Metanephrine (BioDeep_00000001341)

 

Secondary id: BioDeep_00000055112, BioDeep_00000402986, BioDeep_00001869369

human metabolite Endogenous blood metabolite Chemicals and Drugs Volatile Flavor Compounds


代谢物信息卡片


4-[1-hydroxy-2-(methylamino)ethyl]-2-methoxyphenol

化学式: C10H15NO3 (197.105188)
中文名称: DL-变肾上腺素盐酸盐
谱图信息: 最多检出来源 Homo sapiens(blood) 0.03%

Reviewed

Last reviewed on 2024-07-09.

Cite this Page

Metanephrine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/metanephrine (retrieved 2024-11-21) (BioDeep RN: BioDeep_00000001341). 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)OC)O
InChI: InChI=1S/C10H15NO3/c1-11-6-9(13)7-3-4-8(12)10(5-7)14-2/h3-5,9,11-13H,6H2,1-2H3

描述信息

Metanephrine is a metabolite of epinephrine created by action of catechol O-methyltransferase on epinephrine. Technically it is a product of epinephrine O-methylation. It is a commonly occurring, pharmacologically and physiologically inactive metabolite of epinephrine. The measurement of plasma free metanephrines is considered to be the best tool in the diagnosis of pheochromocytoma, a rare kind of adrenal medullary neoplasm. In adrenal chromaffin cells, leakage of norepinephrine and epinephrine from storage granules leads to substantial intracellular production of the O-methylated metabolite metanephrine. In fact, the adrenals constitute the single largest source out of any organ system including the liver for circulating metanephrine. In humans, about 93 percent of circulating metanephrine is derived from catecholamines metabolized within adrenal chromaffin cells. (PMID 15317907).
Metanephrine is a metabolite of epinephrine created by action of catechol O-methyltransferase on epinephrine. Technically it is a product of epinephrine O-methylation. It is a commonly occurring, pharmacologically and physiologically inactive metabolite of epinephrine. The measurement of plasma free metanephrines is considered to be the best tool in the diagnosis of pheochromocytoma, a rare kind of adrenal medullary neoplasm.

同义名列表

15 个代谢物同义名

4-[1-hydroxy-2-(methylamino)ethyl]-2-methoxyphenol; 4-Hydroxy-3-methoxy-N-methylphenethanolamine; DL-3-O-Methyladrenaline; 3-O-Methyl-adrenaline; 3-O-Methylepinephrine; 3-Methoxy-adrenaline; m-O-Methyladrenaline; 3-Methoxyadrenaline; (+/-)-metanephrine; (±)-Metanephrine; DL-Metanephrine; L-Metanephrine; Metadrenaline; Metanephrine; Metanephrine



数据库引用编号

19 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

28 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(2)

Plant Reactome(0)

INOH(1)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(24)

PharmGKB(0)

