Cortexolone (BioDeep_00000003114)

 

Secondary id: BioDeep_00000405788, BioDeep_00000419331

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


(8R,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one

化学式: C21H30O4 (346.214398)
中文名称: 脱氧可的松, 可托多松
谱图信息: 最多检出来源 Homo sapiens(blood) 0.21%

分子结构信息

SMILES: CC12CCC(=O)C=C1CCC1C2CCC2(C)C1CCC2(O)C(=O)CO
InChI: InChI=1S/C21H30O4/c1-19-8-5-14(23)11-13(19)3-4-15-16(19)6-9-20(2)17(15)7-10-21(20,25)18(24)12-22/h11,15-17,22,25H,3-10,12H2,1-2H3

描述信息

Cortexolone, also known as cortodoxone or 11-deoxycortisol, belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Thus, cortexolone is considered to be a steroid molecule. Cortexolone is an endogenous glucocorticoid steroid hormone, and a metabolic intermediate in the synthesis of cortisol. It was first described by Tadeusz Reichstein in 1938 and named as Substance S. It has also been referred to as Reichsteins Substance S or Compound S. Cortexolone acts as a glucocorticoid, though it is less potent than cortisol. Cortexolone is synthesized from 17α-hydroxyprogesterone by 21-hydroxylase and is converted to cortisol by 11β-hydroxylase. As a result, the level of cortexolone is often measured in patients to diagnose impaired cortisol synthesis, to identify any enzyme deficiency that may be causing impairment along the pathway to cortisol, and to differentiate adrenal disorders. Cortexolone in mammals has limited biological activity and mainly acts as metabolic intermediate within the glucocorticoid pathway, leading to cortisol. On the other hand, in sea lampreys, cortexolone is the major glucocorticoid, with mineralocorticoid activity. Cortexolone in sea lampreys binds to specific corticosteroid receptors and is involved in intestinal osmoregulation and in sea lamprey at metamorphosis, a process in which they develop seawater tolerance before downstream migration.
Cortexolone is the precursor of cortisol. Accumulation of Cortexolone can happen in a defect known as congenital adrenal hyperplasia, which is due to 11-beta-hydroxylase deficiency, resulting in androgen excess, virilization, and hypertension. (PMID: 2022736)
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
C308 - Immunotherapeutic Agent > C574 - Immunosuppressant > C211 - Therapeutic Corticosteroid
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
Cortodoxone is a glucocorticoid that can be oxidized to cortisone (Hydrocortisone).

同义名列表

53 个代谢物同义名

(8R,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one; (1S,2R,10R,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one; 17alpha,21-Dihydroxypregn-4-ene-3,20-dione; 17alpha,21-Dihydroxy-4-pregnen-3,20-dione; 11-Desoxy-17alpha-hydroxycorticosterone; 4-Pregnene-17α,21-diol-3,20-dione; 17Α,21-dihydroxypregn-4-ene-3,20-dione; 17Α,21-dihydroxy-4-pregnen-3,20-dione; 17,21-dihydroxypregn-4-ene-3,20-dione; 20-Dione 17,21-dihydroxypregn-4-ene-3; 4-Pregnene-17alpha,21-diol-3,20-dione; 17,21-Dihydroxy-4-pregnene-3,20-dione; 17,21-Dihydroxypregn-4-en-3,20-dione; 4-Pregnen-17alpha,21-diol-3,20-dione; 11-Desoxy-17α-hydroxycorticosterone; 11-deoxy-17-hydroxy-Corticosterone; 11-Desoxy-17-hydroxycorticosterone; 4-Pregnene-17α,21-diol-3,20-dione; 17-Hydroxy-11-deoxycorticosterone; 11-Deoxy-17-hydroxycorticosterone; 17alpha,21-Dihydroxyprogesterone; 4-Pregnen-17α,21-diol-3,20-dione; 11-Deoxy-17-hydrocorticosterone; 17Α,21-dihydroxyprogesterone; 17,21-Dihydroxyprogesterone; 17α-Hydroxycortexone; Substance S, reichsteins; 17alpha-Hydroxycortexone; S, Reichsteins substance; 11-Desoxyhydrocortisone; Reichsteins substance S; Reichsteins Substance S; 11-Deoxyhydrocortisone; Reichstein substance S; Reichsteins compound S; 17Α-hydroxycortexone; 11-Desoxycortisone; 11 Desoxycortisone; 11-deoxy-Cortisol; 11-Deoxycortisone; 11 Desoxycortisol; 11-dioxy-Cortisol; 11-Desoxycortisol; 11-deoxycortisol; 11 Deoxycortisol; 11-Dioxycortisol; Reichstein S; Cortexolone; Cortodoxone; Compound S; SK&F 3050; Cortexolone; Reichstein's substance S



数据库引用编号

24 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(13)

BioCyc(0)

PlantCyc(0)

代谢反应

110 个相关的代谢反应过程信息。

Reactome(73)

BioCyc(0)

WikiPathways(3)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(34)

PharmGKB(0)

