WLN: Z2R (BioDeep_00000861605)

Main id: BioDeep_00000002896

 

PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


InChI=1\C8H11N\c9-7-6-8-4-2-1-3-5-8\h1-5H,6-7,9H

化学式: C8H11N (121.0891)
中文名称: 2-苯乙胺, 苯乙胺, β-苯乙胺
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC=C(C=C1)CCN
InChI: InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2

描述信息

D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs

同义名列表

57 个代谢物同义名

InChI=1\C8H11N\c9-7-6-8-4-2-1-3-5-8\h1-5H,6-7,9H; 4-12-00-02453 (Beilstein Handbook Reference); 1-Phenyl-2-amino-athan [German]; beta-Phenylaethylamin [German]; 2-Amino-fenylethan [Czech]; (2-Aminoethyl)polystyrene; 2-Fenylethylamin [Czech]; .omega.-Phenylethylamine; .beta.-Aminoethylbenzene; .beta.-Phenylaethylamin; .beta.-Phenylethylamine; 2-amino-1-Phenylethane; 1-Phenyl-2-aminoethane; beta-Aminoethylbenzene; 1-Phenyl-2-amino-athan; 1-amino-2-Phenylethane; Ethanamine, 2-phenyl-; Ethylamine, 2-phenyl-; (2-Aminoethyl)benzene; beta-Phenylethylamine; .beta.-Phenethylamine; PHENETHYLAMINE, BETA; beta-Phenethylamine; 2-Phenylethylamine; 2-Phenylethanamine; Benzeneethanamine; Polystyrene a-NH2; EINECS 200-574-4; 2-Phenethylamine; Phenylethylamine; W322008_ALDRICH; NCGC00163366-01; 241008_ALDRICH; 407267_ALDRICH; Phenethylamine; 128945_ALDRICH; FEMA No. 3220; SMR000471837; MLS001066395; 41346_FLUKA; 81559_FLUKA; 81558_FLUKA; AIDS-018561; BRN 0507488; CHEBI:18397; AIDS018561; NSC 10811; ST5213756; HSDB 3526; AI3-03117; NSC10811; WLN: Z2R; 64-04-0; C05332; PEA; Phenethylamine; Phenethylamine



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(9)

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)

