3,4-Methylenedioxymethamphetamine (BioDeep_00000180683)

 

Secondary id: BioDeep_00000002021, BioDeep_00001867771

human metabolite blood metabolite


代谢物信息卡片


Hydrochloride, N-methyl-3,4-methylenedioxyamphetamine

化学式: C11H15NO2 (193.1103)
中文名称: (+/-)-3,4-亚甲基二氧基甲基苯丙胺, 3,4-亚甲二氧基甲基苯丙胺
谱图信息: 最多检出来源 Viridiplantae(plant) 19.04%

分子结构信息

SMILES: CC(CC1=CC2=C(C=C1)OCO2)NC
InChI: InChI=1S/C11H15NO2/c1-8(12-2)5-9-3-4-10-11(6-9)14-7-13-10/h3-4,6,8,12H,5,7H2,1-2H3

描述信息

D018377 - Neurotransmitter Agents > D014179 - Neurotransmitter Uptake Inhibitors > D018759 - Adrenergic Uptake Inhibitors
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D006213 - Hallucinogens
COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials
C78272 - Agent Affecting Nervous System > C47795 - CNS Stimulant
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents
D018377 - Neurotransmitter Agents > D018490 - Serotonin Agents
D049990 - Membrane Transport Modulators
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS

同义名列表

19 个代谢物同义名

Hydrochloride, N-methyl-3,4-methylenedioxyamphetamine; [1-(2H-1,3-benzodioxol-5-yl)propan-2-yl](methyl)amine; N Methyl 3,4 methylenedioxyamphetamine hydrochloride; N-Methyl-3,4-methylenedioxyamphetamine hydrochloride; 1-(1,3-Benzodioxol-5-yl)-N-methyl-2-propanamine; N,alpha-Dimethyl-1,3-benzodioxole-5-ethanamine; N,a-Dimethyl-1,3-benzodioxole-5-ethanamine; N,Α-dimethyl-1,3-benzodioxole-5-ethanamine; (RS)-3,4-(Methylenedioxy)methamphetamine; N-Methyl-3,4-methylenedioxyamphetamine; DL-(3,4-Methylenedioxy)methamphetamine; N Methyl 3,4 methylenedioxyamphetamine; 3,4-methylenedioxymethamphetamine; Methylenedioxymethamphetamine; Ecstasy (drug); Ecstasy; MDMA; 3,4-Methylenedioxymethamphetamine; 3,4-Methylenedioxymethamphetamine



数据库引用编号

16 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)

