Epinephrine (BioDeep_00000001291)

 

Secondary id: BioDeep_00000398595, BioDeep_00000408845

human metabolite Endogenous blood metabolite Chemicals and Drugs


代谢物信息卡片


(R)-(-)-3,4-Dihydroxy-α-(methylaminomethyl)benzyl alcohol, L-Adrenaline, L-Epinephrine

化学式: C9H13NO3 (183.0895388)
中文名称: DL-肾上腺素(肾上腺素), L-肾上腺素, 肾上腺素
谱图信息: 最多检出来源 Homo sapiens(blood) 0.46%

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Epinephrine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/epinephrine (retrieved 2024-09-17) (BioDeep RN: BioDeep_00000001291). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CNCC(C1=CC(=C(C=C1)O)O)O
InChI: InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3

描述信息

Epinephrine, also known as adrenaline, is both a neurotransmitter and a hormone. It plays an important role in your body’s “fight-or-flight” response. It’s also used as a medication to treat many life-threatening conditions.

Epinephrine is a catecholamine, a sympathomimetic monoamine derived from the amino acids phenylalanine and tyrosine. It is the active sympathomimetic hormone secreted from the adrenal medulla in most species. It stimulates both the alpha- and beta- adrenergic systems, causes systemic vasoconstriction and gastrointestinal relaxation, stimulates the heart, and dilates bronchi and cerebral vessels. It is used in asthma and cardiac failure and to delay absorption of local anesthetics. Epinephrine also constricts arterioles in the skin and gut while dilating arterioles in leg muscles. It elevates the blood sugar level by increasing hydrolysis of glycogen to glucose in the liver, and at the same time begins the breakdown of lipids in adipocytes. Epinephrine has a suppressive effect on the immune system. [HMDB]

Epinephrine, also called adrenaline, is both a hormone and a neurotransmitter. As a hormone, it’s made and released by your adrenal glands, which are hat-shaped glands that sit on top of each kidney. As a central nervous system neurotransmitter, it’s a chemical messenger that helps transmit nerve signals across nerve endings to another nerve cell, muscle cell or gland cell.

Epinephrine is part of your sympathetic nervous system, which is part of your body’s emergency response system to danger — the “fight-or-flight” response. Medically, the flight-or-flight response is known as the acute stress response.

Epinephrine is also called a catecholamine, as are norepinephrine and dopamine. They’re given this name because of a certain molecule in its structure. As a hormone, epinephrine is made from norepinephrine inside of your adrenal gland.

As a neurotransmitter, epinephrine plays a small role. Only a small amount is produced in your nerves. It plays a role in metabolism, attention, focus, panic and excitement. Abnormal levels are linked to sleep disorders, anxiety, hypertension and lowered immunity.

Epinephrine’s major action is in its role as a hormone. Epinephrine is released by your adrenal glands in response to stress. This reaction causes a number of changes in your body and is known as the fight-or-flight response.

