4-Hydroxy-3-methoxymethamphetamine (BioDeep_00000275102)
代谢物信息卡片
4-Hydroxy-3-methoxymethamphetamine
化学式: C11H17NO2 (195.12592220000002)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(CC1=CC(=C(C=C1)O)OC)NC
InChI: InChI=1S/C11H17NO2/c1-8(12-2)6-9-4-5-10(13)11(7-9)14-3/h4-5,7-8,12-13H,6H2,1-3H3
相关代谢途径
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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)
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Plant Reactome(0)
INOH(0)
PlantCyc(0)
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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
- Michael A Darracq, Stephen L Thornton, Alicia B Minns, Roy R Gerona. A Case of 3,4-Dimethoxyamphetamine (3,4-DMA) and 3,4-Methylenedioxymethamphetamine (MDMA) Toxicity with Possible Metabolic Interaction.
Journal of psychoactive drugs.
2016 Nov; 48(5):351-354. doi:
10.1080/02791072.2016.1225324. [PMID: 27636207] - Andrea E Steuer, Corina Schmidhauser, Yasmin Schmid, Anna Rickli, Matthias E Liechti, Thomas Kraemer. Chiral Plasma Pharmacokinetics of 3,4-Methylenedioxymethamphetamine and its Phase I and II Metabolites following Controlled Administration to Humans.
Drug metabolism and disposition: the biological fate of chemicals.
2015 Dec; 43(12):1864-71. doi:
10.1124/dmd.115.066340. [PMID: 26395866] - Marielle Dunand, Massimiliano Donzelli, Anna Rickli, Cédric M Hysek, Matthias E Liechti, Eric Grouzmann. Analytical interference of 4-hydroxy-3-methoxymethamphetamine with the measurement of plasma free normetanephrine by ultra-high pressure liquid chromatography-tandem mass spectrometry.
Clinical biochemistry.
2014 Aug; 47(12):1121-3. doi:
10.1016/j.clinbiochem.2014.04.003. [PMID: 24731790] - Marta Concheiro, Michael H Baumann, Karl B Scheidweiler, Richard B Rothman, Gina F Marrone, Marilyn A Huestis. Nonlinear pharmacokinetics of (+/-)3,4-methylenedioxymethamphetamine (MDMA) and its pharmacodynamic consequences in the rat.
Drug metabolism and disposition: the biological fate of chemicals.
2014 Jan; 42(1):119-25. doi:
10.1124/dmd.113.053678. [PMID: 24141857] - Kenji Kuwayama, Kenji Tsujikawa, Hajime Miyaguchi, Tatsuyuki Kanamori, Yuko T Iwata, Hiroyuki Inoue. Interaction of 3,4-methylenedioxymethamphetamine and methamphetamine during metabolism by in vitro human metabolic enzymes and in rats.
Journal of forensic sciences.
2012 Jul; 57(4):1008-13. doi:
10.1111/j.1556-4029.2011.02039.x. [PMID: 22211929] - 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] - Andrea E Schwaninger, Markus R Meyer, Josef Zapp, Hans H Maurer. Sulfation of the 3,4-methylenedioxymethamphetamine (MDMA) metabolites 3,4-dihydroxymethamphetamine (DHMA) and 4-hydroxy-3-methoxymethamphetamine (HMMA) and their capability to inhibit human sulfotransferases.
Toxicology letters.
2011 Apr; 202(2):120-8. doi:
10.1016/j.toxlet.2011.01.026. [PMID: 21295122] - Daniel Gomes da Silva, Paula Guedes de Pinho, Helena Pontes, Luísa Ferreira, Paula Branco, Fernando Remião, Félix Carvalho, M Lurdes Bastos, Helena Carmo. Gas chromatography-ion trap mass spectrometry method for the simultaneous measurement of MDMA (ecstasy) and its metabolites, MDA, HMA, and HMMA in plasma and urine.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2010 Mar; 878(9-10):815-22. doi:
10.1016/j.jchromb.2010.01.042. [PMID: 20167546] - Tsadik T Abraham, Allan J Barnes, Ross H Lowe, Erin A Kolbrich Spargo, Garry Milman, Stephane O Pirnay, David A Gorelick, Robert S Goodwin, Marilyn A Huestis. Urinary MDMA, MDA, HMMA, and HMA excretion following controlled MDMA administration to humans.