36 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 CAT, DBH, DDC, SLC6A3, TH, XDH
Peripheral membrane protein 1 ACHE
Endosome membrane 1 OCA2
Endoplasmic reticulum membrane 2 OCA2, TAAR1
Mitochondrion membrane 1 MAOA
Nucleus 2 ACHE, TH
cytosol 5 CAT, DDC, MAOA, TH, XDH
dendrite 7 DRD2, GRM2, HTR1A, HTR2A, HTR2C, MAOB, TH
Cell membrane 11 ACHE, ADRB3, DRD2, GPRC5A, GRM2, GRM3, HTR1A, HTR2A, HTR2C, SLC6A3, TAAR1
Cytoplasmic side 2 MAOA, MAOB
Cell projection, axon 3 HTR2A, SLC6A3, TH
Multi-pass membrane protein 11 ADRB3, DRD2, GPRC5A, GRM2, GRM3, HTR1A, HTR2A, HTR2C, OCA2, SLC6A3, TAAR1
Golgi apparatus membrane 1 DRD2
Synapse 6 ACHE, DBH, DRD2, GRM2, HTR1A, HTR2C
cell surface 2 ACHE, SLC6A3
dendritic shaft 1 HTR2A
glutamatergic synapse 4 DRD2, GRM2, GRM3, HTR2A
Golgi apparatus 1 ACHE
Golgi membrane 2 DRD2, INS
lysosomal membrane 1 OCA2
neuromuscular junction 1 ACHE
neuronal cell body 3 HTR2A, MAOB, SLC6A3
presynaptic membrane 5 DRD2, GRM2, GRM3, HTR2A, SLC6A3
smooth endoplasmic reticulum 1 TH
synaptic vesicle 1 TH
Presynapse 1 HTR2A
acrosomal vesicle 1 DRD2
plasma membrane 11 ACHE, ADRB3, DRD2, GPRC5A, GRM2, GRM3, HTR1A, HTR2A, HTR2C, SLC6A3, TAAR1
synaptic vesicle membrane 1 DRD2
terminal bouton 1 TH
Membrane 8 ACHE, CAT, DBH, GRM2, GRM3, MAOA, OCA2, SLC6A3
axon 6 DRD2, GRM2, GRM3, HTR2A, SLC6A3, TH
caveola 1 HTR2A
extracellular exosome 3 CAT, DDC, GPRC5A
endoplasmic reticulum 1 DBH
extracellular space 4 ACHE, DBH, INS, XDH
perinuclear region of cytoplasm 2 ACHE, TH
mitochondrion 4 CAT, MAOA, MAOB, TH
protein-containing complex 1 CAT
intracellular membrane-bounded organelle 3 CAT, DBH, GPRC5A
postsynaptic density 1 GRM3
Secreted 3 ACHE, DBH, INS
extracellular region 4 ACHE, CAT, DBH, INS
cytoplasmic side of plasma membrane 1 TH
Mitochondrion outer membrane 2 MAOA, MAOB
Single-pass membrane protein 1 MAOA
mitochondrial outer membrane 2 MAOA, MAOB
neuronal cell body membrane 1 SLC6A3
mitochondrial matrix 1 CAT
Extracellular side 1 ACHE
centriolar satellite 1 DBH
ciliary membrane 1 DRD2
dendritic spine 2 DRD2, GRM3
perikaryon 2 DRD2, TH
cytoplasmic vesicle 2 HTR2A, TH
nucleolus 1 GPRC5A
Melanosome membrane 2 OCA2, TH
Single-pass type II membrane protein 1 DBH
vesicle 1 GPRC5A
postsynaptic membrane 5 DRD2, GRM2, GRM3, HTR2A, SLC6A3
Cytoplasm, perinuclear region 1 TH
Membrane raft 1 SLC6A3
focal adhesion 1 CAT
GABA-ergic synapse 1 DRD2
flotillin complex 1 SLC6A3
Peroxisome 2 CAT, XDH
basement membrane 1 ACHE
sarcoplasmic reticulum 1 XDH
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
lateral plasma membrane 1 DRD2
receptor complex 2 ADRB3, GPRC5A
Cell projection, neuron projection 1 SLC6A3
neuron projection 2 SLC6A3, TH
cilium 1 DRD2
non-motile cilium 1 DRD2
Lipid-anchor, GPI-anchor 1 ACHE
sperm flagellum 1 DRD2
Endomembrane system 1 TAAR1
endosome lumen 1 INS
Membrane, caveola 1 HTR2A
Cytoplasmic vesicle membrane 1 GPRC5A
cell body fiber 1 HTR2A
Cell projection, dendrite 3 GRM2, HTR1A, HTR2A
side of membrane 1 ACHE
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 3 CAT, DBH, INS
secretory granule membrane 1 DBH
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
axon terminus 2 DRD2, SLC6A3
endocytic vesicle 1 DRD2
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
mitochondrial envelope 1 MAOB
Single-pass type IV membrane protein 2 MAOA, MAOB
neurofilament 1 HTR2A
synaptic cleft 1 ACHE
dopaminergic synapse 2 DRD2, SLC6A3
Cytoplasmic vesicle, secretory vesicle membrane 1 DBH
astrocyte projection 2 GRM2, GRM3
Cytoplasmic vesicle, secretory vesicle, chromaffin granule lumen 1 DBH
chromaffin granule lumen 1 DBH
transport vesicle membrane 1 DBH
catalase complex 1 CAT
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle 1 TH
[Soluble dopamine beta-hydroxylase]: Cytoplasmic vesicle, secretory vesicle lumen 1 DBH
Cytoplasmic vesicle, secretory vesicle, chromaffin granule membrane 1 DBH
chromaffin granule membrane 1 DBH
G protein-coupled receptor complex 1 DRD2
[Isoform H]: Cell membrane 1 ACHE
G protein-coupled serotonin receptor complex 2 HTR2A, HTR2C


