fosamprenavir (BioDeep_00000015067)
Main id: BioDeep_00000033320
代谢物信息卡片
{[(2R,3S)-1-[N-(2-methylpropyl)(4-aminobenzene)sulfonamido]-3-({[(3S)-oxolan-3-yloxy]carbonyl}amino)-4-phenylbutan-2-yl]oxy}phosphonic acid
化学式: C25H36N3O9PS (585.1909776)
中文名称: 福沙那韦
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C)CN(CC(C(CC1=CC=CC=C1)NC(=O)OC2CCOC2)OP(=O)(O)O)S(=O)(=O)C3=CC=C(C=C3)N
InChI: InChI=1S/C25H36N3O9PS/c1-18(2)15-28(39(33,34)22-10-8-20(26)9-11-22)16-24(37-38(30,31)32)23(14-19-6-4-3-5-7-19)27-25(29)36-21-12-13-35-17-21/h3-11,18,21,23-24H,12-17,26H2,1-2H3,(H,27,29)(H2,30,31,32)/t21-,23-,24+/m0/s1
描述信息
J - Antiinfectives for systemic use > J05 - Antivirals for systemic use > J05A - Direct acting antivirals > J05AE - Protease 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
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:82941
- KEGG: C12723
- KEGGdrug: D02497
- PubChem: 131536
- Metlin: METLIN85495
- DrugBank: DB01319
- ChEMBL: CHEMBL1664
- CAS: 1257693-05-2
- CAS: 226700-79-4
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
- Ahizechukwu C Eke, Jiajia Wang, Khadija Amin, David E Shapiro, Alice Stek, Elizabeth Smith, Nahida Chakhtoura, Michael Basar, Kathleen George, Katherine M Knapp, Esaú C João, Kittipong Rungruengthanakit, Edmund Capparelli, Sandra Burchett, Mark Mirochnick, Brookie M Best. Fosamprenavir with Ritonavir Pharmacokinetics during Pregnancy.
Antimicrobial agents and chemotherapy.
2020 03; 64(4):. doi:
10.1128/aac.02260-19. [PMID: 32015036] - Akiko Fukuda, Takako Nagao, Tomomi Kitaichi, Ichiro Koga, Akihiro Kobayashi, Toshiyuki Miura. Safety analysis of Lexiva tablets 700 (fosamprenavir calcium hydrate) in post-marketing surveillance in Japan.
Current medical research and opinion.
2020 03; 36(3):455-464. doi:
10.1080/03007995.2019.1700495. [PMID: 31794279] - Marlies Braeckmans, Joachim Brouwers, Imke Masuy, Cécile Servais, Jan Tack, Patrick Augustijns. The influence of gastric motility on the intraluminal behavior of fosamprenavir.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2020 Jan; 142(?):105117. doi:
10.1016/j.ejps.2019.105117. [PMID: 31682976] - Murugaiah A M Subbaiah, Sandhya Mandlekar, Sridhar Desikan, Thangeswaran Ramar, Lakshumanan Subramani, Mathiazhagan Annadurai, Salil D Desai, Sarmistha Sinha, Susan M Jenkins, Mark R Krystal, Murali Subramanian, Srikanth Sridhar, Shweta Padmanabhan, Priyadeep Bhutani, Rambabu Arla, Shashyendra Singh, Jaydeep Sinha, Megha Thakur, John F Kadow, Nicholas A Meanwell. Design, Synthesis, and Pharmacokinetic Evaluation of Phosphate and Amino Acid Ester Prodrugs for Improving the Oral Bioavailability of the HIV-1 Protease Inhibitor Atazanavir.
Journal of medicinal chemistry.
2019 04; 62(7):3553-3574. doi:
10.1021/acs.jmedchem.9b00002. [PMID: 30938524] - Ivy Song, Julie Borland, Shuguang Chen, Amanda Peppercorn, Toshihiro Wajima, Stephen C Piscitelli. Effect of fosamprenavir-ritonavir on the pharmacokinetics of dolutegravir in healthy subjects.
Antimicrobial agents and chemotherapy.
2014 Nov; 58(11):6696-700. doi:
10.1128/aac.03282-14. [PMID: 25155604] - April M Barbour, Leonid Gibiansky, Mary Beth Wire. Population pharmacokinetic modeling and simulation of amprenavir following fosamprenavir/ritonavir administration for dose optimization in HIV infected pediatric patients.
