hydroxybupropion (BioDeep_00000605464)
代谢物信息卡片
2-Hydroxy-2-(3-chlorophenyl)-3,5,5-trimethylmorpholine
化学式: C13H18ClNO2 (255.1025998)
中文名称: 羟基安非他酮, 2-羟基-2-(3-氯苯基)-3,5,5-三甲基吗啉
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C(=O)C1=CC(=CC=C1)Cl)NC(C)(C)CO
InChI: InChI=1S/C13H18ClNO2/c1-9(15-13(2,3)8-16)12(17)10-5-4-6-11(14)7-10/h4-7,9,15-16H,8H2,1-3H3
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:166487
- PubChem: 446
- PubChem: 9837966
- Metlin: METLIN62879
- ChEMBL: CHEMBL3544616
- ChEMBL: CHEMBL4561343
- CAS: 92264-81-8
- CAS: 82793-84-8
- CAS: 357399-43-0
- RefMet: Hydroxybupropion
分类词条
相关代谢途径
Reactome(0)
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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
- Seenae Eum, Franklin Sayre, Adam M Lee, Julia C Stingl, Jeffrey R Bishop. Association of CYP2B6 genetic polymorphisms with bupropion and hydroxybupropion exposure: A systematic review and meta-analysis.
Pharmacotherapy.
2022 01; 42(1):34-44. doi:
10.1002/phar.2644. [PMID: 34752647] - Mohamed-Eslam F Mohamed, Mukul Minocha, Sheryl Trueman, Tian Feng, Jeffrey Enejosa, Ogert Fisniku, Ahmed A Othman. Characterization of the Effect of Upadacitinib on the Pharmacokinetics of Bupropion, a Sensitive Cytochrome P450 2B6 Probe Substrate.
Clinical pharmacology in drug development.
2021 03; 10(3):299-306. doi:
10.1002/cpdd.844. [PMID: 32648334] - Arnim Johannes Gaebler, Katharina Luise Schneider, Julia Carolin Stingl, Michael Paulzen. Subtherapeutic bupropion and hydroxybupropion serum concentrations in a patient with CYP2C19*1/*17 genotype suggesting a rapid metabolizer status.
The pharmacogenomics journal.
2020 12; 20(6):840-844. doi:
10.1038/s41397-020-0169-y. [PMID: 32475982] - Yao Fu, Xiaoxiao Tian, Lingling Han, Yilin Li, Ying Peng, Jiang Zheng. Mechanism-based inactivation of cytochrome P450 2D6 by Notopterol.
Chemico-biological interactions.
2020 May; 322(?):109053. doi:
10.1016/j.cbi.2020.109053. [PMID: 32198085] - Maike Scherf-Clavel, Oliver Wahl, Andreas Menke, Stefan Unterecker. Determination of hydroxybupropion in human serum for routine therapeutic drug monitoring in psychiatry: A tool for dose-individualization in treatment with bupropion.
Biomedical chromatography : BMC.
2019 Oct; 33(10):e4609. doi:
10.1002/bmc.4609. [PMID: 31150132] - Hui Ma, Wenping Zhang, Xiaoying Yang, Yuxin Zhang, Shijie Wei, Hao Zhang, Yanni Ma, Hongwan Dang. Effects of Genetic Polymorphisms of CYP2B6 on the Pharmacokinetics of Bupropion and Hydroxybupropion in Healthy Chinese Subjects.
Medical science monitor : international medical journal of experimental and clinical research.
2018 Apr; 24(?):2158-2163. doi:
10.12659/msm.909227. [PMID: 29637923] - Gregory Schmit, Evy De Boosere, Jessica Vanhaebost, Arnaud Capron. Bupropion Overdose Resulted in a Pharmacobezoar in a Fatal Bupropion (Wellbutrin® ) Sustained-release Overdose: Postmortem Distribution of Bupropion and its Major Metabolites.
Journal of forensic sciences.
2017 Nov; 62(6):1674-1676. doi:
10.1111/1556-4029.13497. [PMID: 28631318] - Nan Hu, Yanjuan Huang, Xuejiao Gao, Sai Li, Zhixiang Yan, Bin Wei, Ru Yan. Effects of dextran sulfate sodium induced experimental colitis on cytochrome P450 activities in rat liver, kidney and intestine.
Chemico-biological interactions.
2017 Jun; 271(?):48-58. doi:
10.1016/j.cbi.2017.04.018. [PMID: 28438436] - Nejal M Bhatt, Vijay D Chavada, Mallika Sanyal, Pranav S Shrivastav. Design of experiment assisted concurrent enantioseparation of bupropion and hydroxybupropion by high-performance thin-layer chromatography.
Chirality.
2017 Feb; 29(2):80-88. doi:
10.1002/chir.22673. [PMID: 28028832] - Jing-Ya Chen, Xiang-Tao Huang, Jun-Jun Wang, Yong Chen. In vivo effect of borneol on rat hepatic CYP2B expression and activity.
Chemico-biological interactions.
