Norepinephrine (BioDeep_00000001296)

 

Secondary id: BioDeep_00000402981, BioDeep_00000408214

natural product human metabolite Endogenous blood metabolite Chemicals and Drugs Toxin


代谢物信息卡片


L-alpha-(Aminomethyl)-3,4-dihydroxybenzyl alcohol

化学式: C8H11NO3 (169.0738896)
中文名称: 去甲肾上腺素, L-去甲肾上腺素, DL-去甲肾上腺素
谱图信息: 最多检出来源 Homo sapiens(blood) 0.04%

Reviewed

Last reviewed on 2024-07-02.

Cite this Page

Norepinephrine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/norepinephrine (retrieved 2024-11-03) (BioDeep RN: BioDeep_00000001296). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1=CC(=C(C=C1C(CN)O)O)O
InChI: InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2

描述信息

Norepinephrine is the precursor of epinephrine that is secreted by the adrenal medulla and is a widespread central and autonomic neurotransmitter. Norepinephrine is the principal transmitter of most postganglionic sympathetic fibers and of the diffuse projection system in the brain arising from the locus ceruleus. It is also found in plants and is used pharmacologically as a sympathomimetic. Norepinephrine is elevated in the urine of people who consume bananas. Norepinephrine is also a microbial metabolite; urinary noradrenaline is produced by Escherichia, Bacillus, and Saccharomyces (PMID: 24621061). Norepinephrine is found in alcoholic beverages, banana peels and pulp (Musa paradisiaca), red plum fruit (Prunus domestica), orange pulp (Citrus sinensis), potato tubers (Solanum tuberosum), and whole purslane (Portulaca oleracea). P. oleracea is the richest of these sources. Norepinephrine has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).
Present in banana peel and pulp (Musa paradisiaca), red plum fruit (Prunus domestica), orange pulp (Citrus sinensis), potato tubers (Solanum tuberosum) and whole purslane (Portulaca oleracea). P. oleracea is the richest of these sources. xi-Norepinephrine is found in many foods, some of which are potato, green vegetables, alcoholic beverages, and fruits.

同义名列表

40 个代谢物同义名

L-alpha-(Aminomethyl)-3,4-dihydroxybenzyl alcohol; 4-[(1R)-2-amino-1-Hydroxyethyl]-1,2-benzenediol; 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol; (R)-4-(2-amino-1-Hydroxyethyl)-1,2-benzenediol; (-)-alpha-(Aminomethyl)protocatechuyl alcohol; 4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol; L-2-amino-1-(3,4-Dihydroxyphenyl)ethanol; L-3,4-Dihydroxyphenylethanolamine; (R)-(-)-Norepinephrine; (-)-(R)-Norepinephrine; (R)-Norepinephrine; (-)-Norepinephrine; Levonorepinephrine; (R)-Noradrenaline; xi-Norepinephrine; Levonoradrenaline; (-)-Noradrenaline; L-Norepinephrine; Norepinephrinum; L-Noradrenaline; Norepinephrine; Norepirenamine; Levoarterenol; (-)-Arterenol; Norepinefrina; Noradrenaline; Nor-epirenan; Noradrenalin; Levarterenol; L-Arterenol; Sympathin E; Norartrinal; Arterenol; Levophed; Adrenor; Aktamin; Levonor; Norepinephrine (noradrenaline); dl-Noradrenaline; Norepinephrine



数据库引用编号

29 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

44 个相关的代谢反应过程信息。

Reactome(8)

BioCyc(0)

WikiPathways(5)

Plant Reactome(0)

INOH(1)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(30)

PharmGKB(0)

