Amprenavir (BioDeep_00000001890)

 

Secondary id: BioDeep_00000398938

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(3S)-Tetrahydro-3-furanyl ((1S,2R)-3-(((4-aminophenyl)sulphonyl)(2-methylpropyl)amino)-2-hydroxy-1-(phenylmethyl)propyl)carbamic acid

化学式: C25H35N3O6S (505.2246)
中文名称: 安普那韦
谱图信息: 最多检出来源 Homo sapiens(feces) 89.31%

分子结构信息

SMILES: CC(C)CN(CC(C(CC1=CC=CC=C1)NC(=O)OC2CCOC2)O)S(=O)(=O)C3=CC=C(C=C3)N
InChI: InChI=1S/C25H35N3O6S/c1-18(2)15-28(35(31,32)22-10-8-20(26)9-11-22)16-24(29)23(14-19-6-4-3-5-7-19)27-25(30)34-21-12-13-33-17-21/h3-11,18,21,23-24,29H,12-17,26H2,1-2H3,(H,27,30)/t21-,23-,24+/m0/s1

描述信息

Amprenavir is only found in individuals that have used or taken this drug. It is a protease inhibitor used to treat HIV infection.Amprenavir inhibits the HIV viral proteinase enzyme which prevents cleavage of the gag-pol polyprotein, resulting in noninfectious, immature viral particles.
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 > D000900 - Anti-Bacterial Agents > D000995 - Antitubercular Agents
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

16 个代谢物同义名

(3S)-Tetrahydro-3-furanyl ((1S,2R)-3-(((4-aminophenyl)sulphonyl)(2-methylpropyl)amino)-2-hydroxy-1-(phenylmethyl)propyl)carbamic acid; (3S)-Tetrahydro-3-furanyl ((1S,2R)-3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-2-hydroxy-1-(phenylmethyl)propyl)carbamic acid; (3S)-Tetrahydro-3-furanyl ((1S,2R)-3-(((4-aminophenyl)sulphonyl)(2-methylpropyl)amino)-2-hydroxy-1-(phenylmethyl)propyl)carbamate; (3S)-Tetrahydro-3-furanyl ((1S,2R)-3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-2-hydroxy-1-(phenylmethyl)propyl)carbamate; (3S)-oxolan-3-yl N-[(2S,3R)-3-hydroxy-4-[N-(2-methylpropyl)4-aminobenzenesulfonamido]-1-phenylbutan-2-yl]carbamate; Tetrahydro-3-furyl N-(3-(4-amino-N-isobutylbenzenesulfonamido)-1-benzyl-2-hydroxypropyl)carbamate; GlaxoSmithKline brand OF amprenavir; Glaxo wellcome brand OF amprenavir; CHEMBL195725; Vertex VX478; Amprenavir; Agenerase; VX-478; AMP; AMV; Amprenavir



数据库引用编号

18 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 8 ABCB1, CCR5, CDH1, CXCR4, CYP2D6, CYP3A4, MT4, PIK3CA
Endoplasmic reticulum membrane 4 CD4, CYP2D6, CYP3A4, CYP3A5
Mitochondrion membrane 1 ABCG2
Nucleus 3 CDH1, MT4, NR1I2
cytosol 3 CDH1, LEP, PIK3CA
mitochondrial membrane 1 ABCG2
nuclear body 1 NR1I2
trans-Golgi network 1 CDH1
nucleoplasm 3 ABCG2, CDH1, NR1I2
Cell membrane 8 ABCB1, ABCG2, CCR5, CD4, CDH1, CXCR4, SLCO1A2, SLCO1B1
lamellipodium 2 CDH1, PIK3CA
Multi-pass membrane protein 8 ABCB1, ABCC2, ABCG2, ATP4A, CCR5, CXCR4, SLCO1A2, SLCO1B1
cell junction 2 CDH1, CXCR4
cell surface 5 ABCB1, ABCC2, ADIPOQ, CCR5, CXCR4
glutamatergic synapse 1 CDH1
Golgi apparatus 1 CDH1
Golgi membrane 1 INS
postsynapse 1 CDH1
Lysosome 1 CXCR4
endosome 2 CCR5, CDH1
plasma membrane 11 ABCB1, ABCC2, ABCG2, ATP4A, CCR5, CD4, CDH1, CXCR4, PIK3CA, SLCO1A2, SLCO1B1
Membrane 12 ABCB1, ABCC2, ABCG2, ATP4A, CCR5, CDH1, CXCR4, CYP2D6, CYP3A4, CYP3A5, SLCO1A2, SLCO1B1
apical plasma membrane 5 ABCB1, ABCC2, ABCG2, ATP4A, SLCO1A2
basolateral plasma membrane 2 SLCO1A2, SLCO1B1
extracellular exosome 3 ABCB1, CDH1, CXCR4
endoplasmic reticulum 2 ADIPOQ, CYP2D6
extracellular space 4 ADIPOQ, ATP4A, INS, LEP
perinuclear region of cytoplasm 2 CDH1, PIK3CA
adherens junction 1 CDH1
intercalated disc 1 PIK3CA
intercellular canaliculus 1 ABCC2
mitochondrion 1 CYP2D6
protein-containing complex 1 CXCR4
intracellular membrane-bounded organelle 3 CYP2D6, CYP3A4, CYP3A5
Microsome membrane 3 CYP2D6, CYP3A4, CYP3A5
Single-pass type I membrane protein 2 CD4, CDH1
Secreted 3 ADIPOQ, INS, LEP
extracellular region 4 ADIPOQ, CDH1, INS, LEP
cytoplasmic side of plasma membrane 1 CDH1
Single-pass membrane protein 1 CYP2D6
anchoring junction 1 CXCR4
transcription regulator complex 1 NR1I2
nuclear membrane 1 CDH1
external side of plasma membrane 3 CCR5, CD4, CXCR4
actin cytoskeleton 1 CDH1
cytoplasmic vesicle 1 CXCR4
Early endosome 2 CD4, CXCR4
Apical cell membrane 4 ABCB1, ABCC2, ABCG2, ATP4A
Membrane raft 2 ABCG2, CD4
Cell junction, adherens junction 1 CDH1
flotillin complex 1 CDH1
collagen trimer 1 ADIPOQ
collagen-containing extracellular matrix 1 ADIPOQ
lateral plasma membrane 1 CDH1
Late endosome 1 CXCR4
chromatin 1 NR1I2
cell leading edge 1 CXCR4
brush border membrane 1 ABCG2
Golgi apparatus, trans-Golgi network 1 CDH1
Basolateral cell membrane 1 SLCO1B1
endosome lumen 1 INS
intermediate filament cytoskeleton 1 NR1I2
basal plasma membrane 2 SLCO1A2, SLCO1B1
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 CD4, INS
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
anaphase-promoting complex 1 CDH1
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
clathrin-coated endocytic vesicle membrane 1 CD4
[Isoform 2]: Nucleus 1 CDH1
Basal cell membrane 2 SLCO1A2, SLCO1B1
external side of apical plasma membrane 2 ABCB1, ABCG2
apical junction complex 1 CDH1
Cell junction, desmosome 1 CDH1
desmosome 1 CDH1
catenin complex 1 CDH1
T cell receptor complex 1 CD4
potassium:proton exchanging ATPase complex 1 ATP4A
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA


