Tenofovir (BioDeep_00000002493)

 

Secondary id: BioDeep_00000397818

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonic acid

化学式: C9H14N5O4P (287.0783)
中文名称: 替诺福韦
谱图信息: 最多检出来源 Homo sapiens(blood) 22.38%

分子结构信息

SMILES: CC(CN1C=NC2=C(N=CN=C21)N)OCP(=O)(O)O
InChI: InChI=1S/C9H14N5O4P/c1-6(18-5-19(15,16)17)2-14-4-13-7-8(10)11-3-12-9(7)14/h3-4,6H,2,5H2,1H3,(H2,10,11,12)(H2,15,16,17)

描述信息

Tenofovir is only found in individuals that have used or taken this drug. Tenofovir, marketed by Gilead Sciences under the trade name Viread®, belongs to a class of antiretroviral drugs known as nucleotide analogue reverse transcriptase inhibitors (nRTIs), which block reverse transcriptase, an enzyme crucial to viral production in HIV-infected people. [Wikipedia]Tenofovir inhibits the activity of HIV reverse transcriptase by competing with the natural substrate deoxyadenosine 5’-triphosphate and, after incorporation into DNA, by DNA chain termination. Specifically, the drugs are analogues of the naturally occurring deoxynucleotides needed to synthesize the viral DNA and they compete with the natural deoxynucleotides for incorporation into the growing viral DNA chain. However, unlike the natural deoxynucleotides substrates, NRTIs and NtRTIs (nucleoside/tide reverse transcriptase inhibitors) lack a 3-hydroxyl group on the deoxyribose moiety. As a result, following incorporation of an NRTI or an NtRTI, the next incoming deoxynucleotide cannot form the next 5-3 phosphodiester bond needed to extend the DNA chain. Thus, when an NRTI or NtRTI is incorporated, viral DNA synthesis is halted, a process known as chain termination. All NRTIs and NtRTIs are classified as competitive substrate inhibitors.
C471 - Enzyme Inhibitor > C1589 - Reverse Transcriptase Inhibitor > C97452 - Nucleoside Reverse Transcriptase Inhibitor
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D018894 - Reverse Transcriptase Inhibitors
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D044966 - Anti-Retroviral Agents
COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials
D004791 - Enzyme Inhibitors > D019384 - Nucleic Acid Synthesis Inhibitors
C254 - Anti-Infective Agent > C281 - Antiviral Agent
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
Tenofovir (GS 1278) is a nucleotide reverse transcriptase inhibitor to treat HIV and chronic Hepatitis B (HBV)[1].

同义名列表

24 个代谢物同义名

({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonic acid; 9-(2-Phosphonylmethoxypropyl)adenine, (R)-isomer - T357098; 9-(2-Phosphonylmethoxypropyl)adenine, (+-)-isomer; 9-(2-Phosphonylmethoxypropyl)adenine, (S)-isomer; (R)-9-(2-Phosphonylmethoxypropyl)adenine; 9-(2-Phosphonylmethoxypropyl)adenine; 9-(2-Phosphonomethoxypropyl)adenine; Disoproxil fumarate, tenofovir; Fumarate, tenofovir disoproxil; Tenofovir Disoproxil Fumarate; Disoproxil, tenofovir; Tenofovir disoproxil; Anhydrous tenofovir; 9-PMPA (tenofovir); Tenofovir (anh.); Anh. tenofovir; D,L-Tenofovir; Tenofovir; (R)-PMPA; Viread; PMPA; TDF; GS 1278; Tenofovir



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

1 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(1)