Journal of analytical toxicology.
2009 Oct; 33(8):439-46. doi:
10.1093/jat/33.8.439. [PMID: 19874650] - Kenji Kuwayama, Kenji Tsujikawa, Hajime Miyaguchi, Tatsuyuki Kanamori, Yuko T Iwata, Hiroyuki Inoue. Determination of 4-hydroxy-3-methoxymethamphetamine as a metabolite of methamphetamine in rats and human liver microsomes using gas chromatography-mass spectrometry and liquid chromatography-tandem mass spectrometry.
Journal of analytical toxicology.
2009 Jun; 33(5):266-71. doi:
10.1093/jat/33.5.266. [PMID: 19671246] - Takuji Shoda, Kiyoshi Fukuhara, Yukihiro Goda, Haruhiro Okuda. 4-Hydroxy-3-methoxymethamphetamine glucuronide as a phase II metabolite of 3,4-methylenedioxymethamphetamine: enzyme-assisted synthesis and involvement of human hepatic uridine 5'-diphosphate-glucuronosyltransferase 2B15 in the glucuronidation.
Chemical & pharmaceutical bulletin.
2009 May; 57(5):472-5. doi:
10.1248/cpb.57.472. [PMID: 19420777] - 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] - W R Wan Aasim, S H Gan, S C Tan. Development of a simultaneous liquid-liquid extraction and chiral derivatization method for stereospecific GC-MS analysis of amphetamine-type stimulants in human urine using fractional factorial design.
Biomedical chromatography : BMC.
2008 Sep; 22(9):1035-42. doi:
10.1002/bmc.1073. [PMID: 18655218] - N Shima, M Katagi, H Kamata, K Zaitsu, T Kamata, M Nishikawa, A Miki, H Tsuchihashi, T Sakuma, N Nemoto. Urinary excretion of the main metabolites of 3,4-methylenedioxymethamphetamine (MDMA), including the sulfate and glucuronide of 4-hydroxy-3-methoxymethamphetamine (HMMA), in humans and rats.
Xenobiotica; the fate of foreign compounds in biological systems.
2008 Mar; 38(3):314-24. doi:
10.1080/00498250701802506. [PMID: 18274959] - Erin A Kolbrich, Ross H Lowe, Marilyn A Huestis. Two-dimensional gas chromatography/electron-impact mass spectrometry with cryofocusing for simultaneous quantification of MDMA, MDA, HMMA, HMA, and MDEA in human plasma.
Clinical chemistry.
2008 Feb; 54(2):379-87. doi:
10.1373/clinchem.2007.096800. [PMID: 18089653] - Noriaki Shima, Hiroe Kamata, Munehiro Katagi, Hitoshi Tsuchihashi, Tsutomu Sakuma, Nobuo Nemoto. Direct determination of glucuronide and sulfate of 4-hydroxy-3-methoxymethamphetamine, the main metabolite of MDMA, in human urine.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 Sep; 857(1):123-9. doi:
10.1016/j.jchromb.2007.07.003. [PMID: 17643356] - 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] - Sandra Valtier, Clyde F Phelix, John T Cody. Analysis of MDMA and its metabolites in urine and plasma following a neurotoxic dose of MDMA.
Journal of analytical toxicology.
2007 Apr; 31(3):138-43. doi:
10.1093/jat/31.3.138. [PMID: 17579960] - Stephane O Pirnay, Tsadik T Abraham, Ross H Lowe, Marilyn A Huestis. Selection and optimization of hydrolysis conditions for the quantification of urinary metabolites of MDMA.
Journal of analytical toxicology.
2006 Oct; 30(8):563-9. doi:
10.1093/jat/30.8.563. [PMID: 17132253] - Stephane O Pirnay, Tsadik T Abraham, Marilyn A Huestis. Sensitive gas chromatography-mass spectrometry method for simultaneous measurement of MDEA, MDMA, and metabolites HMA, MDA, and HMMA in human urine.
Clinical chemistry.
2006 Sep; 52(9):1728-34. doi:
10.1373/clinchem.2006.069054. [PMID: 16858076] - 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).
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2004 Sep; 32(9):1001-7. doi:
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