2 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

  • Joanna Kokoszka, Marta Opalinska, Katarzyna Sitarz, Magdalena Kolasa, Monika Szewczyk, Jolanta Bugajska, Joanna Berska, Krystyna Sztefko, Alicja Hubalewska-Dydejczyk. 24-hours urine metanephrines excretion in patients diagnosed with adrenal incidentaloma: impact of commonly used drugs on clinical decision. Polish archives of internal medicine. 2024 Jan; ?(?):. doi: 10.20452/pamw.16646. [PMID: 38164744]
  • Jongsung Noh, Chaelin Lee, Jung Hee Kim, Seung Woon Myung, Man Ho Choi. LC-MS based simultaneous profiling of adrenal hormones of steroids, catecholamines, and metanephrines. Journal of lipid research. 2023 Oct; ?(?):100453. doi: 10.1016/j.jlr.2023.100453. [PMID: 37806496]
  • Rachel Churm, Liam M Williams, Gareth Dunseath, Sarah L Prior, Richard M Bracken. The polyphenol epigallocatechin gallate lowers circulating catecholamine concentrations and alters lipid metabolism during graded exercise in man: a randomized cross-over study. European journal of nutrition. 2023 Apr; 62(3):1517-1526. doi: 10.1007/s00394-023-03092-1. [PMID: 36695951]
  • Yuhang Deng, Qingxiang Liu, Zhenni Liu, Haijian Zhao, Weiyan Zhou, Chuanbao Zhang. Commutability Assessment of Processed Human Plasma Samples for Normetanephrine and Metanephrine Measurements Based on the Candidate Reference Measurement Procedure. Annals of laboratory medicine. 2022 Sep; 42(5):575-584. doi: 10.3343/alm.2022.42.5.575. [PMID: 35470275]
  • Christina Pamporaki, Tamara Prodanov, Leah Meuter, Annika M A Berends, Nicole Bechmann, Georgiana Constantinescu, Felix Beuschlein, Hanna Remde, Andrzej Januszewicz, Michiel N Kerstens, Henri J L M Timmers, David Taïeb, Mercedes Robledo, Jacques W M Lenders, Karel Pacak, Graeme Eisenhofer. Determinants of disease-specific survival in patients with and without metastatic pheochromocytoma and paraganglioma. European journal of cancer (Oxford, England : 1990). 2022 07; 169(?):32-41. doi: 10.1016/j.ejca.2022.03.032. [PMID: 35500459]
  • Yuiko Inaba, Masaaki Yamamoto, Shin Urai, Masaki Suzuki, Seiji Nishikage, Maki Kanzawa, Yayoi Aoyama, Tomonori Kanda, Katsumi Shigemura, Hironori Bando, Genzo Iguchi, Yasuhiro Nakamura, Masato Fujisawa, Akihisa Imagawa, Hidenori Fukuoka, Wataru Ogawa. Bilateral adrenal uptake of 123I MIBG scintigraphy with mild catecholamine elevation, the diagnostic dilemma, and its characteristics. Scientific reports. 2022 06; 12(1):9276. doi: 10.1038/s41598-022-13132-1. [PMID: 35660748]
  • Hanna Remde, Christina Pamporaki, Marcus Quinkler, Svenja Nölting, Aleksander Prejbisz, Henri J L M Timmers, Jimmy Masjkur, Carmina T Fuss, Martin Fassnacht, Graeme Eisenhofer, Timo Deutschbein. Improved Diagnostic Accuracy of Clonidine Suppression Testing Using an Age-Related Cutoff for Plasma Normetanephrine. Hypertension (Dallas, Tex. : 1979). 2022 06; 79(6):1257-1264. doi: 10.1161/hypertensionaha.122.19019. [PMID: 35378989]
  • Hongyu Zeng, Xiaoqing Zhang, Qianna Zhen, Yifan He, Haoran Wang, Yang Zhu, Qi Sun, Min Ding. Dual-Template Magnetic Molecularly Imprinted Polymer for Simultaneous Determination of Spot Urine Metanephrines and 3-Methoxytyramine for the Diagnosis of Pheochromocytomas and Paragangliomas. Molecules (Basel, Switzerland). 2022 May; 27(11):. doi: 10.3390/molecules27113520. [PMID: 35684457]
