Urocortisone (BioDeep_00000637524)

Main id: BioDeep_00000002623

 

PANOMIX_OTCML-2023


代谢物信息卡片


3alpha,17alpha,21-dihydroxy-5beta-pregnane-11,20-dione

化学式: C21H32O5 (364.2249622)
中文名称: 四氢可的松-d5
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC12CCC(CC1CCC3C2C(=O)CC4(C3CCC4(C(=O)CO)O)C)O
InChI: InChI=1S/C21H32O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12-15,18,22-23,26H,3-11H2,1-2H3/t12-,13-,14+,15+,18-,19+,20+,21+/m1/s1

描述信息

D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
Tetrahydrocortisone is a stress-induced hormone. Tetrahydrocortisone is also a urinary metabolite of Cortisone derived from the reduction of Cortisone by 5-reductase[1].

同义名列表

5 个代谢物同义名

3alpha,17alpha,21-dihydroxy-5beta-pregnane-11,20-dione; Tetrahydrocortisone; Urocortisone; ST 21:2;O5; Tetrahydrocortisone



数据库引用编号

13 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

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。

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

  • Chang Ho Ahn, Chaelin Lee, Jaeyoon Shim, Sung Hye Kong, Su-Jin Kim, Yong Hwy Kim, Kyu Eun Lee, Chan Soo Shin, Jung Hee Kim, Man Ho Choi. Metabolic changes in serum steroids for diagnosing and subtyping Cushing's syndrome. The Journal of steroid biochemistry and molecular biology. 2021 06; 210(?):105856. doi: 10.1016/j.jsbmb.2021.105856. [PMID: 33647522]
  • Stéphanie Espiard, Johanna McQueen, Mark Sherlock, Oskar Ragnarsson, Ragnhildur Bergthorsdottir, Pia Burman, Per Dahlqvist, Bertil Ekman, Britt Edén Engström, Stanko Skrtic, Jeanette Wahlberg, Paul M Stewart, Gudmundur Johannsson. Improved Urinary Cortisol Metabolome in Addison Disease: A Prospective Trial of Dual-Release Hydrocortisone. The Journal of clinical endocrinology and metabolism. 2021 03; 106(3):814-825. doi: 10.1210/clinem/dgaa862. [PMID: 33236103]
  • Joëlle C Schutten, Peter J Joris, Isidor Minović, Adrian Post, André P van Beek, Martin H de Borst, Ronald P Mensink, Stephan J L Bakker. Long-term magnesium supplementation improves glucocorticoid metabolism: A post-hoc analysis of an intervention trial. Clinical endocrinology. 2021 02; 94(2):150-157. doi: 10.1111/cen.14350. [PMID: 33030273]
  • Annet Vulto, Isidor Minović, Laura V de Vries, Arwin C Timmermans, Martijn van Faassen, Antonio W Gomes Neto, Daan J Touw, Margriet F C de Jong, André P van Beek, Robin P F Dullaart, Gerjan Navis, Ido P Kema, Stephan J L Bakker. Endogenous urinary glucocorticoid metabolites and mortality in prednisolone-treated renal transplant recipients. Clinical transplantation. 2020 04; 34(4):e13824. doi: 10.1111/ctr.13824. [PMID: 32052523]
  • Ya-Chuan Kao, Xuemei Han, Yih Hong Lee, Hiang Kwee Lee, Gia Chuong Phan-Quang, Chee Leng Lay, Howard Yi Fan Sim, Vanessa Jing Xin Phua, Li Shiuan Ng, Chee Wai Ku, Thiam Chye Tan, In Yee Phang, Nguan Soon Tan, Xing Yi Ling. Multiplex Surface-Enhanced Raman Scattering Identification and Quantification of Urine Metabolites in Patient Samples within 30 min. ACS nano. 2020 02; 14(2):2542-2552. doi: 10.1021/acsnano.0c00515. [PMID: 32049493]
  • Katarzyna Kosicka, Anna Siemiątkowska, Dąbrówka Pałka, Agata Szpera-Goździewicz, Grzegorz H Bręborowicz, Franciszek K Główka. Detailed analysis of cortisol, cortisone and their tetrahydro- and allo-tetrahydrometabolites in human urine by LC-MS/MS. Journal of pharmaceutical and biomedical analysis. 2017 Jun; 140(?):174-181. doi: 10.1016/j.jpba.2017.03.039. [PMID: 28359965]
  • Scott P Webster, Andrew McBride, Margaret Binnie, Karen Sooy, Jonathan R Seckl, Ruth Andrew, T David Pallin, Hazel J Hunt, Trevor R Perrior, Vincent S Ruffles, J William Ketelbey, Alan Boyd, Brian R Walker. Selection and early clinical evaluation of the brain-penetrant 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitor UE2343 (Xanamem™). British journal of pharmacology. 2017 03; 174(5):396-408. doi: 10.1111/bph.13699. [PMID: 28012176]
