Epiandrosterone (BioDeep_00000014335)

 

Secondary id: BioDeep_00000398248, BioDeep_00000604112

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


(1S,2S,5S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

化学式: C19H30O2 (290.224568)
中文名称: 表雄酮, 表雄甾酮, 表雄甾酮, 表雄甾酮, 表雄甾酮
谱图信息: 最多检出来源 Homo sapiens(feces) 0.79%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

Epiandrosterone. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/epiandrosterone (retrieved 2024-11-05) (BioDeep RN: BioDeep_00000014335). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1[C@]2(C)[C@@]3([H])CC[C@]4(C)C(=O)CC[C@@]4([H])[C@]3([H])CC[C@@]2([H])C[C@@H](O)C1
InChI: InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,18-,19-/m0/s1

描述信息

Epiandrosterone is a naturally occurring steroid synthesized in the adrenal cortex, gonads, brain, and gastrointestinal tract. It is less active than androsterone and excreted in small amounts in normal human urine. Epiandrosterone is a metabolite of the most abundant adrenal androgenic steroid dehydroepiandrosterone (DHEA) in young adult humans, but is not completely inactive and is considered an effector as well. Epiandrosterone is a precursor or substrate for cytochrome P450 species and enzymes (EC 1.14.13.100, 25-hydroxycholesterol 7alpha-hydroxylase) that produce 7alpha- and 7beta-hydroxylated metabolites in the human brain and other organs. These 7-hydroxylated derivatives exert anti-glucocorticoid and neuroprotective effects. (PMID: 17017935, 12475725, 15650074, 15784286) [HMDB]
Epiandrosterone is a naturally occurring steroid synthesized in the adrenal cortex, gonads, brain, and gastrointestinal tract. It is less active than androsterone and excreted in small amounts in normal human urine. Epiandrosterone is a metabolite of the most abundant adrenal androgenic steroid dehydroepiandrosterone (DHEA) in young adult humans, but is not completely inactive and is considered an effector as well. Epiandrosterone is a precursor or substrate for cytochrome P450 species and enzymes (EC 1.14.13.100, 25-hydroxycholesterol 7alpha-hydroxylase) that produce 7alpha- and 7beta-hydroxylated metabolites in the human brain and other organs. These 7-hydroxylated derivatives exert anti-glucocorticoid and neuroprotective effects (PMID: 17017935, 12475725, 15650074, 15784286).
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
CONFIDENCE standard compound; INTERNAL_ID 4168
CONFIDENCE standard compound; INTERNAL_ID 2818
Epiandrosterone is a steroid hormone with weak androgenic activity. Epiandrosterone is naturally produced by the enzyme 5α-reductase from the adrenal hormone DHEA.

同义名列表

42 个代谢物同义名

(1S,2S,5S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one; (3beta,5alpha)-3-Hydroxyandrostan-17-one; 3beta-Hydroxy-17-oxo-5alpha-androstane; 3beta-Hydroxy-5alpha-androstane-17-one; 3beta-Hydroxy-5alpha-androstan-17-one; 3beta-Hydroxyetioallocholan-17-one; (3Β,5α)-3-hydroxyandrostan-17-one; 5alpha-Androstane-3beta-ol-17-one; 3beta-OH-5alpha-Androstane-17-one; 5alpha-Androstan-3beta-ol-17-one; 5alpha-Androstan-17-one-3beta-ol; 3b-Hydroxyetioallocholan-17-one; 3Β-hydroxy-5α-androstane-17-one; 3b-Hydroxy-5a-androstane-17-one; 3b-Hydroxy-17-oxo-5a-androstane; 3Β-hydroxy-17-oxo-5α-androstane; 3Β-hydroxyetioallocholan-17-one; 3b-Hydroxy-5a-androstan-17-one; 3beta-hydroxy-androstan-17-one; 3Β-hydroxy-5α-androstan-17-one; 3beta-Hydroxyandrostan-17-one; 5Α-androstane-3β-ol-17-one; 3b-OH-5a-Androstane-17-one; 3Β-hydroxyandrostan-17-one; 5a-Androstane-3b-ol-17-one; 3Β-OH-5α-androstane-17-one; 3b-Hydroxyandrostan-17-one; 5Α-androstan-3β-ol-17-one; 5Α-androstan-17-one-3β-ol; 5a-Androstan-3b-ol-17-one; trans-Androsterone; 3beta-Androsterone; D-Epiandrosterone; 3-Epiandrosterone; Epi-androsterone; iso-Androsterone; 3Β-androsterone; 3b-Androsterone; Isoandrosterone; Epi-andosterone; Epiandrosterone; ST 19:1;O2



