6beta-Naltrexol (BioDeep_00000843552)
代谢物信息卡片
6beta-Naltrexol
化学式: C20H25NO4 (343.1783)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1CC1CN2CCC34C5C(CCC3(C2CC6=C4C(=C(C=C6)O)O5)O)O
InChI: InChI=1S/C20H25NO4/c22-13-4-3-12-9-15-20(24)6-5-14(23)18-19(20,16(12)17(13)25-18)7-8-21(15)10-11-1-2-11/h3-4,11,14-15,18,22-24H,1-2,5-10H2/t14-,15-,18+,19+,20-/m1/s1
描述信息
D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids
同义名列表
1 个代谢物同义名
数据库引用编号
5 个数据库交叉引用编号
- ChEBI: CHEBI:192658
- PubChem: 5486554
- ChEMBL: CHEMBL140278
- CAS: 20410-98-4
- CAS: 49625-89-0
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
- Seon Yeong Kim, Dong Won Shin, SungIll Suh, Jae Chul Cheong, Jin Young Kim. Monitoring alcohol-use-disorder medication compliance by LC-MS/MS determination of urinary ethyl glucuronide, acamprosate, naltrexone, and 6β-naltrexol using zirconia-based hybrid solid-phase extraction.
Journal of pharmaceutical and biomedical analysis.
2022 Apr; 212(?):114615. doi:
10.1016/j.jpba.2022.114615. [PMID: 35219960] - Sonja Brünen, Nina Kim Bekier, Christoph Hiemke, Felix Korf, Klaus Wiedemann, Holger Jahn, Falk Kiefer. Therapeutic Drug Monitoring of Naltrexone and 6β-Naltrexol During Anti-craving Treatment in Alcohol Dependence: Reference Ranges.
Alcohol and alcoholism (Oxford, Oxfordshire).
2019 Jan; 54(1):51-55. doi:
10.1093/alcalc/agy067. [PMID: 30260366] - Robert West, Maria Guevara, Charles Mikel. Detection of naltrexone and naltrexol in patients prescribed Embeda®.
Journal of opioid management.
2017 May; 13(3):139-140. doi:
10.5055/jom.2017.0380. [PMID: 29441516] - Kuan Gandelman, Michael Lamson, Joanne Salageanu, Candace Bramson, Kyle Matschke, Bimal Malhotra. Effect of food on the pharmacokinetics of oxycodone and naltrexone from ALO-02, an extended release formulation of oxycodone with sequestered naltrexone.
Clinical pharmacology in drug development.
2015 09; 4(5):370-6. doi:
10.1002/cpdd.177. [PMID: 27137146] - Joshua A Eldridge, Mikolaj Milewski, Audra L Stinchcomb, Peter A Crooks. Synthesis and in vitro stability of amino acid prodrugs of 6-β-naltrexol for microneedle-enhanced transdermal delivery.
Bioorganic & medicinal chemistry letters.
2014 Nov; 24(22):5212-5. doi:
10.1016/j.bmcl.2014.09.072. [PMID: 25442314] - Janet C Liu, Joseph D Ma, Candis M Morello, Rabia S Atayee, Brookie M Best. Naltrexone metabolism and concomitant drug concentrations in chronic pain patients.
Journal of analytical toxicology.
2014 May; 38(4):212-7. doi:
10.1093/jat/bku019. [PMID: 24659754] - Daniel D Langleben, Kosha Ruparel, Igor Elman, James W Loughead, Elliot L Busch, James Cornish, Kevin G Lynch, Elie S Nuwayser, Anna R Childress, Charles P O'Brien. Extended-release naltrexone modulates brain response to drug cues in abstinent heroin-dependent patients.
Addiction biology.
2014 Mar; 19(2):262-71. doi:
10.1111/j.1369-1600.2012.00462.x. [PMID: 22747521] - Beatrice Setnik, Kenneth Sommerville, Veeraindar Goli, Ling Han, Lynn Webster. Assessment of pharmacodynamic effects following oral administration of crushed morphine sulfate and naltrexone hydrochloride extended-release capsules compared with crushed morphine sulfate controlled-release tablets and placebo in nondependent recreational opioid users.
Pain medicine (Malden, Mass.).
2013 08; 14(8):1173-86. doi:
10.1111/pme.12148. [PMID: 23745947] - Beatrice Setnik, Carl L Roland, Veeraindar Goli, Kenneth Sommerville, Lynn Webster. A clinical trial to determine if corelease of morphine and naltrexone from crushed extended-release capsules induces withdrawal in opioid-dependent patients: a descriptive analysis of six patients.