  • Luca Chiesa, Sara Panseri, Radmila Pavlovic, Francesca Tiziana Cannizzo, Bartolomeo Biolatti, Sara Divari, Roberto Villa, Francesco Arioli. HPLC-ESI-MS/MS assessment of the tetrahydro-metabolites of cortisol and cortisone in bovine urine: promising markers of dexamethasone and prednisolone treatment. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2016 Jul; 33(7):1175-89. doi: 10.1080/19440049.2016.1202453. [PMID: 27310211]
  • Judith Buehlmeier, Thomas Remer, Petra Frings-Meuthen, Christiane Maser-Gluth, Martina Heer. Glucocorticoid activity and metabolism with NaCl-induced low-grade metabolic acidosis and oral alkalization: results of two randomized controlled trials. Endocrine. 2016 Apr; 52(1):139-47. doi: 10.1007/s12020-015-0730-7. [PMID: 26349936]
  • Clemens Kamrath, Michaela F Hartmann, Claudia Boettcher, Klaus-Peter Zimmer, Stefan A Wudy. Diagnosis of 21-hydroxylase deficiency by urinary metabolite ratios using gas chromatography-mass spectrometry analysis: Reference values for neonates and infants. The Journal of steroid biochemistry and molecular biology. 2016 Feb; 156(?):10-6. doi: 10.1016/j.jsbmb.2015.10.013. [PMID: 26493852]
  • Xuejia Zhai, Fen Chen, Chaoran Zhu, Yongning Lu. A simple LC-MS/MS method for the determination of cortisol, cortisone and tetrahydro-metabolites in human urine: assay development, validation and application in depression patients. Journal of pharmaceutical and biomedical analysis. 2015 Mar; 107(?):450-5. doi: 10.1016/j.jpba.2015.01.041. [PMID: 25668797]
  • Luigi Di Luigi, Francesco Botrè, Stefania Sabatini, Massimiliano Sansone, Monica Mazzarino, Laura Guidetti, Carlo Baldari, Andrea Lenzi, Daniela Caporossi, Francesco Romanelli, Paolo Sgrò. Acute effects of physical exercise and phosphodiesterase's type 5 inhibition on serum 11β-hydroxysteroid dehydrogenases related glucocorticoids metabolites: a pilot study. Endocrine. 2014 Dec; 47(3):952-8. doi: 10.1007/s12020-014-0185-2. [PMID: 24532078]
  • Xiaoya Hu, Yan Zhao, Beitao Chen, Yuan Liang, Luxi Li, Changming Xie, Yunhui Zhang, Zhenlang Lin, Ailan Xie, Shangqin Chen. [11beta-hydroxysteroid dehydrogenase type 2 enzyme activity effect after exposures phthalate esters in maternal]. Zhonghua yu fang yi xue za zhi [Chinese journal of preventive medicine]. 2014 Sep; 48(9):800-4. doi: . [PMID: 25492292]
  • Nils Eiel Steen, Paal Methlie, Steinar Lorentzen, Ingrid Dieset, Monica Aas, Mari Nerhus, Marit Haram, Ingrid Agartz, Ingrid Melle, Jens P Berg, Ole A Andreassen. Altered systemic cortisol metabolism in bipolar disorder and schizophrenia spectrum disorders. Journal of psychiatric research. 2014 May; 52(?):57-62. doi: 10.1016/j.jpsychires.2014.01.017. [PMID: 24534618]
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  • Radmila Pavlovic, Francesca Tiziana Cannizzo, Sara Panseri, Bartolomeo Biolatti, Natasa Trutic, Pier Antonio Biondi, Luca Chiesa. Tetrahydro-metabolites of cortisol and cortisone in bovine urine evaluated by HPLC-ESI-mass spectrometry. The Journal of steroid biochemistry and molecular biology. 2013 May; 135(?):30-5. doi: 10.1016/j.jsbmb.2012.12.015. [PMID: 23291109]
  • Anil Mongia, Risa Vecker, Minu George, Anita Pandey, Hanan Tawadrous, Morris Schoeneman, Ozgul Muneyyirci-Delale, Vijaya Nacharaju, Svetlana Ten, Amrit Bhangoo. Role of 11βHSD type 2 enzyme activity in essential hypertension and children with chronic kidney disease (CKD). The Journal of clinical endocrinology and metabolism. 2012 Oct; 97(10):3622-9. doi: 10.1210/jc.2012-1411. [PMID: 22872687]