数据库引用编号

31 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

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

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

  • K Schuh, S Häussler, H Sadri, C Prehn, J Lintelmann, J Adamski, C Koch, D Frieten, M H Ghaffari, G Dusel, H Sauerwein. Blood and adipose tissue steroid metabolomics and mRNA expression of steroidogenic enzymes in periparturient dairy cows differing in body condition. Scientific reports. 2022 02; 12(1):2297. doi: 10.1038/s41598-022-06014-z. [PMID: 35145150]
  • Thomas Piper, Nadine Haenelt, Gregor Fusshöller, Hans Geyer, Mario Thevis. Sensitive detection of testosterone and testosterone prohormone administrations based on urinary concentrations and carbon isotope ratios of androsterone and etiocholanolone. Drug testing and analysis. 2021 Nov; 13(11-12):1835-1851. doi: 10.1002/dta.3168. [PMID: 34648228]
  • Jen-Tsan Chi, Pao-Hwa Lin, Vladimir Tolstikov, Taofik Oyekunle, Gloria C G Alvarado, Adela Ramirez-Torres, Emily Y Chen, Valerie Bussberg, Bo Chi, Bennett Greenwood, Rangaprasad Sarangarajan, Niven R Narain, Michael A Kiebish, Stephen J Freedland. The influence of low-carbohydrate diets on the metabolic response to androgen-deprivation therapy in prostate cancer. The Prostate. 2021 07; 81(10):618-628. doi: 10.1002/pros.24136. [PMID: 33949711]
  • Margarita Suárez, Kamil Makowski, Reinier Lemos, Luis Almagro, Hortensia Rodríguez, María Ángeles Herranz, Dolores Molero, Orlando Ortiz, Enrique Maroto, Fernando Albericio, Yasujiro Murata, Nazario Martín. An Androsterone-H2 @C60 hybrid: Synthesis, Properties and Molecular Docking Simulations with SARS-Cov-2. ChemPlusChem. 2021 07; 86(7):972-981. doi: 10.1002/cplu.202000770. [PMID: 33540487]
  • Mahmoud Khatib A A Al-Ruweidi, Fatma Hassan Ali, Samar Shurbaji, Anton Popelka, Huseyin C Yalcin. Dexamethasone and transdehydroandrosterone significantly reduce pulmonary epithelial cell injuries associated with mechanical ventilation. Journal of applied physiology (Bethesda, Md. : 1985). 2021 04; 130(4):1143-1151. doi: 10.1152/japplphysiol.00574.2020. [PMID: 33600286]
  • Loredana Iannella, Cristiana Colamonici, Davide Curcio, Francesco Botrè, Xavier de la Torre. Detecting the abuse of 19-norsteroids in doping controls: A new gas chromatography coupled to isotope ratio mass spectrometry method for the analysis of 19-norandrosterone and 19-noretiocholanolone. Drug testing and analysis. 2021 Apr; 13(4):770-784. doi: 10.1002/dta.2985. [PMID: 33242373]
  • R Wang, M F Hartmann, S A Wudy. Targeted LC-MS/MS analysis of steroid glucuronides in human urine. The Journal of steroid biochemistry and molecular biology. 2021 01; 205(?):105774. doi: 10.1016/j.jsbmb.2020.105774. [PMID: 33172831]
  • Dayamin Martinez-Brito, Maria Laura Notarianni, Michele Iannone, Xavier de la Torre, Francesco Botrè. Validation of steroid sulfates deconjugation for metabolic studies. Application to human urine samples. Journal of pharmacological and toxicological methods. 2020 Nov; 106(?):106938. doi: 10.1016/j.vascn.2020.106938. [PMID: 33080389]
  • Laurie De Wilde, Pieter Van Renterghem, Peter Van Eenoo, Michaël Polet. Development and validation of a fast gas chromatography combustion isotope ratio mass spectrometry method for the detection of epiandrosterone sulfate in urine. Drug testing and analysis. 2020 Aug; 12(8):1006-1018. doi: 10.1002/dta.2801. [PMID: 32267625]
  • Britton Trabert, Kara A Michels, Garnet L Anderson, Louise A Brinton, Roni T Falk, Ashley M Geczik, Holly R Harris, Kathy Pan, Ruth M Pfeiffer, Lihong Qi, Thomas Rohan, Nicolas Wentzensen, Xia Xu. Circulating androgens and postmenopausal ovarian cancer risk in the Women's Health Initiative Observational Study. International journal of cancer. 2019 10; 145(8):2051-2060. doi: 10.1002/ijc.32157. [PMID: 30684389]
  • Markus H Drag, Lisette J A Kogelman, Hanne Maribo, Lene Meinert, Preben D Thomsen, Haja N Kadarmideen. Characterization of eQTLs associated with androstenone by RNA sequencing in porcine testis. Physiological genomics. 2019 Oct; 51(10):488-499. doi: 10.1152/physiolgenomics.00125.2018. [PMID: 31373884]
  • Sook Wah Yee, Adrian Stecula, Huan-Chieh Chien, Ling Zou, Elena V Feofanova, Marjolein van Borselen, Kit Wun Kathy Cheung, Noha A Yousri, Karsten Suhre, Jason M Kinchen, Eric Boerwinkle, Roshanak Irannejad, Bing Yu, Kathleen M Giacomini. Unraveling the functional role of the orphan solute carrier, SLC22A24 in the transport of steroid conjugates through metabolomic and genome-wide association studies. PLoS genetics. 2019 09; 15(9):e1008208. doi: 10.1371/journal.pgen.1008208. [PMID: 31553721]