10 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

  • Xinyi Xiong, Jianwen Qiu, Shaofei Fu, Biaofeng Gu, Chunli Zhong, Lan Zhao, Yong Gao. A dual-response fluorescent probe for norepinephrine and viscosity and its application in depression research. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2024 Jul; 315(?):124270. doi: 10.1016/j.saa.2024.124270. [PMID: 38608559]
  • Xinyi Xiong, Jianwen Qiu, Shaofei Fu, Biaofeng Gu, Chunli Zhong, Lan Zhao, Yong Gao. Accurate detection depression cell model with a dual-locked fluorescence probe in response to noradrenaline and HClO. Bioorganic chemistry. 2024 May; 146(?):107296. doi: 10.1016/j.bioorg.2024.107296. [PMID: 38527389]
  • Kimberly Wiersielis, Ali Yasrebi, Thomas J Degroat, Nadja Knox, Catherine Rojas, Samantha Feltri, Troy A Roepke. Intermittent fasting disrupts hippocampal-dependent memory and norepinephrine content in aged male and female mice. Physiology & behavior. 2024 Mar; 275(?):114431. doi: 10.1016/j.physbeh.2023.114431. [PMID: 38072036]
  • Makoto Nishimori, Naomi Hayasaka, Kazunori Otsui, Nobutaka Inoue, Junko Asakura, Manabu Nagao, Ryuji Toh, Tatsuro Ishida, Ken-Ichi Hirata, Tomoyuki Furuyashiki, Masakazu Shinohara. Stress-induced stenotic vascular remodeling via reduction of plasma omega-3 fatty acid metabolite 4-oxoDHA by noradrenaline. Scientific reports. 2024 02; 14(1):4178. doi: 10.1038/s41598-024-54867-3. [PMID: 38378892]
  • Baohua Zhu, Jie Jiang, Hui Yu, Lan Huang, Dandan Zhou. Effect of norepinephrine, vasopressin, and dopamine for survivals of the elderly with sepsis and pre-existing heart failure. Scientific reports. 2024 01; 14(1):1948. doi: 10.1038/s41598-024-52514-5. [PMID: 38253621]
  • Eriton E L Valente, James L Klotz, Ryana C Markmann, Ronald J Trotta, J Lannett Edwards, John B May, David L Harmon. Levodopa attenuates the feed intake reduction caused by ergot alkaloids in cattle. Journal of animal science. 2024 Jan; 102(?):. doi: 10.1093/jas/skae078. [PMID: 38502533]
  • Zack Blumenfeld, Kallol Bera, Eero Castrén, Henry A Lester. Antidepressants enter cells, organelles, and membranes. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology. 2024 Jan; 49(1):246-261. doi: 10.1038/s41386-023-01725-x. [PMID: 37783840]
  • Cuiping Hao, Qiuhua Li, Cuicui Zhang, Fenfen Zhang, Yaqing Zhang, Lina Zhu, Huanhuan Cheng, Yinghao Li, Qinghe Hu. [Analysis of the current quality of life status and influencing factors of sepsis survivors in intensive care unit]. Zhonghua wei zhong bing ji jiu yi xue. 2024 Jan; 36(1):23-27. doi: 10.3760/cma.j.cn121430-20230814-00632. [PMID: 38404267]
  • Cui Wang, Xiaoting Wang, Hongmin Zhang, Dawei Liu, Chengyuan Zhang. Effect of Norepinephrine on Peripheral Perfusion Index and Its Association With the Prognosis of Patients With Sepsis. Journal of intensive care medicine. 2024 Jan; 39(1):21-27. doi: 10.1177/08850666231187333. [PMID: 37431214]
  • Li He, Hong Li, Linzhen Zhang, Jiaman Zhang, Geng Zhang, Xingyan Tong, Tingting Zhang, Yifan Wu, Mingzhou Li, Long Jin. Transcriptome analysis of norepinephrine-induced lipolysis in differentiated adipocytes of Bama pig. Gene. 2023 Dec; 888(?):147753. doi: 10.1016/j.gene.2023.147753. [PMID: 37659599]
  • Yu Fang, Yanqing Li, Xin Liao, Jie Deng, Qiannan Wang, Jingtao Liang, Bohua Yan. Corydalis yanhusuo Polysaccharides Ameliorate Chronic Stress-Induced Depression in Mice through Gut Microbiota-Derived Short-Chain Fatty Acid Activation of 5-Hydroxytryptamine Signaling. Journal of medicinal food. 2023 Dec; 26(12):890-901. doi: 10.1089/jmf.2023.k.0050. [PMID: 38010856]