  • Norman F Taylor, Angel O K Chan. New strategies for detecting steroid metabolic disorders--paneling vs profiling. Clinical chemistry. 2012 Aug; 58(8):1262-3. doi: 10.1373/clinchem.2012.189613. [PMID: 22626831]
  • Ildikó Bíró, Anita Bufa, Ferenc Wilhelm, Zoltán Mánfai, Ferenc Kilár, Péter Miklós Gocze. Urinary steroid profile in early pregnancy after in vitro fertilization. Acta obstetricia et gynecologica Scandinavica. 2012 May; 91(5):625-9. doi: 10.1111/j.1600-0412.2012.01387.x. [PMID: 22375705]
  • Carmen Campino, Hector Quinteros, Gareth I Owen, Cristian A Carvajal, Mauricio Morales, Oliviero Olivieri, Giancesare Guidi, Giovanni Faccini, Francesco Pasini, Rene Baudrand, Oslando Padilla, Carolina Valdivia, Juan Thichauer, Carlos F Lagos, Alexis M Kalergis, Carlos E Fardella. 11β-hydroxysteroid dehydrogenase type 2 polymorphisms and activity in a Chilean essential hypertensive and normotensive cohort. American journal of hypertension. 2012 May; 25(5):597-603. doi: 10.1038/ajh.2011.263. [PMID: 22278213]
  • Yuhei Koyama, Keiko Homma, Maki Fukami, Masayuki Miwa, Kazushige Ikeda, Tsutomu Ogata, Tomonobu Hasegawa, Mitsuru Murata. Two-step biochemical differential diagnosis of classic 21-hydroxylase deficiency and cytochrome P450 oxidoreductase deficiency in Japanese infants by GC-MS measurement of urinary pregnanetriolone/ tetrahydroxycortisone ratio and 11β-hydroxyandrosterone. Clinical chemistry. 2012 Apr; 58(4):741-7. doi: 10.1373/clinchem.2011.173286. [PMID: 22273564]
  • Mark S Cooper, Hashir Kriel, Adrian Sayers, William D Fraser, Amanda M Williams, Paul M Stewart, Chris S Probert, Jonathan H Tobias. Can 11β-hydroxysteroid dehydrogenase activity predict the sensitivity of bone to therapeutic glucocorticoids in inflammatory bowel disease?. Calcified tissue international. 2011 Sep; 89(3):246-51. doi: 10.1007/s00223-011-9512-2. [PMID: 21695543]
  • Jan Idkowiak, Stephen O'Riordan, Nicole Reisch, Ewa M Malunowicz, Felicity Collins, Michiel N Kerstens, Birgit Köhler, Luitgard Margarete Graul-Neumann, Maria Szarras-Czapnik, Mehul Dattani, Martin Silink, Cedric H L Shackleton, Dominique Maiter, Nils Krone, Wiebke Arlt. Pubertal presentation in seven patients with congenital adrenal hyperplasia due to P450 oxidoreductase deficiency. The Journal of clinical endocrinology and metabolism. 2011 Mar; 96(3):E453-62. doi: 10.1210/jc.2010-1607. [PMID: 21190981]
  • D Muñoz, F Toribio, R Timón, G Olcina, J I Maynar, M Maynar. The effect of high level tennis matches on urine steroid profiles in professional tennis players. The Journal of sports medicine and physical fitness. 2010 Dec; 50(4):519-23. doi: . [PMID: 21178940]
  • Andrea Dovio, Eliana Roveda, Chiara Sciolla, Angela Montaruli, Andrea Raffaelli, Alessandro Saba, Giovanna Calogiuri, Silvia De Francia, Paolo Borrione, Piero Salvadori, Franca Carandente, Alberto Angeli. Intense physical exercise increases systemic 11beta-hydroxysteroid dehydrogenase type 1 activity in healthy adult subjects. European journal of applied physiology. 2010 Mar; 108(4):681-7. doi: 10.1007/s00421-009-1265-5. [PMID: 19902242]
  • Carmen Campino, Cristian A Carvajal, Javiera Cornejo, Betty San Martín, Oliviero Olivieri, Giancesare Guidi, Giovanni Faccini, Francesco Pasini, Javiera Sateler, Rene Baudrand, Lorena Mosso, Gareth I Owen, Alexis M Kalergis, Oslando Padilla, Carlos E Fardella. 11β-Hydroxysteroid dehydrogenase type-2 and type-1 (11β-HSD2 and 11β-HSD1) and 5β-reductase activities in the pathogenia of essential hypertension. Endocrine. 2010 Feb; 37(1):106-14. doi: 10.1007/s12020-009-9269-9. [PMID: 19882252]
