2,5-Dimethoxy-4-methylamphetamine (BioDeep_00000275293)

Main id: BioDeep_00000173589

 


代谢物信息卡片


2,5-Dimethoxy-4-methylamphetamine

化学式: C12H19NO2 (209.1415714)
中文名称: 2,5-二甲氧基-4-甲基安非他命
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=CC(=C(C=C1OC)CC(C)N)OC
InChI: InChI=1S/C12H19NO2/c1-8-5-12(15-4)10(6-9(2)13)7-11(8)14-3/h5,7,9H,6,13H2,1-4H3

描述信息

D018377 - Neurotransmitter Agents > D018490 - Serotonin Agents > D017366 - Serotonin Receptor Agonists
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D006213 - Hallucinogens

同义名列表

1 个代谢物同义名

2,5-Dimethoxy-4-methylamphetamine



数据库引用编号

8 个数据库交叉引用编号

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)

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

  • Yanan Liu, Siyu Deng, Lulu Chen, Ai Zhang, Supakij Suttiruengwong, Zhuyu Sun. Spectroscopic characterization of soil dissolved organic matter during dielectric barrier discharge (DBD) plasma treatment: Effects of discharge power, atmosphere and soil moisture content. Chemosphere. 2022 Jun; 297(?):134145. doi: 10.1016/j.chemosphere.2022.134145. [PMID: 35240150]
  • Rachel Y Barnett, Daniel D Baker, Nancy E Kelly, Calvin E McGuire, Timothy C Fassette, Jan M Gorniak. A fatal intoxication of 2,5-dimethoxy-4-chloroamphetamine: a case report. Journal of analytical toxicology. 2014 Oct; 38(8):589-91. doi: 10.1093/jat/bku087. [PMID: 25217551]
  • Sarah Kerrigan, Stephanie Banuelos, Laura Perrella, Brittany Hardy. Simultaneous detection of ten psychedelic phenethylamines in urine by gas chromatography-mass spectrometry. Journal of analytical toxicology. 2011 Sep; 35(7):459-69. doi: 10.1093/anatox/35.7.459. [PMID: 21871155]
  • Sarah Kerrigan, Monica Brady Mellon, Stephanie Banuelos, Crystal Arndt. Evaluation of commercial enzyme-linked immunosorbent assays to identify psychedelic phenethylamines. Journal of analytical toxicology. 2011 Sep; 35(7):444-51. doi: 10.1093/anatox/35.7.444. [PMID: 21871153]
  • Miroslava Rohanová, Tomás Pálenícek, Marie Balíková. Disposition of 4-bromo-2,5-dimethoxyphenethylamine (2C-B) and its metabolite 4-bromo-2-hydroxy-5-methoxyphenethylamine in rats after subcutaneous administration. Toxicology letters. 2008 Apr; 178(1):29-36. doi: 10.1016/j.toxlet.2008.01.017. [PMID: 18339493]
  • Andreas H Ewald, Dorothea Ehlers, Hans H Maurer. Metabolism and toxicological detection of the designer drug 4-chloro-2,5-dimethoxyamphetamine in rat urine using gas chromatography-mass spectrometry. Analytical and bioanalytical chemistry. 2008 Apr; 390(7):1837-42. doi: 10.1007/s00216-008-1917-z. [PMID: 18259731]
  • Andreas H Ewald, Michael Puetz, Hans H Maurer. Designer drug 2,5-dimethoxy-4-methyl-amphetamine (DOM, STP): involvement of the cytochrome P450 isoenzymes in formation of its main metabolite and detection of the latter in rat urine as proof of a drug intake using gas chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2008 Feb; 862(1-2):252-6. doi: 10.1016/j.jchromb.2007.11.042. [PMID: 18155651]
  • Andreas H Ewald, Giselher Fritschi, Hans H Maurer. Metabolism and toxicological detection of the designer drug 4-iodo-2,5-dimethoxy-amphetamine (DOI) in rat urine using gas chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Sep; 857(1):170-4. doi: 10.1016/j.jchromb.2007.06.027. [PMID: 17632045]
  • Katerina Beránková, Miroslava Szkutová, Marie Balíková. Distribution profile of 2,5-dimethoxy-4-bromoamphetamine (DOB) in rats after oral and subcutaneous doses. Forensic science international. 2007 Aug; 170(2-3):94-9. doi: 10.1016/j.forsciint.2007.03.023. [PMID: 17629428]