3 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

  • Kandaswamy Kalaivani, Sengottayan Senthil-Nathan, Vethamonickam Stanley-Raja, Prabhakaran Vasantha-Srinivasan. Physiological and biochemical alterations in Vigna rdiate L. triggered by sesame derived elicitors as defense mechanism against Rhizoctonia and Macrophomina infestation. Scientific reports. 2023 08; 13(1):13884. doi: 10.1038/s41598-023-39660-y. [PMID: 37620354]
  • Hannah Peterson, Leon Kircik, April W Armstrong. Individual Article: Clascoterone Cream 1\%: Mechanism of Action, Efficacy, and Safety of a Novel, First-in-Class Topical Antiandrogen Therapy for Acne. Journal of drugs in dermatology : JDD. 2023 Jun; 22(6):SF350992s7-SF350992s14. doi: . [PMID: 37276168]
  • Yu Song, Luting Nie, Dandan Wei, Pengling Liu, Keliang Fan, Li Zhang, Mian Wang, Lulu Wang, Wei Liao, Ning Kang, Qingqing Xu, Juan Wang, Zhenxing Mao, Chongjian Wang, Wenqian Huo. Serum cortisol-to-cortisone ratio and 11-deoxycortisol are associated with hypertension and blood pressure in Chinese rural population: a cross sectional study. Journal of hypertension. 2022 03; 40(3):432-440. doi: 10.1097/hjh.0000000000003028. [PMID: 34670995]
  • Parvathy Santhosh, Mamatha George. Clascoterone: a new topical anti-androgen for acne management. International journal of dermatology. 2021 Dec; 60(12):1561-1565. doi: 10.1111/ijd.15752. [PMID: 34242398]
  • Flávia A Costa-Barbosa, Valdemir M Carvalho, Kelly C Oliveira, José Gilberto H Vieira, Claudio E Kater. Reassessment of predictive values of ACTH-stimulated serum 21-deoxycortisol and 17-hydroxyprogesterone to identify CYP21A2 heterozygote carriers and nonclassic subjects. Clinical endocrinology. 2021 10; 95(4):677-685. doi: 10.1111/cen.14550. [PMID: 34231242]
  • Silvia M Albillos, Olimpio Montero, Sara Calvo, Berta Solano-Vila, José M Trejo, Esther Cubo. Plasma acyl-carnitines, bilirubin, tyramine and tetrahydro-21-deoxycortisol in Parkinson's disease and essential tremor. A case control biomarker study. Parkinsonism & related disorders. 2021 10; 91(?):167-172. doi: 10.1016/j.parkreldis.2021.09.014. [PMID: 34649109]
  • Ciaran A Shaughnessy, Stephen D McCormick. 11-Deoxycortisol is a stress responsive and gluconeogenic hormone in a jawless vertebrate, the sea lamprey (Petromyzon marinus). The Journal of experimental biology. 2021 06; 224(11):. doi: 10.1242/jeb.241943. [PMID: 34086050]
  • Simon Travers, Claire Bouvattier, Jérôme Fagart, Laetitia Martinerie, Say Viengchareun, Eric Pussard, Marc Lombès. Interaction between accumulated 21-deoxysteroids and mineralocorticoid signaling in 21-hydroxylase deficiency. American journal of physiology. Endocrinology and metabolism. 2020 02; 318(2):E102-E110. doi: 10.1152/ajpendo.00368.2019. [PMID: 31821037]
  • L I Velikanova, Z R Shafigullina, N V Vorokhobina, E V Malevanaya. Gas Chromatography-Mass Spectrometry Analysis of Urinary Steroid Metabolomics for Detection of Early Signs of Adrenal Neoplasm Malignancy in Patients with Cushing's Syndrome. Bulletin of experimental biology and medicine. 2019 Sep; 167(5):676-680. doi: 10.1007/s10517-019-04597-8. [PMID: 31630306]
  • Alessandro Mazzetti, Luigi Moro, Mara Gerloni, Martina Cartwright. Pharmacokinetic Profile, Safety, and Tolerability of Clascoterone (Cortexolone 17-alpha propionate, CB-03-01) Topical Cream, 1\% in Subjects With Acne Vulgaris: An Open-Label Phase 2a Study. Journal of drugs in dermatology : JDD. 2019 Jun; 18(6):563. doi: . [PMID: 31251549]
  • Xiao Yang, Zhenru Wang, Qian Zhang, Ran Liu, Huarong Xu, Kaishun Bi, Qing Li. The internal link of serum steroid hormones levels in insomnia, depression, and Alzheimer's disease rats: Is there an effective way to distinguish among these three diseases based on potential biomarkers?. Journal of separation science. 2019 May; 42(10):1833-1841. doi: 10.1002/jssc.201801298. [PMID: 30848087]
  • Caridad Rosette, Frances J. Agan, Alessandro Mazzetti, Luigi Moro, Mara Gerloni. Cortexolone 17α-propionate (Clascoterone) Is a Novel Androgen Receptor Antagonist that Inhibits Production of Lipids and Inflammatory Cytokines from Sebocytes In Vitro. Journal of drugs in dermatology : JDD. 2019 May; 18(5):412-418. doi: ". [PMID: 31141847]
  • Xue Liu, Jingjing Jiang, Xiaotian Liu, Zhicheng Luo, Yan Wang, Xiaokang Dong, Dandan Wei, Wenqian Huo, Songcheng Yu, Linlin Li, Shuna Jin, Chongjian Wang, Zhenxing Mao. Gender-Specific Independent and Combined Effects of the Cortisol-to-Cortisone Ratio and 11-Deoxycortisol on Prediabetes and Type 2 Diabetes Mellitus: From the Henan Rural Cohort Study. Journal of diabetes research. 2019; 2019(?):4693817. doi: 10.1155/2019/4693817. [PMID: 31281850]
