Clevudine (BioDeep_00000683467)
代谢物信息卡片
Clevudine
化学式: C10H13FN2O5 (260.0808)
中文名称: 克拉夫定
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)F
InChI: InChI=1S/C10H13FN2O5/c1-4-2-13(10(17)12-8(4)16)9-6(11)7(15)5(3-14)18-9/h2,5-7,9,14-15H,3H2,1H3,(H,12,16,17)/t5-,6+,7-,9-/m0/s1
描述信息
J - Antiinfectives for systemic use > J05 - Antivirals for systemic use > J05A - Direct acting antivirals > J05AF - Nucleoside and nucleotide reverse transcriptase inhibitors
COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents
C471 - Enzyme Inhibitor > C29575 - DNA Polymerase Inhibitor
C254 - Anti-Infective Agent > C281 - Antiviral Agent
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
Clevudine (L-FMAU), a nucleoside analog of the unnatural L-configuration, has potent anti-HBV activity with long half-life, low toxicity. Clevudine is a non-competitive inhibitor that is not incorporated into the viral DNA but rather binds to the polymerase. Clevudine is active against cowpox virus respiratory infection in mice[1][2][3].
同义名列表
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:135964
- KEGGdrug: D03537
- PubChem: 73115
- DrugBank: DB06683
- ChEMBL: CHEMBL458875
- CAS: 1027764-72-2
- CAS: 163252-36-6
- medchemexpress: HY-13859
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。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Ulka N Vaishampayan, Omid S Tehrani, Jawana M Lawhorn-Crews, Lance K Heilbrun, Kimberlee Dobson, Daryn Smith, Brenda Dickow, Anthony F Shields. A Pilot Trial Evaluating Zoledronic Acid Induced Changes in [18F]FMAU-Positron Emission Tomography Imaging of Bone Metastases in Prostate Cancer.
Molecular imaging and biology.
2017 12; 19(6):810-816. doi:
10.1007/s11307-017-1057-y. [PMID: 28289967] - James Fung, Wai-Kay Seto, Ching-Lung Lai, Man-Fung Yuen. Extrahepatic effects of nucleoside and nucleotide analogues in chronic hepatitis B treatment.
Journal of gastroenterology and hepatology.
2014 Mar; 29(3):428-34. doi:
10.1111/jgh.12499. [PMID: 24372662] - Suk Bae Kim, Il Han Song, Young Min Kim, Ran Noh, Ha Yan Kang, Hyang Ie Lee, Hyeon Yoong Yang, An Na Kim, Hee Bok Chae, Sae Hwan Lee, Hong Soo Kim, Tae Hee Lee, Young Woo Kang, Eaum Seok Lee, Seok Hyun Kim, Byung Seok Lee, Heon Young Lee. Long-term treatment outcomes of clevudine in antiviral-naive patients with chronic hepatitis B.
World journal of gastroenterology.
2012 Dec; 18(47):6943-50. doi:
10.3748/wjg.v18.i47.6943. [PMID: 23322992] - Richard Wiegand, Jianmei Wu, Anthony F Shields, Patricia Lorusso, Jing Li. Simultaneous determination of 1-(2'-deoxy-2'-fluoro-β-D-arabinofuranosyl) uracil (FAU) and 1-(2'-deoxy-2'-fluoro-β-D-arabinofuranosyl) 5-methyluracil (FMAU) in human plasma by liquid chromatography/tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2012 Apr; 891-892(?):64-70. doi:
10.1016/j.jchromb.2012.02.030. [PMID: 22410089] - Cungang Ding, Qinghua Ge, Yemu Wang, Zhen Zhou, Xiaojin Zhi, Xiaofen Liu, Zhou Li. Normal-phase liquid chromatography coupled with electrospray ionization mass spectrometry for chiral separation and quantification of clevudine and its enantiomer in human plasma.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2012 Feb; 885-886(?):97-102. doi:
10.1016/j.jchromb.2011.12.020. [PMID: 22265667] - Yoon-Ok Jang, Xianglan Quan, Ranjan Das, Shanhua Xu, Choon-Hee Chung, Chan Mug Ahn, Soon-Koo Baik, In Deok Kong, Kyu-Sang Park, Moon Young Kim. High-dose clevudine impairs mitochondrial function and glucose-stimulated insulin secretion in INS-1E cells.
BMC gastroenterology.
2012 Jan; 12(?):4. doi:
10.1186/1471-230x-12-4. [PMID: 22230186] - Suk Hyang Bae, Yang Hyun Baek, Sung Wook Lee, Sang Young Han. [Treatment efficacy of clevudine, entecavir and lamivudine in treatment-naive patients with HBeAg-positive chronic hepatitis B].
The Korean journal of gastroenterology = Taehan Sohwagi Hakhoe chi.
