1-Benzyl-1,2,3,4-tetrahydroisoquinoline (BioDeep_00000005745)

 

Secondary id: BioDeep_00001868433

human metabolite Endogenous


代谢物信息卡片


1,2,3,4-tetrahydro-1-(Phenylmethyl)isoquinoline hydrochloride

化学式: C16H17N (223.1360922)
中文名称: 1-苄基-1,2,3,4-四氢异喹啉
谱图信息: 最多检出来源 Viridiplantae(plant) 2.87%

分子结构信息

SMILES: C(C1NCCC2=CC=CC=C12)C1=CC=CC=C1
InChI: InChI=1S/C16H17N/c1-2-6-13(7-3-1)12-16-15-9-5-4-8-14(15)10-11-17-16/h1-9,16-17H,10-12H2

描述信息

1-benzyl-1,2,3,4-tetrahydroisoquinoline (1BnTIQ) as a possible PD-eliciting neurotoxin and evaluated its characteristics relevant to Parkinson disease (PD). 1BnTIQ exist in mammals and is proposed as possible PD-eliciting neurotoxin. PD is believed to be induced by the interaction of genetic predisposition and environmental factors, and a type of neurotoxin is proposed to be one of the environmental factors. 1BnTIQ inhibits [3H] dopamine uptake in HEK293 cells which stably express dopamine transporter. 1BnTIQ also inhibits NADH-ubiquinone oxidoreductase (complex I) in the mitochondrial respiratory chain. 1BnTIQ decreases the dopamine content in the mesencephalon in both dose- and time-dependent manners and it irreversibly reduced the dopamine content. Furthermore, it causes morphological changes in tyrosine hydroxylase-positive cells in the mesencephalon and reduced the number of cells. (PMID 12440154) [HMDB]
1-benzyl-1,2,3,4-tetrahydroisoquinoline (1BnTIQ) as a possible PD-eliciting neurotoxin and evaluated its characteristics relevant to Parkinson disease (PD). 1BnTIQ exist in mammals and is proposed as possible PD-eliciting neurotoxin. PD is believed to be induced by the interaction of genetic predisposition and environmental factors, and a type of neurotoxin is proposed to be one of the environmental factors. 1BnTIQ inhibits [3H] dopamine uptake in HEK293 cells which stably express dopamine transporter. 1BnTIQ also inhibits NADH-ubiquinone oxidoreductase (complex I) in the mitochondrial respiratory chain. 1BnTIQ decreases the dopamine content in the mesencephalon in both dose- and time-dependent manners and it irreversibly reduced the dopamine content. Furthermore, it causes morphological changes in tyrosine hydroxylase-positive cells in the mesencephalon and reduced the number of cells. (PMID 12440154).
D018377 - Neurotransmitter Agents > D015259 - Dopamine Agents > D018492 - Dopamine Antagonists

同义名列表

11 个代谢物同义名

1,2,3,4-tetrahydro-1-(Phenylmethyl)isoquinoline hydrochloride; 1,2,3,4-tetrahydro-1-(Phenylmethyl)isoquinoline, (+-)-isomer; 1,2,3,4-tetrahydro-1-(Phenylmethyl)isoquinoline, (R)-isomer; 1,2,3,4-tetrahydro-1-(Phenylmethyl)isoquinoline, (S)-isomer; Isoquinoline,1,2,3,4-tetrahydro-1-(phenylmethyl)-; 1,2,3,4-Tetrahydro-1-(phenylmethyl)isoquinoline; (RS)-1-Benzyl-1,2,3,4-tetrahydroisoquinoline; 1-Benzyl-1,2,3,4-tetrahydroisoquinoline; (R,S)-Tetrahydrobenzylisoquinoline; S49 Isoquinoline; 1BnTIQ



数据库引用编号

13 个数据库交叉引用编号

分类词条

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。

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BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

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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。