  • Joanne Sloan-Lancaster, Eyas Raddad, Amy Flynt, Yan Jin, James Voelker, Jeffrey W Miller. LY3045697: Results from two randomized clinical trials of a novel inhibitor of aldosterone synthase. Journal of the renin-angiotensin-aldosterone system : JRAAS. 2017 Jul; 18(3):1470320317717883. doi: 10.1177/1470320317717883. [PMID: 28814143]
  • Christopher M Jones, Ashwini Mallappa, Nicole Reisch, Nikolaos Nikolaou, Nils Krone, Beverly A Hughes, Donna M O'Neil, Martin J Whitaker, Jeremy W Tomlinson, Karl-Heinz Storbeck, Deborah P Merke, Richard J Ross, Wiebke Arlt. Modified-Release and Conventional Glucocorticoids and Diurnal Androgen Excretion in Congenital Adrenal Hyperplasia. The Journal of clinical endocrinology and metabolism. 2017 06; 102(6):1797-1806. doi: 10.1210/jc.2016-2855. [PMID: 27845856]
  • Alexander M Clifford, Nicolas R Bury, Aaron G Schultz, James D Ede, Brendan L Goss, Greg G Goss. Regulation of plasma glucose and sulfate excretion in Pacific hagfish, Eptatretus stoutii is not mediated by 11-deoxycortisol. General and comparative endocrinology. 2017 06; 247(?):107-115. doi: 10.1016/j.ygcen.2017.01.022. [PMID: 28126345]
  • D H Abbott, B H Rayome, D A Dumesic, K C Lewis, A K Edwards, K Wallen, M E Wilson, S E Appt, J E Levine. Clustering of PCOS-like traits in naturally hyperandrogenic female rhesus monkeys. Human reproduction (Oxford, England). 2017 04; 32(4):923-936. doi: 10.1093/humrep/dex036. [PMID: 28333238]
  • Manuela Nickler, Manuel Ottiger, Christian Steuer, Alexander Kutz, Mirjam Christ-Crain, Werner Zimmerli, Robert Thomann, Claus Hoess, Christoph Henzen, Luca Bernasconi, Andreas Huber, Beat Mueller, Philipp Schuetz. Time-dependent association of glucocorticoids with adverse outcome in community-acquired pneumonia: a 6-year prospective cohort study. Critical care (London, England). 2017 03; 21(1):72. doi: 10.1186/s13054-017-1656-7. [PMID: 28335807]
  • L I Velikanova, Z R Shafigullina, A A Lisitsin, N V Vorokhobina, K Grigoryan, E A Kukhianidze, E G Strelnikova, N S Krivokhizhina, L M Krasnov, E A Fedorov, I V Sablin, A L Moskvin, E A Bessonova. Different Types of Urinary Steroid Profiling Obtained by High-Performance Liquid Chromatography and Gas Chromatography-Mass Spectrometry in Patients with Adrenocortical Carcinoma. Hormones & cancer. 2016 12; 7(5-6):327-335. doi: 10.1007/s12672-016-0267-0. [PMID: 27370636]
  • A E Kulle, F G Riepe, J Hedderich, W G Sippell, J Schmitz, L Niermeyer, P M Holterhus. LC-MS/MS based determination of basal- and ACTH-stimulated plasma concentrations of 11 steroid hormones: implications for detecting heterozygote CYP21A2 mutation carriers. European journal of endocrinology. 2015 Oct; 173(4):517-24. doi: 10.1530/eje-14-1084. [PMID: 26315375]
  • T M A Kerkhofs, M N Kerstens, I P Kema, T P Willems, H R Haak. Diagnostic Value of Urinary Steroid Profiling in the Evaluation of Adrenal Tumors. Hormones & cancer. 2015 Aug; 6(4):168-75. doi: 10.1007/s12672-015-0224-3. [PMID: 25985881]
  • Satbir Rai, András Szeitz, Brent W Roberts, Quill Christie, Wesley Didier, Junho Eom, Sang-Seon Yun, David A Close. A putative corticosteroid hormone in Pacific lamprey, Entosphenus tridentatus. General and comparative endocrinology. 2015 Feb; 212(?):178-84. doi: 10.1016/j.ygcen.2014.06.019. [PMID: 24971804]
  • Julie A Ray, Mark M Kushnir, Richard A Yost, Alan L Rockwood, A Wayne Meikle. Performance enhancement in the measurement of 5 endogenous steroids by LC-MS/MS combined with differential ion mobility spectrometry. Clinica chimica acta; international journal of clinical chemistry. 2015 Jan; 438(?):330-6. doi: 10.1016/j.cca.2014.07.036. [PMID: 25110813]
  • Diane Dufour-Rainfray, Valérie Moal, Lucie Cloix, Elisabeth Mathieu, Anne-Sophie Gauchez, Julie Brossaud, Jean-Benoît Corcuff, François Fraissinet, Christine Collet, Florence Boux de Casson, Denis Guilloteau, Patrick Emond, Pascal Reynier. [Mass spectrometry for steroid assays]. Annales de biologie clinique. 2015 Jan; 73(1):70-8. doi: 10.1684/abc.2014.0988. [PMID: 25582724]
  • Clemens Kamrath, Michaela F Hartmann, Claudia Boettcher, Stefan A Wudy. Reduced activity of 11β-hydroxylase accounts for elevated 17α-hydroxyprogesterone in preterms. The Journal of pediatrics. 2014 Aug; 165(2):280-4. doi: 10.1016/j.jpeds.2014.04.011. [PMID: 24862381]
  • Wenxian Tan, Joseph Aizen, Peter Thomas. Membrane progestin receptor alpha mediates progestin-induced sperm hypermotility and increased fertilization success in southern flounder (Paralichthys lethostigma). General and comparative endocrinology. 2014 May; 200(?):18-26. doi: 10.1016/j.ygcen.2014.02.003. [PMID: 24530629]