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。

亚细胞结构定位 关联基因列表
Cytoplasm 6 CA3, CNR1, CYP2D6, HTR2B, PRL, SLC6A3
Peripheral membrane protein 1 CYP1B1
Endosome membrane 1 SLC6A4
Endoplasmic reticulum membrane 4 CD4, CYP1B1, CYP2D6, DRD1
Nucleus 3 DRD1, FOS, PRL
cytosol 4 AVP, CA3, COMT, FOS
dendrite 5 AVP, COMT, DRD2, HTR2A, HTR2B
nucleoplasm 3 FOS, HTR2B, PRL
RNA polymerase II transcription regulator complex 2 FOS, PRL
Cell membrane 11 CD4, CNR1, COMT, DRD1, DRD2, GRID1, HTR2A, HTR2B, SLC6A3, SLC6A4, TNF
Cell projection, axon 3 CNR1, HTR2A, SLC6A3
Multi-pass membrane protein 10 CNR1, DRD1, DRD2, GRID1, HTR2A, HTR2B, SLC6A3, SLC6A4, UCP1, UCP3
Golgi apparatus membrane 1 DRD2
Synapse 4 COMT, DRD2, HTR2B, SLC6A4
cell surface 2 SLC6A3, TNF
dendritic shaft 1 HTR2A
glutamatergic synapse 5 CNR1, DRD1, DRD2, GRID1, HTR2A
Golgi membrane 1 DRD2
growth cone 1 CNR1
mitochondrial inner membrane 2 UCP1, UCP3
neuronal cell body 3 HTR2A, SLC6A3, TNF
presynaptic membrane 6 CNR1, DRD1, DRD2, HTR2A, SLC6A3, SLC6A4
Presynapse 3 CNR1, HTR2A, SLC6A4
acrosomal vesicle 1 DRD2
plasma membrane 11 CD4, CNR1, COMT, DRD1, DRD2, GRID1, HTR2A, HTR2B, SLC6A3, SLC6A4, TNF
synaptic vesicle membrane 1 DRD2
Membrane 5 COMT, CYP1B1, CYP2D6, SLC6A3, SLC6A4
axon 5 CNR1, COMT, DRD2, HTR2A, SLC6A3
caveola 1 HTR2A
extracellular exosome 2 COMT, GRID1
endoplasmic reticulum 2 CYP2D6, FOS
extracellular space 4 AVP, IL6, PRL, TNF
mitochondrion 4 CYP1B1, CYP2D6, UCP1, UCP3
intracellular membrane-bounded organelle 3 COMT, CYP1B1, CYP2D6
Microsome membrane 2 CYP1B1, CYP2D6
Single-pass type I membrane protein 1 CD4
Secreted 3 AVP, IL6, PRL
extracellular region 4 AVP, IL6, PRL, TNF
Mitochondrion outer membrane 1 CNR1
Single-pass membrane protein 1 CYP2D6
mitochondrial outer membrane 1 CNR1
neuronal cell body membrane 1 SLC6A3
Extracellular side 1 COMT
ciliary membrane 2 DRD1, DRD2
external side of plasma membrane 2 CD4, TNF
actin cytoskeleton 1 CNR1
dendritic spine 2 DRD1, DRD2
perikaryon 1 DRD2
cytoplasmic vesicle 1 HTR2A
Early endosome 1 CD4
recycling endosome 1 TNF
Single-pass type II membrane protein 2 COMT, TNF
postsynaptic membrane 6 DRD1, DRD2, GRID1, HTR2A, SLC6A3, SLC6A4
Mitochondrion inner membrane 2 UCP1, UCP3
Membrane raft 5 CD4, CNR1, SLC6A3, SLC6A4, TNF
Cell junction, focal adhesion 1 SLC6A4
focal adhesion 1 SLC6A4
GABA-ergic synapse 4 CNR1, DRD1, DRD2, GRID1
flotillin complex 1 SLC6A3
Cell projection, dendritic spine 1 DRD1
secretory granule 1 AVP
lateral plasma membrane 1 DRD2
Postsynaptic cell membrane 1 GRID1
Cell projection, neuron projection 2 SLC6A3, SLC6A4
neuron projection 2 SLC6A3, SLC6A4
cilium 2 DRD1, DRD2
chromatin 2 FOS, PRL
phagocytic cup 1 TNF
non-motile cilium 2 DRD1, DRD2
sperm flagellum 1 DRD2
Endomembrane system 1 SLC6A4
endosome lumen 1 PRL
Membrane, caveola 1 HTR2A
cell body fiber 1 HTR2A
Cell projection, dendrite 2 DRD1, HTR2A
endoplasmic reticulum lumen 2 CD4, IL6
nuclear matrix 1 FOS
axon terminus 2 DRD2, SLC6A3
endocytic vesicle 1 DRD2
postsynaptic density membrane 1 GRID1
neuronal dense core vesicle 1 AVP
neurofilament 1 HTR2A
clathrin-coated endocytic vesicle membrane 2 AVP, CD4
Synapse, synaptosome 1 HTR2B
protein-DNA complex 1 FOS
dopaminergic synapse 2 DRD2, SLC6A3
Cell projection, cilium membrane 1 DRD1
transcription factor AP-1 complex 1 FOS
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
T cell receptor complex 1 CD4
interleukin-6 receptor complex 1 IL6
G protein-coupled receptor complex 2 DRD1, DRD2
[Isoform Soluble]: Cytoplasm 1 COMT
[Isoform Membrane-bound]: Cell membrane 1 COMT
G protein-coupled serotonin receptor complex 2 HTR2A, HTR2B
serotonergic synapse 1 SLC6A4
