Endomorphin-2 (BioDeep_00000027020)

   

human metabolite Endogenous


代谢物信息卡片


(2S)-2-({[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-N-[(1S)-1-(C-hydroxycarbonimidoyl)-2-phenylethyl]-3-phenylpropanimidate

化学式: C32H37N5O5 (571.2794552)
中文名称: 内吗啡-2
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1CC(N(C1)C(=O)C(CC2=CC=C(C=C2)O)N)C(=O)NC(CC3=CC=CC=C3)C(=O)NC(CC4=CC=CC=C4)C(=O)N
InChI: InChI=1S/C32H37N5O5/c33-25(18-23-13-15-24(38)16-14-23)32(42)37-17-7-12-28(37)31(41)36-27(20-22-10-5-2-6-11-22)30(40)35-26(29(34)39)19-21-8-3-1-4-9-21/h1-6,8-11,13-16,25-28,38H,7,12,17-20,33H2,(H2,34,39)(H,35,40)(H,36,41)/t25-,26-,27-,28-/m0/s1

描述信息

Endomorphin-1 (H-Tyr-Pro-Trp-Phe-NH2) and endomorphin-2 (H-Tyr-Pro-Phe-Phe-NH2) are peptide amides with the highest known affinity and specificity for the mu-opioid receptor. [HMDB]
Endomorphin-1 (H-Tyr-Pro-Trp-Phe-NH2) and endomorphin-2 (H-Tyr-Pro-Phe-Phe-NH2) are peptide amides with the highest known affinity and specificity for the mu-opioid receptor.
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D009294 - Narcotics
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D002491 - Central Nervous System Agents > D000700 - Analgesics

同义名列表

10 个代谢物同义名

(2S)-2-({[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-N-[(1S)-1-(C-hydroxycarbonimidoyl)-2-phenylethyl]-3-phenylpropanimidate; (2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]-N-[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]pyrrolidine-2-carboxamide; (2S)-2-{[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}-N-[(1S)-1-carbamoyl-2-phenylethyl]-3-phenylpropanamide; L-Tyrosyl-L-prolyl-L-phenylalanyl-L-phenylalaninamide; Tyrosyl-prolyl-phenylalanyl-phenylalaninamide; H-Tyr-pro-phe-phe-NH2; Tyr-pro-phe-phe-NH2; Tetrapeptide-15; Endomorphin 2; Endomorphin-2



数据库引用编号

10 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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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