文献列表

  • Lixiang Zhai, Haitao Xiao, Chengyuan Lin, Hoi Leong Xavier Wong, Yan Y Lam, Mengxue Gong, Guojun Wu, Ziwan Ning, Chunhua Huang, Yijing Zhang, Chao Yang, Jingyuan Luo, Lu Zhang, Ling Zhao, Chenhong Zhang, Johnson Yiu-Nam Lau, Aiping Lu, Lok-Ting Lau, Wei Jia, Liping Zhao, Zhao-Xiang Bian. Gut microbiota-derived tryptamine and phenethylamine impair insulin sensitivity in metabolic syndrome and irritable bowel syndrome. Nature communications. 2023 Aug; 14(1):4986. doi: 10.1038/s41467-023-40552-y. [PMID: 37591886]
  • Omonike O Ogbole, Clarice Noleto-Dias, Ramsay S T Kamdem, Toluwanimi E Akinleye, Abraham Nkumah, Jane L Ward, Michael H Beale. γ-Glutamyl-β-phenylethylamine, a novel α-glucosidase and α-amylase inhibitory compound from Termitomyces robustus, an edible Nigerian mushroom. Natural product research. 2022 Sep; 36(18):4681-4691. doi: 10.1080/14786419.2021.2012774. [PMID: 34878952]
  • Nathan S Pentkowski, Carlos Maestas-Olguin, Gabriela Martinez. Characterizing the effects of 2-phenylethylamine and coyote urine on unconditioned and conditioned defensive behaviors in adolescent male and female Long-Evans hooded rats. Physiology & behavior. 2022 05; 248(?):113726. doi: 10.1016/j.physbeh.2022.113726. [PMID: 35122825]
  • Sophia Krombholz, Andreas Thomas, Thomas Piper, Andreas Lagojda, Dirk Kühne, Mario Thevis. Urinary phenylethylamine metabolites as potential markers for sports drug testing purposes. Biomedical chromatography : BMC. 2022 Feb; 36(2):e5274. doi: 10.1002/bmc.5274. [PMID: 34729800]
  • Youhei Obata, Mie Kubota-Sakashita, Takaoki Kasahara, Masafumi Mizuno, Takahiro Nemoto, Tadafumi Kato. Phenethylamine is a substrate of monoamine oxidase B in the paraventricular thalamic nucleus. Scientific reports. 2022 01; 12(1):17. doi: 10.1038/s41598-021-03885-6. [PMID: 34996979]
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  • Katarzyna Kamińska, Paweł Świt, Kamilla Malek. 2-(4-Iodo-2,5-dimethoxyphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine (25I-NBOME): A Harmful Hallucinogen Review. Journal of analytical toxicology. 2021 Jan; 44(9):947-956. doi: 10.1093/jat/bkaa022. [PMID: 32128596]
  • Elias Lützen, Michael Holtkamp, Imke Stamme, Robin Schmid, Michael Sperling, Michael Pütz, Uwe Karst. Multimodal imaging of hallucinogens 25C- and 25I-NBOMe on blotter papers. Drug testing and analysis. 2020 Apr; 12(4):465-471. doi: 10.1002/dta.2751. [PMID: 31846172]
  • Anna Rickli, Marius C Hoener, Matthias E Liechti. Pharmacological profiles of compounds in preworkout supplements ("boosters"). European journal of pharmacology. 2019 Sep; 859(?):172515. doi: 10.1016/j.ejphar.2019.172515. [PMID: 31265842]
  • Jianan Ni, Yingying Guo, Nianwei Chang, Dandan Cheng, Menglin Yan, Min Jiang, Gang Bai. Effect of N-methyltyramine on the regulation of adrenergic receptors via enzymatic epinephrine synthesis for the treatment of gastrointestinal disorders. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2019 Mar; 111(?):1393-1398. doi: 10.1016/j.biopha.2018.12.145. [PMID: 30841454]
  • Rosario Zamora, José L Navarro, Francisco J Hidalgo. Structure-Activity Relationship (SAR) of Phenolics for the Inhibition of 2-Phenylethylamine Formation in Model Systems Involving Phenylalanine and the 13-Hydroperoxide of Linoleic Acid. Journal of agricultural and food chemistry. 2018 Dec; 66(51):13503-13512. doi: 10.1021/acs.jafc.8b05569. [PMID: 30501175]
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  • Margret Chinonso Ezeoke, Premanand Krishnan, Dawn Su-Yin Sim, Siew-Huah Lim, Yun-Yee Low, Kam-Weng Chong, Kuan-Hon Lim. Unusual phenethylamine-containing alkaloids from Elaeocarpus tectorius. Phytochemistry. 2018 Feb; 146(?):75-81. doi: 10.1016/j.phytochem.2017.12.003. [PMID: 29247894]
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  • Veronica Gatto, Giulia Tabanelli, Chiara Montanari, Valentina Prodomi, Eleonora Bargossi, Sandra Torriani, Fausto Gardini. Tyrosine decarboxylase activity of Enterococcus mundtii: new insights into phenotypic and genetic aspects. Microbial biotechnology. 2016 11; 9(6):801-813. doi: 10.1111/1751-7915.12402. [PMID: 27624853]
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  • Simona Negreş, Anca Zanfirescu, Floriana Elvira Ionică, Elena Moroşan, Bruno Ştefan Velescu, Oana Cristina Şeremet, Cristina Elena Zbârcea, Emil Ştefănescu, Manuella Militaru, Andreea LetiŢia Arsene, Denisa Marilena Margină, Livia Uncu, Corina Scutari, Cornel ChiriŢă. Pharmacotoxicological screening on new derivatives of beta-phenylethylamine, potential agonists of beta3-adrenergic receptors. Romanian journal of morphology and embryology = Revue roumaine de morphologie et embryologie. 2016; 57(3):969-978. doi: . [PMID: 28002512]
