methylone (BioDeep_00000408445)
Main id: BioDeep_00000002042
natural product
代谢物信息卡片
methylone
化学式: C11H13NO3 (207.0895388)
中文名称: 亚甲基二氧基甲卡西酮
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C(=O)C1=CC2=C(C=C1)OCO2)NC
InChI: InChI=1S/C11H13NO3/c1-7(12-2)11(13)8-3-4-9-10(5-8)15-6-14-9/h3-5,7,12H,6H2,1-2H3
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:182618
- KEGG: C20126
- PubChem: 45789647
- ChEMBL: CHEMBL3604010
- CAS: 186028-79-5
- MoNA: CCMSLIB00004679315
- PubChem: 135626586
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。
文献列表
- Courtney Gearlds, Jessica Brooke Bouldin, Mariah McKinney, Shannon Schreiner, Stacy D Brown, Brooks B Pond. Pharmacokinetics of Synthetic Cathinones Found in Bath Salts in Mouse Brain and Plasma Using High-Pressure Liquid Chromatography-Tandem Mass Spectrometry.
European journal of drug metabolism and pharmacokinetics.
2021 Nov; 46(6):771-778. doi:
10.1007/s13318-021-00712-1. [PMID: 34427910] - Fernando B de Moura, Alexander Sherwood, Thomas E Prisinzano, Carol A Paronis, Jack Bergman, Stephen J Kohut. Reinforcing effects of synthetic cathinones in rhesus monkeys: Dose-response and behavioral economic analyses.
Pharmacology, biochemistry, and behavior.
2021 03; 202(?):173112. doi:
10.1016/j.pbb.2021.173112. [PMID: 33444603] - I Vaz, T Carvalho, M J Valente, A Castro, A M Araújo, M L Bastos, M Carvalho. The interplay between autophagy and apoptosis mediates toxicity triggered by synthetic cathinones in human kidney cells.
Toxicology letters.
2020 Oct; 331(?):42-52. doi:
10.1016/j.toxlet.2020.05.025. [PMID: 32464236] - Eulalia Olesti, Jose Antonio Pascual, Mireia Ventura, Esther Papaseit, Magí Farré, Rafael de la Torre, Oscar J Pozo. LC-MS/MS method for the quantification of new psychoactive substances and evaluation of their urinary detection in humans for doping control analysis.
Drug testing and analysis.
2020 Jun; 12(6):785-797. doi:
10.1002/dta.2768. [PMID: 31950617] - Bárbara Silva, Renata Silva, Carla Fernandes, Paula Guedes de Pinho, Fernando Remião. Enantioselectivity on the absorption of methylone and pentedrone using Caco-2 cell line: Development and validation of an UHPLC method for cathinones quantification.
Toxicology and applied pharmacology.
2020 05; 395(?):114970. doi:
10.1016/j.taap.2020.114970. [PMID: 32234388] - Dino Luethi, Karolina E Kolaczynska, Melanie Walter, Masaki Suzuki, Kenner C Rice, Bruce E Blough, Marius C Hoener, Michael H Baumann, Matthias E Liechti. Metabolites of the ring-substituted stimulants MDMA, methylone and MDPV differentially affect human monoaminergic systems.
Journal of psychopharmacology (Oxford, England).
2019 07; 33(7):831-841. doi:
10.1177/0269881119844185. [PMID: 31038382] - Diane M Calinski, David F Kisor, Jon E Sprague. A review of the influence of functional group modifications to the core scaffold of synthetic cathinones on drug pharmacokinetics.
Psychopharmacology.
2019 Mar; 236(3):881-890. doi:
10.1007/s00213-018-4985-6. [PMID: 30069588] - Kusumika Saha, Yang Li, Marion Holy, Kurt R Lehner, Mohammad O Bukhari, John S Partilla, Walter Sandtner, Harald H Sitte, Michael H Baumann. The synthetic cathinones, butylone and pentylone, are stimulants that act as dopamine transporter blockers but 5-HT transporter substrates.
Psychopharmacology.
2019 Mar; 236(3):953-962. doi:
10.1007/s00213-018-5075-5. [PMID: 30345459] - Lilian H J Richter, Andreas Beck, Veit Flockerzi, Hans H Maurer, Markus R Meyer. Cytotoxicity of new psychoactive substances and other drugs of abuse studied in human HepG2 cells using an adopted high content screening assay.
Toxicology letters.
2019 Feb; 301(?):79-89. doi:
10.1016/j.toxlet.2018.11.007. [PMID: 30465810] - Steven J Simmons, Jonna M Leyrer-Jackson, Chicora F Oliver, Callum Hicks, John W Muschamp, Scott M Rawls, M Foster Olive. DARK Classics in Chemical Neuroscience: Cathinone-Derived Psychostimulants.
