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53-42-9,MFCD00064133
Catalog No.:AA01CBR6

53-42-9 | Androstan-17-one, 3-hydroxy-, (3a,5b)-

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  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA01CBR6
Chemical Name:
Androstan-17-one, 3-hydroxy-, (3a,5b)-
CAS Number:
53-42-9
Molecular Formula:
C19H30O2
Molecular Weight:
290.4403
MDL Number:
MFCD00064133
SMILES:
O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C
NSC Number:
50908
Properties
Computed Properties
 
Complexity:
459  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
XLogP3:
3.7  

Literature

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Title: Investigations on hydrogen isotope ratios of endogenous urinary steroids: reference-population-based thresholds and proof-of-concept.

Journal: Drug testing and analysis 20120901

Title: Hair and urine testing to assess drugs of abuse consumption in couples undergoing assisted reproductive technology (ART).

Journal: Forensic science international 20120510

Title: Influences of β-HCG administration on carbon isotope ratios of endogenous urinary steroids.

Journal: Steroids 20120501

Title: Urinary steroid profile in early pregnancy after in vitro fertilization.

Journal: Acta obstetricia et gynecologica Scandinavica 20120501

Title: Standardized LC-MS/MS based steroid hormone profile-analysis.

Journal: The Journal of steroid biochemistry and molecular biology 20120401

Title: Increased activation of the alternative 'backdoor' pathway in patients with 21-hydroxylase deficiency: evidence from urinary steroid hormone analysis.

Journal: The Journal of clinical endocrinology and metabolism 20120301

Title: The 5α-androstanedione pathway to dihydrotestosterone in castration-resistant prostate cancer.

Journal: Journal of investigative medicine : the official publication of the American Federation for Clinical Research 20120201

Title: Sports drug testing: Analytical aspects of selected cases of suspected, purported, and proven urine manipulation.

Journal: Journal of pharmaceutical and biomedical analysis 20120105

Title: Chronic cigarette smoking alters circulating sex hormones and neuroactive steroids in premenopausal women.

Journal: Physiological research 20120101

Title: Validation of noninvasive monitoring of adrenocortical endocrine activity in ground-feeding aardwolves (Proteles cristata): exemplifying the influence of consumption of inorganic material for fecal steroid analysis.

Journal: Physiological and biochemical zoology : PBZ 20120101

Title: Variation of biophysical parameters of the skin with age, gender, and body region.

Journal: TheScientificWorldJournal 20120101

Title: Neurosteroid influences on sensitivity to ethanol.

Journal: Frontiers in endocrinology 20120101

Title: Profiling of urinary steroids by gas chromatography-mass spectrometry detection and confirmation of androstenedione administration using isotope ratio mass spectrometry.

Journal: Steroids 20111220

Title: Clinical and metabolic findings in a 6-year-old boy with a Leydig cell tumour.

Journal: Acta paediatrica (Oslo, Norway : 1992) 20111201

Title: Urine steroid metabolomics as a biomarker tool for detecting malignancy in adrenal tumors.

Journal: The Journal of clinical endocrinology and metabolism 20111201

Title: Relevance of the selective oestrogen receptor modulators tamoxifen, toremifene and clomiphene in doping field: endogenous steroids urinary profile after multiple oral doses.

Journal: Steroids 20111101

Title: The steroid metabolome in lamotrigine-treated women with epilepsy.

Journal: Steroids 20111101

Title: Glucuronidation of the steroid enantiomers ent-17β-estradiol, ent-androsterone and ent-etiocholanolone by the human UDP-glucuronosyltransferases.

Journal: The Journal of steroid biochemistry and molecular biology 20111101

Title: Clinical implications of the 5α-androstanedione pathway for castration-resistant prostate cancer.

Journal: Future oncology (London, England) 20111101

Title: Development and physico-chemical characterization of a liposomal formulation of istaroxime.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20111001

Title: Leukocyte transfusion and the development of the continuous-flow blood cell separator.