2010 Dec; 56(6):365-72. doi:
10.4166/kjg.2010.56.6.365. [PMID: 21173560] - George K K Lau, Nancy Leung. Forty-eight weeks treatment with clevudine 30 mg qd versus lamivudine 100 mg qd for chronic hepatitis B infection: a double-blind randomized study.
The Korean journal of hepatology.
2010 Sep; 16(3):315-20. doi:
10.3350/kjhep.2010.16.3.315. [PMID: 20924215] - Won Young Tak, Soo Young Park, Chang Min Cho, Min Kyu Jung, Seong Woo Jeon, Young Oh Kweon, Ji Young Park, Yoon Kyung Sohn. Clinical, biochemical, and pathological characteristics of clevudine-associated myopathy.
Journal of hepatology.
2010 Aug; 53(2):261-6. doi:
10.1016/j.jhep.2010.03.006. [PMID: 20466447] - In Hee Kim, Seok Lee, Seong Hun Kim, Sang Wook Kim, Seung Ok Lee, Soo Teik Lee, Dae Ghon Kim, Chang Soo Choi, Haak Cheoul Kim. Treatment outcomes of clevudine versus lamivudine at week 48 in naïve patients with HBeAg positive chronic hepatitis B.
Journal of Korean medical science.
2010 May; 25(5):738-45. doi:
10.3346/jkms.2010.25.5.738. [PMID: 20436711] - June Sung Lee, Eun Taek Park, Seung Sik Kang, Eun Sil Gu, Jong Sun Kim, Dong Seob Jang, Kyoung Seog Lee, Jae-Su Lee, Nung Hwa Park, Chang Hwang Bae, Soon Koo Baik, Byeong Jeon Yu, Soon Hyung Lee, Eun Jong Lee, Sung Il Park, Myoung Bae, Jung Woo Shin, Jae Hong Choi, Chul Gu, Sin Kil Moon, Gab Jin Chun, Ju Hyun Kim, Hong Soo Kim, Sung-Kyu Choi. Clevudine demonstrates potent antiviral activity in naïve chronic hepatitis B patients.
Intervirology.
2010; 53(2):83-6. doi:
10.1159/000264197. [PMID: 19955812] - Min Hwan Kim, Kyung Ah Kim, June Sung Lee, Hyun Woong Lee, Hyung Joon Kim, Sang Gu Yun, Nam Hoon Kim, Won Ki Bae, Young Soo Moon. [Efficacy of 48-week clevudine therapy for chronic hepatitis B].
The Korean journal of hepatology.
2009 Sep; 15(3):331-7. doi:
10.3350/kjhep.2009.15.3.331. [PMID: 19783882] - Heon Ju Lee, Jong Ryul Eun, Chang Hyeong Lee, Jae Seok Hwang, Jeong Ill Suh, Byung Seok Kim, Byoung Kuk Jang. [Long-term clevudine therapy in nucleos(t)ide-naïve and lamivudine-experienced patients with hepatitis B virus-related chronic liver diseases].
The Korean journal of hepatology.
2009 Jun; 15(2):179-92. doi:
10.3350/kjhep.2009.15.2.179. [PMID: 19581770] - Soon Young Ko, So Young Kwon, Won Hyeok Choe, Byung Kook Kim, Kyun-Hwan Kim, Chang Hong Lee. Clinical and virological responses to clevudine therapy in chronic hepatitis B patients: results at 1 year of an open-labelled prospective study.
Antiviral therapy.
2009; 14(4):585-90. doi:
NULL. [PMID: 19578244] - S G Lim, N Leung, H W L Hann, G K K Lau, C Trepo, H Mommeja-Marin, C Moxham, J Sorbel, A Snow, M R Blum, F Rousseau, P Marcellin. Clinical trial: a phase II, randomized study evaluating the safety, pharmacokinetics and anti-viral activity of clevudine for 12 weeks in patients with chronic hepatitis B.
Alimentary pharmacology & therapeutics.
2008 Jun; 27(12):1282-92. doi:
10.1111/j.1365-2036.2008.03686.x. [PMID: 18363895] - Peter S Conti, James R Bading, Peter P Mouton, Jonathan M Links, Mian M Alauddin, John D Fissekis, Hayden T Ravert, John Hilton, Dean F Wong, James H Anderson. In vivo measurement of cell proliferation in canine brain tumor using C-11-labeled FMAU and PET.
Nuclear medicine and biology.
2008 Jan; 35(1):131-41. doi:
10.1016/j.nucmedbio.2007.09.003. [PMID: 18158952] - Congrong Niu, Eisuke Murakami, Phillip A Furman. Clevudine is efficiently phosphorylated to the active triphosphate form in primary human hepatocytes.
Antiviral therapy.
