Opiorphin (BioDeep_00000053853)

   

human metabolite


代谢物信息卡片


(2S)-2-{[(2S)-2-{[(2S)-2-{[(2S)-2-{[(2S)-2-amino-1-hydroxy-4-(C-hydroxycarbonimidoyl)butylidene]amino}-5-carbamimidamido-1-hydroxypentylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1,3-dihydroxypropylidene]amino}-5-carbamimidamidopentanoic acid

化学式: C29H48N12O8 (692.3717888)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC=C(C=C1)CC(C(=O)NC(CO)C(=O)NC(CCCN=C(N)N)C(=O)O)NC(=O)C(CCCN=C(N)N)NC(=O)C(CCC(=O)N)N
InChI: InChI=1S/C29H48N12O8/c30-17(10-11-22(31)43)23(44)38-18(8-4-12-36-28(32)33)24(45)40-20(14-16-6-2-1-3-7-16)25(46)41-21(15-42)26(47)39-19(27(48)49)9-5-13-37-29(34)35/h1-3,6-7,17-21,42H,4-5,8-15,30H2,(H2,31,43)(H,38,44)(H,39,47)(H,40,45)(H,41,46)(H,48,49)(H4,32,33,36)(H4,34,35,37)/t17-,18-,19-,20-,21-/m0/s1

描述信息

Opiorphin is an endogenous 5-residue opioid peptide (Gln-Arg-Phe-Ser-Arg) first isolated from human saliva. Initial research with mice shows the compound has a painkilling effect greater than that of morphine. It works by stopping the normal breakdown of enkephalins, natural pain-killing opioids in the spinal cord. Opiorphin originates from the N-terminal region of the protein PROL1 (proline rich, lacrimal 1) and inhibits three proteases: neutral ecto-endopeptidase (MME), ecto-aminopeptidase N (ANPEP) and a dipeptidyl peptidase DPP3. This protease inhibitory action extends the duration of enkephalins, which are natural pain killers that are released in response to specific potentially painful stimuli.
Opiorphin, an opioid peptide, is a potent enkephalin-inactivating zinc ectopeptidases in human inhibitor. Opiorphin inhibits two enkephalin-catabolizing ectoenzymes, human neutral ecto-endopeptidase, hNEP (EC 3.4.24.11) with an IC50 value of 11 μM, and human ecto-aminopeptidase, hAP-N (EC 3.4.11.2). Opiorphin displays potent analgesic activity by activating endogenous opioid-dependent transmission[1][2].

同义名列表

5 个代谢物同义名

(2S)-2-{[(2S)-2-{[(2S)-2-{[(2S)-2-{[(2S)-2-amino-1-hydroxy-4-(C-hydroxycarbonimidoyl)butylidene]amino}-5-carbamimidamido-1-hydroxypentylidene]amino}-1-hydroxy-3-phenylpropylidene]amino}-1,3-dihydroxypropylidene]amino}-5-carbamimidamidopentanoic acid; Glutaminyl-arginyl-phenylalanyl-seryl-arginine; GLN-Arg-phe-ser-arg; QRFSR Peptide; Opiorphin



数据库引用编号

7 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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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

  • Rosaria Greco, Chiara Demartini, Miriam Francavilla, Anna Maria Zanaboni, Sara Facchetti, Michela Palmisani, Valentina Franco, Cristina Tassorelli. Effects of the Dual FAAH/MAGL Inhibitor AKU-005 on Trigeminal Hyperalgesia in Male Rats. Cells. 2024 May; 13(10):. doi: 10.3390/cells13100830. [PMID: 38786051]
  • Alexandra Bocsik, Zsuzsanna Darula, Géza Tóth, Mária A Deli, Mária Wollemann. Transfer of opiorphin through a blood-brain barrier culture model. Archives of medical research. 2015 Aug; 46(6):502-6. doi: 10.1016/j.arcmed.2015.06.009. [PMID: 26143971]
  • Caroline C Wang, Petra Hartmann-Fischbach, Tim R Krueger, Terry L Wells, Aaron Simonson, Joanne C Compton. Opiorphin analysis in equine plasma and urine using hydrophilic interaction LC-MS. Bioanalysis. 2015; 7(5):593-603. doi: 10.4155/bio.14.289. [PMID: 25826141]
  • Jayme S Bosler, Kelvin P Davies, Genevieve S Neal-Perry. Peptides in seminal fluid and their role in infertility: a potential role for opiorphin inhibition of neutral endopeptidase activity as a clinically relevant modulator of sperm motility: a review. Reproductive sciences (Thousand Oaks, Calif.). 2014 Nov; 21(11):1334-40. doi: 10.1177/1933719114536473. [PMID: 24855109]
  • Z Benyhe, G Toth, M Wollemann, A Borsodi, Z Helyes, C Rougeot, S Benyhe. Effects of synthetic analogues of human opiorphin on rat brain opioid receptors. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society. 2014 Aug; 65(4):525-30. doi: . [PMID: 25179084]
  • Yuan Fang, Shuo Li, Huabin Zhou, Xiaozhu Tian, Shuangyu Lv, Qiang Chen. Opiorphin increases blood pressure of conscious rats through renin-angiotensin system (RAS). Peptides. 2014 May; 55(?):47-51. doi: 10.1016/j.peptides.2014.01.019. [PMID: 24486428]
  • Giulia Calenda, Yuehong Tong, Nirmala D Kanika, Moses T Tar, Sylvia O Suadicani, Xinhua Zhang, Arnold Melman, Catherine Rougeot, Kelvin P Davies. Reversal of diabetic vasculopathy in a rat model of type 1 diabetes by opiorphin-related peptides. American journal of physiology. Heart and circulatory physiology. 2011 Oct; 301(4):H1353-9. doi: 10.1152/ajpheart.00383.2011. [PMID: 21784987]
  • Dieter Seebach, Aneta Lukaszuk, Krystyna Patora-Komisarska, Dominika Podwysocka, James Gardiner, Marc-Olivier Ebert, Jean Claude Reubi, Renzo Cescato, Beatrice Waser, Peter Gmeiner, Harald Hübner, Catherine Rougeot. On the terminal homologation of physiologically active peptides as a means of increasing stability in human serum--neurotensin, opiorphin, B27-KK10 epitope, NPY. Chemistry & biodiversity. 2011 May; 8(5):711-39. doi: 10.1002/cbdv.201100093. [PMID: 21560227]
  • N D Kanika, A Melman, K P Davies. Experimental priapism is associated with increased oxidative stress and activation of protein degradation pathways in corporal tissue. International journal of impotence research. 2010 Nov; 22(6):363-73. doi: 10.1038/ijir.2010.27. [PMID: 21085184]