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Marina Bellot, Fernando Soria, Raul López-Arnau, Cristian Gómez-Canela, Carlos Barata. Daphnia magna an emerging environmental model of neuro and cardiotoxicity of illicit drugs. Environmental pollution (Barking, Essex : 1987). 2024 Jan; 344(?):123355. doi: 10.1016/j.envpol.2024.123355. [PMID: 38228265]
  • Nikolaos Rousis, Richard Bade, Iván Romero-Sánchez, Jochen F Mueller, Nikolaos S Thomaidis, Kevin V Thomas, Emma Gracia-Lor. Festivals following the easing of COVID-19 restrictions: Prevalence of new psychoactive substances and illicit drugs. Environment international. 2023 Jun; 178(?):108075. doi: 10.1016/j.envint.2023.108075. [PMID: 37399770]
  • Beatrice De Felice, Marco Parolini. Exposure to 3,4-methylenedioxymethamphetamine (MDMA) induced biochemical but not behavioral effects in Daphnia magna. Environmental toxicology and pharmacology. 2023 May; 100(?):104163. doi: 10.1016/j.etap.2023.104163. [PMID: 37257268]
  • Abdelmounaim Baslam, Abdelfatah Aitbaba, Asmae Lamrani Hanchi, Zakaria Tazart, Rachida Aboufatima, Nabila Soraa, Mohamed Ait-El-Mokhtar, Samia Boussaa, Marouane Baslam, Abderrahman Chait. Modulation of Gut Microbiome in Ecstasy/MDMA-Induced Behavioral and Biochemical Impairment in Rats and Potential of Post-Treatment with Anacyclus pyrethrum L. Aqueous Extract to Mitigate Adverse Effects. International journal of molecular sciences. 2023 May; 24(10):. doi: 10.3390/ijms24109086. [PMID: 37240429]
  • Jeffrey Wight, William Doucette. Quantifying the Root-to-Shoot Transfer of 4,4'-Methylenedianiline Using Pressure Chamber and Intact Plant Methods. Environmental toxicology and chemistry. 2023 Mar; 42(3):655-662. doi: 10.1002/etc.5549. [PMID: 36718782]
  • Yu-Hsiung Chen, Mu-Hong Chen, Han-Ting Wei, Lian-Yu Chen. Survey of substance use among adolescent drug offenders referred from juvenile courts in Taiwan: Clinical epidemiology of single versus multiple illicit substance use. Journal of the Formosan Medical Association = Taiwan yi zhi. 2022 Nov; 121(11):2257-2264. doi: 10.1016/j.jfma.2022.04.009. [PMID: 35484001]
  • Roberta Zilles Hahn, Marcos Frank Bastiani, Lilian de Lima Feltraco Lizot, Anelise Schneider, Isabela Caroline da Silva Moreira, Yasmin Fazenda Meireles, Mariana Freitas Viana, Carlos Augusto do Nascimento, Rafael Linden. Long-term monitoring of drug consumption patterns during the COVID-19 pandemic in a small-sized community in Brazil through wastewater-based epidemiology. Chemosphere. 2022 Sep; 302(?):134907. doi: 10.1016/j.chemosphere.2022.134907. [PMID: 35561781]
  • Andrea Estévez-Danta, Lubertus Bijlsma, Ricardo Capela, Rafael Cela, Alberto Celma, Félix Hernández, Unax Lertxundi, João Matias, Rosa Montes, Gorka Orive, Ailette Prieto, Miguel M Santos, Rosario Rodil, José Benito Quintana. Use of illicit drugs, alcohol and tobacco in Spain and Portugal during the COVID-19 crisis in 2020 as measured by wastewater-based epidemiology. The Science of the total environment. 2022 Aug; 836(?):155697. doi: 10.1016/j.scitotenv.2022.155697. [PMID: 35523346]
  • Chen Li, Dongfang Han, Zhifang Wu, Zhishan Liang, Fangjie Han, Ke Chen, Wencai Fu, Dongxue Han, Yukai Wang, Li Niu. Polydopamine-based molecularly imprinted electrochemical sensor for the highly selective determination of ecstasy components. The Analyst. 2022 Jul; 147(14):3291-3297. doi: 10.1039/d2an00351a. [PMID: 35726908]
  • Chi-Jung Tsai, Chuang-Hsin Chiu, Yu-Yeh Kuo, Wen-Sheng Huang, Tsung-Hsun Yu, Leo Garcia Flores, Skye Hsin-Hsien Yeh, Kuo-Hsing Ma. Amitriptyline Accelerates SERT Binding Recovery in a Rat 3,4-Methylenedioxymethamphetamine (MDMA) Model: In Vivo 4-[18F]-ADAM PET Imaging. International journal of molecular sciences. 2022 Jun; 23(13):. doi: 10.3390/ijms23137035. [PMID: 35806049]