  • Franciszek K Główka, Katarzyna Kosicka, Marta Karaźniewicz-Łada. HPLC method for determination of fluorescence derivatives of cortisol, cortisone and their tetrahydro- and allo-tetrahydro-metabolites in biological fluids. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Feb; 878(3-4):283-9. doi: 10.1016/j.jchromb.2009.11.016. [PMID: 20018571]
  • Anita Bufa, Ildikó Bíró, Viktória Poór, Gábor Molnár, Kálmán A Kovács, Attila Felinger, Sára Jeges, Ferenc Kilár, Péter Miklós Gocze. Altered urinary profiles of endogenous steroids in postmenopausal women with adenocarcinoma endometrii. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 2010 Jan; 26(1):10-5. doi: 10.3109/09513590903159581. [PMID: 19670000]
  • Shigeo Ikegawa, Maki Hasegawa, Rika Okihara, Chikara Shimidzu, Hitoshi Chiba, Takashi Iida, Kuniko Mitamura. Simultaneous determination of twelve tetrahydrocorticosteroid glucuronides in human urine by liquid chromatography/electrospray ionization-linear ion trap mass spectrometry. Analytical chemistry. 2009 Dec; 81(24):10124-35. doi: 10.1021/ac9018632. [PMID: 19874001]
  • V Matti Vehaskari. Heritable forms of hypertension. Pediatric nephrology (Berlin, Germany). 2009 Oct; 24(10):1929-37. doi: 10.1007/s00467-007-0537-8. [PMID: 17647025]
  • Rachel Yehuda, Linda M Bierer, Casey Sarapas, Iouri Makotkine, Ruth Andrew, Jonathan R Seckl. Cortisol metabolic predictors of response to psychotherapy for symptoms of PTSD in survivors of the World Trade Center attacks on September 11, 2001. Psychoneuroendocrinology. 2009 Oct; 34(9):1304-13. doi: 10.1016/j.psyneuen.2009.03.018. [PMID: 19411143]
  • Karsten Müssig, Thomas Remer, Andreas Fritsche, Hans-Ulrich Häring, Christiane Maser-Gluth. Urinary free cortisone, but not cortisol, is associated with urine volume in severe obesity. Steroids. 2009 Sep; 74(9):742-5. doi: 10.1016/j.steroids.2009.03.007. [PMID: 19541001]
  • Angela Cuzzola, Antonella Petri, Francesco Mazzini, Piero Salvadori. Application of hyphenated mass spectrometry techniques for the analysis of urinary free glucocorticoids. Rapid communications in mass spectrometry : RCM. 2009 Sep; 23(18):2975-82. doi: 10.1002/rcm.4214. [PMID: 19681065]
  • R Timon, G Olcina, P Tomas-Carus, D Muñoz, F Toribio, A Raimundo, M Maynar. Urinary steroid profile after the completion of concentric and concentric/eccentric trials with the same total workload. Journal of physiology and biochemistry. 2009 Jun; 65(2):105-12. doi: 10.1007/bf03179061. [PMID: 19886389]
  • Alessandro Saba, Andrea Raffaelli, Adamasco Cupisti, Antonella Petri, Claudio Marcocci, Piero Salvadori. Recent advances in the assessment of the ratios of cortisol to cortisone and of some of their metabolites in urine by LC-MS-MS. Journal of mass spectrometry : JMS. 2009 Apr; 44(4):541-8. doi: 10.1002/jms.1530. [PMID: 19097044]
  • C Buisson, C Mongongu, C Frelat, M Jean-Baptiste, J de Ceaurriz. Isotope ratio mass spectrometry analysis of the oxidation products of the main and minor metabolites of hydrocortisone and cortisone for antidoping controls. Steroids. 2009 Mar; 74(3):393-7. doi: 10.1016/j.steroids.2008.11.001. [PMID: 19056411]
  • Benedikt Römer, Sabina Lewicka, Daniel Kopf, Florian Lederbogen, Bettina Hamann, Maria Gilles, Claudia Schilling, Vera Onken, Pascal Frankhauser, Michael Deuschle. Cortisol metabolism in depressed patients and healthy controls. Neuroendocrinology. 2009; 90(3):301-6. doi: 10.1159/000235904. [PMID: 19713693]
  • Lijie Shi, Christiane Maser-Gluth, Thomas Remer. Daily urinary free cortisol and cortisone excretion is associated with urine volume in healthy children. Steroids. 2008 Dec; 73(14):1446-51. doi: 10.1016/j.steroids.2008.08.002. [PMID: 18762206]