  • Gianpiero Boatto, Maria Nieddu, Maria Antonietta Pirisi, Giuseppina Dessì. Simultaneous determination of new thioamphetamine designer drugs in plasma by capillary electrophoresis coupled with mass spectrometry. Rapid communications in mass spectrometry : RCM. 2007; 21(22):3716-20. doi: 10.1002/rcm.3273. [PMID: 17955568]
  • Andreas H Ewald, Giselher Fritschi, Wolf-Rainer Bork, Hans H Maurer. Designer drugs 2,5-dimethoxy-4-bromo-amphetamine (DOB) and 2,5-dimethoxy-4-bromo-methamphetamine (MDOB): studies on their metabolism and toxicological detection in rat urine using gas chromatographic/mass spectrometric techniques. Journal of mass spectrometry : JMS. 2006 Apr; 41(4):487-98. doi: 10.1002/jms.1007. [PMID: 16470568]
  • Katerina Beránková, Marie Balíková. Study on metabolites of 2,5-dimethoxy-4-bromamphetamine (DOB) in human urine using gas chromatography-mass spectrometry. Biomedical papers of the Medical Faculty of the University Palacky, Olomouc, Czechoslovakia. 2005 Dec; 149(2):465-8. doi: 10.5507/bp.2005.081. [PMID: 16601811]
  • Marie Balíková. Nonfatal and fatal DOB (2,5-dimethoxy-4-bromoamphetamine) overdose. Forensic science international. 2005 Oct; 153(1):85-91. doi: 10.1016/j.forsciint.2005.04.022. [PMID: 15979834]
  • J R Eckler, C J Reissig, R A Rabin, J C Winter. A 5-HT(2C) receptor-mediated interaction between 2,5-dimethoxy-4-methylamphetamine and citalopram in the rat. Pharmacology, biochemistry, and behavior. 2004 Sep; 79(1):25-30. doi: 10.1016/j.pbb.2004.06.012. [PMID: 15388280]
  • L D Van de Kar, D K Raap, G Battaglia, N A Muma, F Garcia, L L DonCarlos. Treatment of cycling female rats with fluoxetine induces desensitization of hypothalamic 5-HT(1A) receptors with no change in 5-HT(2A) receptors. Neuropharmacology. 2002 Jul; 43(1):45-54. doi: 10.1016/s0028-3908(02)00075-8. [PMID: 12213258]
  • Tatsuyuki Kanamori, Hiroyuki Inoue, Yuko Iwata, Yoshihito Ohmae, Tohru Kishi. In vivo metabolism of 4-bromo-2,5-dimethoxyphenethylamine (2C-B) in the rat: identification of urinary metabolites. Journal of analytical toxicology. 2002 Mar; 26(2):61-6. doi: 10.1093/jat/26.2.61. [PMID: 11916016]
  • S W Toennes, M Ohlmeier, K Schmidt, G Kauert. [Explanation of an unclear neurological syndrome by toxicologic investigation]. Deutsche medizinische Wochenschrift (1946). 2000 Jul; 125(30):900-2. doi: 10.1055/s-2000-7039. [PMID: 10962972]
  • H Nishio, S Yoshikawa, Y Morimoto, Z Chen, Y Nakata. Binding affinity of sarpogrelate to 5-HT(2A) receptor ligand recognition sites in rat renal cortical and mesangial cells in culture. General pharmacology. 1999 Jul; 33(1):51-7. doi: 10.1016/s0306-3623(98)00266-3. [PMID: 10428016]
  • C S Aulakh, P Mazzola-Pomietto, J L Hill, D L Murphy. Role of various 5-HT receptor subtypes in mediating neuroendocrine effects of 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane (DOM) in rats. The Journal of pharmacology and experimental therapeutics. 1994 Oct; 271(1):143-8. doi: NULL. [PMID: 7965707]
  • M S Grotewiel, E Sanders-Bush. Regulation of serotonin2A receptors in heterologous expression systems. Journal of neurochemistry. 1994 Oct; 63(4):1255-60. doi: 10.1046/j.1471-4159.1994.63041255.x. [PMID: 7931277]
  • F G Szele, D B Pritchett. High affinity agonist binding to cloned 5-hydroxytryptamine2 receptors is not sensitive to GTP analogs. Molecular pharmacology. 1993 Jun; 43(6):915-20. doi: NULL. [PMID: 8316223]
