(S)-3,5-DHPG (BioDeep_00000780412)

 

Secondary id: BioDeep_00000001227


代谢物信息卡片


(S)-3,5-Dihydroxyphenylglycine

化学式: C8H9NO4 (183.0531554)
中文名称: (S)-3,5-二羟基苯基甘氨酸, 人体重组型神经营养蛋白-4
谱图信息: 最多检出来源 Homo sapiens(blood) 14.93%

分子结构信息

SMILES: C1=C(C=C(C=C1O)O)C(C(=O)O)N
InChI: InChI=1S/C8H9NO4/c9-7(8(12)13)4-1-5(10)3-6(11)2-4/h1-3,7,10-11H,9H2,(H,12,13)/t7-/m0/s1

描述信息

A glycine derivative that is L-alpha-phenylglycine substituted at positions 3 and 5 on the phenyl ring by hydroxy groups.
(S)-3,5-DHPG is a weak, but selective group I metabotropic glutamate receptors (mGluRs) agonist with Ki values of 0.9 μM and 3.9 μM for mGluR1a and mGluR5a, respectively[1]. (S)-3,5-DHPG exhibits anxiolytic activity in rats subjected to hypoxia[2].
DHPG ((RS)-3,5-DHPG) is an amino acid, which acts as a selective and potent agonist of group I mGluR (mGluR 1 and mGluR 5), shows no effect on Group II or Group III mGluRs[1]. DHPG ((RS)-3,5-DHPG) is also an effective antagonist of mGluRs linked to phospholipase D[2].

同义名列表

6 个代谢物同义名

(S)-3,5-Dihydroxyphenylglycine; L-3,5-Dihydroxyphenylglycine; 3,5-Dihydroxy-phenylglycine; (RS)-3,5-DHPG; (S)-3,5-DHPG; DHPG



数据库引用编号

15 个数据库交叉引用编号

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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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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。