Journal of clinical pharmacology.
2014 Feb; 54(2):206-14. doi:
10.1002/jcph.205. [PMID: 25272370] - Mark Cotton, Haseena Cassim, Noris Pavía-Ruz, Harmony P Garges, Teodora Perger, Susan L Ford, Mary Beth Wire, Naomi Givens, Lisa L Ross, Yu Lou, Jörg Sievers, Katharine Cheng. Pharmacokinetics, safety and antiviral activity of fosamprenavir/ritonavir-containing regimens in HIV-infected children aged 4 weeks to 2 years-48-week study data.
The Pediatric infectious disease journal.
2014 Jan; 33(1):57-62. doi:
10.1097/inf.0b013e3182a1123a. [PMID: 23811743] - Claudia Fortuny, Dan Duiculescu, Katharine Cheng, Harmony P Garges, Mark Cotton, Desamparados Pérez Tamarirt, Susan L Ford, Mary Beth Wire, Naomi Givens, Lisa L Ross, Yu Lou, Teodora Perger, Jörg Sievers. Pharmacokinetics and 48-week safety and antiviral activity of fosamprenavir-containing regimens in HIV-infected 2- to 18-year-old children.
The Pediatric infectious disease journal.
2014 Jan; 33(1):50-6. doi:
10.1097/inf.0b013e3182a1126a. [PMID: 23811744] - Manoli Vourvahis, Anna Plotka, Laure Mendes da Costa, Annie Fang, Jayvant Heera. Pharmacokinetic interaction between maraviroc and fosamprenavir-ritonavir: an open-label, fixed-sequence study in healthy subjects.
Antimicrobial agents and chemotherapy.
2013 Dec; 57(12):6158-64. doi:
10.1128/aac.01098-13. [PMID: 24080663] - Robin Wood, Joseph C Gathe, Naomi Givens, Sangeeta Sedani, Katharine Cheng, Jörg Sievers. Long-term safety study of fosamprenavir-containing regimens in HIV-1-infected patients.
HIV clinical trials.
2013 Sep; 14(5):183-91. doi:
10.1310/hct1405-183. [PMID: 24144895] - Princy Kumar, Edwin DeJesus, Gregory Huhn, Louis Sloan, Catherine Butkus Small, Howard Edelstein, Franco Felizarta, Ritche Hao, Lisa Ross, Britt Stancil, Keith Pappa, Belinda Ha. Evaluation of cardiovascular biomarkers in a randomized trial of fosamprenavir/ritonavir vs. efavirenz with abacavir/lamivudine in underrepresented, antiretroviral-naïve, HIV-infected patients (SUPPORT): 96-week results.
BMC infectious diseases.
2013 Jun; 13(?):269. doi:
10.1186/1471-2334-13-269. [PMID: 23741991] - Claudio Ucciferri, Katia Falasca, Francesca Vignale, Marta Di Nicola, Eligio Pizzigallo, Jacopo Vecchiet. Improved metabolic profile after switch to darunavir/ritonavir in HIV positive patients previously on protease inhibitor therapy.
Journal of medical virology.
2013 May; 85(5):755-9. doi:
10.1002/jmv.23543. [PMID: 23508901] - Michelle S Cespedes, Delivette Castor, Susan L Ford, Doreen Lee, Yu Lou, Gary E Pakes, Judith A Aberg. Steady-state pharmacokinetics, cord blood concentrations, and safety of ritonavir-boosted fosamprenavir in pregnancy.
Journal of acquired immune deficiency syndromes (1999).
2013 Apr; 62(5):550-4. doi:
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HIV clinical trials.
2013 Jan; 14(1):1-9. doi:
10.1310/hct1401-1. [PMID: 23372109] - A Degli Antoni, L E Weimer, R Manfredi, V Fragola, C Ferrari. A reduced grade of liver fibro-steatosis after raltegravir, maraviroc and fosamprenavir in an HIV/HCV co-infected patient with chronic hepatitis, cardiomyopathy, intolerance to nelfinavir and a marked increase of serum creatine phosphokinase levels probably related to integrase inhibitor use.
The West Indian medical journal.
2012 Dec; 61(9):932-6. doi:
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Journal of forensic and legal medicine.
2012 Nov; 19(8):497-8. doi:
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BMC infectious diseases.
2012 Aug; 12(?):179. doi:
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Clinical infectious diseases : an official publication of the Infectious Diseases Society of America.