Journal: Transfusion medicine reviews 20111001

Title: Responses of round goby (Neogobius melanostomus) olfactory epithelium to steroids released by reproductive males.

Journal: Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology 20111001

Title: Detection of synthetic testosterone use by novel comprehensive two-dimensional gas chromatography combustion-isotope ratio mass spectrometry.

Journal: Analytical chemistry 20110915

Title: External calibration in gas chromatography-combustion-isotope ratio mass spectrometry measurements of endogenous androgenic anabolic steroids in sports doping control.

Journal: Journal of chromatography. A 20110819

Title: Newer inotropes in pediatric heart failure.

Journal: Journal of cardiovascular pharmacology 20110801

Title: Combining SERCA2a activation and Na-K ATPase inhibition: a promising new approach to managing acute heart failure syndromes with low cardiac output.

Journal: Discovery medicine 20110801

Title: Systematic comparison of δ13C measurements of testosterone and derivative steroids in a freeze-dried urine candidate reference material for sports drug testing by gas chromatography/combustion/isotope ratio mass spectrometry and uncertainty evaluation using four different metrological approaches.

Journal: Rapid communications in mass spectrometry : RCM 20110615

Title: Seized designer supplement named '1-Androsterone': identification as 3β-hydroxy-5α-androst-1-en-17-one and its urinary elimination.

Journal: Steroids 20110501

Title: Role and mechanism of subcellular Ca2+ distribution in the action of two inotropic agents with different toxicity.

Journal: Journal of molecular and cellular cardiology 20110501

Title: Chronic istaroxime improves cardiac function and heart rate variability in cardiomyopathic hamsters.

Journal: Cardiovascular drugs and therapy 20110401

Title: Istaroxime: is the remedy better than the disease?: Editorial to: 'Chronic istaroxine improves cardiac function and heart rate variability in cardiomyopathic hamsters' by Pietro Lo Giudice et al.

Journal: Cardiovascular drugs and therapy 20110401

Title: Simultaneous determination of estrogenic and androgenic hormones in water by isotope dilution gas chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. A 20110325

Title: Pubertal presentation in seven patients with congenital adrenal hyperplasia due to P450 oxidoreductase deficiency.

Journal: The Journal of clinical endocrinology and metabolism 20110301

Title: The effect of elevated steroids released by reproductive male round gobies, Neogobius melanostomus, on olfactory responses in females.

Journal: Journal of chemical ecology 20110301

Title: Urine metabolomics analysis for adrenal incidentaloma activity detection and biomarker discovery.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110215

Title: Release of free and conjugated forms of the putative pheromonal steroid 11-oxo-etiocholanolone by reproductively mature male round goby (Neogobius melanostomus Pallas, 1814).

Journal: Biology of reproduction 20110201

Title: Urine stability and steroid profile: towards a screening index of urine sample degradation for anti-doping purpose.

Journal: Analytica chimica acta 20110110

Title: Embryonic modulation of maternal steroids in European starlings (Sturnus vulgaris).

Journal: Proceedings. Biological sciences 20110107

Title: LC-MS analysis of androgen metabolites in serum and urine from east African chimpanzees (Pan troglodytes schweinfurthii).

Journal: General and comparative endocrinology 20110101

Title: Metabolic alteration of urinary steroids in pre- and post-menopausal women, and men with papillary thyroid carcinoma.

Journal: BMC cancer 20110101

Title: Role of anticonvulsant and antiepileptogenic neurosteroids in the pathophysiology and treatment of epilepsy.

Journal: Frontiers in endocrinology 20110101

Title: The effect of high level tennis matches on urine steroid profiles in professional tennis players.

Journal: The Journal of sports medicine and physical fitness 20101201

Title: Distinctive profile of the 17-hydroxylase and 17,20-lyase activities revealed by urinary steroid metabolomes of patients with CYP17 deficiency.

