Nitroarginine (BioDeep_00000005202)

   


代谢物信息卡片


N(gamma)-nitro-L-arginine

化学式: C6H13N5O4 (219.0967498)
中文名称: N-硝基-L-精氨酸(L-NNA)
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(CC(C(=O)O)N)CN=C(N)N[N+](=O)[O-]
InChI: InChI=1S/C6H13N5O4/c7-4(5(12)13)2-1-3-9-6(8)10-11(14)15/h4H,1-3,7H2,(H,12,13)(H3,8,9,10)/t4-/m0/s1

描述信息

An L-arginine derivative that is L-arginine in which the terminal nitrogen of the guanidyl group is replaced by a nitro group.
C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor
D004791 - Enzyme Inhibitors

同义名列表

5 个代谢物同义名

N(gamma)-nitro-L-arginine; H-Arg(NO2)-OH; Nitroarginine; Ngamma-Nitro-L-arginine; H-D-Arg(NO)-OH



数据库引用编号

12 个数据库交叉引用编号

分类词条

相关代谢途径

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BioCyc(0)

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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)

0 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。

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文献列表

  • Corinne Vanucci-Bacqué, Florence Bedos-Belval. Anti-inflammatory activity of naturally occuring diarylheptanoids - A review. Bioorganic & medicinal chemistry. 2021 02; 31(?):115971. doi: 10.1016/j.bmc.2020.115971. [PMID: 33422907]
  • Li Tang, Xiao-Hui Gao, Bei Zhao, Jie-Ran Luo, Xin-Yang Shi, Rui Ge, Shu-Rong Ban, Qing-Shan Li. Design and synthesis of new disubstituted benzoxazolone derivatives that act as iNOS inhibitors with potent anti-inflammatory activity against LPS-induced acute lung injury (ALI). Bioorganic & medicinal chemistry. 2020 11; 28(21):115733. doi: 10.1016/j.bmc.2020.115733. [PMID: 33065432]
  • Isabel T N Nguyen, Astrid Klooster, Magdalena Minnion, Martin Feelisch, Marianne C Verhaar, Harry van Goor, Jaap A Joles. Sodium thiosulfate improves renal function and oxygenation in L-NNA-induced hypertension in rats. Kidney international. 2020 08; 98(2):366-377. doi: 10.1016/j.kint.2020.02.020. [PMID: 32605800]
  • Guihao Chen, Chuansheng Xu, Thomas G Gillette, Tongyi Huang, Peisen Huang, Qing Li, Xiangdong Li, Qinfeng Li, Yu Ning, Ruijie Tang, Cunrong Huang, Yuyan Xiong, Xiaqiu Tian, Jun Xu, Junyan Xu, Liping Chang, Cong Wei, Chen Jin, Joseph A Hill, Yuejin Yang. Cardiomyocyte-derived small extracellular vesicles can signal eNOS activation in cardiac microvascular endothelial cells to protect against Ischemia/Reperfusion injury. Theranostics. 2020; 10(25):11754-11774. doi: 10.7150/thno.43163. [PMID: 33052245]
  • Andy Hsien Wei Koh, Russ Chess-Williams, Anna Elizabeth Lohning. Differential mechanisms of action of the trace amines octopamine, synephrine and tyramine on the porcine coronary and mesenteric artery. Scientific reports. 2019 07; 9(1):10925. doi: 10.1038/s41598-019-46627-5. [PMID: 31358768]
  • Tonja W Emans, Ben J Janssen, Jaap A Joles, C T Paul Krediet. Nitric Oxide Synthase Inhibition Induces Renal Medullary Hypoxia in Conscious Rats. Journal of the American Heart Association. 2018 08; 7(15):e009501. doi: 10.1161/jaha.118.009501. [PMID: 30371226]
  • Chonticha Seeka, Samran Prabpai, Palangpon Kongsaeree, Supinya Tewtrakul, Thitima Lhinhatrakool, Somyote Sutthivaiyakit. Anti-inflammatory 12,20-Epoxypregnane and 11,12-seco-Pregnane Glycosides from the Stems of Hoya kerrii. Journal of natural products. 2017 06; 80(6):1714-1724. doi: 10.1021/acs.jnatprod.6b00730. [PMID: 28561586]