  • Brent W Roberts, Wes Didier, Satbir Rai, Nicholas S Johnson, Scot Libants, Sang-Seon Yun, David A Close. Regulation of a putative corticosteroid, 17,21-dihydroxypregn-4-ene,3,20-one, in sea lamprey, Petromyzon marinus. General and comparative endocrinology. 2014 Jan; 196(?):17-25. doi: 10.1016/j.ygcen.2013.11.008. [PMID: 24287339]
  • Amir Kalani, Gul Bahtiyar, Alan Sacerdote. Ashwagandha root in the treatment of non-classical adrenal hyperplasia. BMJ case reports. 2012 Sep; 2012(?):. doi: 10.1136/bcr-2012-006989. [PMID: 22987912]
  • Rachel M Genova, Margaret A Marchaterre, Rosemary Knapp, Daniel Fergus, Andrew H Bass. Glucocorticoid and androgen signaling pathways diverge between advertisement calling and non-calling fish. Hormones and behavior. 2012 Sep; 62(4):426-32. doi: 10.1016/j.yhbeh.2012.07.010. [PMID: 22884426]
  • Yasuhiro Nakamura, Juilee Rege, Fumitoshi Satoh, Ryo Morimoto, Michael R Kennedy, Clarence N Ahlem, Seijiro Honma, Hironobu Sasano, William E Rainey. Liquid chromatography-tandem mass spectrometry analysis of human adrenal vein corticosteroids before and after adrenocorticotropic hormone stimulation. Clinical endocrinology. 2012 Jun; 76(6):778-84. doi: 10.1111/j.1365-2265.2011.04316.x. [PMID: 22150161]
  • Therese Koal, Diane Schmiederer, Hai Pham-Tuan, Cornelia Röhring, Manfred Rauh. Standardized LC-MS/MS based steroid hormone profile-analysis. The Journal of steroid biochemistry and molecular biology. 2012 Apr; 129(3-5):129-38. doi: 10.1016/j.jsbmb.2011.12.001. [PMID: 22210511]
  • Gerhardt Attard, Alison H M Reid, Richard J Auchus, Beverly A Hughes, Amy Mulick Cassidy, Emilda Thompson, Nikhil Babu Oommen, Elizabeth Folkerd, Mitch Dowsett, Wiebke Arlt, Johann S de Bono. Clinical and biochemical consequences of CYP17A1 inhibition with abiraterone given with and without exogenous glucocorticoids in castrate men with advanced prostate cancer. The Journal of clinical endocrinology and metabolism. 2012 Feb; 97(2):507-16. doi: 10.1210/jc.2011-2189. [PMID: 22170708]
  • Andrea Hirsch, Dagmar Hahn, Petra Kempná, Gaby Hofer, Primus E Mullis, Jean-Marc Nuoffer, Christa E Flück. Role of AMP-activated protein kinase on steroid hormone biosynthesis in adrenal NCI-H295R cells. PloS one. 2012; 7(1):e30956. doi: 10.1371/journal.pone.0030956. [PMID: 22295121]
  • Lee Koren, Ella S M Ng, Kiran K Soma, Katherine E Wynne-Edwards. Sample preparation and liquid chromatography-tandem mass spectrometry for multiple steroids in mammalian and avian circulation. PloS one. 2012; 7(2):e32496. doi: 10.1371/journal.pone.0032496. [PMID: 22384262]
  • Nils Janzen, Stefanie Sander, Michael Terhardt, Ulrike Steuerwald, Michael Peter, Anibh M Das, Johannes Sander. Rapid steroid hormone quantification for congenital adrenal hyperplasia (CAH) in dried blood spots using UPLC liquid chromatography-tandem mass spectrometry. Steroids. 2011 Dec; 76(13):1437-42. doi: 10.1016/j.steroids.2011.07.013. [PMID: 21839763]
  • Wiebke Arlt, Michael Biehl, Angela E Taylor, Stefanie Hahner, Rossella Libé, Beverly A Hughes, Petra Schneider, David J Smith, Han Stiekema, Nils Krone, Emilio Porfiri, Giuseppe Opocher, Jerôme Bertherat, Franco Mantero, Bruno Allolio, Massimo Terzolo, Peter Nightingale, Cedric H L Shackleton, Xavier Bertagna, Martin Fassnacht, Paul M Stewart. Urine steroid metabolomics as a biomarker tool for detecting malignancy in adrenal tumors. The Journal of clinical endocrinology and metabolism. 2011 Dec; 96(12):3775-84. doi: 10.1210/jc.2011-1565. [PMID: 21917861]
  • Shou-yue Sun, Man-na Zhang, Jun Yang, Hui-jie Zhang, Jian-min Liu, Jie Hong, Guang Ning, Xiao-ying Li. [Clinical and genetic analysis of 11β-hydroxylase deficiency]. Zhonghua yi xue za zhi. 2011 Nov; 91(42):2999-3002. doi: NULL. [PMID: 22333028]
  • Min Jae Kang, Shin Mi Kim, Young Ah Lee, Choong Ho Shin, Sei Won Yang. Relationships of basal level of serum 17-hydroxyprogesterone with that of serum androstenedione and their stimulated responses to a low dose of ACTH in young adult patients with congenital adrenal hyperplasia due to 21-hydroxylase deficiency. Journal of Korean medical science. 2011 Nov; 26(11):1454-60. doi: 10.3346/jkms.2011.26.11.1454. [PMID: 22065901]
  • Vishal Gupta. Mineralocorticoid hypertension. Indian journal of endocrinology and metabolism. 2011 Oct; 15 Suppl 4(?):S298-312. doi: 10.4103/2230-8210.86972. [PMID: 22145132]
  • Phillip J Monaghan, Laura J Owen, Peter J Trainer, Georg Brabant, Brian G Keevil, Denise Darby. Comparison of serum cortisol measurement by immunoassay and liquid chromatography-tandem mass spectrometry in patients receiving the 11β-hydroxylase inhibitor metyrapone. Annals of clinical biochemistry. 2011 Sep; 48(Pt 5):441-6. doi: 10.1258/acb.2011.011014. [PMID: 21813575]