  • Yu-Zhe Zhang, Wen-Jiao Yang, Xiao-Fang Wang, Meng-Meng Wang, Yao Zhang, Ning Gu, Chang-Lin Wang. The spinal anti-allodynic effects of endomorphin analogs with C-terminal hydrazide modification in neuropathic pain model. Peptides. 2020 12; 134(?):170407. doi: 10.1016/j.peptides.2020.170407. [PMID: 32926948]
  • Suhaer Zeki Al-Fadhel, Hussein Kadhem Al-Hakeim, Arafat Hussein Al-Dujaili, Michael Maes. IL-10 is associated with increased mu-opioid receptor levels in major depressive disorder. European psychiatry : the journal of the Association of European Psychiatrists. 2019 04; 57(?):46-51. doi: 10.1016/j.eurpsy.2018.10.001. [PMID: 30677547]
  • Anna Skogh, Anna Lesniak, Christian Sköld, Maria Karlgren, Fabienne Z Gaugaz, Richard Svensson, Shanti Diwakarla, Anna Jonsson, Rebecca Fransson, Fred Nyberg, Mathias Hallberg, Anja Sandström. An imidazole based H-Phe-Phe-NH2 peptidomimetic with anti-allodynic effect in spared nerve injury mice. Bioorganic & medicinal chemistry letters. 2018 08; 28(14):2446-2450. doi: 10.1016/j.bmcl.2018.06.009. [PMID: 29929882]
  • Maciej Salaga, Anna Mokrowiecka, Marta Zielinska, Ewa Malecka-Panas, Radzislaw Kordek, Elzbieta Kamysz, Jakub Fichna. New Peptide Inhibitor of Dipeptidyl Peptidase IV, EMDB-1 Extends the Half-Life of GLP-2 and Attenuates Colitis in Mice after Topical Administration. The Journal of pharmacology and experimental therapeutics. 2017 10; 363(1):92-103. doi: 10.1124/jpet.117.242586. [PMID: 28724693]
  • Barbora Melkes, Lucie Hejnova, Jiri Novotny. Biased μ-opioid receptor agonists diversely regulate lateral mobility and functional coupling of the receptor to its cognate G proteins. Naunyn-Schmiedeberg's archives of pharmacology. 2016 Dec; 389(12):1289-1300. doi: 10.1007/s00210-016-1293-8. [PMID: 27600870]
  • Arjun Kumar, Emiliya M Storman, Nai-Jiang Liu, Alan R Gintzler. Estrogens Suppress Spinal Endomorphin 2 Release in Female Rats in Phase with the Estrous Cycle. Neuroendocrinology. 2015; 102(1-2):33-43. doi: 10.1159/000430817. [PMID: 25925013]
  • Rossella De Marco, Anna Janecka. Strategies to Improve Bioavailability and In Vivo Efficacy of the Endogenous Opioid Peptides Endomorphin-1 and Endomorphin-2. Current topics in medicinal chemistry. 2015; 16(2):141-55. doi: 10.2174/1568026615666150817103635. [PMID: 26279081]
  • Leonid N Maslov, Natalia V Naryzhnaia, Sergey Yu Tsibulnikov, Frantisek Kolar, Yi Zhang, Hongxin Wang, Anna M Gusakova, Yury B Lishmanov. Role of endogenous opioid peptides in the infarct size-limiting effect of adaptation to chronic continuous hypoxia. Life sciences. 2013 Sep; 93(9-11):373-9. doi: 10.1016/j.lfs.2013.07.018. [PMID: 23891777]
  • Silvia Medina-Casanellas, Fernando Benavente, José Barbosa, Victoria Sanz-Nebot. Preparation and evaluation of an immunoaffinity sorbent with Fab' antibody fragments for the analysis of opioid peptides by on-line immunoaffinity solid-phase extraction capillary electrophoresis-mass spectrometry. Analytica chimica acta. 2013 Jul; 789(?):91-9. doi: 10.1016/j.aca.2013.06.030. [PMID: 23856234]
  • Silvia Medina-Casanellas, Fernando Benavente, José Barbosa, Victoria Sanz-Nebot. Preparation and evaluation of an immunoaffinity sorbent for the analysis of opioid peptides by on-line immunoaffinity solid-phase extraction capillary electrophoresis-mass spectrometry. Analytica chimica acta. 2012 Mar; 717(?):134-42. doi: 10.1016/j.aca.2011.11.057. [PMID: 22304825]
  • Gyöngyi Horváth, László Mécs. Antinociception by endogenous ligands at peripheral level. Ideggyogyaszati szemle. 2011 Mar; 64(5-6):193-207. doi: ". [PMID: 21688721]