文献列表

  • Amit Roy, Sachidananda Behera, Priyanka H Mazire, Bhavini Kumari, Abhishek Mandal, Bidyut Purkait, Payel Ghosh, Prolay Das, Pradeep Das. The HIV - 1 protease inhibitor Amprenavir targets Leishmania donovani topoisomerase I and induces oxidative stress-mediated programmed cell death. Parasitology international. 2021 Jun; 82(?):102287. doi: 10.1016/j.parint.2021.102287. [PMID: 33515743]
  • 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]
  • Hongfu Lu, Ting Yang, Zhongmiao Xu, Xichen Lin, Qian Ding, Yueting Zhang, Xin Cai, Kelly Dong, Sophie Gong, Wei Zhang, Metul Patel, Royston C B Copley, Jianing Xiang, Xiaoming Guan, Paul Wren, Feng Ren. Discovery of Novel 1-Cyclopentenyl-3-phenylureas as Selective, Brain Penetrant, and Orally Bioavailable CXCR2 Antagonists. Journal of medicinal chemistry. 2018 03; 61(6):2518-2532. doi: 10.1021/acs.jmedchem.7b01854. [PMID: 29406702]
  • Oksana Gerlits, David A Keen, Matthew P Blakeley, John M Louis, Irene T Weber, Andrey Kovalevsky. Room Temperature Neutron Crystallography of Drug Resistant HIV-1 Protease Uncovers Limitations of X-ray Structural Analysis at 100 K. Journal of medicinal chemistry. 2017 03; 60(5):2018-2025. doi: 10.1021/acs.jmedchem.6b01767. [PMID: 28195728]
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  • Jeroen J A van Kampen, Mariska L Reedijk, Peter C Burgers, Lennard J M Dekker, Nico G Hartwig, Ineke E van der Ende, Ronald de Groot, Albert D M E Osterhaus, David M Burger, Theo M Luider, Rob A Gruters. Ultra-fast analysis of plasma and intracellular levels of HIV protease inhibitors in children: a clinical application of MALDI mass spectrometry. PloS one. 2010 Jul; 5(7):e11409. doi: 10.1371/journal.pone.0011409. [PMID: 20625386]
  • Laura Else, Victoria Watson, John Tjia, Andrew Hughes, Marco Siccardi, Saye Khoo, David Back. Validation of a rapid and sensitive high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) assay for the simultaneous determination of existing and new antiretroviral compounds. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Jun; 878(19):1455-65. doi: 10.1016/j.jchromb.2010.03.036. [PMID: 20427248]
  • 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]
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  • Weerawat Manosuthi, Sasisopin Kiertiburanakul, Wannarat Amornnimit, Wisit Prasithsirikul, Supeda Thongyen, Samruay Nilkamhang, Kiat Ruxrungtham, Somnuek Sungkanuparph. Treatment outcomes and plasma level of ritonavir-boosted lopinavir monotherapy among HIV-infected patients who had NRTI and NNRTI failure. AIDS research and therapy. 2009 Dec; 6(?):30. doi: 10.1186/1742-6405-6-30. [PMID: 20030841]
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