2008; 13(2):263-9. doi:
NULL. [PMID: 18505177] - Stephan Menne, Ghazia Asif, Jannan Narayanasamy, Scott D Butler, Andrea L George, Selwyn J Hurwitz, Raymond F Schinazi, Chung K Chu, Paul J Cote, John L Gerin, Bud C Tennant. Antiviral effect of orally administered (-)-beta-D-2-aminopurine dioxolane in woodchucks with chronic woodchuck hepatitis virus infection.
Antimicrobial agents and chemotherapy.
2007 Sep; 51(9):3177-84. doi:
10.1128/aac.00325-07. [PMID: 17606676] - Byung Chul Yoo, Ju Hyun Kim, Young-Hwa Chung, Kwan Sik Lee, Seung Woon Paik, Soo Hyung Ryu, Byung Hoon Han, Joon-Yeol Han, Kwan Soo Byun, Mong Cho, Heon-Ju Lee, Tae-Hun Kim, Se-Hyun Cho, Joong-Won Park, Soon-Ho Um, Seong Gyu Hwang, Young Soo Kim, Youn-Jae Lee, Chae Yoon Chon, Byung-Ik Kim, Young-Suk Lee, Jin-Mo Yang, Haak Cheoul Kim, Jae Seok Hwang, Sung-Kyu Choi, Young-Oh Kweon, Sook-Hyang Jeong, Myung-Seok Lee, Jong-Young Choi, Dae-Ghon Kim, Yun Soo Kim, Heon Young Lee, Kwon Yoo, Hee-Won Yoo, Hyo-Suk Lee. Twenty-four-week clevudine therapy showed potent and sustained antiviral activity in HBeAg-positive chronic hepatitis B.
Hepatology (Baltimore, Md.).
2007 May; 45(5):1172-8. doi:
10.1002/hep.21629. [PMID: 17464992] - Ersin Karatayli, Selim Karayalçin, Hayri Karaaslan, Handan Kayhan, A Resat Türkyilmaz, Fikret Sahin, Cihan Yurdaydin, A Mithat Bozdayi. A novel mutation pattern emerging during lamivudine treatment shows cross-resistance to adefovir dipivoxil treatment.
Antiviral therapy.
2007; 12(5):761-8. doi:
. [PMID: 17713159] - Kwan Sik Lee, Kwan Soo Byun, Young-Hwa Chung, Seung Woon Paik, Joon-Yeol Han, Kwon Yoo, Hee-Won Yoo, Byung Chul Yoo, Hyo-Suk Lee. Clevudine therapy for 24 weeks further reduced serum hepatitis B virus DNA levels and increased ALT normalization rates without emergence of viral breakthrough than 12 weeks of clevudine therapy.
Intervirology.
2007; 50(4):296-302. doi:
10.1159/000105442. [PMID: 17622789] - Seng Gee Lim, Zahary Krastev, Tay Meng Ng, Grigor Mechkov, Iskren Andreev Kotzev, Sing Chan, Elsa Mondou, Andrea Snow, Jeff Sorbel, Franck Rousseau. Randomized, double-blind study of emtricitabine (FTC) plus clevudine versus FTC alone in treatment of chronic hepatitis B.
Antimicrobial agents and chemotherapy.
2006 May; 50(5):1642-8. doi:
10.1128/aac.50.5.1642-1648.2006. [PMID: 16641430] - Hyo-Suk Lee, Young-Hwa Chung, Kwansik Lee, Kwan Soo Byun, Seung Woon Paik, Joon-Yeol Han, Kwon Yoo, Hee-Won Yoo, Jin Heon Lee, Byung Chul Yoo. A 12-week clevudine therapy showed potent and durable antiviral activity in HBeAg-positive chronic hepatitis B.
Hepatology (Baltimore, Md.).
2006 May; 43(5):982-8. doi:
10.1002/hep.21166. [PMID: 16628625] - Haihao Sun, Thomas J Mangner, Jerry M Collins, Otto Muzik, Kirk Douglas, Anthony F Shields. Imaging DNA synthesis in vivo with 18F-FMAU and PET.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine.
2005 Feb; 46(2):292-6. doi:
NULL. [PMID: 15695789] - Haihao Sun, Andrew Sloan, Thomas J Mangner, Ulka Vaishampayan, Otto Muzik, Jerry M Collins, Kirk Douglas, Anthony F Shields. Imaging DNA synthesis with [18F]FMAU and positron emission tomography in patients with cancer.
European journal of nuclear medicine and molecular imaging.
2005 Jan; 32(1):15-22. doi:
10.1007/s00259-004-1713-8. [PMID: 15586282] - A C Jacquard, M Nassal, C Pichoud, S Ren, U Schultz, S Guerret, M Chevallier, B Werle, S Peyrol, C Jamard, L T Rimsky, C Trepo, F Zoulim. Effect of a combination of clevudine and emtricitabine with adenovirus-mediated delivery of gamma interferon in the woodchuck model of hepatitis B virus infection.