2012 Feb; 54(3):414-23. doi:
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PloS one.
2012; 7(3):e31990. doi:
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PloS one.
2012; 7(5):e37442. doi:
10.1371/journal.pone.0037442. [PMID: 22666357] - Vincenzo Esposito, Paolo Chiodini, Rosaria Viglietti, Roberto Parrella, Giovanni Parrella, Adelaide Maddaloni, Vincenzo Sangiovanni, Miriam Gargiulo, Nicola Abrescia, Antonio Chirianni. Safety of fosamprenavir in a cohort of HIV-1-infected patients with co-morbidities.
In vivo (Athens, Greece).
2011 Sep; 25(5):813-9. doi:
NULL. [PMID: 21753139] - M Saumoy, Jm Tiraboschi, M Gutierrez, J Niubó, P Domingo, A Vila, D Podzamczer. Viral response in stable patients switching to fosamprenavir/ritonavir monotherapy (the FONT Study).
HIV medicine.
2011 Aug; 12(7):438-41. doi:
10.1111/j.1468-1293.2010.00898.x. [PMID: 21729229] - Sainath Gaddam, Lata Pablani, Vinod Chainani, Ravi Raj Kavuda, Tarun Nagrani, Georges Abou Rjaili, Meekoo Dhar, James C Lafferty. Complete recovery of ischemic cardiomyopathy from thrombotic thrombocytopenic purpura.
Clinical Medicine Insights. Cardiology.
2011 Mar; 5(?):29-33. doi:
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PloS one.
2011 Feb; 6(2):e17402. doi:
10.1371/journal.pone.0017402. [PMID: 21390218] - Miriam Gyalrong-Steur, J R Bogner, U Seybold. Changes in lipid profiles after switching to a protease inhibitor-containing cART--unfavourable effect of fosamprenavir in obese patients.
European journal of medical research.
2011 Feb; 16(2):85-92. doi:
10.1186/2047-783x-16-2-85. [PMID: 21463988] - Theodoros Kelesidis, Otto O Yang, Judith S Currier, Kaveh Navab, Alan M Fogelman, Mohamad Navab. HIV-1 infected patients with suppressed plasma viremia on treatment have pro-inflammatory HDL.
Lipids in health and disease.
2011 Feb; 10(?):35. doi:
10.1186/1476-511x-10-35. [PMID: 21345230] - Jacques Gasnault, Dominique Costagliola, Houria Hendel-Chavez, Anne Dulioust, Sophie Pakianather, Anne-Aurélie Mazet, Marie-Ghislaine de Goer de Herve, Rémi Lancar, Anne-Sophie Lascaux, Lydie Porte, Jean-François Delfraissy, Yassine Taoufik. Improved survival of HIV-1-infected patients with progressive multifocal leukoencephalopathy receiving early 5-drug combination antiretroviral therapy.
PloS one.
2011; 6(6):e20967. doi:
10.1371/journal.pone.0020967. [PMID: 21738597] - Takeshi Nishijima, Hirokazu Komatsu, Hiroyuki Gatanaga, Takahiro Aoki, Koji Watanabe, Ei Kinai, Haruhito Honda, Junko Tanuma, Hirohisa Yazaki, Kunihisa Tsukada, Miwako Honda, Katsuji Teruya, Yoshimi Kikuchi, Shinichi Oka. Impact of small body weight on tenofovir-associated renal dysfunction in HIV-infected patients: a retrospective cohort study of Japanese patients.
PloS one.
2011; 6(7):e22661. doi:
10.1371/journal.pone.0022661. [PMID: 21799928] - C Stephan, H Jaeger, A Carganico, G Knecht, T Lutz, C Mayr, F A Mosthaf, S Koeppe, M Mueller, E Wolf, A Tappe, E Wellmann, H Knechten. Safety and efficacy after switch to a saquinavir-containing antiretroviral regimen in protease inhibitor pretreated HIV-positive patients.
European journal of medical research.
2010 Sep; 15(9):369-76. doi:
10.1186/2047-783x-15-9-369. [PMID: 20952345] - Rama Mallipeddi, Lisa Cencia Rohan. Progress in antiretroviral drug delivery using nanotechnology.
International journal of nanomedicine.
2010 Aug; 5(?):533-47. doi:
10.2147/ijn.s7681. [PMID: 20957115] - Mehmet Gumustas, Sibel A Ozkan. Electrochemical evaluation and determination of antiretroviral drug fosamprenavir using boron-doped diamond and glassy carbon electrodes.