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  • Amitava Srimany, Balasubramanyam Jayashree, Subramanian Krishnakumar, Sailaja Elchuri, Thalappil Pradeep. Identification of effective substrates for the direct analysis of lipids from cell lines using desorption electrospray ionization mass spectrometry. Rapid communications in mass spectrometry : RCM. 2015 Feb; 29(4):349-56. doi: 10.1002/rcm.7111. [PMID: 26406347]
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  • Ho Le Thi, Chung-Ho Lin, Reid J Smeda, Nathan D Leigh, Wei G Wycoff, Felix B Fritschi. Isolation and identification of an allelopathic phenylethylamine in rice. Phytochemistry. 2014 Dec; 108(?):109-21. doi: 10.1016/j.phytochem.2014.08.019. [PMID: 25212867]
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  • Marcin Horbowicz, Cezary Sempruch, Ryszard Kosson, Danuta Koczkodaj, Dajana Walas. Effect of fluazifop-p-butyl treatment on pigments and polyamines level within tissues of non-target maize plants. Pesticide biochemistry and physiology. 2013 Sep; 107(1):78-85. doi: 10.1016/j.pestbp.2013.05.008. [PMID: 25149239]
  • Rosario Zamora, Rosa M Delgado, Francisco J Hidalgo. Chemical conversion of phenylethylamine into phenylacetaldehyde by carbonyl-amine reactions in model systems. Journal of agricultural and food chemistry. 2012 May; 60(21):5491-6. doi: 10.1021/jf301258s. [PMID: 22578256]
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  • Keiko Nakanishi, Akihiro Miki, Kei Zaitsu, Hiroe Kamata, Noriaki Shima, Tooru Kamata, Munehiro Katagi, Michiaki Tatsuno, Hitoshi Tsuchihashi, Koichi Suzuki. Cross-reactivities of various phenethylamine-type designer drugs to immunoassays for amphetamines, with special attention to the evaluation of the one-step urine drug test Instant-View™, and the Emit® assays for use in drug enforcement. Forensic science international. 2012 Apr; 217(1-3):174-81. doi: 10.1016/j.forsciint.2011.11.003. [PMID: 22154438]
  • Qiu-Hong Pan, Fang Chen, Bao-Qing Zhu, Li-Yan Ma, Li Li, Jing-Ming Li. Molecular cloning and expression of gene encoding aromatic amino acid decarboxylase in 'Vidal blanc' grape berries. Molecular biology reports. 2012 Apr; 39(4):4319-25. doi: 10.1007/s11033-011-1219-y. [PMID: 21789483]
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  • Özgül İnceoğlu, Joana Falcão Salles, Jan Dirk van Elsas. Soil and cultivar type shape the bacterial community in the potato rhizosphere. Microbial ecology. 2012 Feb; 63(2):460-70. doi: 10.1007/s00248-011-9930-8. [PMID: 21898103]
  • Emily B Merewitz, Hongmei Du, Wenjuan Yu, Yimin Liu, Thomas Gianfagna, Bingru Huang. Elevated cytokinin content in ipt transgenic creeping bentgrass promotes drought tolerance through regulating metabolite accumulation. Journal of experimental botany. 2012 Feb; 63(3):1315-28. doi: 10.1093/jxb/err372. [PMID: 22131157]
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  • Luc H Boudreau, Jacques Maillet, Luc M LeBlanc, Jacques Jean-François, Mohamed Touaibia, Nicolas Flamand, Marc E Surette. Caffeic acid phenethyl ester and its amide analogue are potent inhibitors of leukotriene biosynthesis in human polymorphonuclear leukocytes. PloS one. 2012; 7(2):e31833. doi: 10.1371/journal.pone.0031833. [PMID: 22347509]
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  • Ravindra W Tejwani, Malcolm E Davis, Bradley D Anderson, Terry R Stouch. An atomic and molecular view of the depth dependence of the free energies of solute transfer from water into lipid bilayers. Molecular pharmaceutics. 2011 Dec; 8(6):2204-15. doi: 10.1021/mp2000204. [PMID: 21988564]
  • Christian Landmann, Stefanie Hücherig, Barbara Fink, Thomas Hoffmann, Daniela Dittlein, Heather A Coiner, Wilfried Schwab. Substrate promiscuity of a rosmarinic acid synthase from lavender (Lavandula angustifolia L.). Planta. 2011 Aug; 234(2):305-20. doi: 10.1007/s00425-011-1400-5. [PMID: 21424826]
  • David M Ferrero, Jamie K Lemon, Daniela Fluegge, Stan L Pashkovski, Wayne J Korzan, Sandeep Robert Datta, Marc Spehr, Markus Fendt, Stephen D Liberles. Detection and avoidance of a carnivore odor by prey. Proceedings of the National Academy of Sciences of the United States of America. 2011 Jul; 108(27):11235-40. doi: 10.1073/pnas.1103317108. [PMID: 21690383]
  • Mark D Berry, Jarrod Nickel, Mithila R Shitut, Bruno Tomberli. Molecular dynamics-based simulation of trace amine membrane permeability. Journal of neural transmission (Vienna, Austria : 1996). 2011 Jul; 118(7):1119-28. doi: 10.1007/s00702-010-0569-2. [PMID: 21210285]
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