  • Magdalena Chadzinska, Trudi Hermsen, Huub F J Savelkoul, B M Lidy Verburg-van Kemenade. Cloning of opioid receptors in common carp (Cyprinus carpio L.) and their involvement in regulation of stress and immune response. Brain, behavior, and immunity. 2009 Feb; 23(2):257-66. doi: 10.1016/j.bbi.2008.10.003. [PMID: 18977430]
  • Anna Janecka, Renata Staniszewska, Katarzyna Gach, Jakub Fichna. Enzymatic degradation of endomorphins. Peptides. 2008 Nov; 29(11):2066-73. doi: 10.1016/j.peptides.2008.07.015. [PMID: 18718496]
  • Xin Lin, Li-Ying Xue, Rui Wang, Qian-Yu Zhao, Qiang Chen. Protective effects of endomorphins, endogenous opioid peptides in the brain, on human low density lipoprotein oxidation. The FEBS journal. 2006 Mar; 273(6):1275-84. doi: 10.1111/j.1742-4658.2006.05150.x. [PMID: 16519691]
  • Regis Guieu, Emmanuel Fenouillet, Christiane Devaux, Ziad Fajloun, Louis Carrega, Jean-Marc Sabatier, Nicole Sauze, Didier Marguet. CD26 modulates nociception in mice via its dipeptidyl-peptidase IV activity. Behavioural brain research. 2006 Jan; 166(2):230-5. doi: 10.1016/j.bbr.2005.08.003. [PMID: 16154213]
  • Saadet Inan, Alan Cowan. Reduced kappa-opioid activity in a rat model of cholestasis. European journal of pharmacology. 2005 Aug; 518(2-3):182-6. doi: 10.1016/j.ejphar.2005.06.025. [PMID: 16054619]
  • Maia Terashvili, Hsiang-en Wu, Randy J Leitermann, Kuei-chun Hung, Andrew D Clithero, Emma T Schwasinger, Leon F Tseng. Differential conditioned place preference responses to endomorphin-1 and endomorphin-2 microinjected into the posterior nucleus accumbens shell and ventral tegmental area in the rat. The Journal of pharmacology and experimental therapeutics. 2004 May; 309(2):816-24. doi: 10.1124/jpet.103.059287. [PMID: 14755004]
  • Xin Lin, Ding-Jian Yang, Wen-Qing Cai, Qian-Yu Zhao, Yan-Feng Gao, Qiang Chen, Rui Wang. Endomorphins, endogenous opioid peptides, provide antioxidant defense in the brain against free radical-induced damage. Biochimica et biophysica acta. 2003 Nov; 1639(3):195-202. doi: 10.1016/j.bbadis.2003.09.007. [PMID: 14636951]
  • Vincent S Hau, Jason D Huber, Christopher R Campos, Andrzej W Lipkowski, Aleksandra Misicka, Thomas P Davis. Effect of guanidino modification and proline substitution on the in vitro stability and blood-brain barrier permeability of endomorphin II. Journal of pharmaceutical sciences. 2002 Oct; 91(10):2140-9. doi: 10.1002/jps.10202. [PMID: 12226841]
  • Yasutaka Azuma, Kiyoshi Ohura, Pao-Li Wang, Mitsuko Shinohara. Endomorphins delay constitutive apoptosis and alter the innate host defense functions of neutrophils. Immunology letters. 2002 Apr; 81(1):31-40. doi: 10.1016/s0165-2478(01)00335-2. [PMID: 11841843]
  • Y Azuma, K Ohura, P L Wang, M Shinohara. Endomorphins 1 and 2 modulate chemotaxis, phagocytosis and superoxide anion production by microglia. Journal of neuroimmunology. 2001 Sep; 119(1):51-6. doi: 10.1016/s0165-5728(01)00363-0. [PMID: 11525799]
  • T L Coventry, D S Jessop, D P Finn, M D Crabb, H Kinoshita, M S Harbuz. Endomorphins and activation of the hypothalamo-pituitary-adrenal axis. The Journal of endocrinology. 2001 Apr; 169(1):185-93. doi: 10.1677/joe.0.1690185. [PMID: 11250660]
  • K McConalogue, E F Grady, J Minnis, B Balestra, M Tonini, N C Brecha, N W Bunnett, C Sternini. Activation and internalization of the mu-opioid receptor by the newly discovered endogenous agonists, endomorphin-1 and endomorphin-2. Neuroscience. 1999 Mar; 90(3):1051-9. doi: 10.1016/s0306-4522(98)00514-4. [PMID: 10218804]