  • Francisco Cortés-Benítez, Jenny Roy, Martin Perreault, René Maltais, Donald Poirier. A- and D-Ring Structural Modifications of an Androsterone Derivative Inhibiting 17β-Hydroxysteroid Dehydrogenase Type 3: Chemical Synthesis and Structure-Activity Relationships. Journal of medicinal chemistry. 2019 08; 62(15):7070-7088. doi: 10.1021/acs.jmedchem.9b00624. [PMID: 31268309]
  • Xavier de la Torre, Daniel Jardines, Davide Curcio, Cristiana Colamonici, Francesco Botrè. Isotope ratio mass spectrometry in antidoping analysis: The use of endogenous reference compounds. Rapid communications in mass spectrometry : RCM. 2019 Mar; 33(6):579-586. doi: 10.1002/rcm.8377. [PMID: 30589473]
  • Stacey S Cherny, Maxim B Freidin, Frances M K Williams, Gregory Livshits. The analysis of causal relationships between blood lipid levels and BMD. PloS one. 2019; 14(2):e0212464. doi: 10.1371/journal.pone.0212464. [PMID: 30794634]
  • J Vitku, L Kolatorova, C Ricco, C Ferroud, O Hennebert, T Skodova, J Heracek, L Starka. The quantitation of 7beta-hydroxy-epiandrosterone in the plasma and seminal plasma of men with different degrees of fertility. Physiological research. 2018 11; 67(Suppl 3):S511-S519. doi: 10.33549/physiolres.933963. [PMID: 30484677]
  • Sergi Coll, Xavier Matabosch, Lorena Garrostas, Nuria Monfort, Clara Perez-Maña, Nieves Pizarro, Julián A Mateus, Mohammed Ezzel, Rafael de la Torre, Rosa Ventura. The effect of tea consumption on the steroid profile. Drug testing and analysis. 2018 Sep; 10(9):1438-1447. doi: 10.1002/dta.2392. [PMID: 29659189]
  • Heidi Laderoute, Christine Bone, E James Squires. The sulfoconjugation of androstenone and dehydroepiandrosterone by human and porcine sulfotransferase enzymes. Steroids. 2018 08; 136(?):8-16. doi: 10.1016/j.steroids.2018.05.010. [PMID: 29792900]
  • Luboslav Stárka, Martin Hill, Lucie Kolatorova, Michaela Dušková. Androst-5-ene-3β,7α/β,17β-triols, their plasma levels and dependence on the hypothalamic-pituitary-adrenal axis. Steroids. 2018 06; 134(?):88-95. doi: 10.1016/j.steroids.2018.02.005. [PMID: 29477344]
  • Sasha Savkovic, Sarina Lim, Veena Jayadev, Ann Conway, Leo Turner, Douglas Curtis, Catrin Goebel, David J Handelsman. Urine and Serum Sex Steroid Profile in Testosterone-Treated Transgender and Hypogonadal and Healthy Control Men. The Journal of clinical endocrinology and metabolism. 2018 06; 103(6):2277-2283. doi: 10.1210/jc.2018-00054. [PMID: 29584875]
  • Takahiro Maeda, Eiji Kikuchi, Masanori Hasegawa, Keiko Homma, Yota Yasumizu, Seiya Hattori, Takeo Kosaka, Kazunobu Shinoda, Akira Miyajima, Mototsugu Oya. Change of the 5α/5β ratio of urinary steroid metabolites in benign prostatic hyperplasia patients treated with dutasteride. Clinical biochemistry. 2018 May; 55(?):36-41. doi: 10.1016/j.clinbiochem.2018.03.021. [PMID: 29608891]
  • Clemens Kamrath, Lisa Wettstaedt, Claudia Boettcher, Michaela F Hartmann, Stefan A Wudy. Androgen excess is due to elevated 11-oxygenated androgens in treated children with congenital adrenal hyperplasia. The Journal of steroid biochemistry and molecular biology. 2018 04; 178(?):221-228. doi: 10.1016/j.jsbmb.2017.12.016. [PMID: 29277706]
  • Yuyong Ke, Alain Bélanger, Jean-Nicolas Simard, Renaud Gonthier, Céline Martel, Mario Vaillancourt, Fernand Labrie. Concentration range of serum sex steroids in normal postmenopausal women and those with diagnosis of vulvovaginal atrophy. Menopause (New York, N.Y.). 2018 03; 25(3):293-300. doi: 10.1097/gme.0000000000000993. [PMID: 29206779]
  • Brittany L Mason, Erin Van Enkevort, Francesca Filbey, Christine E Marx, John Park, Alyson Nakamura, Prabha Sunderajan, E Sherwood Brown. Neurosteroid Levels in Patients With Bipolar Disorder and a History of Cannabis Use Disorders. Journal of clinical psychopharmacology. 2017 Dec; 37(6):684-688. doi: 10.1097/jcp.0000000000000793. [PMID: 29045302]
  • Wadha Abushareeda, Emmanouil Lyris, Suhail Kraiem, Aisha Al Wahaibi, Sameera Alyazidi, Najib Dbes, Arjen Lommen, Michel Nielen, Peter L Horvatovich, Mohammed Alsayrafi, Costas Georgakopoulos. Gas chromatographic quadrupole time-of-flight full scan high resolution mass spectrometric screening of human urine in antidoping analysis. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Sep; 1063(?):74-83. doi: 10.1016/j.jchromb.2017.08.019. [PMID: 28850889]
  • 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]
  • Jelle Vehof, Pirro G Hysi, Christopher J Hammond. A Metabolome-Wide Study of Dry Eye Disease Reveals Serum Androgens as Biomarkers. Ophthalmology. 2017 04; 124(4):505-511. doi: 10.1016/j.ophtha.2016.12.011. [PMID: 28139245]