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文献列表

  • Ping Tian, Wei Zhang, Kai-Yan Li, Hong-Wei Li, Kai Ma, De-En Han. [Effect of Rehmanniae Radix on depression-like behavior and hippocampal monoamine neurotransmitters of chronic unpredictable mild stress model rats]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2022 Sep; 47(17):4691-4697. doi: 10.19540/j.cnki.cjcmm.20220421.401. [PMID: 36164876]
  • Frauke Kepura, Eva Braun, Alexander Dietrich, Tim D Plant. TRPC1 Regulates the Activity of a Voltage-Dependent Nonselective Cation Current in Hippocampal CA1 Neurons. Cells. 2020 02; 9(2):. doi: 10.3390/cells9020459. [PMID: 32085504]
  • Dihua Li, Yuzhen Zhuo, Qi Zhang, Lanqiu Zhang, Shukun Zhang, Yuanshan Lv, Caixia Li, Lihua Cui, Xin Guan, Lei Yang, Ximo Wang. Purification of 3, 4-dihydroxyphenylethyl alcohol glycoside from Sargentodoxa cuneata (Oliv.) Rehd. et Wils. and its protective effects against DSS-induced colitis. Scientific reports. 2019 03; 9(1):3222. doi: 10.1038/s41598-019-38926-8. [PMID: 30824734]
  • A Arando, J V Delgado, A Fernández-Prior, J M León, A Bermúdez-Oria, S Nogales, C C Pérez-Marín. Effect of different olive oil-derived antioxidants (hydroxytyrosol and 3,4-dihydroxyphenylglycol) on the quality of frozen-thawed ram sperm. Cryobiology. 2019 02; 86(?):33-39. doi: 10.1016/j.cryobiol.2019.01.002. [PMID: 30611732]
  • Alejandra Bermúdez-Oria, Guillermo Rodríguez-Gutiérrez, Fátima Rubio-Senent, África Fernández-Prior, Juan Fernández-Bolaños. Effect of edible pectin-fish gelatin films containing the olive antioxidants hydroxytyrosol and 3,4-dihydroxyphenylglycol on beef meat during refrigerated storage. Meat science. 2019 Feb; 148(?):213-218. doi: 10.1016/j.meatsci.2018.07.003. [PMID: 30025964]
  • Fátima Rubio-Senent, Baukje de Roos, Garry Duthie, Juan Fernández-Bolaños, Guillermo Rodríguez-Gutiérrez. Inhibitory and synergistic effects of natural olive phenols on human platelet aggregation and lipid peroxidation of microsomes from vitamin E-deficient rats. European journal of nutrition. 2015 Dec; 54(8):1287-95. doi: 10.1007/s00394-014-0807-8. [PMID: 25504445]
  • Pedro M Garcia-Barrantes, Hyekyung P Cho, Colleen M Niswender, Frank W Byers, Charles W Locuson, Anna L Blobaum, Zixiu Xiang, Jerri M Rook, P Jeffrey Conn, Craig W Lindsley. Development of Novel, CNS Penetrant Positive Allosteric Modulators for the Metabotropic Glutamate Receptor Subtype 1 (mGlu1), Based on an N-(3-Chloro-4-(1,3-dioxoisoindolin-2-yl)phenyl)-3-methylfuran-2-carboxamide Scaffold, That Potentiate Wild Type and Mutant mGlu1 Receptors Found in Schizophrenics. Journal of medicinal chemistry. 2015 Oct; 58(20):7959-71. doi: 10.1021/acs.jmedchem.5b00727. [PMID: 26426481]
  • Antonio Lama-Muñoz, Guillermo Rodríguez-Gutiérrez, Fátima Rubio-Senent, Rafael Palacios-Díaz, Juan Fernández-Bolaños. A study of the precursors of the natural antioxidant phenol 3,4-dihydroxyphenylglycol in olive oil waste. Food chemistry. 2013 Sep; 140(1-2):154-60. doi: 10.1016/j.foodchem.2013.02.063. [PMID: 23578627]
  • Guillermo Rodríguez-Gutiérrez, Garry G Duthie, Sharon Wood, Phil Morrice, Fergus Nicol, Martin Reid, Louise L Cantlay, Thomas Kelder, Graham W Horgan, Juan Fernández-Bolaños Guzmán, Baukje de Roos. Alperujo extract, hydroxytyrosol, and 3,4-dihydroxyphenylglycol are bioavailable and have antioxidant properties in vitamin E-deficient rats--a proteomics and network analysis approach. Molecular nutrition & food research. 2012 Jul; 56(7):1137-47. doi: 10.1002/mnfr.201100808. [PMID: 22648667]
  • Baukje de Roos, Xuguang Zhang, Guillermo Rodriguez Gutierrez, Sharon Wood, Garry J Rucklidge, Martin D Reid, Gary J Duncan, Louise L Cantlay, Garry G Duthie, Niamh O'Kennedy. Anti-platelet effects of olive oil extract: in vitro functional and proteomic studies. European journal of nutrition. 2011 Oct; 50(7):553-62. doi: 10.1007/s00394-010-0162-3. [PMID: 21197537]
  • Chen Yue-Jian, Tao Juan, Xiong Fei, Zhu Jia-Bi, Gu Ning, Zhang Yi-Hua, Ding Ye, Ge Liang. Synthesis, self-assembly, and characterization of PEG-coated iron oxide nanoparticles as potential MRI contrast agent. Drug development and industrial pharmacy. 2010 Oct; 36(10):1235-44. doi: 10.3109/03639041003710151. [PMID: 20818962]
  • Tie-Shan Tang, Huiping Tu, Paul C Orban, Edmond Y W Chan, Michael R Hayden, Ilya Bezprozvanny. HAP1 facilitates effects of mutant huntingtin on inositol 1,4,5-trisphosphate-induced Ca release in primary culture of striatal medium spiny neurons. The European journal of neuroscience. 2004 Oct; 20(7):1779-87. doi: 10.1111/j.1460-9568.2004.03633.x. [PMID: 15379999]
  • Tie-Shan Tang, Huiping Tu, Edmond Y W Chan, Anton Maximov, Zhengnan Wang, Cheryl L Wellington, Michael R Hayden, Ilya Bezprozvanny. Huntingtin and huntingtin-associated protein 1 influence neuronal calcium signaling mediated by inositol-(1,4,5) triphosphate receptor type 1. Neuron. 2003 Jul; 39(2):227-39. doi: 10.1016/s0896-6273(03)00366-0. [PMID: 12873381]
  • E B Smaal, J G Mandersloot, B de Kruijff, J de Gier. Essential adaptation of the calcium influx assay into liposomes with entrapped arsenazo III for studies on the possible calcium translocating properties of acidic phospholipids. Biochimica et biophysica acta. 1985 Jun; 816(2):418-22. doi: 10.1016/0005-2736(85)90511-5. [PMID: 3924100]