  • Muhammad Naeem Durrani, Ubaidullah Popal. Cushing syndrome due to ectopic ACTH secreting pheochromocytoma. BMJ case reports. 2022 May; 15(5):. doi: 10.1136/bcr-2021-248607. [PMID: 35545311]
  • Songlin Yu, Weiyan Zhou, Jialei Yu, Ming Li, Shenyan Zhang, Xu Jiang, Huanhong Wang, Xiaoli Ma, Yutong Zou, Danchen Wang, Qian Cheng, Shaowei Xie, Wei Luo, Xiuzhi Guo, Ling Qiu. An automated magnetic bead extraction method for measuring plasma metanephrines and 3-methoxytyramine using liquid chromatography tandem mass spectrometry. Analytical and bioanalytical chemistry. 2022 May; 414(11):3541-3549. doi: 10.1007/s00216-022-03984-x. [PMID: 35234981]
  • Kristina Berke, Georgiana Constantinescu, Jimmy Masjkur, Otilia Kimpel, Ulrich Dischinger, Mirko Peitzsch, Aleksandra Kwapiszewska, Piotr Dobrowolski, Svenja Nölting, Martin Reincke, Felix Beuschlein, Stefan R Bornstein, Aleksander Prejbisz, Jacques W M Lenders, Martin Fassnacht, Graeme Eisenhofer. Plasma Steroid Profiling in Patients With Adrenal Incidentaloma. The Journal of clinical endocrinology and metabolism. 2022 02; 107(3):e1181-e1192. doi: 10.1210/clinem/dgab751. [PMID: 34665854]
  • Lu Liu, Wenchun Xie, Zhijing Song, Tianyu Wang, Xuesong Li, Ying Gao, Yan Li, Junqing Zhang, Xiaohui Guo. Addition of 3-methoxytyramine or chromogranin A to plasma free metanephrines as the initial test for pheochromocytoma and paraganglioma: Which is the best diagnostic strategy. Clinical endocrinology. 2022 02; 96(2):132-138. doi: 10.1111/cen.14585. [PMID: 34486152]
  • Piotr Glinicki, Magdalena Ostrowska, Lucyna Papierska, Wojciech Zgliczyński. ProSAAS peptide of the granin protein family in biochemical diagnostics of pheochromocytoma. Endokrynologia Polska. 2022; 73(2):330-335. doi: 10.5603/ep.a2022.0017. [PMID: 35381093]
  • Katja Höglund, Hanna Palmqvist, Sara Ringmark, Anna Svensson. Quantification of normetanephrine in canine urine using ELISA: evaluation of factors affecting results. Journal of veterinary diagnostic investigation : official publication of the American Association of Veterinary Laboratory Diagnosticians, Inc. 2022 Jan; 34(1):28-35. doi: 10.1177/10406387211052984. [PMID: 34697963]
  • Christopher Boot, Barry Toole, Sharman Harris, Lisa Tetlow, Wassif S Wassif. A UK national audit of the laboratory investigation of phaeochromocytoma and paraganglioma. Annals of clinical biochemistry. 2022 01; 59(1):65-75. doi: 10.1177/00045632211046759. [PMID: 34605294]
  • Benjamin Wei-Liang Ng, Jeanne Sze-Lyn Wong, Teck-Hock Toh. Biochemically normal adrenal pheochromocytoma following extensive central necrosis in a child with von Hippel-Lindau (VHL) gene mutation. BMJ case reports. 2021 Dec; 14(12):. doi: 10.1136/bcr-2021-245154. [PMID: 34937752]
  • Zhenni Liu, Qingxiang Liu, Yuhang Deng, Haijian Zhao, Jie Zeng, Tianjiao Zhang, Jiangtao Zhang, Jing Wang, Weiyan Zhou, Chuanbao Zhang. Quantitation of plasma metanephrines using isotope dilution liquid chromatography tandem mass spectrometry (ID-LC/MS/MS): a candidate reference measurement procedure and its application to evaluating routine ID-LC/MS/MS methods. Analytical and bioanalytical chemistry. 2021 Dec; 413(30):7509-7520. doi: 10.1007/s00216-021-03715-8. [PMID: 34643770]