同义名列表

107 个代谢物同义名

(R)-(-)-3,4-Dihydroxy-α-(methylaminomethyl)benzyl alcohol, L-Adrenaline, L-Epinephrine; (-)-3,4-Dihydroxy-alpha-[2-(methylamino)ethyl]benzyl alcohol; (-)-3,4-Dihydroxy-alpha-[(methylamino)methyl]-benzyl alcohol; (-)-3,4-Dihydroxy-alpha-((methylamino)methyl)benzyl alcohol; (-)-3,4-Dihydroxy-a-[(methylamino)methyl]-benzyl alcohol; (-)-3,4-Dihydroxy-a-[2-(methylamino)ethyl]benzyl alcohol; (-)-3,4-Dihydroxy-α-((methylamino)methyl)benzyl alcohol; (-)-3,4-Dihydroxy-a-((methylamino)methyl)benzyl alcohol; 4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol; 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol; (R)-4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol; 4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol; L-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanol; Allergan brand OF adrenaline hydrochloride; Epinephrine hydrogen tartrate; L-Methylaminoethanolcatechol; Epinephrine Hydrochloride; Adrenaline acid tartrate; Adrenaline hydrochloride; Epinephrine bitartrate; Adrenaline bitartrate; Acetate, epinephrine; Alipogene tiparvovec; (-)-(R)-Epinephrine; (R)-(-)-Epinephrine; (R)-(-)-Epirenamine; Epinephrine acetate; (R)-(-)-Adrenaline; (R)-(-)-Adnephrine; R-(-)-Epinephrine; Vasoconstrictine; L(-)-Epinephrine; (R)-Epinephrine; Methylarterenol; (-)-Epinephrine; Levoepinephrine; Epinephrine(2); (R)-Adrenaline; Primatene mist; Racepinephrine; (-)-Adrenaline; L-Epinephrine; Bronkaid mist; DL-Adrenaline; Supranephrane; (-)-Adrenalin; Medihaler-epi; Renostypticin; Supracapsulin; Suprarenaline; L-Epirenamine; Isoptoepinal; DL-Adrenalin; L-Adrenaline; Hypernephrin; Epinephrinum; Levoreninum; Styptirenal; Renaleptine; Renaglandin; Epinephrine; Scurenaline; Renostyptin; Epiglaufrin; Paranephrin; Hemostasin; Sus-phrine; Adrenaline; Suprarenin; Epinefrina; Levorenine; Nephridine; Hemostatin; Epinephran; Epinephrin; Adnephrine; Glauposine; Vasotonin; Levorenin; Nieraline; Surrenine; Primatene; Adrenalin; Epipen JR; Mucidrina; Chelafrin; Levorenen; Renalina; Renoform; hemisine; Epitrate; Adrenine; Simplene; Lyophrin; Epirenan; Takamina; Adrenal; Epifrin; Exadrin; Lyodrin; Ana-kit; Auvi-Q; Bosmin; Epipen; Adrin; Eppy; Epinephrine



数据库引用编号

54 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

38 个相关的代谢反应过程信息。

Reactome(4)

BioCyc(0)

WikiPathways(3)

Plant Reactome(0)

INOH(1)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(30)

PharmGKB(0)