Analytical and bioanalytical chemistry.
2010 May; 397(1):189-203. doi:
10.1007/s00216-009-3334-3. [PMID: 19998025] - A D Luber, D V Condoluci, P D Slowinski, M Andrews, K Olson, C A Peloquin, K A Pappa, G E Pakes. Steady-state amprenavir and tenofovir pharmacokinetics after coadministration of unboosted or ritonavir-boosted fosamprenavir with tenofovir disoproxil fumarate in healthy volunteers.
HIV medicine.
2010 Mar; 11(3):193-9. doi:
10.1111/j.1468-1293.2009.00765.x. [PMID: 19863619] - Paul A Randell, Akil G Jackson, Marta Boffito, David J Back, John F Tjia, Jessica Taylor, Sundhiya Mandalia, Graeme J Moyle. Effect of boosted fosamprenavir or lopinavir-based combinations on whole-body insulin sensitivity and lipids in treatment-naive HIV-type-1-positive men.
Antiviral therapy.
2010; 15(8):1125-32. doi:
10.3851/imp1675. [PMID: 21149919] - María J Pérez-Elías, María Larrousse Morellon, Enrique Ortega, José Hernández-Quero, Maribel Rodríguez-Torres, Bonaventura Clotet, Franco Felizarta, Felix Gutiérrez, Juan A Pineda, Garrett Nichols, Yu Lou, Mary Beth Wire. Pharmacokinetics of fosamprenavir plus ritonavir in human immunodeficiency virus type 1-infected adult subjects with hepatic impairment.
Antimicrobial agents and chemotherapy.
2009 Dec; 53(12):5185-96. doi:
10.1128/aac.00632-09. [PMID: 19667283] - Andrew Hill, Jasper van der Lugt, Will Sawyer, Marta Boffito. How much ritonavir is needed to boost protease inhibitors? Systematic review of 17 dose-ranging pharmacokinetic trials.
AIDS (London, England).
2009 Nov; 23(17):2237-45. doi:
10.1097/qad.0b013e328332c3a5. [PMID: 19809270] - Carosi, Lazzarin, Stellbrink, Moyle, Rugina, Staszewski, Givens, Ross, Granier, Ait-Khaled, Leather, Nichols. Study of once-daily versus twice-daily fosamprenavir plus ritonavir administered with abacavir/lamivudine once daily in antiretroviral-naïve HIV-1-infected adult subjects.
HIV clinical trials.
2009 Nov; 10(6):356-67. doi:
10.1310/hct1006-356. [PMID: 20133266] - Josep M Llibre. First-line boosted protease inhibitor-based regimens in treatment-naive HIV-1-infected patients--making a good thing better.
AIDS reviews.
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Journal of acquired immune deficiency syndromes (1999).
2009 Sep; 52(1):56-63. doi:
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The Journal of antimicrobial chemotherapy.
2009 Aug; 64(2):398-410. doi:
10.1093/jac/dkp198. [PMID: 19515730] - Marypeace McRae, Patrick G Clay, Peter L Anderson, Alan G Glaros. Pharmacokinetics of concurrent administration of fosamprenavir and atazanavir without ritonavir in human immunodeficiency virus-negative subjects.
Pharmacotherapy.
2009 Aug; 29(8):937-42. doi:
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The Journal of antimicrobial chemotherapy.
2009 Jul; 64(1):118-25. doi:
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PloS one.
2009 Jun; 4(6):e6079. doi:
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The Journal of antimicrobial chemotherapy.
2009 Jun; 63(6):1233-43. doi:
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HIV clinical trials.
2009 May; 10(3):160-7. doi:
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HIV clinical trials.
2009 Mar; 10(2):65-75. doi:
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2009 Mar; 63(3):575-8. doi:
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Acta bio-medica : Atenei Parmensis.
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HIV clinical trials.
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Pharmacotherapy.
2008 Jul; 28(7):863-74. doi:
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The Journal of antimicrobial chemotherapy.
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Journal of cardiovascular pharmacology.
2008 Jun; 51(6):605-10. doi:
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Enfermedades infecciosas y microbiologia clinica.
2008 Mar; 26(3):182-3. doi:
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Antimicrobial agents and chemotherapy.
2008 Feb; 52(2):534-8. doi:
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Fundamental & clinical pharmacology.
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