Journal: Arquivos brasileiros de endocrinologia e metabologia 20101201

Title: Determination of (13)C/(12)C ratios of endogenous urinary steroids excreted as sulpho conjugates.

Journal: Rapid communications in mass spectrometry : RCM 20101115

Title: A new reliable sample preparation for high throughput focused steroid profiling by gas chromatography-mass spectrometry.

Journal: Journal of chromatography. A 20101022

Title: Acute heart failure with low cardiac output: can we develop a short-term inotropic agent that does not increase adverse events?

Journal: Current heart failure reports 20100901

Title: Atmospheric pressure photoionization tandem mass spectrometry of androgens in prostate cancer.

Journal: Analytical chemistry 20100715

Title: [Androsterone, etiocholanolone].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20100701

Title: Novel analogues of Istaroxime, a potent inhibitor of Na(+),K(+)-ATPase: Synthesis, structure-activity relationship and 3D-quantitative structure-activity relationship of derivatives at position 6 on the androstane scaffold.

Journal: Bioorganic & medicinal chemistry 20100615

Title: [What is new in the medical management of acute heart failure?].

Journal: Revue medicale suisse 20100609

Title: SHBG, plasma, and urinary androgens in weight lifters after a strength training.

Journal: Journal of physiology and biochemistry 20100601

Title: Determination of (13)C/(12)C ratios of urinary excreted boldenone and its main metabolite 5beta-androst-1-en-17beta-ol-3-one.

Journal: Drug testing and analysis 20100501

Title: Endogenous steroid profiling in the athlete biological passport.

Journal: Endocrinology and metabolism clinics of North America 20100301

Title: Kinetic and structural determinants for GABA-A receptor potentiation by neuroactive steroids.

Journal: Current neuropharmacology 20100301

Title: Aldo-keto reductase 1C3 expression in MCF-7 cells reveals roles in steroid hormone and prostaglandin metabolism that may explain its over-expression in breast cancer.

Journal: The Journal of steroid biochemistry and molecular biology 20100215

Title: Nandrolone excretion in sedentary vs physically trained young women.

Journal: Scandinavian journal of medicine & science in sports 20100201

Title: Simplified method to measure glucocorticoid metabolites in faeces of horses.

Journal: Veterinary research communications 20100201

Title: Effects of propyphenazone and other non-steroidal anti-inflammatory agents on the synthetic and endogenous androgenic anabolic steroids urinary excretion and/or instrumental detection.

Journal: Analytica chimica acta 20100104

Title: Altered urinary profiles of endogenous steroids in postmenopausal women with adenocarcinoma endometrii.

Journal: Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20100101

Title: Assessment of circulating sex steroid levels in prepubertal and pubertal boys and girls by a novel ultrasensitive gas chromatography-tandem mass spectrometry method.

Journal: The Journal of clinical endocrinology and metabolism 20100101

Title: [Prognostic value of the androgenic function state of patients with lung cancer].

Journal: Likars'ka sprava 20100101

Title: Neurosteroids: endogenous role in the human brain and therapeutic potentials.

Journal: Progress in brain research 20100101

Title: Degradation of urine samples and its influence on the ¹³C/¹²C ratios of excreted steroids.

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Title: [Androgens and epilepsy].

Journal: Przeglad lekarski 20100101

Title: Istaroxime, a first in class new chemical entity exhibiting SERCA-2 activation and Na-K-ATPase inhibition: a new promising treatment for acute heart failure syndromes?

Journal: Heart failure reviews 20091201

Title: Detection of testosterone administration based on the carbon isotope ratio profiling of endogenous steroids: international reference populations of professional soccer players.

Journal: British journal of sports medicine 20091201

Title: The uPA(+/+)-SCID mouse with humanized liver as a model for in vivo metabolism of 4-androstene-3,17-dione.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20091201

Title: Agents with inotropic properties for the management of acute heart failure syndromes. Traditional agents and beyond.