  • Kaijuan Wang, Xiaojing Gao, Wei Zhang, Nian Sun, Lan Xie, Hongying Cong, Yutong Guo, Xiaocui Shi, Zhou Zhou. Study of stability and interference for catecholamines and metanephrines, 3-methoxytyramine: key point of an accurate diagnosis for pheochromocytoma and paraganglioma. Scandinavian journal of clinical and laboratory investigation. 2021 Nov; 81(7):564-572. doi: 10.1080/00365513.2021.1980901. [PMID: 34570657]
  • Shams Y-Hassan, Peder Sörensson, Christina Ekenbäck, Magnus Lundin, Stefan Agewall, Elin Bacsovics Brolin, Kenneth Caidahl, Kerstin Cederlund, Olov Collste, Maria Daniel, Jens Jensen, Claes Hofman-Bang, Patrik Lyngå, Eva Maret, Nondita Sarkar, Jonas Spaak, Oscar Winnberg, Martin Ugander, Per Tornvall, Loghman Henareh. Plasma catecholamine levels in the acute and subacute stages of takotsubo syndrome: Results from the Stockholm myocardial infarction with normal coronaries 2 study. Clinical cardiology. 2021 Nov; 44(11):1567-1574. doi: 10.1002/clc.23723. [PMID: 34490898]
  • Marta Araujo-Castro, Rogelio Garcia Centeno, María-Carmen López-García, Cristina Lamas, Cristina Álvarez-Escolá, María Calatayud Gutiérrez, Concepción Blanco-Carrera, Paz de Miguel Novoa, Nuria Valdés, Paola Gracia Gimeno, Mariana Tomé Fernández-Ladreda, César Mínguez Ojeda, Juan Carlos Percovich Hualpa, Mireia Mora, Óscar Vidal, Ana Serrano Romero, Felicia Alexandra Hanzu, Victoria Gómez Dos Santos. Risk factors for intraoperative complications in pheochromocytomas. Endocrine-related cancer. 2021 09; 28(11):695-703. doi: 10.1530/erc-21-0230. [PMID: 34379605]
  • Kelly Doyle, Elizabeth L Frank. Verifying Clinically Derived Reference Intervals for Daily Excretion Rates of Fractionated Metanephrines Using Modern Indirect Reference Interval Models. American journal of clinical pathology. 2021 Sep; 156(4):691-699. doi: 10.1093/ajcp/aqab006. [PMID: 33880513]
  • Annalisa Montebello, Etienne Ceci Bonello, Miriam Giordano Imbroll, Mark Gruppetta. Biochemically silent phaeochromocytoma presenting with non-specific loin pain. BMJ case reports. 2021 Aug; 14(8):. doi: 10.1136/bcr-2021-244258. [PMID: 34400431]
  • Mirko Peitzsch, Talia Novos, Denise Kaden, Max Kurlbaum, Antonius E van Herwaarden, Daniel Müller, Jo Adaway, Eric Grouzmann, Brett McWhinney, Kirsten Hoad, Gerald Woollard, Ido Kema, Christopher Boot, Martin Fassnacht, Fred Sweep, Tze P Loh, Andrea R Horvath, Graeme Eisenhofer. Harmonization of LC-MS/MS Measurements of Plasma Free Normetanephrine, Metanephrine, and 3-Methoxytyramine. Clinical chemistry. 2021 08; 67(8):1098-1112. doi: 10.1093/clinchem/hvab060. [PMID: 33993248]
  • Karin Eijkelenkamp, Thamara E Osinga, Martijn van Faassen, Ido P Kema, Michiel N Kerstens, Karel Pacak, Wim J Sluiter, Thera P Links, Anouk N A van der Horst-Schrivers. Diagnostic Accuracy of Salivary Metanephrines in Pheochromocytomas and Paragangliomas. Clinical chemistry. 2021 08; 67(8):1090-1097. doi: 10.1093/clinchem/hvab064. [PMID: 34096581]
  • Gregory A Kline, Jessica Boyd, Hossein S M Sadrzadeh, Alexander A Leung. Inpatient Measurements of Urine Metanephrines are Indistinguishable from Pheochromocytoma: Retrospective Cohort Study. The American journal of medicine. 2021 08; 134(8):1039-1046.e3. doi: 10.1016/j.amjmed.2021.03.015. [PMID: 33864763]