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  • Tim Boogaerts, Maarten Quireyns, Maarten De Prins, Bram Pussig, Hans De Loof, Catharina Matheï, Bert Aertgeerts, Virginie Van Coppenolle, Erik Fransen, Adrian Covaci, Alexander L N van Nuijs. Temporal monitoring of stimulants during the COVID-19 pandemic in Belgium through the analysis of influent wastewater. The International journal on drug policy. 2022 06; 104(?):103679. doi: 10.1016/j.drugpo.2022.103679. [PMID: 35427945]
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  • Naomi Reymond, Erik Emke, Thea Boucheron, Thomas Ter Laak, Pim de Voogt, Pierre Esseiva, Frederic Been. Retrospective suspect and non-target screening combined with similarity measures to prioritize MDMA and amphetamine synthesis markers in wastewater. The Science of the total environment. 2022 Mar; 811(?):152139. doi: 10.1016/j.scitotenv.2021.152139. [PMID: 34871677]
  • Derek C Waggoner, Sarah R Delaney, Nichole L Korpi-Steiner. Comparative Analyses of Three Point-of-Care Urine Drug Test Devices' Performance Characteristics for Use in Ambulatory Clinic Settings. The journal of applied laboratory medicine. 2022 03; 7(2):495-502. doi: 10.1093/jalm/jfab095. [PMID: 34597363]
  • André Niebel, Fritz Pragst, Franziska Krumbiegel, Sven Hartwig. Prevalence of cathinones and other new psychoactive substances in hair of parents and children of families with known or suspected parental abuse of conventional illegal drugs. Forensic science international. 2022 Feb; 331(?):111148. doi: 10.1016/j.forsciint.2021.111148. [PMID: 34923263]
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  • Seyyed Majid Eslami, Laleh Khorshidi, Maryam Ghasemi, Amir Rashidian, Mahdi Mirghazanfari, Akram Nezhadi, Mohsen Chamanara, Ruhollah Mirjani. Protective effects of atorvastatin and rosuvastatin on 3,4-methylenedioxymethamphetamine (MDMA)-induced spatial learning and memory impairment. Inflammopharmacology. 2021 Dec; 29(6):1807-1818. doi: 10.1007/s10787-021-00891-y. [PMID: 34780009]
  • Viktor Román, Rita Kedves, Kristóf Kelemen, Zsolt Némethy, Beáta Sperlágh, Balázs Lendvai, E Sylvester Vizi. Contribution of analog signaling to neurotransmitter interactions and behavior: Role of transporter-mediated nonquantal dopamine release. Physiological reports. 2021 11; 9(21):e15088. doi: 10.14814/phy2.15088. [PMID: 34762352]
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  • Joseph J Palamar, Patricia Acosta. Virtual raves and happy hours during COVID-19: New drug use contexts for electronic dance music partygoers. The International journal on drug policy. 2021 07; 93(?):102904. doi: 10.1016/j.drugpo.2020.102904. [PMID: 32861536]
  • Anna Borissova, Bart Ferguson, Matthew B Wall, Celia Ja Morgan, Robin L Carhart-Harris, Mark Bolstridge, Michael Ap Bloomfield, Tim M Williams, Amanda Feilding, Kevin Murphy, Robin J Tyacke, David Erritzoe, Lorna Stewart, Kim Wolff, David Nutt, H Valerie Curran, Will Lawn. Acute effects of MDMA on trust, cooperative behaviour and empathy: A double-blind, placebo-controlled experiment. Journal of psychopharmacology (Oxford, England). 2021 05; 35(5):547-555. doi: 10.1177/0269881120926673. [PMID: 32538252]
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  • João Francisco Allochio Filho, Nayara A Dos Santos, Keyller Bastos Borges, Valdemar Lacerda, Fabrício Souza Pelição, Wanderson Romão. Fiber spray ionization mass spectrometry in forensic chemistry: A screening of drugs of abuse and direct determination of cocaine in urine. Rapid communications in mass spectrometry : RCM. 2020 Sep; 34 Suppl 3(?):e8747. doi: 10.1002/rcm.8747. [PMID: 32056289]
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