Journal: Heart failure reviews 20091201

Title: The effects of DHEA, 3beta-hydroxy-5alpha-androstane-6,17-dione, and 7-amino-DHEA analogues on short term and long term memory in the mouse.

Journal: Steroids 20091101

Title: UDP-glucuronosyltransferases in conjugation of 5alpha- and 5beta-androstane steroids.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20091101

Title: Determination of 13C/12C ratios of urinary epitestosterone and its main metabolites 5alpha- and 5beta-androstane-3alpha, 17alpha-diol.

Journal: Drug testing and analysis 20091101

Title: Generic approach to validation of small-molecule LC-MS/MS biomarker assays.

Journal: Bioanalysis 20091101

Title: Analysis of conjugated steroid androgens: deconjugation, derivatisation and associated issues.

Journal: Journal of pharmaceutical and biomedical analysis 20090712

Title: Drug testing data from the 2007 Pan American Games: delta13C values of urinary androsterone, etiocholanolone and androstanediols determined by GC/C/IRMS.

Journal: The Journal of steroid biochemistry and molecular biology 20090701

Title: Determination of the deuterium/hydrogen ratio of endogenous urinary steroids for doping control purposes.

Journal: Rapid communications in mass spectrometry : RCM 20090701

Title: The influence of diet on isotope ratio mass spectrometry values.

Journal: Clinical journal of sport medicine : official journal of the Canadian Academy of Sport Medicine 20090701

Title: Effects of istaroxime on diastolic stiffness in acute heart failure syndromes: results from the Hemodynamic, Echocardiographic, and Neurohormonal Effects of Istaroxime, a Novel Intravenous Inotropic and Lusitropic Agent: a Randomized Controlled Trial in Patients Hospitalized with Heart Failure (HORIZON-HF) trial.

Journal: American heart journal 20090601

Title: Urinary steroid profile after the completion of concentric and concentric/eccentric trials with the same total workload.

Journal: Journal of physiology and biochemistry 20090601

Title: Urinary and serum hormones profiles after testosterone enanthate administration in male hypogonadism: concerns on the detection of doping with testosterone in treated hypogonadal athletes.

Journal: Journal of endocrinological investigation 20090501

Title: The urinary steroid profile in patients diagnosed with adrenal incidentaloma.

Journal: Clinical biochemistry 20090401

Title: A randomized placebo-controlled study on the effects of pioglitazone on cortisol metabolism in polycystic ovary syndrome.

Journal: Fertility and sterility 20090301

Title: Isotope ratio mass spectrometry analysis of the oxidation products of the main and minor metabolites of hydrocortisone and cortisone for antidoping controls.

Journal: Steroids 20090301

Title: Dietary enterolactone affects androgen and estrogen levels in healthy postmenopausal women.

Journal: Annals of the New York Academy of Sciences 20090201

Title: Physiological concentrations of anabolic steroids in human hair.

Journal: Forensic science international 20090130

Title: Evaluation of urinary steroid profile in highly trained cyclists.

Journal: The Journal of sports medicine and physical fitness 20081201

Title: Sympathomimetic inefficiency in restoring contractility in the acute or chronic beta-blocker-treated ischaemic heart: comparison with a new agent.

Journal: European journal of heart failure 20081001

Title: Miscellaneous.

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Title: The effects of sex, age and commensal way of life on levels of fecal glucocorticoid metabolites in spiny mice (Acomys cahirinus).

Journal: Physiology & behavior 20080903

Title: Modulation of sarcoplasmic reticulum function by PST2744 [istaroxime; (E,Z)-3-((2-aminoethoxy)imino) androstane-6,17-dione hydrochloride)] in a pressure-overload heart failure model.

Journal: The Journal of pharmacology and experimental therapeutics 20080901

Title: Novel analogues of istaroxime, a potent inhibitor of Na+,K+-ATPase: synthesis and structure-activity relationship.