  • R Timon, G Olcina, M Maynar, D Muñoz, M J Caballero, J I Maynar. Evaluation of urinary steroid profile in highly trained cyclists. The Journal of sports medicine and physical fitness. 2008 Dec; 48(4):530-4. doi: . [PMID: 18997659]
  • Jeremy W Tomlinson, Joanne Finney, Christopher Gay, Beverly A Hughes, Susan V Hughes, Paul M Stewart. Impaired glucose tolerance and insulin resistance are associated with increased adipose 11beta-hydroxysteroid dehydrogenase type 1 expression and elevated hepatic 5alpha-reductase activity. Diabetes. 2008 Oct; 57(10):2652-60. doi: 10.2337/db08-0495. [PMID: 18633104]
  • Kouwa Yamashita, Risa Nakagawa, Mitsunobu Okuyama, Seijiro Honma, Madoka Takahashi, Mitsuteru Numazawa. Simultaneous determination of tetrahydrocortisol, allotetrahydrocortisol and tetrahydrocortisone in human urine by liquid chromatography-electrospray ionization tandem mass spectrometry. Steroids. 2008 Aug; 73(7):727-37. doi: 10.1016/j.steroids.2008.02.009. [PMID: 18394666]
  • Rafael Timon, Guillermo Olcina, Diego Muñoz, Juan I Maynar, Maria J Caballero, Marcos Maynar. Determination of urine steroid profile in untrained men to evaluate recovery after a strength training session. Journal of strength and conditioning research. 2008 Jul; 22(4):1087-93. doi: 10.1519/jsc.0b013e31816d4542. [PMID: 18545203]
  • Karsten Müssig, Thomas Remer, Axel Haupt, Baptist Gallwitz, Andreas Fritsche, Hans-Ulrich Häring, Christiane Maser-Gluth. 11beta-hydroxysteroid dehydrogenase 2 activity is elevated in severe obesity and negatively associated with insulin sensitivity. Obesity (Silver Spring, Md.). 2008 Jun; 16(6):1256-60. doi: 10.1038/oby.2008.218. [PMID: 18421276]
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  • Barbara Hauser, Tobias Deschner, Christophe Boesch. Development of a liquid chromatography-tandem mass spectrometry method for the determination of 23 endogenous steroids in small quantities of primate urine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2008 Feb; 862(1-2):100-12. doi: 10.1016/j.jchromb.2007.11.009. [PMID: 18054529]
  • Thomas Remer, Christiane Maser-Gluth. Simultaneous measurements of urinary free cortisol and cortisone for the assessment of functional glucocorticoid activity. Clinical chemistry. 2007 Oct; 53(10):1870-1. doi: 10.1373/clinchem.2007.092031. [PMID: 17885143]
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  • Jeremy W Tomlinson, Mark Sherlock, Beverley Hughes, Susan V Hughes, Fiona Kilvington, William Bartlett, Rachel Courtney, Paul Rejto, William Carley, Paul M Stewart. Inhibition of 11beta-hydroxysteroid dehydrogenase type 1 activity in vivo limits glucocorticoid exposure to human adipose tissue and decreases lipolysis. The Journal of clinical endocrinology and metabolism. 2007 Mar; 92(3):857-64. doi: 10.1210/jc.2006-2325. [PMID: 17200165]
  • Rafael Timón Andrada, M Maynar Mariño, D Muñoz Marín, G J Olcina Camacho, M J Caballero, J I Maynar Mariño. Variations in urine excretion of steroid hormones after an acute session and after a 4-week programme of strength training. European journal of applied physiology. 2007 Jan; 99(1):65-71. doi: 10.1007/s00421-006-0319-1. [PMID: 17051372]
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  • Andrea Raffaelli, Alessandro Saba, Edda Vignali, Claudio Marcocci, Piero Salvadori. Direct determination of the ratio of tetrahydrocortisol+allo-tetrahydrocortisol to tetrahydrocortisone in urine by LC-MS-MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 Jan; 830(2):278-85. doi: 10.1016/j.jchromb.2005.11.011. [PMID: 16310418]
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