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

  • Felipe Lukacievicz Barbosa, Carlos Augusto Ehrenfried, Débora Rasec Radulski, Cristhian Santos Oliveira, Maria Élida Alves Stefanello, Aleksander Roberto Zampronio. Antinociceptive and anti-inflammatory activity of extracts and α-pyrones isolated from Cantinoa stricta. Inflammopharmacology. 2024 Apr; 32(2):1263-1275. doi: 10.1007/s10787-024-01444-9. [PMID: 38467913]
  • Irina I Faingold, Anastasia V Smolina, Yulia V Soldatova, Darya A Poletaeva, Anastasia A Balakina, Tatyana E Sashenkova, Uguljan Yu Allayarova, Tatyana R Prikhodchenko, Svetlana V Blokhina, Lyudmila A Makartseva, David A Areshidze, Vladislav N Varfolomeev, Denis V Mishchenko, Raisa A Kotelnikova. Cardioprotective Effect of 2-Ethyl-3-Hydroxy-6-Methylpyridinium 2-Nitroxysuccinate Against Adrenaline/Hydrocortisone-Induced Myocardial Ischemia in Mice: Modulation of Free-Radical Processes in Biomembranes and Monoamine Oxidase A Activity. Cell biochemistry and biophysics. 2024 Mar; 82(1):235-245. doi: 10.1007/s12013-023-01203-7. [PMID: 38064100]
  • Yunli Xia, Ke Xu, Maoqi Luo, Zeya Li, Siwuxie He, Tao Gong, Zhirong Zhang, Li Deng. A Bilayer Microneedle for Modulated Sequential Release of Adrenaline and Lidocaine for Prolonged Local Anesthesia. ACS applied bio materials. 2024 Feb; 7(2):1229-1239. doi: 10.1021/acsabm.3c01128. [PMID: 38254256]
  • Stéphanie M C Abo, Elisa Casella, Anita T Layton. Sexual Dimorphism in Substrate Metabolism During Exercise. Bulletin of mathematical biology. 2024 Jan; 86(2):17. doi: 10.1007/s11538-023-01242-4. [PMID: 38228814]
  • 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]
  • 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]
  • Lauren Kashiwabara, Laura Pirard, Cathy Debier, Daniel Crocker, Jane Khudyakov. Effects of cortisol, epinephrine, and bisphenol contaminants on the transcriptional landscape of marine mammal blubber. American journal of physiology. Regulatory, integrative and comparative physiology. 2023 Aug; ?(?):. doi: 10.1152/ajpregu.00165.2023. [PMID: 37602383]
  • T Szkudelski, K Konieczna, K Szkudelska. Regulatory effects of baicalin, a flavonoid compound, on adipocyte metabolism. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society. 2023 Aug; 74(4):. doi: 10.26402/jpp.2023.4.05. [PMID: 37865958]
  • 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]
  • Jinlong Zhao, Guihong Liang, Hetao Huang, Kunhao Hong, Jianke Pan, Weiyi Yang, Jun Liu, Lingfeng Zeng. Intravenous Tranexamic Acid Significantly Improved Visualisation and Shortened the Operation Time in Arthroscopic Rotator Cuff Repair: A Systematic Review & Meta-Analysis of Level I and II Studies. Arthroscopy : the journal of arthroscopic & related surgery : official publication of the Arthroscopy Association of North America and the International Arthroscopy Association. 2023 Jul; ?(?):. doi: 10.1016/j.arthro.2023.06.055. [PMID: 37423470]
  • Zhen-Duo Zhu, Mei Zhang, Zhen Wang, Chun-Ru Jiang, Chong-Jian Huang, Hui-Juan Cheng, Qiu-Yun Guan, Tian-Tian Su, Man-Man Wang, Yi Gao, Hong-Fei Wu, Wei Wei, Yong-Sheng Han, Qing-Tong Wang. Chronic β-adrenergic stress contributes to cardiomyopathy in rodents with collagen-induced arthritis. Acta pharmacologica Sinica. 2023 Jun; ?(?):. doi: 10.1038/s41401-023-01099-2. [PMID: 37268711]
  • 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]
  • 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]
  • Yunfeng Guan, Wang Yao, Hao Yu, Ying Feng, Yiyang Zhao, Xiangyang Zhan, Yan Wang. Chronic stress promotes colorectal cancer progression by enhancing glycolysis through β2-AR/CREB1 signal pathway. International journal of biological sciences. 2023; 19(7):2006-2019. doi: 10.7150/ijbs.79583. [PMID: 37151872]
  • Olha V Denefil, Roman B Druziuk, Markiian I Medynskyi, Larysa Ya Fedoniuk, Zoia M Nebesna. THE PECULIARITIES OF BIOCHEMICAL AND MORPHOLOGICAL CHANGES IN THE HEART OF THE CASTRATED RATS IN THE DEVELOPMENT OF ADRENALIN DAMAGE OF HEART. Wiadomosci lekarskie (Warsaw, Poland : 1960). 2023; 76(2):274-284. doi: 10.36740/wlek202302105. [PMID: 37010162]
  • Dany Silva, Katarzyna Kacprzak, Clara Quintas, Jorge Gonçalves, Paula Fresco. Activation of β-Adrenoceptors Promotes Lipid Droplet Accumulation in MCF-7 Breast Cancer Cells via cAMP/PKA/EPAC Pathways. International journal of molecular sciences. 2023 Jan; 24(1):. doi: 10.3390/ijms24010767. [PMID: 36614209]