  • Rafal M Kaminski, Michael A Rogawski. 11β-Hydroxylase inhibitors protect against seizures in mice by increasing endogenous neurosteroid synthesis. Neuropharmacology. 2011 Jul; 61(1-2):133-7. doi: 10.1016/j.neuropharm.2011.03.019. [PMID: 21458468]
  • Offie P Soldin, Kepher H Makambi, Steven J Soldin, Daniel M O'Mara. Steroid hormone levels associated with passive and active smoking. Steroids. 2011 Jun; 76(7):653-9. doi: 10.1016/j.steroids.2011.02.042. [PMID: 21396948]
  • Rong Liu, Faju Chen, Kun Zou, Tangbin Yang. One-step monoclonal antibody based enzyme-linked immunosorbent assay for direct determination of cortisol in serum. Hybridoma (2005). 2011 Jun; 30(3):279-86. doi: 10.1089/hyb.2010.0115. [PMID: 21707363]
  • Kodzue Kinoshita, Sayaka Inada, Kazuya Seki, Aiko Sasaki, Natsuki Hama, Hiroshi Kusunoki. Long-term monitoring of fecal steroid hormones in female snow leopards (Panthera uncia) during pregnancy or pseudopregnancy. PloS one. 2011 May; 6(5):e19314. doi: 10.1371/journal.pone.0019314. [PMID: 21559303]
  • Patrizia Porcu, Todd K O'Buckley, Soomin C Song, Jo Lynne Harenza, Lu Lu, Xusheng Wang, Robert W Williams, Michael F Miles, A Leslie Morrow. Genetic analysis of the neurosteroid deoxycorticosterone and its relation to alcohol phenotypes: identification of QTLs and downstream gene regulation. PloS one. 2011 Apr; 6(4):e18405. doi: 10.1371/journal.pone.0018405. [PMID: 21494628]
  • Shigeru Shibata, Toshiro Fujita. The kidneys and aldosterone/mineralocorticoid receptor system in salt-sensitive hypertension. Current hypertension reports. 2011 Apr; 13(2):109-15. doi: 10.1007/s11906-010-0175-6. [PMID: 21207253]
  • D Hala, M D Overturf, L H Petersen, D B Huggett. Quantification of 2-hydrazinopyridine derivatized steroid hormones in fathead minnow (Pimephales promelas) blood plasma using LC-ESI+/MS/MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Mar; 879(9-10):591-8. doi: 10.1016/j.jchromb.2011.01.020. [PMID: 21317049]
  • Dairena Gaffney, A Forbes Howie, Anwar M El Bakkush, Thorsten M Hoffmann, J Ian Mason, A Michael Wallace, Malcolm D C Donaldson. Functional characterisation of the H365Y mutation of the 21-hydroxylase gene in congenital adrenal hyperplasia. The Journal of steroid biochemistry and molecular biology. 2011 Feb; 123(3-5):109-14. doi: 10.1016/j.jsbmb.2010.11.013. [PMID: 21134444]
  • Flaminia Fanelli, Ilaria Belluomo, Valentina D Di Lallo, Gaia Cuomo, Rosaria De Iasio, Margherita Baccini, Elena Casadio, Bruno Casetta, Valentina Vicennati, Alessandra Gambineri, Gabriele Grossi, Renato Pasquali, Uberto Pagotto. Serum steroid profiling by isotopic dilution-liquid chromatography-mass spectrometry: comparison with current immunoassays and reference intervals in healthy adults. Steroids. 2011 Feb; 76(3):244-53. doi: 10.1016/j.steroids.2010.11.005. [PMID: 21112348]
  • Ryuji Kouyama, Kiichiro Hiraishi, Toru Sugiyama, Hajime Izumiyama, Takanobu Yoshimoto, Takumi Akashi, Kazunori Kihara, Keiko Homma, Hirotaka Shibata, Yukio Hirata. Clinicopathological features, biochemical and molecular markers in 5 patients with adrenocortical carcinoma. Endocrine journal. 2011; 58(7):527-34. doi: 10.1507/endocrj.k11e-026. [PMID: 21521927]
  • Matthew D Taves, Chunqi Ma, Sarah A Heimovics, Colin J Saldanha, Kiran K Soma. Measurement of steroid concentrations in brain tissue: methodological considerations. Frontiers in endocrinology. 2011; 2(?):39. doi: 10.3389/fendo.2011.00039. [PMID: 22654806]
  • Gwen E Dressing, Yefei Pang, Jing Dong, Peter Thomas. Progestin signaling through mPRα in Atlantic croaker granulosa/theca cell cocultures and its involvement in progestin inhibition of apoptosis. Endocrinology. 2010 Dec; 151(12):5916-26. doi: 10.1210/en.2010-0165. [PMID: 20962051]
  • Flávia A Costa-Barbosa, Vânia F Tonetto-Fernandes, Valdemir M Carvalho, Odete H Nakamura, Vivian Moura, Tânia A S S Bachega, José G H Vieira, Claudio E Kater. Superior discriminating value of ACTH-stimulated serum 21-deoxycortisol in identifying heterozygote carriers for 21-hydroxylase deficiency. Clinical endocrinology. 2010 Dec; 73(6):700-6. doi: 10.1111/j.1365-2265.2010.03871.x. [PMID: 20846292]
  • L J Owen, D J Halsall, B G Keevil. Cortisol measurement in patients receiving metyrapone therapy. Annals of clinical biochemistry. 2010 Nov; 47(Pt 6):573-5. doi: 10.1258/acb.2010.010167. [PMID: 20926474]
  • Brett C McWhinney, Scott E Briscoe, Jacobus P J Ungerer, Carel J Pretorius. Measurement of cortisol, cortisone, prednisolone, dexamethasone and 11-deoxycortisol with ultra high performance liquid chromatography-tandem mass spectrometry: Application for plasma, plasma ultrafiltrate, urine and saliva in a routine laboratory. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Oct; 878(28):2863-9. doi: 10.1016/j.jchromb.2010.08.044. [PMID: 20851063]