  • Maureen D'Souza-Anjo, Bruce W Christensen, Kristin Brabender, Waltraut Zimmermann, Philip H Kass, Franz Schwarzenberger. A comparison of fecal steroid metabolite concentrations between harem and bachelor stallions in a free-Ranging population of przewalski's horses (Equus ferus przewalskii). Zoo biology. 2017 Mar; 36(2):127-131. doi: 10.1002/zoo.21348. [PMID: 28114737]
  • Yuyong Ke, Renaud Gonthier, Fernand Labrie. A sensitive and accurate LC-MS/MS assay with the derivatization of 1-Amino-4-methylpiperazine applied to serum allopregnanolone, pregnenolone and androsterone in pre- and postmenopausal women. Steroids. 2017 02; 118(?):25-31. doi: 10.1016/j.steroids.2016.11.007. [PMID: 27913096]
  • Cristina C Jacob, Gaud Dervilly-Pinel, Yoann Deceuninck, Audrey Gicquiau, Patrick Chevillon, Michel Bonneau, Bruno Le Bizec. Urinary signature of pig carcasses with boar taint by liquid chromatography-high-resolution mass spectrometry. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2017 Feb; 34(2):218-227. doi: 10.1080/19440049.2016.1265152. [PMID: 27885948]
  • Clemens Kamrath, Lisa Wettstaedt, Claudia Boettcher, Michaela F Hartmann, Stefan A Wudy. The urinary steroidome of treated children with classic 21-hydroxylase deficiency. The Journal of steroid biochemistry and molecular biology. 2017 01; 165(Pt B):396-406. doi: 10.1016/j.jsbmb.2016.08.006. [PMID: 27544322]
  • Sara Corral, Carmela Belloch, José Javier López-Díez, Ana Salvador, Mónica Flores. Yeast inoculation as a strategy to improve the physico-chemical and sensory properties of reduced salt fermented sausages produced with entire male fat. Meat science. 2017 Jan; 123(?):1-7. doi: 10.1016/j.meatsci.2016.08.007. [PMID: 27579788]
  • Aristotelis Kotronoulas, Alex Gomez-Gomez, Jordi Segura, Rosa Ventura, Jesús Joglar, Oscar J Pozo. Evaluation of two glucuronides resistant to enzymatic hydrolysis as markers of testosterone oral administration. The Journal of steroid biochemistry and molecular biology. 2017 01; 165(Pt B):212-218. doi: 10.1016/j.jsbmb.2016.06.006. [PMID: 27328448]
  • Nasser A Dhayat, Bernhard Dick, Brigitte M Frey, Claudia H d'Uscio, Bruno Vogt, Christa E Flück. Androgen biosynthesis during minipuberty favors the backdoor pathway over the classic pathway: Insights into enzyme activities and steroid fluxes in healthy infants during the first year of life from the urinary steroid metabolome. The Journal of steroid biochemistry and molecular biology. 2017 01; 165(Pt B):312-322. doi: 10.1016/j.jsbmb.2016.07.009. [PMID: 27471148]
  • Alessandro Casilli, Thomas Piper, Fábio Azamor de Oliveira, Monica Costa Padilha, Henrique Marcelo Pereira, Mario Thevis, Francisco Radler de Aquino Neto. Optimization of an online heart-cutting multidimensional gas chromatography clean-up step for isotopic ratio mass spectrometry and simultaneous quadrupole mass spectrometry measurements of endogenous anabolic steroid in urine. Drug testing and analysis. 2016 Nov; 8(11-12):1204-1211. doi: 10.1002/dta.2119. [PMID: 27739243]
  • Geoffrey D Miller, Vinod Nair, M Scott Morrison, Maggie Summers, Stuart E Willick, Daniel Eichner. Intranasal delivery of Natesto® testosterone gel and its effects on doping markers. Drug testing and analysis. 2016 Nov; 8(11-12):1197-1203. doi: 10.1002/dta.2106. [PMID: 27714988]
  • Brian R Stolze, Verena Gounden, Jianghong Gu, Elizabeth A Elliott, Likhona S Masika, Brent S Abel, Deborah P Merke, Monica C Skarulis, Steven J Soldin. An improved micro-method for the measurement of steroid profiles by APPI-LC-MS/MS and its use in assessing diurnal effects on steroid concentrations and optimizing the diagnosis and treatment of adrenal insufficiency and CAH. The Journal of steroid biochemistry and molecular biology. 2016 09; 162(?):110-6. doi: 10.1016/j.jsbmb.2015.12.024. [PMID: 26721696]
  • Pedro E Martinez, David R Rubinow, Lynnette K Nieman, Deloris E Koziol, A Leslie Morrow, Crystal E Schiller, Dahima Cintron, Karla D Thompson, Khursheed K Khine, Peter J Schmidt. 5α-Reductase Inhibition Prevents the Luteal Phase Increase in Plasma Allopregnanolone Levels and Mitigates Symptoms in Women with Premenstrual Dysphoric Disorder. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology. 2016 Mar; 41(4):1093-102. doi: 10.1038/npp.2015.246. [PMID: 26272051]
  • Susanne Pribbenow, Bettina Wachter, Carsten Ludwig, Annika Weigold, Martin Dehnhard. Validation of an enzyme-immunoassay for the non-invasive monitoring of faecal testosterone metabolites in male cheetahs (Acinonyx jubatus). General and comparative endocrinology. 2016 Mar; 228(?):40-47. doi: 10.1016/j.ygcen.2016.01.015. [PMID: 26828820]
  • Ines Braga Goncalves, Michael Heistermann, Peter Santema, Ben Dantzer, Jelena Mausbach, Andre Ganswindt, Marta B Manser. Validation of a Fecal Glucocorticoid Assay to Assess Adrenocortical Activity in Meerkats Using Physiological and Biological Stimuli. PloS one. 2016; 11(4):e0153161. doi: 10.1371/journal.pone.0153161. [PMID: 27077741]