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  • Natalia Kurhaluk, Oleksandr Lukash, Halina Tkaczenko. Do the Effects of Krebs Cycle Intermediates on Oxygen-Dependent Processes in Hypoxia Mediated by the Nitric Oxide System Have Reciprocal or Competitive Relationships?. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology. 2023 Nov; 57(6):426-451. doi: 10.33594/000000669. [PMID: 37967151]
  • Xingyu Su, Fan Lu, Yihua Chen, Miao Wang, Guoqing Tang, Wan Lin, Yingwen Liu, Huadong Wang, Haiyan Yin, Yiyang Wang. α2-Adrenoreceptor antagonist ameliorates sepsis-associated pulmonary fibrosis by suppressing norepinephrine-mediated fibroblast differentiation via inhibiting PKC activation. Shock (Augusta, Ga.). 2023 Oct; ?(?):. doi: 10.1097/shk.0000000000002240. [PMID: 37878498]
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  • Hui He, Jiaqi Guo, Yunxiang Hu, Han Zhang, Xinyang Li, Jian Zhang, Shi Jin. Saikosaponin D reverses epinephrine- and norepinephrine-induced gemcitabine resistance in intrahepatic cholangiocarcinoma by downregulating ADRB2/glycolysis signaling. Acta biochimica et biophysica Sinica. 2023 Jul; ?(?):. doi: 10.3724/abbs.2023040. [PMID: 37489008]
  • Robert Zorec, Nina Vardjan. Adrenergic regulation of astroglial aerobic glycolysis and lipid metabolism: Towards a noradrenergic hypothesis of neurodegeneration. Neurobiology of disease. 2023 06; 182(?):106132. doi: 10.1016/j.nbd.2023.106132. [PMID: 37094775]
  • Fu-Guang Wang, Yi Sun, Juan Cao, Xu-Ri Shen, Fu-Wang Liu, Shuang-Shuang Song, Xue-Qin Hou, Lei Yin. Effects of Danggui-Shaoyao-San on central neuroendocrine and pharmacokinetics in female ovariectomized rats. Journal of ethnopharmacology. 2023 May; ?(?):116609. doi: 10.1016/j.jep.2023.116609. [PMID: 37150422]
  • Jun Yan, Mengchen Tian, Ying Zhao, Rong Bian. Transcranial magnetic stimulation attenuates hypertension in spontaneously hypertensive rats. Journal of applied physiology (Bethesda, Md. : 1985). 2023 Apr; ?(?):. doi: 10.1152/japplphysiol.00665.2022. [PMID: 37078504]
  • Zhengxin Chen, Jing Li, Qiyao Ma, Victor Pikov, Min Li, Ling Wang, Ying Liu, Min Ni. Anti-Inflammatory Effects of Two-Week Sacral Nerve Stimulation Therapy in Patients With Ulcerative Colitis. Neuromodulation : journal of the International Neuromodulation Society. 2023 Apr; ?(?):. doi: 10.1016/j.neurom.2023.01.019. [PMID: 37055336]
  • Dan He, Hai Hu, Liang Hong, Luming Zhang, Xuehao Lu, Wan-Jie Gu, Jun Lyu, Haiyan Yin. Norepinephrine combined with phenylephrine versus norepinephrine in patients with septic shock: a retrospective cohort study. BMC infectious diseases. 2023 Apr; 23(1):221. doi: 10.1186/s12879-023-08142-x. [PMID: 37029365]
  • Yuan Wu, Qiao Yu, Mingyan Dai, Jing Wang, Ling Shu, Dilin Dai, Jie Chen, Junxia Zhang, Mingwei Bao. Carotid baroreceptor stimulation prevents oxidative stress by inhibiting MAO-A and prevents cardiac remodeling in obese rats. Obesity (Silver Spring, Md.). 2023 Mar; ?(?):. doi: 10.1002/oby.23729. [PMID: 36998154]
