Levomethadyl Acetate (BioDeep_00000006646)

 

Secondary id: BioDeep_00001868310

human metabolite blood metabolite Chemicals and Drugs natural product


代谢物信息卡片


(1S,4S)-4-(Dimethylamino)-1-ethyl-2,2-diphenylpentyl acetic acid

化学式: C23H31NO2 (353.2355)
中文名称: 左醋美沙朵, 乙酸左旋甲基酯, 醋美沙朵
谱图信息: 最多检出来源 Homo sapiens(otcml) 27.23%

分子结构信息

SMILES: CCC(C(CC(C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)OC(=O)C
InChI: InChI=1S/C23H31NO2/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21/h7-16,18,22H,6,17H2,1-5H3

描述信息

Levomethadyl Acetate is only found in individuals that have used or taken this drug. It is a narcotic analgesic with a long onset and duration of action. It is used mainly in the treatment of narcotic dependence. [PubChem]Opiate receptors (Mu, Kappa, Delta) are coupled with G-protein receptors and function as both positive and negative regulators of synaptic transmission via G-proteins that activate effector proteins. Binding of the opiate stimulates the exchange of GTP for GDP on the G-protein complex. As the effector system is adenylate cyclase and cAMP located at the inner surface of the plasma membrane, opioids decrease intracellular cAMP by inhibiting adenylate cyclase. Subsequently, the release of nociceptive neurotransmitters such as substance P, GABA, dopamine, acetylcholine and noradrenaline is inhibited. Opioids also inhibit the release of vasopressin, somatostatin, insulin and glucagon. Levomethadyl acetate effectively opens calcium-dependent inwardly rectifying potassium channels (OP1 receptor agonist), resulting in hyperpolarization and reduced neuronal excitability.
N - Nervous system > N07 - Other nervous system drugs > N07B - Drugs used in addictive disorders > N07BC - Drugs used in opioid dependence
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D009294 - Narcotics
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
C78272 - Agent Affecting Nervous System > C67413 - Opioid Receptor Agonist
D002491 - Central Nervous System Agents > D000700 - Analgesics

同义名列表

36 个代谢物同义名

(1S,4S)-4-(Dimethylamino)-1-ethyl-2,2-diphenylpentyl acetic acid; (1S,4S)-4-(Dimethylamino)-1-ethyl-2,2-diphenylpentyl acetate; (3S,6S)-6-(dimethylamino)-4,4-diphenylheptan-3-yl acetate; (3R,6R)-3-Acetoxy-6-dimethylamino-4,4-diphenylheptane; [6-(dimethylamino)-4,4-diphenylheptan-3-yl] acetate; 6-(Dimethylamino)-4,4-diphenyl-3-heptanol acetate; Levomethadyl acetate hydrochloride; Levo-alpha-acetylmethadol; Levo alpha acetylmethadol; Levomethadyl acetic acid; (-)-alpha-Acetylmethadol; Levo-alphacetylmethadol; 1-alpha-Acetylmethadol; Levo-methadyl acetate; Levomethadyl Acetate; (-)-Α-acetylmethadol; (-)-a-Acetylmethadol; Levacetylmethadolum; Alphacetylmethadol; Levoacetylmethadol; 1-a-Acetylmethadol; 1-Α-acetylmethadol; Levacetylmethadol; Levacetilmetadol; Methadyl acetate; Acetylmethadol; Amidolacetate; Dimepheptanol; Acemethadone; Levomethadyl; Methadol; Nor-laam; Orlaam; LAAM; Levomethadyl acetate; Levomethadyl acetate



数据库引用编号

24 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

1 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(1)

PharmGKB(0)