Journal: Journal of medicinal chemistry 20080814

Title: Isolation and quantification by high-performance liquid chromatography-ion-trap mass spectrometry of androgen sulfoconjugates in human urine.

Journal: Journal of chromatography. A 20080704

Title: Determination of 13C/12C ratios of endogenous urinary steroids: method validation, reference population and application to doping control purposes.

Journal: Rapid communications in mass spectrometry : RCM 20080701

Title: Determination of urine steroid profile in untrained men to evaluate recovery after a strength training session.

Journal: Journal of strength and conditioning research 20080701

Title: Factors influencing the steroid profile in doping control analysis.

Journal: Journal of mass spectrometry : JMS 20080701

Title: [Determination of endogenous anabolic steroids in hair using gas chromatography-tandem mass spectrometry].

Journal: Se pu = Chinese journal of chromatography 20080701

Title: Short term impact of Tribulus terrestris intake on doping control analysis of endogenous steroids.

Journal: Forensic science international 20080610

Title: Hemodynamic, echocardiographic, and neurohormonal effects of istaroxime, a novel intravenous inotropic and lusitropic agent: a randomized controlled trial in patients hospitalized with heart failure.

Journal: Journal of the American College of Cardiology 20080610

Title: Istaroxime in heart failure new hope or more hype.

Journal: Journal of the American College of Cardiology 20080610

Title: delta13C-values of endogenous urinary steroids.

Journal: Steroids 20080401

Title: Novel potent and selective bile acid derivatives as TGR5 agonists: biological screening, structure-activity relationships, and molecular modeling studies.

Journal: Journal of medicinal chemistry 20080327

Title: Direct quantification of steroid glucuronides in human urine by liquid chromatography-electrospray tandem mass spectrometry.

Journal: Journal of chromatography. A 20080307

Title: Overview of emerging pharmacologic agents for acute heart failure syndromes.

Journal: European journal of heart failure 20080201

Title: Neurosteroid analogues. 12. Potent enhancement of GABA-mediated chloride currents at GABAA receptors by ent-androgens.

Journal: European journal of medicinal chemistry 20080101

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Journal: BMC evolutionary biology 20080101

Title: Rationale and design of the hemodynamic, echocardiographic and neurohormonal effects of istaroxime, a novel intravenous inotropic and lusitropic agent: a randomized controlled trial in patients hospitalized with heart failure (HORIZON-HF) trial.

Journal: American journal of therapeutics 20080101

Title: Mechanism of proton transfer in the 3alpha-hydroxysteroid dehydrogenase/carbonyl reductase from Comamonas testosteroni.

Journal: The Journal of biological chemistry 20071123

Title: [New therapeutic goals--new drugs in heart failure treatment].

Journal: Kardiologia polska 20071101

Title: Istaroxime, a novel luso-inotropic agent for the treatment of acute heart failure.

Journal: Current opinion in investigational drugs (London, England : 2000) 20070901

Title: The neuro-steroid, 3beta androstene 17alpha diol exhibits potent cytotoxic effects on human malignant glioma and lymphoma cells through different programmed cell death pathways.

Journal: British journal of cancer 20070828

Title: Natural and enantiomeric etiocholanolone interact with distinct sites on the rat alpha1beta2gamma2L GABAA receptor.

Journal: Molecular pharmacology 20070601

Title: Istaroxime: an investigational luso-inotropic agent for acute heart failure syndromes.

Journal: The American journal of cardiology 20070122

Title: Istaroxime, a stimulator of sarcoplasmic reticulum calcium adenosine triphosphatase isoform 2a activity, as a novel therapeutic approach to heart failure.

Journal: The American journal of cardiology 20070122

Title: Istaroxime: a new luso-inotropic agent for heart failure.

Journal: The American journal of cardiology 20070122

Title: Hemodynamic properties of a new-generation positive luso-inotropic agent for the acute treatment of advanced heart failure.