Journal of opioid management.
2013 Mar; 9(2):139-50. doi:
10.5055/jom.2013.0155. [PMID: 23709323] - Pekka Heinälä, Tuuli Lahti, David Sinclair, Kari Ariniemi, Pirjo Lillsunde, Hannu Alho. Analysis of naltrexone and its metabolite 6-beta-naltrexol in serum with high-performance liquid chromatography.
BMC research notes.
2012 Aug; 5(?):439. doi:
10.1186/1756-0500-5-439. [PMID: 22894733] - Janet Yancey-Wrona, Brian Dallaire, Edward Bilsky, Brad Bath, John Burkart, Lynn Webster, Dan Magiera, Xiaoxia Yang, Mitch Phelps, Wolfgang Sadee. 6β-naltrexol, a peripherally selective opioid antagonist that inhibits morphine-induced slowing of gastrointestinal transit: an exploratory study.
Pain medicine (Malden, Mass.).
2011 Dec; 12(12):1727-37. doi:
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Journal of pharmaceutical sciences.
2010 Jul; 99(7):3072-80. doi:
10.1002/jps.22083. [PMID: 20166200] - Franklin K Johnson, Jeffrey G Stark, Frederick A Bieberdorf, Joe Stauffer. Relative oral bioavailability of morphine and naltrexone derived from crushed morphine sulfate and naltrexone hydrochloride extended-release capsules versus intact product and versus naltrexone solution: a single-dose, randomized-sequence, open-label, three-way crossover trial in healthy volunteers.
Clinical therapeutics.
2010 Jun; 32(6):1149-64. doi:
10.1016/j.clinthera.2010.05.011. [PMID: 20637968] - Sonja Brünen, Ralf Krüger, Susann Finger, Felix Korf, Falk Kiefer, Klaus Wiedemann, Karl J Lackner, Christoph Hiemke. Determination of naltrexone and 6beta-naltrexol in human blood: comparison of high-performance liquid chromatography with spectrophotometric and tandem-mass-spectrometric detection.
Analytical and bioanalytical chemistry.
2010 Feb; 396(3):1249-57. doi:
10.1007/s00216-009-3301-z. [PMID: 19946676] - Ling-Di Yan, Jun Liu, Hua-Jin Dong, Meng-Xun Cui, Xia-Jun Yao, Yong-Shao Liu, Zheng-Hua Gong, Ze-Hui Gong. [Pharmacokinetics of 6beta-naltrexol after single and multiple intramuscular injections in Beagle dogs].
Yao xue xue bao = Acta pharmaceutica Sinica.
2009 Jul; 44(7):722-5. doi:
NULL. [PMID: 19806909] - Claudia Clavijo, Jamie Bendrick-Peart, Yan Ling Zhang, Gillian Johnson, Antje Gasparic, Uwe Christians. An automated, highly sensitive LC-MS/MS assay for the quantification of the opiate antagonist naltrexone and its major metabolite 6beta-naltrexol in dog and human plasma.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2008 Oct; 874(1-2):33-41. doi:
10.1016/j.jchromb.2008.08.021. [PMID: 18805072] - Paul K Kiptoo, Kalpana S Paudel, Dana C Hammell, Mohamed O Hamad, Peter A Crooks, Audra L Stinchcomb. In vivo evaluation of a transdermal codrug of 6-beta-naltrexol linked to hydroxybupropion in hairless guinea pigs.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2008 Apr; 33(4-5):371-9. doi:
10.1016/j.ejps.2008.01.006. [PMID: 18321686] - Joi L Dunbar, Ryan Z Turncliff, Siobhan C Hayes, Colm B Farrell. Population pharmacokinetics of extended-release injectable naltrexone (XR-NTX) in patients with alcohol dependence.
Journal of studies on alcohol and drugs.
2007 Nov; 68(6):862-70. doi:
10.15288/jsad.2007.68.862. [PMID: 17960304] - Matthew H Slawson, Meng Chen, David Moody, Sandra D Comer, Elie S Nuwayser, Wenfang B Fang, Rodger L Foltz. Quantitative analysis of naltrexone and 6beta-naltrexol in human, rat, and rabbit plasma by liquid chromatography-electrospray ionization tandem mass spectrometry with application to the pharmacokinetics of Depotrex in rabbits.
Journal of analytical toxicology.