  • David A Close, Sang-Seon Yun, Stephen D McCormick, Andrew J Wildbill, Weiming Li. 11-deoxycortisol is a corticosteroid hormone in the lamprey. Proceedings of the National Academy of Sciences of the United States of America. 2010 Aug; 107(31):13942-7. doi: 10.1073/pnas.0914026107. [PMID: 20643930]
  • H Tveiten, M Frantzen, A M Scott, A P Scott. Synthesis of 17,20beta,21-trihydroxypregn-4-en-3-one by ovaries of reproductively mature Atlantic cod Gadus morhua. Journal of fish biology. 2010 Jul; 77(1):33-53. doi: 10.1111/j.1095-8649.2010.02655.x. [PMID: 20646137]
  • Kazuhito Mizuki. [Urinary tetrahydro-11-deoxycortisol]. Nihon rinsho. Japanese journal of clinical medicine. 2010 Jul; 68 Suppl 7(?):401-3. doi: NULL. [PMID: 20960803]
  • Katja Dumic, Robert Wilson, Pavinee Thanasawat, Zorana Grubic, Vesna Kusec, Katarina Stingl, Maria I New. Steroid 11-beta hydroxylase deficiency caused by compound heterozygosity for a novel mutation in intron 7 (IVS 7 DS+4A to G) in one CYP11B1 allele and R448H in exon 8 in the other. European journal of pediatrics. 2010 Jul; 169(7):891-4. doi: 10.1007/s00431-009-1110-1. [PMID: 20024693]
  • Shih-Hua Lin, Sung-Sen Yang, Tom Chau. A practical approach to genetic hypokalemia. Electrolyte & blood pressure : E & BP. 2010 Jun; 8(1):38-50. doi: 10.5049/ebp.2010.8.1.38. [PMID: 21468196]
  • Jie Hu, Zhonghua Zhang, Wen-Jun Shen, Salman Azhar. Cellular cholesterol delivery, intracellular processing and utilization for biosynthesis of steroid hormones. Nutrition & metabolism. 2010 Jun; 7(?):47. doi: 10.1186/1743-7075-7-47. [PMID: 20515451]
  • Claudia Rossi, Lisa Calton, Gareth Hammond, Heather A Brown, A Michael Wallace, Paolo Sacchetta, Michael Morris. Serum steroid profiling for congenital adrenal hyperplasia using liquid chromatography-tandem mass spectrometry. Clinica chimica acta; international journal of clinical chemistry. 2010 Feb; 411(3-4):222-8. doi: 10.1016/j.cca.2009.11.007. [PMID: 19931522]
  • Veerasamy Sejian, Rajendra Swaroop Srivastava. Effects of Melatonin on Adrenal Cortical Functions of Indian Goats under Thermal Stress. Veterinary medicine international. 2010; 2010(?):348919. doi: 10.4061/2010/348919. [PMID: 20445781]
  • Päivi Nykänen, Kirsti Heinonen, Felix G Riepe, Wolfgang G Sippell, Raimo Voutilainen. Serum concentrations of adrenal steroids and their precursors as a measure of maturity of adrenocortical function in very premature newborns. Hormone research in paediatrics. 2010; 74(5):358-64. doi: 10.1159/000314970. [PMID: 20606393]
  • R A Alwani, W W de Herder, M O van Aken, J H van den Berge, E J Delwel, A H G Dallenga, F H De Jong, S W J Lamberts, A J van der Lely, R A Feelders. Biochemical predictors of outcome of pituitary surgery for Cushing's disease. Neuroendocrinology. 2010; 91(2):169-78. doi: 10.1159/000258677. [PMID: 19907141]
  • Alissar Nehmé, Edward K Lobenhofer, W Daniel Stamer, Jeffrey L Edelman. Glucocorticoids with different chemical structures but similar glucocorticoid receptor potency regulate subsets of common and unique genes in human trabecular meshwork cells. BMC medical genomics. 2009 Sep; 2(?):58. doi: 10.1186/1755-8794-2-58. [PMID: 19744340]
  • Julie Brossaud, Pascal Barat, Dominique Gualde, Jean-Benoît Corcuff. Cross reactions elicited by serum 17-OH progesterone and 11-desoxycortisol in cortisol assays. Clinica chimica acta; international journal of clinical chemistry. 2009 Sep; 407(1-2):72-4. doi: 10.1016/j.cca.2009.05.019. [PMID: 19481537]
  • Peter Thomas, Md Saydur Rahman. Chronic hypoxia impairs gamete maturation in Atlantic croaker induced by progestins through nongenomic mechanisms resulting in reduced reproductive success. Environmental science & technology. 2009 Jun; 43(11):4175-80. doi: 10.1021/es9000399. [PMID: 19569348]
  • Noura Meklat, Jean-Claude Tabet, Jacques de Ceaurriz. Urine ratio of tetrahydrocortisol to tetrahydrodeoxycortisol to screen for the systemic administration of cortisone and hydrocortisone. Forensic science international. 2009 Mar; 185(1-3):e13-7. doi: 10.1016/j.forsciint.2008.12.011. [PMID: 19185436]
  • Uta Ceglarek, Linda Kortz, Alexander Leichtle, Georg M Fiedler, Jürgen Kratzsch, Joachim Thiery. Rapid quantification of steroid patterns in human serum by on-line solid phase extraction combined with liquid chromatography-triple quadrupole linear ion trap mass spectrometry. Clinica chimica acta; international journal of clinical chemistry. 2009 Mar; 401(1-2):114-8. doi: 10.1016/j.cca.2008.11.022. [PMID: 19071101]