  • Ahmad M Alamir, Mohammed A Jeraiby, Hesham M Korashy, Emad Sayed Shaheen, Mohammad A Attafi, Magbool E Oraiby, Ahmed M Hakami, Mohammed Y Albeishy, Ibrahim A Khardali, Ismail A Juraybi, Abeer A Alobaida, Ibraheem M Attafi. Cathine and cathinone disposition kinetics and neurotransmitter profile in several organs of rats exposed to a single dose of Catha edulis (Vahl) Forssk. ex Endl. extract. Drug metabolism and personalized therapy. 2023 Mar; ?(?):. doi: 10.1515/dmpt-2022-0154. [PMID: 36883753]
  • Huming Yan, Yuting Wang, Fangjun Huo, Caixia Yin. Fast-Specific Fluorescent Probes to Visualize Norepinephrine Signaling Pathways and Its Flux in the Epileptic Mice Brain. Journal of the American Chemical Society. 2023 02; 145(5):3229-3237. doi: 10.1021/jacs.2c13223. [PMID: 36701205]
  • Yuqian Zhu, Jingyao Chen, Jun Li, Chenqi Zhou, Xin Huang, Bingdi Chen. Ginsenoside Rg1 as a promising adjuvant agent for enhancing the anti-cancer functions of granulocytes inhibited by noradrenaline. Frontiers in immunology. 2023; 14(?):1070679. doi: 10.3389/fimmu.2023.1070679. [PMID: 36817446]
  • Milda Eimonte, Nerijus Eimantas, Neringa Baranauskiene, Rima Solianik, Marius Brazaitis. Kinetics of lipid indicators in response to short- and long-duration whole-body, cold-water immersion. Cryobiology. 2022 12; 109(?):62-71. doi: 10.1016/j.cryobiol.2022.09.003. [PMID: 36150503]
  • Satya Kumar Avula, Ajmal Khan, Sobia Ahsan Halim, Najeeb Ur Rehman, Nasiara Karim, Imran Khan, Rene Csuk, Biswanath Das, Ahmed Al-Harrasi. Synthesis and antidepressant-like effects of new 5-epi-incensole and 5-epi- incensole acetate in chronic unpredictable mild stress model of depression; behavioural and biochemical correlates. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 Dec; 156(?):113960. doi: 10.1016/j.biopha.2022.113960. [PMID: 36411640]
  • Xiaojing Hu, Lili Pan, Wenjie Li. Meta-analysis on the efficacy of the norepinephrine reuptake inhibitors reboxetine and atomoxetine for the treatment of schizophrenia and attention deficit hyperactivity disorder. Advances in clinical and experimental medicine : official organ Wroclaw Medical University. 2022 Nov; ?(?):. doi: 10.17219/acem/155802. [PMID: 36449401]
  • Ana Paula Assis, Karine Emanuelle Silva, Natalia Lautherbach, Henrique Jorge Novaes Morgan, Maria Antonieta Rissato Garófalo, Neusa Maria Zanon, Luiz Carlos Carvalho Navegantes, Valéria Ernestânia Chaves, Isis do Carmo Kettelhut. Glucocorticoids decrease thermogenic capacity and increase triacylglycerol synthesis by glycerokinase activation in the brown adipose tissue of rats. Lipids. 2022 Nov; 57(6):313-325. doi: 10.1002/lipd.12358. [PMID: 36098349]
  • G Christina Gutierrez, Christopher Dayton, Rebecca L Attridge, Lucas Smedley, Haritha Saikumar, Christopher Everett, Abraham Rodriguez, Shawn Varney. Angiotensin II Use in Treatment of Refractory Shock Due to Benazepril and Amlodipine Toxic Ingestion. Journal of pharmacy practice. 2022 Oct; ?(?):8971900221137389. doi: 10.1177/08971900221137389. [PMID: 36314764]
  • Eman A R Abdelghffar, Heba A S El-Nashar, Shaimaa Fayez, Wael A Obaid, Omayma A Eldahshan. Ameliorative effect of oregano (Origanum vulgare) versus silymarin in experimentally induced hepatic encephalopathy. Scientific reports. 2022 10; 12(1):17854. doi: 10.1038/s41598-022-20412-3. [PMID: 36284120]
  • Akira Ishikawa, Tomoka Matsuda, Hyunjun Gam, Moe Kanno, Mizuki Yamada, Nodoka Ikegami, Akiko Funaki, Hazuki Ogata, Kayoko Kamemoto, Takashi Ichihara, Mikako Sakamaki-Sunaga. Effect of Green Tea Extract Ingestion on Fat Oxidation during Exercise in the Menstrual Cycle: A Pilot Study. Nutrients. 2022 Sep; 14(19):. doi: 10.3390/nu14193896. [PMID: 36235549]