  • Dina K Gaynullina, Svetlana I Sofronova, Ekaterina K Selivanova, Anastasia A Shvetsova, Anna A Borzykh, Anna P Sharova, Daria S Kostyunina, Andrey A Martyanov, Olga S Tarasova. NO-mediated anticontractile effect of the endothelium is abolished in coronary arteries of adult rats with antenatal/early postnatal hypothyroidism. Nitric oxide : biology and chemistry. 2017 Feb; 63(?):21-28. doi: 10.1016/j.niox.2016.12.007. [PMID: 28017871]
  • Peng Sun, Kai Zhu, Cun Wang, Wei-Wei Liu, De-Guang Peng, Xin Zhao. Prophylactic effects of alkaloids from Ba lotus seeds on L-NNA-induced hypertension in mice. Chinese journal of natural medicines. 2016 Nov; 14(11):835-843. doi: 10.1016/s1875-5364(16)30100-5. [PMID: 27914527]
  • T E Owope, I O Ishola, M O Akinleye, R Oyebade, O O Adeyemi. Antidepressant Effect of Cnestis ferruginea Vahl ex DC (Connaraceae): Involvement of Cholinergic, Monoaminergic and L-arginine-nitric Oxide Pathways. Drug research. 2016 May; 66(5):235-45. doi: 10.1055/s-0035-1565174. [PMID: 26789652]
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  • Daniel Santamaría-Del Ángel, Norma Angélica Labra-Ruíz, Mercedes Edna García-Cruz, David Calderón-Guzmán, Armando Valenzuela-Peraza, Hugo Juárez-Olguín. Comparative effects of catechin, epicatechin and N-Ω-nitroarginine on quinolinic acid-induced oxidative stress in rat striatum slices. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2016 Mar; 78(?):210-215. doi: 10.1016/j.biopha.2016.01.016. [PMID: 26898444]
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  • Yunlun Li, Wenqing Yang, Qingjun Zhu, Jinguo Yang, Zhen Wang. Protective effects on vascular endothelial cell in N'-nitro-L-arginine (L-NNA)-induced hypertensive rats from the combination of effective components of Uncaria rhynchophylla and Semen Raphani. Bioscience trends. 2015 Aug; 9(4):237-44. doi: 10.5582/bst.2015.01087. [PMID: 26355225]
  • Haihong Lv, Tuanjie Che, Xulei Tang, Lijuan Liu, Jianguo Cheng. Puerarin enhances proliferation and osteoblastic differentiation of human bone marrow stromal cells via a nitric oxide/cyclic guanosine monophosphate signaling pathway. Molecular medicine reports. 2015 Aug; 12(2):2283-90. doi: 10.3892/mmr.2015.3647. [PMID: 25892538]
  • Sebastiaan Wesseling, Joost O Fledderus, Marianne C Verhaar, Jaap A Joles. Beneficial effects of diminished production of hydrogen sulfide or carbon monoxide on hypertension and renal injury induced by NO withdrawal. British journal of pharmacology. 2015 Mar; 172(6):1607-19. doi: 10.1111/bph.12674. [PMID: 24597655]
  • Giovane S Galdino, Carlos H Xavier, Renato Almeida, Grazielle Silva, Marcos A Fontes, Gustavo Menezes, Igor D Duarte, Andrea C Perez. The Nitric oxide/CGMP/KATP pathway mediates systemic and central antinociception induced by resistance exercise in rats. The International journal of neuroscience. 2015; 125(10):765-73. doi: 10.3109/00207454.2014.970256. [PMID: 25271801]