  • Miguel Debono, Ashwini Mallappa, Verena Gounden, Aikaterini A Nella, Robert F Harrison, Christopher A Crutchfield, Peter S Backlund, Steven J Soldin, Richard J Ross, Deborah P Merke. Hormonal circadian rhythms in patients with congenital adrenal hyperplasia: identifying optimal monitoring times and novel disease biomarkers. European journal of endocrinology. 2015 Dec; 173(6):727-37. doi: 10.1530/eje-15-0064. [PMID: 26340969]
  • Rivka Ben Dor, Christine E Marx, Lawrence J Shampine, David R Rubinow, Peter J Schmidt. DHEA metabolism to the neurosteroid androsterone: a possible mechanism of DHEA's antidepressant action. Psychopharmacology. 2015 Sep; 232(18):3375-83. doi: 10.1007/s00213-015-3991-1. [PMID: 26105109]
  • Juha P Ahtiainen, Kai Nyman, Ilpo Huhtaniemi, Tapani Parviainen, Mika Helste, Antti Rannikko, William J Kraemer, Keijo Häkkinen. Effects of resistance training on testosterone metabolism in younger and older men. Experimental gerontology. 2015 Sep; 69(?):148-58. doi: 10.1016/j.exger.2015.06.010. [PMID: 26079649]
  • Yuyong Ke, Renaud Gonthier, Maxim Isabelle, Jonathan Bertin, Jean-Nicolas Simard, Alain Y Dury, Fernand Labrie. A rapid and sensitive UPLC-MS/MS method for the simultaneous quantification of serum androsterone glucuronide, etiocholanolone glucuronide, and androstan-3α, 17β diol 17-glucuronide in postmenopausal women. The Journal of steroid biochemistry and molecular biology. 2015 May; 149(?):146-52. doi: 10.1016/j.jsbmb.2015.02.009. [PMID: 25701608]
  • Alain Y Dury, Yuyong Ke, Renaud Gonthier, Maxim Isabelle, Jean-Nicolas Simard, Fernand Labrie. Validated LC-MS/MS simultaneous assay of five sex steroid/neurosteroid-related sulfates in human serum. The Journal of steroid biochemistry and molecular biology. 2015 May; 149(?):1-10. doi: 10.1016/j.jsbmb.2015.01.006. [PMID: 25595042]
  • Aristotelis Kotronoulas, Andreu Fabregat, Ignacio Alfonso, Teodor Parella, Jordi Segura, Rosa Ventura, Jesús Joglar, Oscar J Pozo. Synthesis and characterization of 6β-hydroxyandrosterone and 6β-hydroxyetiocholanolone conjugated with glucuronic acid. Drug testing and analysis. 2015 Mar; 7(3):247-52. doi: 10.1002/dta.1738. [PMID: 25363899]
  • Sarah Wåhlin-Jacobsen, Anette Tønnes Pedersen, Ellids Kristensen, Nanna Cassandra Laessøe, Marika Lundqvist, Arieh S Cohen, David M Hougaard, Annamaria Giraldi. Is there a correlation between androgens and sexual desire in women?. The journal of sexual medicine. 2015 Feb; 12(2):358-73. doi: 10.1111/jsm.12774. [PMID: 25475395]
  • Susanne Pribbenow, Marion L East, Andre Ganswindt, Adrian S W Tordiffe, Heribert Hofer, Martin Dehnhard. Measuring Faecal Epi-Androsterone as an Indicator of Gonadal Activity in Spotted Hyenas (Crocuta crocuta). PloS one. 2015; 10(6):e0128706. doi: 10.1371/journal.pone.0128706. [PMID: 26107516]
  • Richard J Auchus, Elizabeth O Buschur, Alice Y Chang, Gary D Hammer, Carole Ramm, David Madrigal, George Wang, Martha Gonzalez, Xu Steven Xu, Johan W Smit, James Jiao, Margaret K Yu. Abiraterone acetate to lower androgens in women with classic 21-hydroxylase deficiency. The Journal of clinical endocrinology and metabolism. 2014 Aug; 99(8):2763-70. doi: 10.1210/jc.2014-1258. [PMID: 24780050]
  • Ralf R Henkel, Ruxiang Wang, Susan H Bassett, Tao Chen, Na Liu, Ying Zhu, Mohd Ismail Tambi. Tongkat Ali as a potential herbal supplement for physically active male and female seniors--a pilot study. Phytotherapy research : PTR. 2014 Apr; 28(4):544-50. doi: 10.1002/ptr.5017. [PMID: 23754792]
  • Jorge Granados, Trevor L Gillum, Kevin M Christmas, Matthew R Kuennen. Prohormone supplement 3β-hydroxy-5α-androst-1-en-17-one enhances resistance training gains but impairs user health. Journal of applied physiology (Bethesda, Md. : 1985). 2014 Mar; 116(5):560-9. doi: 10.1152/japplphysiol.00616.2013. [PMID: 24381122]
  • A Prunier, A Brillouët, E Merlot, M C Meunier-Salaün, C Tallet. Influence of housing and season on pubertal development, boar taint compounds and skin lesions of male pigs. Animal : an international journal of animal bioscience. 2013 Dec; 7(12):2035-43. doi: 10.1017/s1751731113001596. [PMID: 24047862]
  • Nicholas Wicks, Spencer Crouch, Christopher A Pearl. Effects of Improvac and Bopriva on the testicular function of boars ten weeks after immunization. Animal reproduction science. 2013 Nov; 142(3-4):149-59. doi: 10.1016/j.anireprosci.2013.09.017. [PMID: 24139761]