  • Kelsey C Benton, Daniel S Wheeler, Beliz Kurtoglu, Mahshid Bagher Zadeh Ansari, Daniel P Cibich, Dante A Gonzalez, Matthew R Herbst, Saema Khursheed, Rachel C Knorr, Doug Lobner, Jenree G Maglasang, Kayla E Rohr, Analisa Taylor, Robert C Twining, Paul J Witt, Paul J Gasser. Norepinephrine activates β1 -adrenergic receptors at the inner nuclear membrane in astrocytes. Glia. 2022 09; 70(9):1777-1794. doi: 10.1002/glia.24219. [PMID: 35589612]
  • Olivia M DeLozier, Sophie Dream, James W Findling, William Rilling, Srividya Kidambi, Steven B Magill, Douglas B Evans, Tracy S Wang. Wide Variability in Catecholamine Levels From Adrenal Venous Sampling in Primary Aldosteronism. The Journal of surgical research. 2022 09; 277(?):1-6. doi: 10.1016/j.jss.2022.03.016. [PMID: 35453052]
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  • Daniel J Lustberg, Joyce Q Liu, Alexa F Iannitelli, Samantha O Vanderhoof, L Cameron Liles, Katharine E McCann, David Weinshenker. Norepinephrine and dopamine contribute to distinct repetitive behaviors induced by novel odorant stress in male and female mice. Hormones and behavior. 2022 08; 144(?):105205. doi: 10.1016/j.yhbeh.2022.105205. [PMID: 35660247]
  • Hana Horackova, Rona Karahoda, Veronika Vachalova, Helena Turkova, Cilia Abad, Frantisek Staud. Functional characterization of dopamine and norepinephrine transport across the apical and basal plasma membranes of the human placental syncytiotrophoblast. Scientific reports. 2022 07; 12(1):11603. doi: 10.1038/s41598-022-15790-7. [PMID: 35804076]
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  • Seishi Maeda, Yusuke Minato, Sachi Kuwahara-Otani, Hiroki Yamanaka, Mitsuyo Maeda, Yosky Kataoka, Hideshi Yagi. Morphology of Schwann Cell Processes Supports Renal Sympathetic Nerve Terminals With Local Distribution of Adrenoceptors. The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society. 2022 Jul; 70(7):495-513. doi: 10.1369/00221554221106812. [PMID: 35708491]
  • Nicolas Libert, Elisabeth Laemmel, Anatole Harrois, Philippe Laitselart, Benjamin Bergis, Pierre Isnard, Fabiola Terzi, Benoit Decante, Olaf Mercier, Eric Vicaut, Jacques Duranteau. Renal Microcirculation and Function in a Pig Model of Hemorrhagic Shock Resuscitation with Norepinephrine. American journal of respiratory and critical care medicine. 2022 07; 206(1):34-43. doi: 10.1164/rccm.202109-2120oc. [PMID: 35394403]
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  • Yingqi An, Zilin Liu, Shiya Wang, Qingxian Wang, Chaoyong Zhang, Limin Zhang, Ying Xu, Yuansen Ge, Meiyuan Zheng, Songming Zhang, Honggang Zheng, Qian Yu. Effect of Chaihu plus Longgu Muli decoction plus five-element music therapy in the treatment of cancer-related depression. Supportive care in cancer : official journal of the Multinational Association of Supportive Care in Cancer. 2022 Jun; ?(?):. doi: 10.1007/s00520-022-07172-6. [PMID: 35737144]
  • Jingjie Zhao, Wei Shi, Yujia Lu, Xuesong Gao, Anna Wang, Shan Zhang, Yi Du, Yongzhi Wang, Li Li. Alterations of monoamine neurotransmitters, HPA-axis hormones, and inflammation cytokines in reserpine-induced hyperalgesia and depression comorbidity rat model. BMC psychiatry. 2022 06; 22(1):419. doi: 10.1186/s12888-022-04065-0. [PMID: 35733107]
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