  • Christina Pamporaki, Aleksander Prejbisz, Robert Małecki, Frank Pistrosch, Mirko Peitzsch, Steffen Bishoff, Petra Mueller, Iris Meyer, Doreen Reimann, Katarzyna Hanus, Andrzej Januszewicz, Stefan R Bornstein, Simon Parmentier, Carola Kunath, Jacques W M Lenders, Graeme Eisenhofer, Jens Passauer. Optimized procedures for testing plasma metanephrines in patients on hemodialysis. Scientific reports. 2021 07; 11(1):14706. doi: 10.1038/s41598-021-94104-9. [PMID: 34282182]
  • Gregory A Kline, Jessica Boyd, Brenda Polzin, Adrian Harvey, Janice L Pasieka, Hossein S M Sadrzadeh, Alexander A Leung. Properly Collected Plasma Metanephrines Excludes PPGL After False-Positive Screening Tests. The Journal of clinical endocrinology and metabolism. 2021 07; 106(8):e2900-e2906. doi: 10.1210/clinem/dgab241. [PMID: 33846745]
  • Kanae Koyama, Noriyoshi Miura, Ryuta Watanabe, Yuichiro Sawada, Terutaka Noda, Kenichi Nishimura, Seiji Asai, Tetsuya Fukumoto, Yutaka Yanagihara, Yuki Miyauchi, Tadahiko Kikugawa, Takashi Saika. Predictors of Hypotension after Adrenalectomy for Pheochromocytoma. Acta medica Okayama. 2021 Jun; 75(3):345-349. doi: 10.18926/amo/62229. [PMID: 34176938]
  • Jiyeon Ahn, Ji Yun Park, Gyuri Kim, Sang-Man Jin, Kyu Yeon Hur, Soo-Youn Lee, Jae Hyeon Kim. Urinary Free Metanephrines for Diagnosis of Pheochromocytoma and Paraganglioma. Endocrinology and metabolism (Seoul, Korea). 2021 06; 36(3):697-701. doi: 10.3803/enm.2020.925. [PMID: 34107605]
  • Emily S Lau, Anand Vaidya, Inga-Marie Schaefer, Benjamin M Scirica. Hypertensive Heartbreak. The New England journal of medicine. 2021 May; 384(21):e80. doi: 10.1056/nejmimc2031595. [PMID: 34042392]
  • Yu-Ra Lee, Bark-Lynn Lew, Woo-Young Sim, Jongki Hong, Bong-Chul Chung. Serial Hydrolysis for the Simultaneous Analysis of Catecholamines and Steroids in the Urine of Patients with Alopecia Areata. Molecules (Basel, Switzerland). 2021 May; 26(9):. doi: 10.3390/molecules26092734. [PMID: 34066554]
  • Songlin Yu, Danchen Wang, Jialei Yu, Yicong Yin, Shaowei Xie, Qian Cheng, Xi Wang, Wei Liu, Ling Qiu, Xinqi Cheng. Plasma or serum, which is the better choice for the measurement of metanephrines?. Scandinavian journal of clinical and laboratory investigation. 2021 May; 81(3):250-253. doi: 10.1080/00365513.2021.1904280. [PMID: 33787416]
  • Noboru Sasaki, Yoshinori Ikenaka, Yumiko Inoue, Takahiro Ichise, Noriyuki Nagata, Mayumi Ishizuka, Syouta Mm Nakayama, Kensuke Nakamura, Mitsuyoshi Takiguchi. Urinary free metanephrines measurement in dogs with adrenal gland diseases using a new simple liquid chromatography tandem mass spectrometry method. The Journal of veterinary medical science. 2021 Apr; 83(4):648-655. doi: 10.1292/jvms.20-0508. [PMID: 33678734]
  • Ralitsa Robeva, Miroslava Nedyalkova, Georgi Kirilov, Atanaska Elenkova, Sabina Zacharieva, Błażej Kudłak, Natalia Jatkowska, Vasil Simeonov. Multivariate Statistical Approach for Nephrines in Women with Obesity. Molecules (Basel, Switzerland). 2021 Mar; 26(5):. doi: 10.3390/molecules26051393. [PMID: 33807567]
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  • Alina Maria Mehedințeanu, Veronica Sfredel, Puiu Olivian Stovicek, Michael Schenker, Georgică Costinel Târtea, Octavian Istrătoaie, Ana-Maria Ciurea, Cristin Constantin Vere. Assessment of Epinephrine and Norepinephrine in Gastric Carcinoma. International journal of molecular sciences. 2021 Feb; 22(4):. doi: 10.3390/ijms22042042. [PMID: 33670813]
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