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  • Jin-Jie Zhang, Xue-Qin Li, Jun-Wei Sun, Song-Heng Jin. Nitric oxide functions as a signal in ultraviolet-B-induced baicalin accumulation in Scutellaria baicalensis suspension cultures. International journal of molecular sciences. 2014 Mar; 15(3):4733-46. doi: 10.3390/ijms15034733. [PMID: 24646913]
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  • Arianne van Koppen, Marianne C Verhaar, Lennart G Bongartz, Jaap A Joles. 5/6th nephrectomy in combination with high salt diet and nitric oxide synthase inhibition to induce chronic kidney disease in the Lewis rat. Journal of visualized experiments : JoVE. 2013 Jul; ?(77):e50398. doi: 10.3791/50398. [PMID: 23851420]
  • L M Belkina, E A Smirnova, O L Terekhina, S V Kruglov, E S Boichuk. Role of nitric oxide in the pathogenesis of alloxan diabetes. Bulletin of experimental biology and medicine. 2013 Mar; 154(5):602-5. doi: 10.1007/s10517-013-2009-4. [PMID: 23658878]
  • Kimihiro Kimura, Mamoru Ohkita, Maki Koyama, Yasuo Matsumura. Reduced NO production rapidly aggravates renal function through the NF-κB/ET-1/ETA receptor pathway in DOCA-salt-induced hypertensive rats. Life sciences. 2012 Oct; 91(13-14):644-50. doi: 10.1016/j.lfs.2012.04.022. [PMID: 22569294]
  • Serge Simonet, Marc Isabelle, Mélanie Bousquenaud, Nicolas Clavreul, Michel Félétou, Christine Vayssettes-Courchay, Tony J Verbeuren. KCa 3.1 channels maintain endothelium-dependent vasodilatation in isolated perfused kidneys of spontaneously hypertensive rats after chronic inhibition of NOS. British journal of pharmacology. 2012 Oct; 167(4):854-67. doi: 10.1111/j.1476-5381.2012.02062.x. [PMID: 22646737]
  • Ming-Guo Feng, Minolfa C Prieto, L Gabriel Navar. Nebivolol-induced vasodilation of renal afferent arterioles involves β3-adrenergic receptor and nitric oxide synthase activation. American journal of physiology. Renal physiology. 2012 Sep; 303(5):F775-82. doi: 10.1152/ajprenal.00233.2012. [PMID: 22674024]
  • Wei-Xia Yang, Zhang-Guang Zhao, Lai-Hong Wang, Shan-Jiang Yu, Zong-Suo Liang. Control of hypertension in rats using volatile components of leaves of Taxus chinensis var. mairei. Journal of ethnopharmacology. 2012 May; 141(1):309-13. doi: 10.1016/j.jep.2012.02.036. [PMID: 22401765]
  • Rafael Herling Lambertucci, Carol Góis Leandro, Marco Aurélio Vinolo, Renato Tadeu Nachbar, Leonardo Dos Reis Silveira, Sandro Massao Hirabara, Rui Curi, Tania Cristina Pithon-Curi. The effects of palmitic acid on nitric oxide production by rat skeletal muscle: mechanism via superoxide and iNOS activation. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology. 2012; 30(5):1169-80. doi: 10.1159/000343307. [PMID: 23171868]
  • Su-Ling Wong, Hsun-Shuo Chang, Guei-Jane Wang, Michael Y Chiang, Hung-Yi Huang, Chu-Huang Chen, Shiow-Chwen Tsai, Chu-Hung Lin, Ih-Sheng Chen. Secondary metabolites from the roots of Neolitsea daibuensis and their anti-inflammatory activity. Journal of natural products. 2011 Dec; 74(12):2489-96. doi: 10.1021/np100874f. [PMID: 22148193]
  • Joseph Simaan, Ramzi Sabra. In-vivo evidence of a role for nitric oxide in regulating the activity of the norepinephrine transporter. European journal of pharmacology. 2011 Dec; 671(1-3):102-6. doi: 10.1016/j.ejphar.2011.09.165. [PMID: 21968136]