2017 Jan; 261(?):96-102. doi:
10.1016/j.cbi.2016.11.024. [PMID: 27889497] - Jamie N Connarn, Ruijuan Luo, Jim Windak, Xinyuan Zhang, Andrew Babiskin, Marisa Kelly, Gloria Harrington, Vicki L Ellingrod, Masoud Kamali, Melvin McInnis, Duxin Sun. Identification of non-reported bupropion metabolites in human plasma.
Biopharmaceutics & drug disposition.
2016 Dec; 37(9):550-560. doi:
10.1002/bdd.2046. [PMID: 27723114] - Valentina M Fokina, Meixiang Xu, Erik Rytting, Sherif Z Abdel-Rahman, Holly West, Cheryl Oncken, Shannon M Clark, Mahmoud S Ahmed, Gary D V Hankins, Tatiana N Nanovskaya. Pharmacokinetics of Bupropion and Its Pharmacologically Active Metabolites in Pregnancy.
Drug metabolism and disposition: the biological fate of chemicals.
2016 11; 44(11):1832-1838. doi:
10.1124/dmd.116.071530. [PMID: 27528039] - Valentina M Fokina, Holly West, Cheryl Oncken, Shannon M Clark, Mahmoud S Ahmed, Gary D V Hankins, Tatiana N Nanovskaya. Bupropion therapy during pregnancy: the drug and its major metabolites in umbilical cord plasma and amniotic fluid.
American journal of obstetrics and gynecology.
2016 10; 215(4):497.e1-7. doi:
10.1016/j.ajog.2016.05.016. [PMID: 27180885] - Jennifer E Sager, John R Choiniere, Justine Chang, Alyssa Stephenson-Famy, Wendel L Nelson, Nina Isoherranen. Identification and Structural Characterization of Three New Metabolites of Bupropion in Humans.
ACS medicinal chemistry letters.
2016 Aug; 7(8):791-6. doi:
10.1021/acsmedchemlett.6b00189. [PMID: 27660681] - Aaron M Teitelbaum, Alicia M Flaker, Evan D Kharasch. Development, validation and application of a comprehensive stereoselective LC/MS-MS assay for bupropion and oxidative, reductive, and glucuronide metabolites in human urine.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2016 Aug; 1027(?):239-53. doi:
10.1016/j.jchromb.2016.05.036. [PMID: 27318149] - Thomas I F H Cremers, Gunnar Flik, Joost H A Folgering, Hans Rollema, Robert E Stratford. Development of a Rat Plasma and Brain Extracellular Fluid Pharmacokinetic Model for Bupropion and Hydroxybupropion Based on Microdialysis Sampling, and Application to Predict Human Brain Concentrations.
Drug metabolism and disposition: the biological fate of chemicals.
2016 May; 44(5):624-33. doi:
10.1124/dmd.115.068932. [PMID: 26916207] - Gudrun Høiseth, Tore Haslemo, Linda H Uthus, Espen Molden. Effect of CYP2B6*6 on Steady-State Serum Concentrations of Bupropion and Hydroxybupropion in Psychiatric Patients: A Study Based on Therapeutic Drug Monitoring Data.
Therapeutic drug monitoring.
2015 Oct; 37(5):589-93. doi:
10.1097/ftd.0000000000000183. [PMID: 25565674] - Athena K Petrides, Joshua Moskowitz, Kamisha L Johnson-Davis, Paul J Jannetto, Loralie J Langman, William Clarke, Mark A Marzinke. The development and validation of a turbulent flow-liquid chromatography-tandem mass spectrometric method for the simultaneous quantification of citalopram, sertraline, bupropion and hydroxybupropion in serum.
Clinical biochemistry.
2014 Oct; 47(15):73-9. doi:
10.1016/j.clinbiochem.2014.07.018. [PMID: 25087976] - Anne K Laib, Sonja Brünen, Philippe Pfeifer, Philippe Vincent, Christoph Hiemke. Serum concentrations of hydroxybupropion for dose optimization of depressed patients treated with bupropion.
Therapeutic drug monitoring.
2014 Aug; 36(4):473-9. doi:
10.1097/ftd.0000000000000042. [PMID: 24452068] - Jiake He, Yang Yu, Bhagwat Prasad, Xijing Chen, Jashvant D Unadkat. Mechanism of an unusual, but clinically significant, digoxin-bupropion drug interaction.
Biopharmaceutics & drug disposition.
2014 Jul; 35(5):253-63. doi:
10.1002/bdd.1890. [PMID: 24436229] - S A Al-Abri, J P Orengo, S Hayashi, K L Thoren, N L Benowitz, K R Olson. Delayed bupropion cardiotoxicity associated with elevated serum concentrations of bupropion but not hydroxybupropion.
Clinical toxicology (Philadelphia, Pa.).
2013 Dec; 51(10):1230-4. doi:
10.3109/15563650.2013.849349. [PMID: 24131328] - R N Golden, C L De Vane, S C Laizure, M V Rudorfer, M A Sherer, W Z Potter. Bupropion in depression. II. The role of metabolites in clinical outcome.
Archives of general psychiatry.
1988 Feb; 45(2):145-9. doi:
10.1001/archpsyc.1988.01800260055007. [PMID: 3122699]