9 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 7 ABCB1, BDNF, CYP2B6, CYP3A4, HPGDS, KCNQ1, POMC
Peripheral membrane protein 1 CYP2B6
Endoplasmic reticulum membrane 3 CYP19A1, CYP2B6, CYP3A4
cytosol 3 AP1AR, GPT, HPGDS
dendrite 3 BDNF, OPRM1, PDYN
nucleoplasm 1 HPGDS
Cell membrane 6 ABCB1, ADRB3, KCND3, KCNH2, KCNQ1, OPRM1
Cell projection, axon 1 OPRM1
Multi-pass membrane protein 11 ABCB1, ADRB3, CYP19A1, KCND3, KCNH2, KCNQ1, MPC1L, MT-CYB, NNT, OPRM1, SLC45A2
Synapse 2 OPRM1, PDYN
cell surface 2 ABCB1, KCNH2
Golgi apparatus 2 AP1AR, OPRM1
mitochondrial inner membrane 3 MPC1L, MT-CYB, NNT
neuronal cell body 3 KCND3, KCNQ1, PDYN
sarcolemma 1 KCND3
synaptic vesicle 1 BDNF
Lysosome 1 KCNQ1
endosome 2 AP1AR, OPRM1
plasma membrane 7 ABCB1, ADRB3, KCND3, KCNH2, KCNQ1, OPRM1, PDYN
Membrane 11 ABCB1, BDNF, CYP19A1, CYP3A4, KCND3, KCNH2, KCNQ1, MT-CYB, NNT, OPRM1, SLC45A2
apical plasma membrane 2 ABCB1, KCNQ1
axon 2 BDNF, OPRM1
basolateral plasma membrane 1 KCNQ1
extracellular exosome 2 ABCB1, GPT
endoplasmic reticulum 3 CYP19A1, KCNQ1, OPRM1
extracellular space 3 BDNF, POMC, TG
perinuclear region of cytoplasm 2 BDNF, KCNH2
mitochondrion 2 MT-CYB, NNT
intracellular membrane-bounded organelle 3 CYP2B6, CYP3A4, HPGDS
Microsome membrane 3 CYP19A1, CYP2B6, CYP3A4
Secreted 4 BDNF, PDYN, POMC, TG
extracellular region 4 BDNF, PDYN, POMC, TG
hippocampal mossy fiber to CA3 synapse 1 PDYN
dendritic spine 1 KCND3
perikaryon 1 OPRM1
Melanosome membrane 1 SLC45A2
Early endosome 2 AP1AR, KCNQ1
postsynaptic membrane 1 KCND3
Apical cell membrane 2 ABCB1, KCNQ1
Cell membrane, sarcolemma 1 KCND3
Mitochondrion inner membrane 3 MPC1L, MT-CYB, NNT
Matrix side 1 NNT
Membrane raft 1 KCNQ1
GABA-ergic synapse 1 KCND3
secretory granule 1 POMC
lateral plasma membrane 1 KCNQ1
Late endosome 2 AP1AR, KCNQ1
receptor complex 1 ADRB3
neuron projection 2 KCNQ1, OPRM1
ciliary base 1 KCNQ1
Basolateral cell membrane 1 KCNQ1
monoatomic ion channel complex 2 KCNH2, KCNQ1
Cytoplasmic vesicle membrane 1 KCNQ1
Cell projection, dendrite 2 KCND3, OPRM1
respiratory chain complex 1 NNT
inward rectifier potassium channel complex 1 KCNH2
voltage-gated potassium channel complex 3 KCND3, KCNH2, KCNQ1
secretory granule lumen 1 POMC
endoplasmic reticulum lumen 1 BDNF
axon terminus 1 PDYN
transport vesicle 2 AP1AR, KCNQ1
neuronal dense core vesicle 1 PDYN
respiratory chain complex III 1 MT-CYB
external side of apical plasma membrane 1 ABCB1
postsynaptic specialization membrane 1 KCND3
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
[Isoform 12]: Cytoplasm 1 OPRM1
lumenal side of membrane 1 KCNQ1
basolateral part of cell 1 KCNQ1
Kv4.3-KChIP1 channel complex 1 KCND3


文献列表

  • David A L Newcombe, Andrew A Somogyi, Felix Bochner, Jason M White. Impaired psychomotor function and plasma methadone and levo-alpha-acetylmethadol (LAAM) concentrations in opioid-substitution patients. Experimental and clinical psychopharmacology. 2017 06; 25(3):223-233. doi: 10.1037/pha0000114. [PMID: 28414496]
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  • Michael J Mancino, Janette McGaugh, Zachary Feldman, James Poling, Alison Oliveto. Effect of PTSD diagnosis and contingency management procedures on cocaine use in dually cocaine- and opioid-dependent individuals maintained on LAAM: a retrospective analysis. The American journal on addictions. 2010 Mar; 19(2):169-77. doi: 10.1111/j.1521-0391.2009.00025.x. [PMID: 20163389]
  • Silvia Minozzi, Laura Amato, Marina Davoli. Maintenance treatments for opiate dependent adolescent. The Cochrane database of systematic reviews. 2009 Apr; ?(2):CD007210. doi: 10.1002/14651858.cd007210.pub2. [PMID: 19370679]
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  • R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jul; 36(7):1385-405. doi: 10.1124/dmd.108.020479. [PMID: 18426954]
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  • Séverine Crettol, Patricia Digon, Kerry Powell Golay, Marlyse Brawand, Chin B Eap. In vitro P-glycoprotein-mediated transport of (R)-, (S)-, (R,S)-methadone, LAAM and their main metabolites. Pharmacology. 2007; 80(4):304-11. doi: 10.1159/000107104. [PMID: 17690563]
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  • Alison Oliveto, James Poling, Kevin A Sevarino, Kishorchandra R Gonsai, Elinore F McCance-Katz, Susan M Stine, Thomas R Kosten. Efficacy of dose and contingency management procedures in LAAM-maintained cocaine-dependent patients. Drug and alcohol dependence. 2005 Aug; 79(2):157-65. doi: 10.1016/j.drugalcdep.2005.01.007. [PMID: 16002025]
  • Malcolm S Reid, Burt Angrist, Sherryl A Baker, Siobhan O'leary, Jennifer Stone, Marion Schwartz, Deborah Leiderman, Ann Montgomery, Ahmed Elkashef, Dorota Majewska, James Robinson, John Rotrosen. A placebo controlled, double-blind study of mecamylamine treatment for cocaine dependence in patients enrolled in an opiate replacement program. Substance abuse. 2005 Jun; 26(2):5-14. doi: 10.1300/j465v26n02_02. [PMID: 16687365]
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  • Tatiana N Nanovskaya, Sujal V Deshmukh, Rachel Miles, Steve Burmaster, Mahmoud S Ahmed. Transfer of L-alpha-acetylmethadol (LAAM) and L-alpha-acetyl-N-normethadol (norLAAM) by the perfused human placental lobule. The Journal of pharmacology and experimental therapeutics. 2003 Jul; 306(1):205-12. doi: 10.1124/jpet.103.050690. [PMID: 12676878]
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