3,4-Dihydroxymethamphetamine (BioDeep_00000174044)
human metabolite blood metabolite
代谢物信息卡片
4-[2-(methylamino)propyl]benzene-1,2-diol
化学式: C10H15NO2 (181.110273)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 75%
分子结构信息
SMILES: CC(CC1=CC(=C(C=C1)O)O)NC
InChI: InChI=1S/C10H15NO2/c1-7(11-2)5-8-3-4-9(12)10(13)6-8/h3-4,6-7,11-13H,5H2,1-2H3
数据库引用编号
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。
文献列表
- Andrea E Schwaninger, Markus R Meyer, Marilyn A Huestis, Hans H Maurer. Development and validation of LC-HRMS and GC-NICI-MS methods for stereoselective determination of MDMA and its phase I and II metabolites in human urine.
Journal of mass spectrometry : JMS.
2011 Jul; 46(7):603-14. doi:
10.1002/jms.1929. [PMID: 21656610] - Melanie Mueller, Jie Yuan, Anne Felim, Anne Neudörffer, Frank T Peters, Hans H Maurer, Una D McCann, Martine Largeron, George A Ricaurte. Further studies on the role of metabolites in (+/-)-3,4-methylenedioxymethamphetamine-induced serotonergic neurotoxicity.
Drug metabolism and disposition: the biological fate of chemicals.
2009 Oct; 37(10):2079-86. doi:
10.1124/dmd.109.028340. [PMID: 19628751] - Melanie Mueller, Erin A Kolbrich-Spargo, Frank T Peters, Marilyn A Huestis, George A Ricaurte, Hans H Maurer. Hydrolysis of 3,4-methylenedioxymethamphetamine (MDMA) metabolite conjugates in human, squirrel monkey, and rat plasma.
Analytical and bioanalytical chemistry.
2009 Mar; 393(6-7):1607-17. doi:
10.1007/s00216-009-2607-1. [PMID: 19183967] - Melanie Mueller, Frank T Peters, Marilyn A Huestis, George A Ricaurte, Hans H Maurer. Simultaneous liquid chromatographic-electrospray ionization mass spectrometric quantification of 3,4-methylenedioxymethamphetamine (MDMA, Ecstasy) and its metabolites 3,4-dihydroxymethamphetamine, 4-hydroxy-3-methoxymethamphetamine and 3,4-methylenedioxyamphetamine in squirrel monkey and human plasma after acidic conjugate cleavage.
Forensic science international.
2009 Jan; 184(1-3):64-8. doi:
10.1016/j.forsciint.2008.12.002. [PMID: 19131196] - Melanie Mueller, Frank T Peters, Hans H Maurer, Una D McCann, George A Ricaurte. Nonlinear pharmacokinetics of (+/-)3,4-methylenedioxymethamphetamine (MDMA, 'Ecstasy') and its major metabolites in squirrel monkeys at plasma concentrations of MDMA that develop after typical psychoactive doses.
The Journal of pharmacology and experimental therapeutics.
2008 Oct; 327(1):38-44. doi:
10.1124/jpet.108.141366. [PMID: 18591215] - Matthew L Banks, Jon E Sprague, David F Kisor, Paul W Czoty, David E Nichols, Michael A Nader. Ambient temperature effects on 3,4-methylenedioxymethamphetamine-induced thermodysregulation and pharmacokinetics in male monkeys.
Drug metabolism and disposition: the biological fate of chemicals.
2007 Oct; 35(10):1840-5. doi:
10.1124/dmd.107.016261. [PMID: 17640955] - Melanie Mueller, Frank T Peters, George A Ricaurte, Hans H Maurer. Validated liquid chromatographic-electrospray ionization mass spectrometric assay for simultaneous determination of 3,4-methylenedioxymethamphetamine and its metabolites 3,4-methylenedioxyamphetamine, 3,4-dihydroxymethamphetamine, and 4-hydroxy-3-methoxymethamphetamine in squirrel monkey plasma.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 Aug; 855(2):262-70. doi:
10.1016/j.jchromb.2007.06.034. [PMID: 17646137] - Isabel Escobedo, Esther O'Shea, Laura Orio, Veronica Sanchez, Mireia Segura, Rafael de la Torre, Magi Farre, Alfred Richard Green, Maria Isabel Colado. A comparative study on the acute and long-term effects of MDMA and 3,4-dihydroxymethamphetamine (HHMA) on brain monoamine levels after i.p. or striatal administration in mice.
British journal of pharmacology.
2005 Jan; 144(2):231-41. doi:
10.1038/sj.bjp.0706071. [PMID: 15665862] - Nieves Pizarro, Magí Farré, Mitona Pujadas, Ana Ma Peiró, Pere N Roset, Jesús Joglar, Rafael de la Torre. Stereochemical analysis of 3,4-methylenedioxymethamphetamine and its main metabolites in human samples including the catechol-type metabolite (3,4-dihydroxymethamphetamine).
Drug metabolism and disposition: the biological fate of chemicals.
2004 Sep; 32(9):1001-7. doi:
NULL. [PMID: 15319342] - M Segura, J Ortuño, J A McLure, M Pujadas, N Pizarro, M Farré, A Llebaria, J Joglar, J Segura, R de la Torre. High-performance liquid chromatography with electrochemical detection applied to the analysis of 3,4-dihydroxymethamphetamine in human plasma and urine.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2002 Apr; 769(2):313-21. doi:
10.1016/s1570-0232(02)00020-x. [PMID: 11996497] - Nieves Pizarro, Jordi Ortuño, Magí Farré, Cándido Hernández-López, Mitona Pujadas, Amadeu Llebaria, Jesús Joglar, Pere N Roset, Marta Mas, Jordi Segura, Jordi Camí, Rafael de la Torre. Determination of MDMA and its metabolites in blood and urine by gas chromatography-mass spectrometry and analysis of enantiomers by capillary electrophoresis.
Journal of analytical toxicology.
2002 Apr; 26(3):157-65. doi:
10.1093/jat/26.3.157. [PMID: 11991532] - M Segura, J Ortuño, M Farré, J A McLure, M Pujadas, N Pizarro, A Llebaria, J Joglar, P N Roset, J Segura, R de La Torre. 3,4-Dihydroxymethamphetamine (HHMA). A major in vivo 3,4-methylenedioxymethamphetamine (MDMA) metabolite in humans.
Chemical research in toxicology.
2001 Sep; 14(9):1203-8. doi:
10.1021/tx010051p. [PMID: 11559034] - R de la Torre, M Farré, J Ortuño, M Mas, R Brenneisen, P N Roset, J Segura, J Camí. Non-linear pharmacokinetics of MDMA ('ecstasy') in humans.
British journal of clinical pharmacology.
2000 Feb; 49(2):104-9. doi:
10.1046/j.1365-2125.2000.00121.x. [PMID: 10671903] - H J Helmlin, K Bracher, D Bourquin, D Vonlanthen, R Brenneisen. Analysis of 3,4-methylenedioxymethamphetamine (MDMA) and its metabolites in plasma and urine by HPLC-DAD and GC-MS.
Journal of analytical toxicology.
1996 Oct; 20(6):432-40. doi:
10.1093/jat/20.6.432. [PMID: 8889680]