosing tests using midazolam (CYP3A4), fexofenadine (p-glycoprotein), and pravastatin (OATP1B1) as probe drugs. Journal of clinical pharmacology. 2013 Jun; 53(6):654-61. doi: 10.1002/jcph.62. [PMID: 23381882]
  • Ana Beloqui, María Ángeles Solinís, Alicia R Gascón, Ana del Pozo-Rodríguez, Anne des Rieux, Véronique Préat. Mechanism of transport of saquinavir-loaded nanostructured lipid carriers across the intestinal barrier. Journal of controlled release : official journal of the Controlled Release Society. 2013 Mar; 166(2):115-23. doi: 10.1016/j.jconrel.2012.12.021. [PMID: 23266764]
  • Kinam Park. Transport of nanostructured lipid carriers across the intestinal barrier. Journal of controlled release : official journal of the Controlled Release Society. 2013 Mar; 166(2):195. doi: 10.1016/j.jconrel.2013.01.024. [PMID: 23414558]
  • Atsuko Tomaru, Mariko Takeda-Morishita, Hirokazu Banba, Kozo Takayama. Analysis of the pharmacokinetic boosting effects of ritonavir on oral bioavailability of drugs in mice. Drug metabolism and pharmacokinetics. 2013; 28(2):144-52. doi: 10.2133/dmpk.dmpk-12-rg-057. [PMID: 22971642]
  • Yung-Chih Kuo, Cheng-Chin Wang. Cationic solid lipid nanoparticles with primary and quaternary amines for release of saquinavir and biocompatibility with endothelia. Colloids and surfaces. B, Biointerfaces. 2013 Jan; 101(?):101-5. doi: 10.1016/j.colsurfb.2012.06.002. [PMID: 22796778]
  • Monika Bociąga-Jasik, Anna Polus, Joanna Góralska, Urszula Czech, Anna Gruca, Agnieszka Śliwa, Aleksander Garlicki, Tomasz Mach, Aldona Dembińska-Kieć. Metabolic effects of the HIV protease inhibitor--saquinavir in differentiating human preadipocytes. Pharmacological reports : PR. 2013; 65(4):937-50. doi: 10.1016/s1734-1140(13)71075-2. [PMID: 24145088]
  • Edward P Acosta, Kay L Limoli, Lan Trinh, Neil T Parkin, Jennifer R King, Jodi M Weidler, Ighovwerha Ofotokun, Christos J Petropoulos. Novel method to assess antiretroviral target trough concentrations using in vitro susceptibility data. Antimicrobial agents and chemotherapy. 2012 Nov; 56(11):5938-45. doi: 10.1128/aac.00691-12. [PMID: 22964257]
  • Zhiying Wang, Dhananjay Pal, Ashim K Mitra. Stereoselective evasion of P-glycoprotein, cytochrome P450 3A, and hydrolases by peptide prodrug modification of saquinavir. Journal of pharmaceutical sciences. 2012 Sep; 101(9):3199-213. doi: 10.1002/jps.23193. [PMID: 22611042]
  • Shanmugam Saravanan, Madhavan Vidya, Pachamuthu Balakrishnan, Rami Kantor, Sunil S Solomon, David Katzenstein, Nagalingeswaran Kumarasamy, Tokugha Yeptomi, Sathasivam Sivamalar, Samara Rifkin, Kenneth H Mayer, Suniti Solomon. Viremia and HIV-1 drug resistance mutations among patients receiving second-line highly active antiretroviral therapy in Chennai, Southern India. Clinical infectious diseases : an official publication of the Infectious Diseases Society of America. 2012 Apr; 54(7):995-1000. doi: 10.1093/cid/cir967. [PMID: 22323567]
  • Li Li, Li Wang, Ruijing Xiao, Guoguo Zhu, Yan Li, Changxuan Liu, Ru Yang, Zhiqing Tang, Jie Li, Wei Huang, Lang Chen, Xiaoling Zheng, Yuling He, Jinquan Tan. The invasion of tobacco mosaic virus RNA induces endoplasmic reticulum stress-related autophagy in HeLa cells. Bioscience reports. 2012 Apr; 32(2):171-86. doi: 10.1042/bsr20110069. [PMID: 21729006]
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