2007 Oct; 31(8):453-61. doi:
10.1093/jat/31.8.453. [PMID: 17988459] - Mohamed O Hamad, Paul K Kiptoo, Audra L Stinchcomb, Peter A Crooks. Synthesis and hydrolytic behavior of two novel tripartate codrugs of naltrexone and 6beta-naltrexol with hydroxybupropion as potential alcohol abuse and smoking cessation agents.
Bioorganic & medicinal chemistry.
2006 Oct; 14(20):7051-61. doi:
10.1016/j.bmc.2006.06.018. [PMID: 16798000] - Joi L Dunbar, Ryan Z Turncliff, Qunming Dong, Bernard L Silverman, Elliot W Ehrich, Kenneth C Lasseter. Single- and multiple-dose pharmacokinetics of long-acting injectable naltrexone.
Alcoholism, clinical and experimental research.
2006 Mar; 30(3):480-90. doi:
10.1111/j.1530-0277.2006.00052.x. [PMID: 16499489] - Kalpana S Paudel, Buchi N Nalluri, Dana C Hammell, Satyanarayana Valiveti, Paul Kiptoo, Mohamed O Hamad, Peter A Crooks, Audra L Stinchcomb. Transdermal delivery of naltrexone and its active metabolite 6-beta-naltrexol in human skin in vitro and guinea pigs in vivo.
Journal of pharmaceutical sciences.
2005 Sep; 94(9):1965-75. doi:
10.1002/jps.20398. [PMID: 16052561] - Nitya Jayaram-Lindström, Peter Wennberg, Olof Beck, Johan Franck. An open clinical trial of naltrexone for amphetamine dependence: compliance and tolerability.
Nordic journal of psychiatry.
2005; 59(3):167-71. doi:
10.1080/08039480510023052. [PMID: 16195116] - Satyanarayana Valiveti, Buchi N Nalluri, Dana C Hammell, Kalpana S Paudel, Audra L Stinchcomb. Development and validation of a liquid chromatography-mass spectrometry method for the quantitation of naltrexone and 6beta-naltrexol in guinea pig plasma.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2004 Oct; 810(2):259-67. doi:
10.1016/j.jchromb.2004.08.016. [PMID: 15380723] - Linda Olsen, Asbjørg S Christophersen, Grete Frogopsahl, Helge Waal, Jørg Mørland. Plasma concentrations during naltrexone implant treatment of opiate-dependent patients.
British journal of clinical pharmacology.
2004 Aug; 58(2):219-22. doi:
10.1111/j.1365-2125.2004.02122.x. [PMID: 15255807] - Carol F Chan, Madhu Page-Sharp, Judith H Kristensen, George O'Neil, Kenneth F Ilett. Transfer of naltrexone and its metabolite 6,beta-naltrexol into human milk.
Journal of human lactation : official journal of International Lactation Consultant Association.
2004 Aug; 20(3):322-6. doi:
10.1177/0890334404266881. [PMID: 15296587] - Stefan W Toennes, Gerold F Kauert, Sabine M Grüsser, Werner Jäkel, Gerlinde Partecke. Determination of naltrexone and 6-beta-naltrexol in human plasma following implantation of naltrexone pellets using gas chromatography-mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
2004 Apr; 35(1):169-76. doi:
10.1016/j.jpba.2004.01.013. [PMID: 15030891] - Colin Brewer. Serum naltrexone and 6-beta-naltrexol levels from naltrexone implants can block very large amounts of heroin: a report of two cases.
Addiction biology.
2002 Jul; 7(3):321-3. doi:
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2001 Sep; 761(1):85-92. doi:
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2001 Jun; 77(6):1590-600. doi:
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Alcoholism, clinical and experimental research.
2000 Sep; 24(9):1385-91. doi:
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Pharmacological research.
1999 Aug; 40(2):153-8. doi:
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The American journal of physiology.
1998 12; 275(6):R1725-34. doi:
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Drug and alcohol dependence.
1998 Nov; 52(3):211-20. doi:
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Journal of hepatology.
1997 Sep; 27(3):505-11. doi:
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Alcoholism, clinical and experimental research.
1997 Aug; 21(5):906-9. doi:
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Journal of analytical toxicology.
1997 Jul; 21(4):252-7. doi:
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1996 Sep; 14(12):1717-25. doi:
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1993 Dec; 15(6):557-62. doi:
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1991 Jul; 567(2):485-90. doi:
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1991 May; 15(3):136-40. doi:
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1989 Nov; 17(6):583-9. doi:
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1986 May; 378(1):261-6. doi:
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1981; 28(?):25-35. doi:
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NIDA research monograph.
1981; 28(?):36-51. doi:
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1980 Sep; 8(5):295-9. doi:
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