  • Masakatsu Sone, Hirotaka Shibata, Keiko Homma, Naohisa Tamura, Jun-Ichi Akahira, Satoshi Hamada, Mitsuhiko Yahata, Nobuyuki Fukui, Hiroshi Itoh, Hironobu Sasano, Kazuwa Nakao. Close examination of steroidogenesis disorders in a DOC- and progesterone-producing adrenocortical carcinoma. Endocrine. 2009 Feb; 35(1):25-33. doi: 10.1007/s12020-008-9123-5. [PMID: 18985457]
  • Eman A Hasan, David S Jessop, Lynsey L Power, Paul T Monk, John R Kirwan. Use of the dexamethasone-corticotrophin releasing hormone test to assess hypothalamic-pituitary-adrenal axis function in rheumatoid arthritis. International journal of endocrinology. 2009; 2009(?):391284. doi: 10.1155/2009/391284. [PMID: 19946428]
  • G Unal, E Erdoğan, A R Oğuz, B Kaptaner, E Kankaya, M Elp. Determination of hormones inducing oocyte maturation in Chalcalburnus tarichi (Pallas, 1811). Fish physiology and biochemistry. 2008 Dec; 34(4):447-54. doi: 10.1007/s10695-008-9203-8. [PMID: 18958601]
  • Kouwa Yamashita, Mitsunobu Okuyama, Risa Nakagawa, Seijiro Honma, Fumitoshi Satoh, Ryo Morimoto, Sadayoshi Ito, Madoka Takahashi, Mitsuteru Numazawa. Development of sensitive derivatization method for aldosterone in liquid chromatography-electrospray ionization tandem mass spectrometry of corticosteroids. Journal of chromatography. A. 2008 Jul; 1200(2):114-21. doi: 10.1016/j.chroma.2008.05.034. [PMID: 18561939]
  • Vânia Tonetto-Fernandes, Sofia H V Lemos-Marini, Maricilda P De Mello, Luciane M Ribeiro-Neto, Claudio E Kater. 21-hydroxylase deficiency transiently mimicking combined 21- and 11beta-hydroxylase deficiency. Journal of pediatric endocrinology & metabolism : JPEM. 2008 May; 21(5):487-94. doi: 10.1515/jpem.2008.21.5.487. [PMID: 18655532]
  • Marc Vinclair, Christophe Broux, Patrice Faure, Julien Brun, Céline Genty, Claude Jacquot, Olivier Chabre, Jean-François Payen. Duration of adrenal inhibition following a single dose of etomidate in critically ill patients. Intensive care medicine. 2008 Apr; 34(4):714-9. doi: 10.1007/s00134-007-0970-y. [PMID: 18092151]
  • Yuichi Kaji, Takahiro Hiraoka, Fumiki Okamoto, Hiroki Asano, Tetsuro Oshika. Comparison of triamcinolone acetonide, 11-deoxycortisol and other lipid formulae for the visualization of vitreous body in the anterior chamber after posterior capsule rupture in animal models. Acta ophthalmologica. 2008 Feb; 86(1):97-102. doi: 10.1111/j.1600-0420.2007.01058.x. [PMID: 17908254]
  • Héctor F Escobar-Morreale, Raul Sanchón, José L San Millán. A prospective study of the prevalence of nonclassical congenital adrenal hyperplasia among women presenting with hyperandrogenic symptoms and signs. The Journal of clinical endocrinology and metabolism. 2008 Feb; 93(2):527-33. doi: 10.1210/jc.2007-2053. [PMID: 18000084]
  • Jordan Dimitrakov, Hylton V Joffe, Steven J Soldin, Roger Bolus, C A Tony Buffington, J Curtis Nickel. Adrenocortical hormone abnormalities in men with chronic prostatitis/chronic pelvic pain syndrome. Urology. 2008 Feb; 71(2):261-6. doi: 10.1016/j.urology.2007.09.025. [PMID: 18308097]
  • Nils Janzen, Stefanie Sander, Michael Terhardt, Michael Peter, Johannes Sander. Fast and direct quantification of adrenal steroids by tandem mass spectrometry in serum and dried blood spots. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2008 Jan; 861(1):117-22. doi: 10.1016/j.jchromb.2007.11.006. [PMID: 18053779]
  • Ryun-Sup Ahn, Young-Jin Lee, Jun-Young Choi, Hyuk-Bang Kwon, Sae-Il Chun. Salivary cortisol and DHEA levels in the Korean population: age-related differences, diurnal rhythm, and correlations with serum levels. Yonsei medical journal. 2007 Jun; 48(3):379-88. doi: 10.3349/ymj.2007.48.3.379. [PMID: 17594144]
  • Paul Kaplowitz, Steven J Soldin. Steroid profiles in serum by liquid chromatography-tandem mass spectrometry in infants with genital hair. Journal of pediatric endocrinology & metabolism : JPEM. 2007 May; 20(5):597-605. doi: 10.1515/jpem.2007.20.5.597. [PMID: 17642420]
  • Christian Otte, Maryann Lenoci, Thomas Metzler, Rachel Yehuda, Charles R Marmar, Thomas C Neylan. Effects of metyrapone on hypothalamic-pituitary-adrenal axis and sleep in women with post-traumatic stress disorder. Biological psychiatry. 2007 Apr; 61(8):952-6. doi: 10.1016/j.biopsych.2006.08.018. [PMID: 17336940]
  • Djillali Annane, Virginie Maxime, Fidaa Ibrahim, Jean Claude Alvarez, Emuri Abe, Philippe Boudou. Diagnosis of adrenal insufficiency in severe sepsis and septic shock. American journal of respiratory and critical care medicine. 2006 Dec; 174(12):1319-26. doi: 10.1164/rccm.200509-1369oc. [PMID: 16973979]