Journal: The American journal of cardiology 20070122

Title: A phase 1-2 dose-escalating study evaluating the safety and tolerability of istaroxime and specific effects on electrocardiographic and hemodynamic parameters in patients with chronic heart failure with reduced systolic function.

Journal: The American journal of cardiology 20070122

Title: Variations in urine excretion of steroid hormones after an acute session and after a 4-week programme of strength training.

Journal: European journal of applied physiology 20070101

Title: Solvent effects on infrared spectra of progesterone in CHCl3/cyclo-C6H12 binary solvent systems.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20070101

Title: Targeting SERCA2a as an innovative approach to the therapy of congestive heart failure.

Journal: Medical hypotheses 20070101

Title: Detection of dehydroepiandrosterone misuse by means of gas chromatography- combustion-isotope ratio mass spectrometry.

Journal: European journal of mass spectrometry (Chichester, England) 20070101

Title: Emerging therapies for the management of decompensated heart failure: from bench to bedside.

Journal: Journal of the American College of Cardiology 20061219

Title: Hypothalamic-pituitary-adrenal axis modulation of GABAergic neuroactive steroids influences ethanol sensitivity and drinking behavior.

Journal: Dialogues in clinical neuroscience 20061201

Title: Determination of the origin of urinary norandrosterone traces by gas chromatography combustion isotope ratio mass spectrometry.

Journal: The Analyst 20060901

Title: Neurosteroid analogues. 11. Alternative ring system scaffolds: gamma-aminobutyric acid receptor modulation and anesthetic actions of benz[f]indenes.

Journal: Journal of medicinal chemistry 20060727

Title: Urine steroid hormone profile analysis in cytochrome P450 oxidoreductase deficiency: implication for the backdoor pathway to dihydrotestosterone.

Journal: The Journal of clinical endocrinology and metabolism 20060701

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Application of stable carbon isotope analysis to the detection of testosterone administration to cattle.

Journal: Journal of agricultural and food chemistry 20060419

Title: Suppression of adrenal function by low-dose prednisone: assessment with 24-hour urinary steroid hormone profiles--a review of five cases.

Journal: Alternative medicine review : a journal of clinical therapeutic 20060301

Title: Longitudinal profiling of urinary steroids by gas chromatography/combustion/isotope ratio mass spectrometry: diet change may result in carbon isotopic variations.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060202

Title: Steroids and thermogenesis.

Journal: Physiological research 20060101

Title: Liquorice in moderate doses does not affect sex steroid hormones of biological importance although the effect differs between the genders.

Journal: Hormone research 20060101

Title: Dehydroepiandrosterone and its derivatives: potentially novel anti-proliferative and chemopreventive agents.

Journal: Current pharmaceutical design 20060101

Title: Enzyme kinetics of zearalenone biotransformation: pH and cofactor effects.

Journal: Archives of toxicology 20051001

Title: Urine steroid profile of judo competitors affected by acute physical exercises.

Journal: Journal of chromatographic science 20050901

Title: Androsterone 3alpha-ether-3beta-substituted and androsterone 3beta-substituted derivatives as inhibitors of type 3 17beta-hydroxysteroid dehydrogenase: chemical synthesis and structure-activity relationship.

Journal: Journal of medicinal chemistry 20050811

Title: Formation of 19-norsteroids by in situ demethylation of endogenous steroids in stored urine samples.

Journal: Steroids 20050701

Title: Anticonvulsant activity of androsterone and etiocholanolone.

Journal: Epilepsia 20050601

Title: Modulation of sarcoplasmic reticulum function by Na+/K+ pump inhibitors with different toxicity: digoxin and PST2744 [(E,Z)-3-((2-aminoethoxy)imino)androstane-6,17-dione hydrochloride].

Journal: The Journal of pharmacology and experimental therapeutics 20050401

Title: Urinary markers of adrenarche: reference values in healthy subjects, aged 3-18 years.

Journal: The Journal of clinical endocrinology and metabolism 20050401

Title: Investigation of the feeding effect on the 13C/12C isotope ratio of the hormones in bovine urine using gas chromatography/combustion isotope ratio mass spectrometry.