文献列表

  • Muneo Tsukiyama, Takuro Ueki, Yoichi Yasuda, Hiroko Kikuchi, Tatsuhiro Akaishi, Hidenobu Okumura, Kazuho Abe. Beta2-adrenoceptor-mediated tracheal relaxation induced by higenamine from Nandina domestica Thunberg. Planta medica. 2009 Oct; 75(13):1393-9. doi: 10.1055/s-0029-1185743. [PMID: 19468973]
  • Marcello Iriti, Franco Faoro. Chemical diversity and defence metabolism: how plants cope with pathogens and ozone pollution. International journal of molecular sciences. 2009 Jul; 10(8):3371-3399. doi: 10.3390/ijms10083371. [PMID: 20111684]
  • N Katagiri, K Abe, M Kitabatake, I Utsunomiya, Y Horiguchi, K Hoshi, K Taguchi. Single administration of 1-benzyl-1,2,3,4-tetrahydroisoquinoline increases the extracellular concentration of dopamine in rat striatum. Neuroscience. 2009 Jun; 160(4):820-8. doi: 10.1016/j.neuroscience.2009.03.009. [PMID: 19285542]
  • Marcos Antônio A Medeiros, Xirley P Nunes, José M Barbosa-Filho, Virginia S Lemos, José F Pinho, Danilo Roman-Campos, Isac A de Medeiros, Demetrius Antonio M Araújo, Jader S Cruz. (S)-reticuline induces vasorelaxation through the blockade of L-type Ca(2+) channels. Naunyn-Schmiedeberg's archives of pharmacology. 2009 Feb; 379(2):115-25. doi: 10.1007/s00210-008-0352-1. [PMID: 18825370]
  • Qizhi Zhao, Yimin Zhao, Kejun Wang. Antinociceptive and free radical scavenging activities of alkaloids isolated from Lindera angustifolia Chen. Journal of ethnopharmacology. 2006 Jul; 106(3):408-13. doi: 10.1016/j.jep.2006.01.019. [PMID: 16513307]
  • Kinuko Iwasa, Wenhua Cui, Makiko Sugiura, Atsuko Takeuchi, Masataka Moriyasu, Kazuyoshi Takeda. Structural analyses of metabolites of phenolic 1-benzyltetrahydroisoquinolines in plant cell cultures by LC/NMR, LC/MS, and LC/CD. Journal of natural products. 2005 Jul; 68(7):992-1000. doi: 10.1021/np0402219. [PMID: 16038537]
  • A M Al-Amri, R M Smith, B M El-Haj, M H Juma'a. The GC-MS detection and characterization of reticuline as a marker of opium use. Forensic science international. 2004 May; 142(1):61-9. doi: 10.1016/j.forsciint.2004.02.006. [PMID: 15272474]
  • A M Al-Amri, R M Smith, B M El-Haj, M H Juma'a. The GC-MS detection and characterization of reticuline as a marker of opium use. Forensic science international. 2004 Mar; 140(2-3):175-83. doi: 10.1016/j.forsciint.2003.10.022. [PMID: 15036439]
  • Shaik Shavali, Manuchair Ebadi. 1-Benzyl-1,2,3,4-tetrahydroisoquinoline (1BnTIQ), an endogenous neurotoxin, induces dopaminergic cell death through apoptosis. Neurotoxicology. 2003 Jun; 24(3):417-24. doi: 10.1016/s0161-813x(03)00015-9. [PMID: 12782106]
  • Kiichi Ishiwata, Yasuhiro Koyanagi, Kenji Abe, Kazunori Kawamura, Kyoji Taguchi, Toshiaki Saitoh, Jun Toda, Takehiro Sano. No reduction of dopamine transporter binding sites in mice following treatment with the TIQ analogue 1-benzyl-1,2,3,4-tetrahydroisoquinoline. Brain research. 2003 Jan; 960(1-2):282-5. doi: 10.1016/s0006-8993(02)03894-5. [PMID: 12505685]
  • Hye Sook Yun-Choi, Mi Kyung Pyo, Ki Churl Chang, Duck Hyung Lee. The effects of higenamine on LPS-induced experimental disseminated intravascular coagulation (DIC) in rats. Planta medica. 2002 Apr; 68(4):326-9. doi: 10.1055/s-2002-26741. [PMID: 11988856]
  • H S Yun-Choi, M K Pyo, K M Park, K C Chang, D H Lee. Anti-thrombotic effects of higenamine. Planta medica. 2001 Oct; 67(7):619-22. doi: 10.1055/s-2001-17361. [PMID: 11582538]