  • Helen Imrie, Marie Freel, Bongani M Mayosi, Eleanor Davies, Robert Fraser, Mary Ingram, Heather J Cordell, Martin Farrall, Peter J Avery, Hugh Watkins, Bernard Keavney, John M C Connell. Association between aldosterone production and variation in the 11beta-hydroxylase (CYP11B1) gene. The Journal of clinical endocrinology and metabolism. 2006 Dec; 91(12):5051-6. doi: 10.1210/jc.2006-1481. [PMID: 16984984]
  • Darroch H Hall, Thahira Rahman, Peter J Avery, Bernard Keavney. INSIG-2 promoter polymorphism and obesity related phenotypes: association study in 1428 members of 248 families. BMC medical genetics. 2006 Nov; 7(?):83. doi: 10.1186/1471-2350-7-83. [PMID: 17137505]
  • Ronda Greaves, Preamrudee Poomthavorn, Margaret Zacharin. 11beta-hydroxylase deficiency masked by alternative medicines. Journal of paediatrics and child health. 2006 Oct; 42(10):652-4. doi: 10.1111/j.1440-1754.2006.00925.x. [PMID: 16972976]
  • Simon MacKenzie, Nuria Montserrat, Mario Mas, Laura Acerete, Lluis Tort, Aleksei Krasnov, Frederick W Goetz, Josep V Planas. Bacterial lipopolysaccharide induces apoptosis in the trout ovary. Reproductive biology and endocrinology : RB&E. 2006 Aug; 4(?):46. doi: 10.1186/1477-7827-4-46. [PMID: 16945135]
  • Mark M Kushnir, Alan L Rockwood, William L Roberts, Elizabeth G Pattison, William E Owen, Ashley M Bunker, A Wayne Meikle. Development and performance evaluation of a tandem mass spectrometry assay for 4 adrenal steroids. Clinical chemistry. 2006 Aug; 52(8):1559-67. doi: 10.1373/clinchem.2006.068445. [PMID: 16777916]
  • N S Sieber-Ruckstuhl, F S Boretti, M Wenger, C Maser-Gluth, C E Reusch. Cortisol, aldosterone, cortisol precursor, androgen and endogenous ACTH concentrations in dogs with pituitary-dependant hyperadrenocorticism treated with trilostane. Domestic animal endocrinology. 2006 Jul; 31(1):63-75. doi: 10.1016/j.domaniend.2005.09.004. [PMID: 16233969]
  • Vania Tonetto-Fernandes, Sofia H V Lemos-Marini, Hilton Kuperman, Luciane M Ribeiro-Neto, Ieda T N Verreschi, Claudio E Kater. Serum 21-Deoxycortisol, 17-Hydroxyprogesterone, and 11-deoxycortisol in classic congenital adrenal hyperplasia: clinical and hormonal correlations and identification of patients with 11beta-hydroxylase deficiency among a large group with alleged 21-hydroxylase deficiency. The Journal of clinical endocrinology and metabolism. 2006 Jun; 91(6):2179-84. doi: 10.1210/jc.2005-1890. [PMID: 16551734]
  • James S Davidson, Mark J Bolland, Michael S Croxson, Weldon Chiu, John G Lewis. A case of low cortisol-binding globulin: use of plasma free cortisol in interpretation of hypothalamic-pituitary-adrenal axis tests. Annals of clinical biochemistry. 2006 May; 43(Pt 3):237-9. doi: 10.1258/000456306776865241. [PMID: 16704764]
  • Polyxeni Koutkia, Jacqueline Berry, Kristina Eaton, Jeff Breu, Steven Grinspoon. Increased adrenal androgen secretion with inhibition of 11beta-hydroxylase in HIV-infected women. American journal of physiology. Endocrinology and metabolism. 2006 May; 290(5):E808-13. doi: 10.1152/ajpendo.00418.2005. [PMID: 16303845]
  • K Müssig, S Kaltenbach, C Maser-Gluth, M F Hartmann, S A Wudy, M Horger, B Gallwitz, F Raue, H-U Häring, E Schulze. Late diagnosis of congenital adrenal hyperplasia due to 21-hydroxylase deficiency. Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association. 2006 Apr; 114(4):208-14. doi: 10.1055/s-2006-924072. [PMID: 16705555]
  • Norihiro Kobayashi, Keiichi Iwakami, Shuhei Kotoshiba, Toshifumi Niwa, Yoshinori Kato, Nariyasu Mano, Junichi Goto. Immunoenzymometric assay for a small molecule,11-deoxycortisol, with attomole-range sensitivity employing an scFv-enzyme fusion protein and anti-idiotype antibodies. Analytical chemistry. 2006 Apr; 78(7):2244-53. doi: 10.1021/ac051858f. [PMID: 16579604]
  • M Hoshiro, Y Ohno, H Masaki, H Iwase, N Aoki. Comprehensive study of urinary cortisol metabolites in hyperthyroid and hypothyroid patients. Clinical endocrinology. 2006 Jan; 64(1):37-45. doi: 10.1111/j.1365-2265.2005.02412.x. [PMID: 16402926]
  • Bernard Schwartz, Alice Wysocki, Youlin Qi. Decreased response of plasma cortisol to intravenous metyrapone in ocular hypertension and primary open-angle glaucoma. Journal of glaucoma. 2005 Dec; 14(6):474-81. doi: 10.1097/01.ijg.0000185613.56168.9d. [PMID: 16276280]
  • E Endert, A Ouwehand, E Fliers, M F Prummel, W M Wiersinga. Establishment of reference values for endocrine tests. Part IV: Adrenal insufficiency. The Netherlands journal of medicine. 2005 Dec; 63(11):435-43. doi: . [PMID: 16397312]
  • John S Markowitz, C Lindsay DeVane, John G Lewis, Kenneth D Chavin, Jun-Sheng Wang, Jennifer L Donovan. Effect of Ginkgo biloba extract on plasma steroid concentrations in healthy volunteers: a pilot study. Pharmacotherapy. 2005 Oct; 25(10):1337-40. doi: 10.1592/phco.2005.25.10.1337. [PMID: 16185177]