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 7 ABCB1, ALB, BGLAP, CST3, CYP3A4, EGFR, FGF23
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 2 CYP3A4, EGFR
Mitochondrion membrane 1 ABCG2
Nucleus 2 ALB, EGFR
cytosol 4 ALB, B2M, GPT, SLC22A16
dendrite 1 BGLAP
mitochondrial membrane 1 ABCG2
centrosome 1 ALB
nucleoplasm 1 ABCG2
Cell membrane 6 ABCB1, ABCC10, ABCG2, B2M, EGFR, SLC22A16
ruffle membrane 1 EGFR
Early endosome membrane 2 B2M, EGFR
Multi-pass membrane protein 7 ABCB1, ABCC10, ABCC3, ABCC4, ABCG2, SLC22A16, SLC22A6
cell junction 1 EGFR
cell surface 3 ABCB1, B2M, EGFR
glutamatergic synapse 1 EGFR
Golgi apparatus 4 ABCC4, ALB, B2M, CST3
Golgi membrane 3 B2M, EGFR, INS
lysosomal membrane 2 ABCC10, B2M
endosome 1 EGFR
plasma membrane 11 ABCB1, ABCC10, ABCC3, ABCC4, ABCG2, B2M, CST3, EGFR, SLC22A16, SLC22A6, TNFRSF11B
Membrane 10 ABCB1, ABCC10, ABCC3, ABCC4, ABCG2, B2M, CYP3A4, EGFR, SLC22A16, SLC22A6
apical plasma membrane 4 ABCB1, ABCC4, ABCG2, EGFR
basolateral plasma membrane 5 ABCC10, ABCC3, ABCC4, EGFR, SLC22A6
caveola 1 SLC22A6
extracellular exosome 6 ABCB1, ALB, B2M, CST3, GPT, SLC22A6
endoplasmic reticulum 3 ALB, B2M, CST3
extracellular space 11 ALB, B2M, BGLAP, CST3, CXCL8, EGFR, FGF23, IL6, INS, PTH, TNFRSF11B
perinuclear region of cytoplasm 1 EGFR
protein-containing complex 3 ALB, EGFR, SLC22A6
intracellular membrane-bounded organelle 1 CYP3A4
Microsome membrane 1 CYP3A4
Single-pass type I membrane protein 1 EGFR
Secreted 9 ALB, B2M, BGLAP, CST3, CXCL8, FGF23, IL6, INS, TNFRSF11B
extracellular region 10 ALB, B2M, BGLAP, CST3, CXCL8, FGF23, IL6, INS, PTH, TNFRSF11B
anchoring junction 1 ALB
nuclear membrane 1 EGFR
external side of plasma membrane 1 B2M
perikaryon 1 BGLAP
nucleolus 1 ABCC4
vesicle 2 BGLAP, CST3
Apical cell membrane 3 ABCB1, ABCC4, ABCG2
Membrane raft 2 ABCG2, EGFR
focal adhesion 2 B2M, EGFR
extracellular matrix 1 TNFRSF11B
intracellular vesicle 1 EGFR
receptor complex 2 EGFR, TNFRSF11B
ciliary basal body 1 ALB
Late endosome membrane 1 B2M
phagocytic vesicle membrane 1 B2M
centriole 1 ALB
brush border membrane 1 ABCG2
spindle pole 1 ALB
blood microparticle 1 ALB
Basolateral cell membrane 4 ABCC10, ABCC3, ABCC4, SLC22A6
Recycling endosome membrane 1 B2M
endosome lumen 1 INS
basal plasma membrane 4 ABCC10, ABCC3, EGFR, SLC22A6
synaptic membrane 1 EGFR
platelet dense granule membrane 1 ABCC4
ficolin-1-rich granule lumen 1 CST3
secretory granule lumen 1 INS
HFE-transferrin receptor complex 1 B2M
Golgi lumen 3 BGLAP, FGF23, INS
endoplasmic reticulum lumen 7 ALB, B2M, BGLAP, CST3, FGF23, IL6, INS
platelet alpha granule lumen 1 ALB
specific granule lumen 1 B2M
tertiary granule lumen 2 B2M, CST3
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
ER to Golgi transport vesicle membrane 1 B2M
clathrin-coated endocytic vesicle membrane 1 EGFR
Basal cell membrane 3 ABCC10, ABCC3, SLC22A6
external side of apical plasma membrane 3 ABCB1, ABCC4, ABCG2
MHC class I peptide loading complex 1 B2M
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
MHC class I protein complex 1 B2M
MHC class II protein complex 1 B2M
interleukin-6 receptor complex 1 IL6
ciliary transition fiber 1 ALB
early endosome lumen 1 B2M