ACS chemical neuroscience.
2018 10; 9(10):2379-2394. doi:
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Xenobiotica; the fate of foreign compounds in biological systems.
2018 Jun; 48(6):618-625. doi:
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European review for medical and pharmacological sciences.
2018 01; 22(1):268-274. doi:
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Journal of analytical toxicology.
2017 Oct; 41(8):659-669. doi:
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Neurotoxicology and teratology.
2017 Sep; 63(?):9-13. doi:
10.1016/j.ntt.2017.08.001. [PMID: 28811141] - Katrin Romanek, Jochen Stenzel, Sabrina Schmoll, Verena Schrettl, Stefanie Geith, Florian Eyer, Christian Rabe. Synthetic cathinones in Southern Germany - characteristics of users, substance-patterns, co-ingestions, and complications.
Clinical toxicology (Philadelphia, Pa.).
2017 Jul; 55(6):573-578. doi:
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Journal of analytical toxicology.
2017 Jun; 41(5):376-381. doi:
10.1093/jat/bkx020. [PMID: 28334805] - Joshua S Elmore, Ora Dillon-Carter, John S Partilla, Kayla N Ellefsen, Marta Concheiro, Masaki Suzuki, Kenner C Rice, Marilyn A Huestis, Michael H Baumann. Pharmacokinetic Profiles and Pharmacodynamic Effects for Methylone and Its Metabolites in Rats.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology.
2017 02; 42(3):649-660. doi:
10.1038/npp.2016.213. [PMID: 27658484] - Mariana Angoa-Pérez, John H Anneken, Donald M Kuhn. Neurotoxicology of Synthetic Cathinone Analogs.
Current topics in behavioral neurosciences.
2017 ; 32(?):209-230. doi:
10.1007/7854_2016_21. [PMID: 27753008] - Bertha K Madras. The Growing Problem of New Psychoactive Substances (NPS).
Current topics in behavioral neurosciences.
2017 ; 32(?):1-18. doi:
10.1007/7854_2016_34. [PMID: 27571747] - Eric T Shimomura, Alice J Briones, Wendy S Warren, Joseph W Addison, Jessica L Knittel, Sarah A Shoemaker, Taj D King, Thomas Z Bosy. Case Report of Methylone, Oxymorphone and Ethanol in a Fatality Case with Tissue Distribution.
Journal of analytical toxicology.
2016 Sep; 40(7):543-5. doi:
10.1093/jat/bkw045. [PMID: 27405363] - Wei-Yin Hong, Ya-Chun Ko, Mei-Chih Lin, Po-Yu Wang, Yu-Pen Chen, Lih-Ching Chiueh, Daniel Yang-Chih Shih, Hsiu-Kuan Chou, Hwei-Fang Cheng. Determination of Synthetic Cathinones in Urine Using Gas Chromatography-Mass Spectrometry Techniques.
Journal of analytical toxicology.
2016 Jan; 40(1):12-6. doi:
10.1093/jat/bkv108. [PMID: 26410364] - Fabio Del Bello, Farhana Sakloth, John S Partilla, Michael H Baumann, Richard A Glennon. Ethylenedioxy homologs of N-methyl-(3,4-methylenedioxyphenyl)-2-aminopropane (MDMA) and its corresponding cathinone analog methylenedioxymethcathinone: Interactions with transporters for serotonin, dopamine, and norepinephrine.
Bioorganic & medicinal chemistry.
2015 Sep; 23(17):5574-9. doi:
10.1016/j.bmc.2015.07.035. [PMID: 26233799] - Ying-Shan Piao, Frank Scott Hall, Yuki Moriya, Miki Ito, Arihisa Ohara, Ruri Kikura-Hanajiri, Yukihiro Goda, Klaus-Peter Lesch, Dennis L Murphy, George R Uhl, Ichiro Sora. Methylone-induced hyperthermia and lethal toxicity: role of the dopamine and serotonin transporters.
Behavioural pharmacology.
2015 Jun; 26(4):345-52. doi:
10.1097/fbp.0000000000000135. [PMID: 25794333] - John H Anneken, Mariana Angoa-Pérez, Donald M Kuhn. 3,4-Methylenedioxypyrovalerone prevents while methylone enhances methamphetamine-induced damage to dopamine nerve endings: β-ketoamphetamine modulation of neurotoxicity by the dopamine transporter.
Journal of neurochemistry.
2015 Apr; 133(2):211-22. doi:
10.1111/jnc.13048. [PMID: 25626880] - Matthew R Wood, Roger A Lalancette, Ivan Bernal. Crystallographic investigations of select cathinones: emerging illicit street drugs known as `bath salts'.