  • G Molnár, E Csonka, A Vass, Mihály Boros, J Kaszaki. Circulatory consequences of reduced endogenous nitric oxide production during small-volume resuscitation. Acta physiologica Hungarica. 2011 Dec; 98(4):393-408. doi: 10.1556/aphysiol.98.2011.4.3. [PMID: 22173021]
  • Yun-Ting Huang, Hsun-Shuo Chang, Guei-Jane Wang, Ming-Jen Cheng, Chu-Huang Chen, Yi-Jen Yang, Ih-Sheng Chen. Anti-inflammatory endiandric acid analogues from the roots of Beilschmiedia tsangii. Journal of natural products. 2011 Sep; 74(9):1875-80. doi: 10.1021/np200279r. [PMID: 21846089]
  • Sayantani Roy, Bathula Surendar Reddy, Godeshala Sudhakar, Jerald Mahesh Kumar, Rajkumar Banerjee. 17β-estradiol-linked nitro-L-arginine as simultaneous inducer of apoptosis in melanoma and tumor-angiogenic vascular endothelial cells. Molecular pharmaceutics. 2011 Apr; 8(2):350-9. doi: 10.1021/mp2000346. [PMID: 21291219]
  • A V Kutina, E I Shakhmatova, Yu V Natochin. Effect of a blocker of nitric oxide production on albumin excretion by rat kidney. Bulletin of experimental biology and medicine. 2011 Apr; 150(6):693-5. doi: 10.1007/s10517-011-1225-z. [PMID: 22235419]
  • Wachirawadee Malakul, Suwan Thirawarapan, Kornkanok Ingkaninan, Pattara Sawasdee. Effects of Kaempferia parviflora Wall. Ex Baker on endothelial dysfunction in streptozotocin-induced diabetic rats. Journal of ethnopharmacology. 2011 Jan; 133(2):371-7. doi: 10.1016/j.jep.2010.10.011. [PMID: 20959137]
  • Caroline Fréguin-Bouilland, Michel Godin, Jeremy Bellien, Vincent Richard, Isabelle Remy-Jouet, Brigitte Dautreaux, Jean-Paul Henry, Patricia Compagnon, Christian Thuillez, Didier Plissonnier, Robinson Joannidès. Protective effect of mycophenolate mofetil on endothelial function in an aortic allograft model. Transplantation. 2011 Jan; 91(1):35-41. doi: 10.1097/tp.0b013e3181fe12d6. [PMID: 21441851]
  • A A Naumov, M M Potselueva. [Effects of a nitric oxide donor, the substratum of NO-synthase, and an inhibitor of NO-synthase on the ROS-generation activity of phagocytes in the course of ascites tumor growth]. Tsitologiia. 2011; 53(1):68-74. doi: NULL. [PMID: 21473122]
  • Selçuk Ilhan, Süleyman Oktar, Engin Sahna, Hakkı Engin Aksulu. Salt and nitric oxide inhibition induced hypertension: the role of prostacycline and 8-isoprostane. Clinical and experimental hypertension (New York, N.Y. : 1993). 2011; 33(2):84-8. doi: 10.3109/10641963.2010.503305. [PMID: 21214402]
  • Lennart G Bongartz, Branko Braam, Marianne C Verhaar, Maarten Jan M Cramer, Roel Goldschmeding, Carlo A Gaillard, Paul Steendijk, Pieter A Doevendans, Jaap A Joles. The nitric oxide donor molsidomine rescues cardiac function in rats with chronic kidney disease and cardiac dysfunction. American journal of physiology. Heart and circulatory physiology. 2010 Dec; 299(6):H2037-45. doi: 10.1152/ajpheart.00400.2010. [PMID: 20852057]
  • Yan-Fei Xin, Li-Qiang Gu, Sheng Zhang, Yun-Sheng Bai, Guo-Liang Zhou, Zhen-Qiang You, Yao-Xian Xuan. Stereospecific pharmacodynamics and chiral inversion of NG-nitro-arginine in the beagle dogs. Chirality. 2010 Nov; 22(10):896-900. doi: 10.1002/chir.20848. [PMID: 20872664]
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