Journal: Journal of chromatography. A 20050304

Title: Urinary marker of oral pregnenolone administration.

Journal: Steroids 20050301

Title: 5alpha-reductase in human embryonic kidney cell line HEK293: evidence for type II enzyme expression and activity.

Journal: Molecular and cellular biochemistry 20050201

Title: [Detection of the metabolites of dehydroepiandrosterone in urine with gas chromatography-combustion-isotope ratio mass spectrometry].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20050201

Title: In vitro biosynthesis of novel 5beta-reduced steroids by the testis of the round goby, Neogobius melanostomus.

Journal: General and comparative endocrinology 20050101

Title: Isotopic fractionation of endogenous anabolic androgenic steroids and its relationship to doping control in sports.

Journal: Journal of chromatographic science 20050101

Title: Urinary steroid excretion rates in acromegaly.

Journal: Hormone research 20050101

Title: Urinary excretion of steroid metabolites after chronic androstenedione ingestion.

Journal: The Journal of clinical endocrinology and metabolism 20041201

Title: Urinary analysis of 16(5alpha)-androsten-3alpha-ol by gas chromatography/combustion/isotope ratio mass spectrometry: implications in anti-doping analysis.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20041015

Title: Production rates of cortisol in obesity.

Journal: Obesity research 20040901

Title: Urinary analysis of four testosterone metabolites and pregnanediol by gas chromatography-combustion-isotope ratio mass spectrometry after oral administrations of testosterone.

Journal: Journal of analytical toxicology 20040901

Title: Urinary steroid metabolites and 11beta-hydroxysteroid dehydrogenase activity in patients with unipolar recurrent major depression.

Journal: Journal of affective disorders 20040701

Title: Reaction of (13S)-13-iodo-6beta-methoxy-3alpha,5-cyclo-13,14-seco-5alpha-androstane-14,17-dione with hydroxylamine and its application to the synthesis of new 13,14-seco steroids.

Journal: Steroids 20040701

Title: Endogenous urinary steroids in premenopausal women with uterine leiomyomas.

Journal: International journal of gynaecology and obstetrics: the official organ of the International Federation of Gynaecology and Obstetrics 20040101

Title: Studies on the radioprotective effect of etiocholanolone.

Journal: Journal of medicine 20040101

Title: Altered cortisol metabolism in polycystic ovary syndrome: insulin enhances 5alpha-reduction but not the elevated adrenal steroid production rates.

Journal: The Journal of clinical endocrinology and metabolism 20031201

Title: Structure-based design and synthesis of novel potent Na+,K+ -ATPase inhibitors derived from a 5alpha,14alpha-androstane scaffold as positive inotropic compounds.

Journal: Journal of medicinal chemistry 20030814

Title: Hemodynamic effects of a new inotropic compound, PST-2744, in dogs with chronic ischemic heart failure.

Journal: Journal of cardiovascular pharmacology 20030801

Title: Diverse toxicity associated with cardiac Na+/K+ pump inhibition: evaluation of electrophysiological mechanisms.

Journal: The Journal of pharmacology and experimental therapeutics 20030501

Title: Glucocorticoid metabolites inhibit the metabolism of androstenedione in red blood cells of ruminants.

Journal: Journal of veterinary medicine. A, Physiology, pathology, clinical medicine 20030301

Title: Effects of androgens on aromatase activity and 11C-vorozole binding in granulosa cells in vitro.

Journal: Acta obstetricia et gynecologica Scandinavica 20030301

Title: Anti-proliferative action of endogenous dehydroepiandrosterone metabolites on human cancer cell lines.

Journal: Steroids 20030101

Title: Pharmacological profile of the novel inotropic agent (E,Z)-3-((2-aminoethoxy)imino)androstane-6,17-dione hydrochloride (PST2744).