文献列表

  • Dathan M Byonanebye, Mark N Polizzotto, Fernando Maltez, Andri Rauch, Katharina Grabmeier-Pfistershammer, Ferdinand Wit, Stéphane De Wit, Antonella Castagna, Antonella d'Arminio Monforte, Cristina Mussini, Jan-Christian Wasmuth, Eric Fontas, Irene Abela, Mario Sarcletti, Loveleen Bansi-Matharu, Nadine Jaschinski, Lars Peters, Sean R Hosein, Vani Vannappagari, Cal Cohen, Emiliano Bissio, Amanda Mocroft, Matthew Law, Lene Ryom, Kathy Petoumenos. Associations between change in BMI and the risk of hypertension and dyslipidaemia in people receiving integrase strand-transfer inhibitors, tenofovir alafenamide, or both compared with other contemporary antiretroviral regimens: a multicentre, prospective observational study from the RESPOND consortium cohorts. The lancet. HIV. 2024 May; 11(5):e321-e332. doi: 10.1016/s2352-3018(23)00328-4. [PMID: 38621392]
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  • Samuel Kesse, Yuhong Xu, Sanyuan Shi, Shanshan Jin, Shafi Ullah, Yongchao Dai, Miao He, Anjie Zheng, Fengwei Xu, Zixiu Du, Raphael N Alolga, Jinliang Peng. MDSC-targeted liposomal all-trans retinoic acid suppresses mMdscs and improves immunotherapy in HBV infection. Expert opinion on drug delivery. 2024 Feb; 21(2):347-363. doi: 10.1080/17425247.2024.2317936. [PMID: 38406829]
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  • Pin-Nan Cheng, I-Cher Feng, Jyh-Jou Chen, Hsing-Tao Kuo, Pei-Lun Lee, Ming-Lung Yu, Yen-Cheng Chiu, Hung-Chih Chiu, Shih-Chieh Chien, Pei-Jer Chen, Chun-Jen Liu. Body weight increase and metabolic derangements after tenofovir disoproxil fumarate switch to tenofovir alafenamide in patients with chronic hepatitis B. Alimentary pharmacology & therapeutics. 2024 Jan; 59(2):230-238. doi: 10.1111/apt.17765. [PMID: 37845815]
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  • Simone Perazzolo, Zachary Stephen, Masa Eguchi, Xiaolin Xu, Rachele Delle Fratte, Ann C Collier, Ann J Melvin, Rodney J Y Ho. A novel formulation enabled transformation of 3 HIV drugs tenofovir-lamivudine-dolutegravir (TLD) from short-acting to long-acting all-in-one injectable. AIDS (London, England). 2023 Aug; ?(?):. doi: 10.1097/qad.0000000000003706. [PMID: 37650755]
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  • Angelica Perna, Maria A Carleo, Silvia Mascolo, Alessandra Guida, Marcella Contieri, Carmine Sellitto, Eleonora Hay, Paolo De Blasiis, Angela Lucariello, Germano Guerra, Alfonso Baldi, Antonio De Luca, Paolo Maggi, Vincenzo Esposito. Adipocyte differentiation of 3T3-L1 cells under tenofovir alafenamide, tenofovir disoproxil fumarate, and integrase strand transfer inhibitors selective challenge: an in-vitro model. AIDS (London, England). 2023 03; 37(4):561-570. doi: 10.1097/qad.0000000000003455. [PMID: 36504092]
  • Won-Mook Choi, Terry Cheuk-Fung Yip, Grace Lai-Hung Wong, W Ray Kim, Leland J Yee, Craig Brooks-Rooney, Tristan Curteis, Harriet Cant, Chien-Hung Chen, Chi-Yi Chen, Yi-Hsiang Huang, Young-Joo Jin, Dae Won Jun, Jin-Wook Kim, Neung Hwa Park, Cheng-Yuan Peng, Hyun Phil Shin, Jung Woo Shin, Yao-Hsu Yang, Young-Suk Lim. Hepatocellular carcinoma risk in patients with chronic hepatitis B receiving tenofovir- vs. entecavir-based regimens: Individual patient data meta-analysis. Journal of hepatology. 2023 03; 78(3):534-542. doi: 10.1016/j.jhep.2022.12.007. [PMID: 36572349]
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  • Franco Maggiolo, Giuliano Rizzardini, Jean-Michel Molina, Federico Pulido, Stephane De Wit, Linos Vandekerckhove, Juan Berenguer, Michelle L D'Antoni, Christiana Blair, Susan K Chuck, David Piontkowsky, Hal Martin, Richard Haubrich, Ian R McNicholl, Joel Gallant. Bictegravir/emtricitabine/tenofovir alafenamide in older individuals with HIV: Results of a 96-week, phase 3b, open-label, switch trial in virologically suppressed people ≥65 years of age. HIV medicine. 2023 01; 24(1):27-36. doi: 10.1111/hiv.13319. [PMID: 35527425]
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