  • Elisabeth Altmaier, Rebecca T Emeny, Jan Krumsiek, Maria E Lacruz, Karoline Lukaschek, Sibylle Häfner, Gabi Kastenmüller, Werner Römisch-Margl, Cornelia Prehn, Robert P Mohney, Anne M Evans, Michael V Milburn, Thomas Illig, Jerzy Adamski, Fabian Theis, Karsten Suhre, Karl-Heinz Ladwig. Metabolomic profiles in individuals with negative affectivity and social inhibition: a population-based study of Type D personality. Psychoneuroendocrinology. 2013 Aug; 38(8):1299-309. doi: 10.1016/j.psyneuen.2012.11.014. [PMID: 23237813]
  • Miki Bloch, Hadas Meiboom, Inbar Zaig, Shaul Schreiber, Liora Abramov. The use of dehydroepiandrosterone in the treatment of hypoactive sexual desire disorder: a report of gender differences. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology. 2013 Aug; 23(8):910-8. doi: 10.1016/j.euroneuro.2012.09.004. [PMID: 23084789]
  • Brian D Ahrens, Anthony W Butch. Carbon isotope ratio mass spectrometry for detection of endogenous steroid use: a testing strategy. Drug testing and analysis. 2013 Jul; 5(7):534-40. doi: 10.1002/dta.1447. [PMID: 23303562]
  • Gregori Casals, Josep Marcos, Óscar J Pozo, Paula Aguilera, Carmen Herrero, Jordi To-Figueras. Gas chromatography-mass spectrometry profiling of steroids in urine of patients with acute intermittent porphyria. Clinical biochemistry. 2013 Jun; 46(9):819-24. doi: 10.1016/j.clinbiochem.2013.03.001. [PMID: 23499585]
  • Ines Fürtbauer, Michael Heistermann, Oliver Schülke, Julia Ostner. Brief communication: female fecal androgens prior to the mating season reflect readiness to conceive in reproductively quiescent wild macaques. American journal of physical anthropology. 2013 Jun; 151(2):311-5. doi: 10.1002/ajpa.22273. [PMID: 23588998]
  • Siri Lervik, Irma Oskam, Anette Krogenæs, Øystein Andresen, Ellen Dahl, Henning Andreas Haga, Håvard Tajet, Ingrid Olsaker, Erik Ropstad. Androstenone and testosterone levels and testicular morphology of Duroc boars related to estimated breeding value for androstenone. Theriogenology. 2013 Apr; 79(6):986-94. doi: 10.1016/j.theriogenology.2013.01.023. [PMID: 23434359]
  • Nicole Reisch, Jan Idkowiak, Beverly A Hughes, Hannah E Ivison, Omar A Abdul-Rahman, Laura G Hendon, Ann Haskins Olney, Shelly Nielsen, Rachel Harrison, Edward M Blair, Vivek Dhir, Nils Krone, Cedric H L Shackleton, Wiebke Arlt. Prenatal diagnosis of congenital adrenal hyperplasia caused by P450 oxidoreductase deficiency. The Journal of clinical endocrinology and metabolism. 2013 Mar; 98(3):E528-36. doi: 10.1210/jc.2012-3449. [PMID: 23365120]
  • Ethel Codner, Germán Iñíguez, Patricia López, Verónica Mujica, Francisca C Eyzaguirre, Sylvia Asenjo, Isabel Torrealba, Fernando Cassorla. Metformin for the treatment of hyperandrogenism in adolescents with type 1 diabetes mellitus. Hormone research in paediatrics. 2013; 80(5):343-9. doi: 10.1159/000355513. [PMID: 24280743]
  • Frank González, John P Kirwan, Neal S Rote, Judi Minium. Elevated circulating levels of tissue factor in polycystic ovary syndrome. Clinical and applied thrombosis/hemostasis : official journal of the International Academy of Clinical and Applied Thrombosis/Hemostasis. 2013 Jan; 19(1):66-72. doi: 10.1177/1076029612436673. [PMID: 22327820]
  • Daniela Choukair, Felix Beuschlein, Oliver Zwermann, Stefan A Wudy, Sabine Haufe, Stefan Holland-Cunz, Markus Bettendorf. Virilization of a young girl caused by concomitant ectopic and intra-adrenal adenomas of the adrenal cortex. Hormone research in paediatrics. 2013; 79(5):318-22. doi: 10.1159/000350244. [PMID: 23711916]
  • Ellaine Munton, Fong-Ha Liu, E John Murby, D Brynn Hibbert. Certification of steroid carbon isotope ratios in a freeze-dried human urine reference material. Drug testing and analysis. 2012 Dec; 4(12):928-33. doi: 10.1002/dta.1366. [PMID: 22544546]
  • Martin Skrlep, Nina Batorek, Michel Bonneau, Gregor Fazarinc, Blaž Segula, Marjeta Candek-Potokar. Elevated fat skatole levels in immunocastrated, surgically castrated and entire male pigs with acute dysentery. Veterinary journal (London, England : 1997). 2012 Dec; 194(3):417-9. doi: 10.1016/j.tvjl.2012.04.013. [PMID: 22613221]
  • Thomas Piper, Andreas Thomas, Mario Thevis, Martial Saugy. Investigations on hydrogen isotope ratios of endogenous urinary steroids: reference-population-based thresholds and proof-of-concept. Drug testing and analysis. 2012 Sep; 4(9):717-27. doi: 10.1002/dta.1416. [PMID: 22991188]
  • Pieter Van Renterghem, Michael Polet, Lance Brooker, Wim Van Gansbeke, Peter Van Eenoo. Development of a GC/C/IRMS method--confirmation of a novel steroid profiling approach in doping control. Steroids. 2012 Sep; 77(11):1050-60. doi: 10.1016/j.steroids.2012.05.009. [PMID: 22728892]