Antimicrobial agents and chemotherapy.
2004 Jul; 48(7):2683-92. doi:
10.1128/aac.48.7.2683-2692.2004. [PMID: 15215126] - Patrick Marcellin, Herve Mommeja-Marin, Stephen L Sacks, George K K Lau, Daniel Sereni, Jean-Pierre Bronowicki, Brian Conway, Christian Trepo, M Robert Blum, Byung Chul Yoo, Elsa Mondou, Jeff Sorbel, Andrea Snow, Franck Rousseau, Hyo-Suk Lee. A phase II dose-escalating trial of clevudine in patients with chronic hepatitis B.
Hepatology (Baltimore, Md.).
2004 Jul; 40(1):140-8. doi:
10.1002/hep.20257. [PMID: 15239097] - Li Lu, Linda Samuelsson, Mats Bergström, Kengo Sato, Karl-Johan Fasth, Bengt Långström. Rat studies comparing 11C-FMAU, 18F-FLT, and 76Br-BFU as proliferation markers.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine.
2002 Dec; 43(12):1688-98. doi:
NULL. [PMID: 12468521] - Ayman M Abdelhamed, Colleen M Kelley, Thomas G Miller, Phillip A Furman, Harriet C Isom. Rebound of hepatitis B virus replication in HepG2 cells after cessation of antiviral treatment.
Journal of virology.
2002 Aug; 76(16):8148-60. doi:
10.1128/jvi.76.16.8148-8160.2002. [PMID: 12134020] - Stephan Menne, Carol A Roneker, Brent E Korba, John L Gerin, Bud C Tennant, Paul J Cote. Immunization with surface antigen vaccine alone and after treatment with 1-(2-fluoro-5-methyl-beta-L-arabinofuranosyl)-uracil (L-FMAU) breaks humoral and cell-mediated immune tolerance in chronic woodchuck hepatitis virus infection.
Journal of virology.
2002 Jun; 76(11):5305-14. doi:
10.1128/jvi.76.11.5305-5314.2002. [PMID: 11991959] - Toshiki Yamamoto, Samuel Litwin, Tianlun Zhou, Yuao Zhu, Lynn Condreay, Phillip Furman, William S Mason. Mutations of the woodchuck hepatitis virus polymerase gene that confer resistance to lamivudine and 2'-fluoro-5-methyl-beta-L-arabinofuranosyluracil.
Journal of virology.
2002 Feb; 76(3):1213-23. doi:
10.1128/jvi.76.3.1213-1223.2002. [PMID: 11773397] - Stephan Menne, Carol A Roneker, Bud C Tennant, Brent E Korba, John L Gerin, Paul J Cote. Immunogenic effects of woodchuck hepatitis virus surface antigen vaccine in combination with antiviral therapy: breaking of humoral and cellular immune tolerance in chronic woodchuck hepatitis virus infection.
Intervirology.
2002; 45(4-6):237-50. doi:
10.1159/000067914. [PMID: 12566706] - Y C Cheng. Potential use of antiviral L(-)nucleoside analogues for the prevention or treatment of viral associated cancers.
Cancer letters.
2001 Jan; 162 Suppl(?):S33-S37. doi:
10.1016/s0304-3835(00)00650-9. [PMID: 11164188] - S F Peek, P J Cote, J R Jacob, I A Toshkov, W E Hornbuckle, B H Baldwin, F V Wells, C K Chu, J L Gerin, B C Tennant, B E Korba. Antiviral activity of clevudine [L-FMAU, (1-(2-fluoro-5-methyl-beta, L-arabinofuranosyl) uracil)] against woodchuck hepatitis virus replication and gene expression in chronically infected woodchucks (Marmota monax).
Hepatology (Baltimore, Md.).
2001 Jan; 33(1):254-66. doi:
10.1053/jhep.2001.20899. [PMID: 11124844] - J W Witcher, F D Boudinot, B H Baldwin, M A Ascenzi, B C Tennant, J F Du, C K Chu. Pharmacokinetics of 1-(2-fluoro-5-methyl-beta-L-arabinofuranosyl)uracil in woodchucks.
Antimicrobial agents and chemotherapy.
1997 Oct; 41(10):2184-7. doi:
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Biopharmaceutics & drug disposition.
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Pharmaceutical research.
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The Journal of clinical investigation.
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Journal of medical virology.
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Antimicrobial agents and chemotherapy.
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Antimicrobial agents and chemotherapy.
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Antiviral research.
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Drug metabolism and disposition: the biological fate of chemicals.
1984 Nov; 12(6):784-6. doi:
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Antiviral research.
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Cancer research.
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Antimicrobial agents and chemotherapy.
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