Acta crystallographica. Section C, Structural chemistry.
2015 Jan; 71(Pt 1):32-8. doi:
10.1107/s2053229614025637. [PMID: 25567572] - Raúl López-Arnau, José Martínez-Clemente, David Pubill, Elena Escubedo, Jorge Camarasa. Serotonergic impairment and memory deficits in adolescent rats after binge exposure of methylone.
Journal of psychopharmacology (Oxford, England).
2014 Nov; 28(11):1053-63. doi:
10.1177/0269881114548439. [PMID: 25237120] - Anders Helander, Olof Beck, Robert Hägerkvist, Peter Hultén. Identification of novel psychoactive drug use in Sweden based on laboratory analysis--initial experiences from the STRIDA project.
Scandinavian journal of clinical and laboratory investigation.
2013 Aug; 73(5):400-6. doi:
10.3109/00365513.2013.793817. [PMID: 23692208] - Raúl López-Arnau, José Martínez-Clemente, Marcel li Carbó, David Pubill, Elena Escubedo, Jorge Camarasa. An integrated pharmacokinetic and pharmacodynamic study of a new drug of abuse, methylone, a synthetic cathinone sold as 'bath salts'.
Progress in neuro-psychopharmacology & biological psychiatry.
2013 Aug; 45(?):64-72. doi:
10.1016/j.pnpbp.2013.04.007. [PMID: 23603357] - Christine M Murphy, Anna R Dulaney, Michael C Beuhler, Sherri Kacinko. 'Bath salts' and 'plant food' products: the experience of one regional US poison center.
Journal of medical toxicology : official journal of the American College of Medical Toxicology.
2013 Mar; 9(1):42-8. doi:
10.1007/s13181-012-0243-1. [PMID: 22733603] - Peter N Carbone, David L Carbone, Shaun D Carstairs, Scott A Luzi. Sudden cardiac death associated with methylone use.
The American journal of forensic medicine and pathology.
2013 Mar; 34(1):26-8. doi:
10.1097/paf.0b013e31827ab5da. [PMID: 23403480] - Jon K Dalgleish, Michael Wleklinski, Jacob T Shelley, Christopher C Mulligan, Zheng Ouyang, R Graham Cooks. Arrays of low-temperature plasma probes for ambient ionization mass spectrometry.
Rapid communications in mass spectrometry : RCM.
2013 Jan; 27(1):135-42. doi:
10.1002/rcm.6435. [PMID: 23239326] - Bjørnar den Hollander, Stanislav Rozov, Anni-Maija Linden, Mikko Uusi-Oukari, Ilkka Ojanperä, Esa R Korpi. Long-term cognitive and neurochemical effects of "bath salt" designer drugs methylone and mephedrone.
Pharmacology, biochemistry, and behavior.
2013 Jan; 103(3):501-9. doi:
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Archives of toxicology.
2012 Aug; 86(8):1167-231. doi:
10.1007/s00204-012-0815-5. [PMID: 22392347] - Brian M Cawrse, Barry Levine, Rebecca A Jufer, David R Fowler, Shawn P Vorce, Amber J Dickson, Justin M Holler. Distribution of methylone in four postmortem cases.
Journal of analytical toxicology.
2012 Jul; 36(6):434-9. doi:
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Drug testing and analysis.
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Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology.
2012 Apr; 37(5):1192-203. doi:
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2012 Mar; 8(1):65-8. doi:
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Drug testing and analysis.
2011 Jul; 3(7-8):439-53. doi:
10.1002/dta.313. [PMID: 21755607] - Charlotte Bell, Claire George, Andrew T Kicman, Allan Traynor. Development of a rapid LC-MS/MS method for direct urinalysis of designer drugs.
Drug testing and analysis.
2011 Jul; 3(7-8):496-504. doi:
10.1002/dta.306. [PMID: 21744513] - Henry A Spiller, Mark L Ryan, Robert G Weston, Joanne Jansen. Clinical experience with and analytical confirmation of "bath salts" and "legal highs" (synthetic cathinones) in the United States.
Clinical toxicology (Philadelphia, Pa.).
2011 Jul; 49(6):499-505. doi:
10.3109/15563650.2011.590812. [PMID: 21824061] - Markus R Meyer, Jens Wilhelm, Frank T Peters, Hans H Maurer. Beta-keto amphetamines: studies on the metabolism of the designer drug mephedrone and toxicological detection of mephedrone, butylone, and methylone in urine using gas chromatography-mass spectrometry.
Analytical and bioanalytical chemistry.
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