  • Serkan Erdal. Androsterone-induced molecular and physiological changes in maize seedlings in response to chilling stress. Plant physiology and biochemistry : PPB. 2012 Aug; 57(?):1-7. doi: 10.1016/j.plaphy.2012.04.016. [PMID: 22634365]
  • Martin Krøyer Rasmussen, Carl Brunius, Bo Ekstrand, Galia Zamaratskaia. Expression of hepatic 3β-hydroxysteroid dehydrogenase and sulfotransferase 2A1 in entire and castrated male pigs. Molecular biology reports. 2012 Aug; 39(8):7927-32. doi: 10.1007/s11033-012-1637-5. [PMID: 22544608]
  • 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]
  • Yan Ding, Jing He, Jian-Ping Guo, Yi-Jun Dai, Chun Li, Min Feng, Ru Li, Zhan-Guo Li. Gender differences are associated with the clinical features of systemic lupus erythematosus. Chinese medical journal. 2012 Jul; 125(14):2477-81. doi: NULL. [PMID: 22882925]
  • Bhowmik Salil Kumar, Bong Chul Chung, Oh-Seung Kwon, Byung Hwa Jung. Discovery of common urinary biomarkers for hepatotoxicity induced by carbon tetrachloride, acetaminophen and methotrexate by mass spectrometry-based metabolomics. Journal of applied toxicology : JAT. 2012 Jul; 32(7):505-20. doi: 10.1002/jat.1746. [PMID: 22131085]
  • Martin Krøyer Rasmussen, Carl Brunius, Galia Zamaratskaia, Bo Ekstrand. Feeding dried chicory root to pigs decrease androstenone accumulation in fat by increasing hepatic 3β hydroxysteroid dehydrogenase expression. The Journal of steroid biochemistry and molecular biology. 2012 May; 130(1-2):90-5. doi: 10.1016/j.jsbmb.2012.01.003. [PMID: 22353548]
  • 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]
  • 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]
  • Liping Ma, Jianguo Sun, Ying Peng, Rong Zhang, Feng Shao, Xiaoling Hu, Jianping Zhu, Xiaojin Wang, Xuefang Cheng, Yinci Zhu, Ping Wan, Dong Feng, Hui Wu, Guangji Wang. Glucuronidation of edaravone by human liver and kidney microsomes: biphasic kinetics and identification of UGT1A9 as the major UDP-glucuronosyltransferase isoform. Drug metabolism and disposition: the biological fate of chemicals. 2012 Apr; 40(4):734-41. doi: 10.1124/dmd.111.043356. [PMID: 22238289]
  • Serkan Erdal. Exogenous mammalian sex hormones mitigate inhibition in growth by enhancing antioxidant activity and synthesis reactions in germinating maize seeds under salt stress. Journal of the science of food and agriculture. 2012 Mar; 92(4):839-43. doi: 10.1002/jsfa.4655. [PMID: 21953570]
  • Joan Pitkin. Alternative and complementary therapies for the menopause. Menopause international. 2012 Mar; 18(1):20-7. doi: 10.1258/mi.2012.012001. [PMID: 22393177]
  • Clemens Kamrath, Ze'ev Hochberg, Michaela F Hartmann, Thomas Remer, Stefan A Wudy. Increased activation of the alternative "backdoor" pathway in patients with 21-hydroxylase deficiency: evidence from urinary steroid hormone analysis. The Journal of clinical endocrinology and metabolism. 2012 Mar; 97(3):E367-75. doi: 10.1210/jc.2011-1997. [PMID: 22170725]
  • Ines Fürtbauer, Michael Heistermann, Oliver Schülke, Julia Ostner. Brief communication: Fecal androgen excretion and fetal sex effects during gestation in wild Assamese macaques (Macaca assamensis). American journal of physical anthropology. 2012 Feb; 147(2):334-9. doi: 10.1002/ajpa.21646. [PMID: 22183710]
  • M Dušková, K Simůnková, M Hill, M Velíková, J Kubátová, L Kancheva, H Kazihnitková, H Hruškovičová, H Pospíšilová, B Rácz, M Salátová, V Cirmanová, E Králíková, L Stárka, A Pařízek. Chronic cigarette smoking alters circulating sex hormones and neuroactive steroids in premenopausal women. Physiological research. 2012; 61(1):97-111. doi: 10.33549/physiolres.932164. [PMID: 22188108]
  • M H Blokland, E F Van Tricht, H J Van Rossum, S S Sterk, M W F Nielen. Endogenous steroid profiling by gas chromatography-tandem mass spectrometry and multivariate statistics for the detection of natural hormone abuse in cattle. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2012; 29(7):1030-45. doi: 10.1080/19440049.2012.675593. [PMID: 22651818]
  • Rahmi Dumlupinar, Mucip Genisel, Serkan Erdal, Turgay Korkut, M Sinan Taspinar, Mesut Taskin. Effects of progesterone, β-estradiol, and androsterone on the changes of inorganic element content in barley leaves. Biological trace element research. 2011 Dec; 143(3):1740-5. doi: 10.1007/s12011-011-8980-6. [PMID: 21279464]
  • S Lignitz, C J Partsch, S A Wudy, M F Hartmann, J Pohlenz. Clinical and metabolic findings in a 6-year-old boy with a Leydig cell tumour. Acta paediatrica (Oslo, Norway : 1992). 2011 Dec; 100(12):e280-2. doi: 10.1111/j.1651-2227.2011.02338.x. [PMID: 21535128]
  • Per Johansson, Jan-Ove Johansson, Fernand Labrie, Niklas Mattsson, Oskar Hansson, Kaj Blennow, Henrik Zetterberg, Anders Wallin, Claes Ohlsson, Johan Svensson. Mild dementia is associated with increased adrenal secretion of cortisol and precursor sex steroids in women. Clinical endocrinology. 2011 Sep; 75(3):301-8. doi: 10.1111/j.1365-2265.2011.04082.x. [PMID: 21521348]