Journal: The Journal of pharmacology and experimental therapeutics 20021101

Title: Methyl-testosterone induces male-typical ventilatory behavior in response to putative steroidal pheromones in female round gobies (Neogobius melanostomus).

Journal: Hormones and behavior 20020901

Title: Artifact formation due to ethyl thio-incorporation into silylated steroid structures as determined in doping analysis.

Journal: Journal of chromatography. A 20020419

Title: Synthesis and optimization of a new family of type 3 17 beta-hydroxysteroid dehydrogenase inhibitors by parallel liquid-phase chemistry.

Journal: Journal of medicinal chemistry 20020131

Title: Detection of epitestosterone doping by isotope ratio mass spectrometry.

Journal: Clinical chemistry 20020101

Title: Urinary steroids in men with male-pattern alopecia.

Journal: Journal of biochemical and biophysical methods 20020101

Title: Testosterone-induced relaxation of rat aorta is androgen structure specific and involves K+ channel activation.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20011201

Title: Energetic analysis of binding of progesterone and 5 beta-androstane-3,17-dione to anti-progesterone antibody DB3 using molecular dynamics and free energy calculations.

Journal: Protein engineering 20011001

Title: [Urinary nandrolone metabolites in antidoping control].

Journal: Annales pharmaceutiques francaises 20010901

Title: Metabolism of orally administered androstenedione in young men.

Journal: The Journal of clinical endocrinology and metabolism 20010801

Title: The role of the liver in the acute effect of alcohol on androgens in women.

Journal: The Journal of clinical endocrinology and metabolism 20010501

Title: Diethylstilbestrol regulates trophoblast stem cell differentiation as a ligand of orphan nuclear receptor ERR beta.

Journal: Genes & development 20010401

Title: Putative steroidal pheromones in the round goby, Neogobius melanostomus: olfactory and behavioral responses.

Journal: Journal of chemical ecology 20010301

Title: Changes in androgenic steroid profile due to urine contamination by microorganisms: a prospective study in the context of doping control.

Journal: Analytical biochemistry 20010215

Title: Searching for the physiological function of 17beta-hydroxysteroid dehydrogenase from the fungus Cochliobolus lunatus: studies of substrate specificity and expression analysis.

Journal: Molecular and cellular endocrinology 20010122

Title: Gas chromatography/combustion/isotope ratio mass spectrometry to control the misuse of androgens in breeding animals: new derivatisation method applied to testosterone metabolites and precursors in urine samples.

Journal: Rapid communications in mass spectrometry : RCM 20010101

Title: UGT2B23, a novel uridine diphosphate-glucuronosyltransferase enzyme expressed in steroid target tissues that conjugates androgen and estrogen metabolites.

Journal: Endocrinology 19991201

Title: Synthesis of testosterone and 5alpha-androstanediols during nutritionally stimulated gonadal growth in Lytechinus variegatus lamarck (Echinodermata:Echinoidea).

Journal: General and comparative endocrinology 19980801

Title: Molecular basis of crossreactivity and the limits of antibody-antigen complementarity.

Journal: Nature 19931028

Title: Rat liver UDP-glucuronosyltransferase. cDNA sequence and expression of a form glucuronidating 3-hydroxyandrogens.

Journal: The Journal of biological chemistry 19861025

Title: Ping Li,et al. Natural and Enantiomeric Etiocholanolone Interact With Distinct Sites on the Rat alpha1beta2gamma2L GABAA Receptor. Mol Pharmacol. 2007 Jun;71(6):1582-90.

Title: Dorota Zolkowska, et al. Anticonvulsant Potencies of the Enantiomers of the Neurosteroids Androsterone and Etiocholanolone Exceed Those of the Natural Forms. Psychopharmacology (Berl). 2014 Sep;231(17):3325-32.

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Tags:53-42-9 Molecular Formula|53-42-9 MDL|53-42-9 SMILES|53-42-9 Androstan-17-one, 3-hydroxy-, (3a,5b)-