  • B D Sloley, V L Trudeau, J G Dulka, R E Peter. Selective depletion of dopamine in the goldfish pituitary caused by domperidone. Canadian journal of physiology and pharmacology. 1991 Jun; 69(6):776-81. doi: 10.1139/y91-116. [PMID: 1680540]
  • M J Owens, D L Knight, J C Ritchie, C B Nemeroff. The 5-hydroxytryptamine2 agonist, (+-)-1-(2,5-dimethoxy-4-bromophenyl)-2-aminopropane stimulates the hypothalamic-pituitary-adrenal (HPA) axis. II. Biochemical and physiological evidence for the development of tolerance after chronic administration. The Journal of pharmacology and experimental therapeutics. 1991 Feb; 256(2):795-800. doi: NULL. [PMID: 1847213]
  • M J Owens, D L Knight, J C Ritchie, C B Nemeroff. The 5-hydroxytryptamine2 agonist, (+-)-1-(2,5-dimethoxy-4-bromophenyl)-2-aminopropane stimulates the hypothalamic-pituitary-adrenal (HPA) axis. I. Acute effects on HPA axis activity and corticotropin-releasing factor-containing neurons in the rat brain. The Journal of pharmacology and experimental therapeutics. 1991 Feb; 256(2):787-94. doi: NULL. [PMID: 1847212]
  • T Branchek, N Adham, M Macchi, H T Kao, P R Hartig. [3H]-DOB(4-bromo-2,5-dimethoxyphenylisopropylamine) and [3H] ketanserin label two affinity states of the cloned human 5-hydroxytryptamine2 receptor. Molecular pharmacology. 1990 Nov; 38(5):604-9. doi: . [PMID: 2233697]
  • L N Domelsmith, T A Eaton, K N Houk, G M Anderson, R A Glennon, A T Shulgin, N Castagnoli, P A Kollman. Photoelectron spectra of psychotropic drugs. 6. Relationships between the physical properties and pharmacological actions of amphetamine analogues. Journal of medicinal chemistry. 1981 Dec; 24(12):1414-21. doi: 10.1021/jm00144a009. [PMID: 7310818]
  • L Demisch, M Neubauer. Stimulation of human prolactin secretion by mescaline. Psychopharmacology. 1979 Sep; 64(3):361-3. doi: 10.1007/bf00427525. [PMID: 116281]
  • P Jacob, T Kline, N Castagnoli. Chemical and biological studies of 1-(2,5-dihydroxy-4-methylphenyl)-2-aminopropane, an analogue of 6-hydroxydopamine. Journal of medicinal chemistry. 1979 Jun; 22(6):662-71. doi: 10.1021/jm00192a011. [PMID: 458821]
  • H Y Meltzer, R G Fessler, M Simonovic, V S Fang. The effect of mescaline, 3, 4-dimethoxyphenethylamine and 2, 5-dimethoxy-4-methylamphetamine on rat plasma prolactin: evidence for serotonergic mediation. Life sciences. 1978 Sep; 23(11):1185-92. doi: 10.1016/0024-3205(78)90353-3. [PMID: 152377]
  • K Nagamatsu, Y Kido, G Urakubo. Metabolic fate of 2,5-dimethoxy-4-methylamphetamine in the guinea pig and rabbit. Chemical & pharmaceutical bulletin. 1978 Apr; 26(4):1267-73. doi: 10.1248/cpb.26.1267. [PMID: 657412]
  • J Gal. Stereochemistry of metabolism of amphetamines: use of (-)-alpha-methoxy-alpha-(trifluoromethyl)phenylacetyl chloride for GLC resolution of chiral amines. Journal of pharmaceutical sciences. 1977 Feb; 66(2):169-72. doi: 10.1002/jps.2600660209. [PMID: 839411]
  • H J Hilderson, M J De Wolf, A R Lagrou, W S Dierick. Subcellular structure of bovine thyroid gland. A study on bovine thyroid membranes by buoyant-density-gradient centrifugation in a B-XIV zonal rotor. The Biochemical journal. 1975 Dec; 152(3):601-7. doi: 10.1042/bj1520601. [PMID: 5997]
  • L W Tansey, V S Estevez, B T Ho. Metabolic study of 2,5-dimethoxy-4-ethylamphetamine (DOET) in rats. Proceedings of the Western Pharmacology Society. 1975; 18(?):362. doi: NULL. [PMID: 1182040]
  • L J Riceberg, H Van Vunakis, L Levine. Radioimmunoassays of 3,4,5-trimethoxyphenethylamine (mescaline) and 2,5-dimethoxy-4-methylphenyl-isopropylamine(DOM). Analytical biochemistry. 1974 Aug; 60(2):551-9. doi: 10.1016/0003-2697(74)90266-8. [PMID: 4210779]