  • Yuan Feng, Wan Dai, Junyu Ke, Yong Cui, Shuang Li, Jingjing Ma, Wenfeng Guo, Gang Chen, Ning Li, Yanwu Li. Protective effect of valerian extract capsule (VEC) on ethanol- and indomethacin-induced gastric mucosa injury and ameliorative effect of VEC on gastrointestinal motility disorder. Pharmaceutical biology. 2022 Dec; 60(1):1095-1105. doi: 10.1080/13880209.2022.2071449. [PMID: 35658820]
  • Wei Luo, Teris A van Beek, Bo Chen, Han Zuilhof, Gert Ij Salentijn. Boronate affinity paper spray mass spectrometry for determination of elevated levels of catecholamines in urine. Analytica chimica acta. 2022 Dec; 1235(?):340508. doi: 10.1016/j.aca.2022.340508. [PMID: 36368818]
  • 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]
  • Zhengtang Qi, Jie Xia, Xiangli Xue, Wenbin Liu, Zhuochun Huang, Xue Zhang, Yong Zou, Jianchao Liu, Jiatong Liu, Xingtian Li, Lu Cao, Lingxia Li, Zhiming Cui, Benlong Ji, Qiang Zhang, Shuzhe Ding, Weina Liu. Codon-optimized FAM132b gene therapy prevents dietary obesity by blockading adrenergic response and insulin action. International journal of obesity (2005). 2022 11; 46(11):1970-1982. doi: 10.1038/s41366-022-01189-x. [PMID: 35922561]
  • 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]
  • Dengke Zhang, Yanghui Wei, Qingnan Huang, Yong Chen, Kai Zeng, Weiqin Yang, Juan Chen, Jiawei Chen. Important Hormones Regulating Lipid Metabolism. Molecules (Basel, Switzerland). 2022 Oct; 27(20):. doi: 10.3390/molecules27207052. [PMID: 36296646]
  • Iehor A Hudz, Volodymyr O Chernyshenko, Ludmila O Kasatkina, Lesia P Urvant, Vitaliy M Klimashevskyi, Oksana S Tkachenko, Halyna V Kosiakova, Nadiia M Hula, Tetyana M Platonova. N-Stearoylethanolamine Inhibits Integrin-Mediated Activation, Aggregation, and Adhesion of Human Platelets. The Journal of pharmacology and experimental therapeutics. 2022 Oct; 383(1):2-10. doi: 10.1124/jpet.122.001084. [PMID: 35963618]
  • 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]
  • Fayza Tawfiek Abdl Aziz, Fatma Abdel-Azim Sanad, Abeer Temraz, Walid Hamdy El-Tantawy, Madiha Amin Hassan. Study of cardioprotective activity of the methanolic extract of the aerial parts of Bauhinia madagascariensis compared to Bauhinia purpurea against adrenaline-induced myocardial toxicity in rats. Drug and chemical toxicology. 2022 Sep; 45(5):2341-2351. doi: 10.1080/01480545.2021.1942486. [PMID: 34167392]
  • Tomasz Szkudelski, Klaudia Konieczna, Katarzyna Szkudelska. Regulatory Effects of Metformin, an Antidiabetic Biguanide Drug, on the Metabolism of Primary Rat Adipocytes. Molecules (Basel, Switzerland). 2022 Aug; 27(16):. doi: 10.3390/molecules27165250. [PMID: 36014488]
  • Sara Urbani, Arianna Aruanno, Antonio Gasbarrini, Alessandro Buonomo, Rossana Moroni, Caterina Sarnari, Angela Rizzi, Eleonora Nucera. Epinephrine Auto-Injector Prescription and Use: A Retrospective Analysis and Clinical Risk Assessment of Adult Patients Sensitized to Lipid Transfer Protein. Nutrients. 2022 Jun; 14(13):. doi: 10.3390/nu14132706. [PMID: 35807887]
  • Soyeon Park, Jihye You, Jaehyeon Lee, Esther Park. Two Case Reports of Life-Threatening Croup Caused by the SARS-CoV-2 Omicron BA.2 Variant in Pediatric Patients. Journal of Korean medical science. 2022 Jun; 37(24):e192. doi: 10.3346/jkms.2022.37.e192. [PMID: 35726145]
  • Netri Datta, Pradip K Kar, Samar K Saha. Primary stress response and biochemical profile of Labeo rohita (Hamilton, 1822) experimentally parasitized with Argulus bengalensis (Ramakrishna, 1951). Journal of fish biology. 2022 Jun; 100(6):1375-1387. doi: 10.1111/jfb.15048. [PMID: 35319798]
  • Imran Ahmad Khan, Musaddique Hussain, Nadia Hussain, Ali M Alqahtani, Taha Alqahtani. Cardioprotective Effect of Rumex vesicarius Linn. Leaf Extract against Catecholamine-Induced Cardiotoxicity. Molecules (Basel, Switzerland). 2022 May; 27(11):. doi: 10.3390/molecules27113383. [PMID: 35684321]
  • Olga E Eremina, Nikita R Yarenkov, Olesya O Kapitanova, Alexandra S Zelenetskaya, Evgeny A Smirnov, Tatyana N Shekhovtsova, Eugene A Goodilin, Irina A Veselova. Molecular Immobilization and Resonant Raman Amplification by Complex-Loaded Enhancers (MIRRACLE) on copper (II)-chitosan-modified SERS-active metallic nanostructured substrates for multiplex determination of dopamine, norepinephrine, and epinephrine. Mikrochimica acta. 2022 05; 189(5):211. doi: 10.1007/s00604-022-05247-z. [PMID: 35505261]
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