  • Kunju Sathishkumar, Rebekah Elkins, Vijayakumar Chinnathambi, Haijun Gao, Gary D V Hankins, Chandra Yallampalli. Prenatal testosterone-induced fetal growth restriction is associated with down-regulation of rat placental amino acid transport. Reproductive biology and endocrinology : RB&E. 2011 Aug; 9(?):110. doi: 10.1186/1477-7827-9-110. [PMID: 21812961]
  • M K Rasmussen, G Zamaratskaia, B Ekstrand. Gender-related differences in cytochrome P450 in porcine liver--implication for activity, expression and inhibition by testicular steroids. Reproduction in domestic animals = Zuchthygiene. 2011 Aug; 46(4):616-23. doi: 10.1111/j.1439-0531.2010.1714.x. [PMID: 21091800]
  • Marta Berra, Emma L Williams, Barbara Muroni, Sarah M Creighton, John W Honour, Gill Rumsby, Gerard S Conway. Recognition of 5α-reductase-2 deficiency in an adult female 46XY DSD clinic. European journal of endocrinology. 2011 Jun; 164(6):1019-25. doi: 10.1530/eje-10-0930. [PMID: 21402750]
  • Hirotaka Ata, Dhwajbhadur K Rawat, Thomas Lincoln, Sachin A Gupte. Mechanism of glucose-6-phosphate dehydrogenase-mediated regulation of coronary artery contractility. American journal of physiology. Heart and circulatory physiology. 2011 Jun; 300(6):H2054-63. doi: 10.1152/ajpheart.01155.2010. [PMID: 21398595]
  • Maria K Parr, Georg Opfermann, Hans Geyer, Folker Westphal, Frank D Sönnichsen, Josef Zapp, Dorota Kwiatkowska, Wilhelm Schänzer. Seized designer supplement named "1-Androsterone": identification as 3β-hydroxy-5α-androst-1-en-17-one and its urinary elimination. Steroids. 2011 May; 76(6):540-7. doi: 10.1016/j.steroids.2011.02.001. [PMID: 21310167]
  • Wassif S Wassif, Declan M McLoughlin, Royce P Vincent, Simon Conroy, Gerald F M Russell, Norman F Taylor. Steroid metabolism and excretion in severe anorexia nervosa: effects of refeeding. The American journal of clinical nutrition. 2011 May; 93(5):911-7. doi: 10.3945/ajcn.111.012666. [PMID: 21367953]
  • Fernand Labrie, Céline Martel, John Balser. Wide distribution of the serum dehydroepiandrosterone and sex steroid levels in postmenopausal women: role of the ovary?. Menopause (New York, N.Y.). 2011 Jan; 18(1):30-43. doi: 10.1097/gme.0b013e3181e195a6. [PMID: 20683211]
  • Barbara Hauser, Lawrence Mugisha, Anna Preis, Tobias Deschner. LC-MS analysis of androgen metabolites in serum and urine from east African chimpanzees (Pan troglodytes schweinfurthii). General and comparative endocrinology. 2011 Jan; 170(1):92-8. doi: 10.1016/j.ygcen.2010.09.012. [PMID: 20888823]
  • Thomas Piper, Georg Opfermann, Mario Thevis, Wilhelm Schänzer. Determination of (13)C/(12)C ratios of endogenous urinary steroids excreted as sulpho conjugates. Rapid communications in mass spectrometry : RCM. 2010 Nov; 24(21):3171-81. doi: 10.1002/rcm.4762. [PMID: 20941765]
  • Dongmin Liu, Brianne O'Leary, Mary Iruthayanathan, Laurie Love-Homan, Nury Perez-Hernandez, Horacio F Olivo, Joseph S Dillon. Evaluation of a novel photoactive and biotinylated dehydroepiandrosterone analog. Molecular and cellular endocrinology. 2010 Oct; 328(1-2):56-62. doi: 10.1016/j.mce.2010.07.002. [PMID: 20670672]
  • Martin Hill, Jana Zárubová, Petr Marusič, Jana Vrbíková, Marta Velíková, Radmila Kancheva, Lyudmila Kancheva, Jana Kubátová, Michaela Dušková, Ludmila Zamrazilová, Hana Kazihnitková, Kateřina Simůnková, Luboslav Stárka. Effects of valproate and carbamazepine monotherapy on neuroactive steroids, their precursors and metabolites in adult men with epilepsy. The Journal of steroid biochemistry and molecular biology. 2010 Oct; 122(4):239-52. doi: 10.1016/j.jsbmb.2010.06.003. [PMID: 20541012]
  • I C Oskam, S Lervik, H Tajet, E Dahl, E Ropstad, Ø Andresen. Differences in testosterone, androstenone, and skatole levels in plasma and fat between pubertal purebred Duroc and Landrace boars in response to human chorionic gonadotrophin stimulation. Theriogenology. 2010 Oct; 74(6):1088-98. doi: 10.1016/j.theriogenology.2010.05.006. [PMID: 20580070]
  • Keita Saito, Katsuharu Yagi, Atsushi Ishizaki, Hiroyuki Kataoka. Determination of anabolic steroids in human urine by automated in-tube solid-phase microextraction coupled with liquid chromatography-mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2010 Sep; 52(5):727-33. doi: 10.1016/j.jpba.2010.02.027. [PMID: 20236787]
  • Rosemary Basson, Lori A Brotto, A John Petkau, Fernand Labrie. Role of androgens in women's sexual dysfunction. Menopause (New York, N.Y.). 2010 Sep; 17(5):962-71. doi: 10.1097/gme.0b013e3181d59765. [PMID: 20539247]