Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C19H30O2 |
| Molecular Weight | 290.4403 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@]12CC[C@H]3[C@@H](CC[C@@H]4C[C@H](O)CC[C@]34C)[C@@H]1CCC2=O
InChI
InChIKey=QGXBDMJGAMFCBF-BNSUEQOYSA-N
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+/m1/s1
| Molecular Formula | C19H30O2 |
| Molecular Weight | 290.4403 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/5480865 |
https://www.ncbi.nlm.nih.gov/pubmed/16695933 |
https://www.ncbi.nlm.nih.gov/pubmed/17341652
Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/5480865 |
https://www.ncbi.nlm.nih.gov/pubmed/16695933 |
https://www.ncbi.nlm.nih.gov/pubmed/17341652
Etiocholanone is an androstane neurosteroid. Etiocholanone potentiates GABA-A receptor currents and exerts anticolvunsant properties in rodents. Etiocholanolone demostrates pyrogenic properties.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Nandrolone excretion in sedentary vs physically trained young women. | 2010-02 |
|
| Detection of testosterone administration based on the carbon isotope ratio profiling of endogenous steroids: international reference populations of professional soccer players. | 2009-12 |
|
| 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? | 2009-12 |
|
| 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. | 2009-11 |
|
| Analysis of conjugated steroid androgens: deconjugation, derivatisation and associated issues. | 2009-07-12 |
|
| Determination of the deuterium/hydrogen ratio of endogenous urinary steroids for doping control purposes. | 2009-07 |
|
| Drug testing data from the 2007 Pan American Games: delta13C values of urinary androsterone, etiocholanolone and androstanediols determined by GC/C/IRMS. | 2009-07 |
|
| 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. | 2009-06 |
|
| Urinary and serum hormones profiles after testosterone enanthate administration in male hypogonadism: concerns on the detection of doping with testosterone in treated hypogonadal athletes. | 2009-05 |
|
| The urinary steroid profile in patients diagnosed with adrenal incidentaloma. | 2009-04 |
|
| Isotope ratio mass spectrometry analysis of the oxidation products of the main and minor metabolites of hydrocortisone and cortisone for antidoping controls. | 2009-03 |
|
| A randomized placebo-controlled study on the effects of pioglitazone on cortisol metabolism in polycystic ovary syndrome. | 2009-03 |
|
| Dietary enterolactone affects androgen and estrogen levels in healthy postmenopausal women. | 2009-02 |
|
| Physiological concentrations of anabolic steroids in human hair. | 2009-01-30 |
|
| Evaluation of urinary steroid profile in highly trained cyclists. | 2008-12 |
|
| Sympathomimetic inefficiency in restoring contractility in the acute or chronic beta-blocker-treated ischaemic heart: comparison with a new agent. | 2008-10 |
|
| The effects of sex, age and commensal way of life on levels of fecal glucocorticoid metabolites in spiny mice (Acomys cahirinus). | 2008-09-03 |
|
| 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. | 2008-09 |
|
| Novel analogues of istaroxime, a potent inhibitor of Na+,K+-ATPase: synthesis and structure-activity relationship. | 2008-08-14 |
|
| Isolation and quantification by high-performance liquid chromatography-ion-trap mass spectrometry of androgen sulfoconjugates in human urine. | 2008-07-04 |
|
| [Determination of endogenous anabolic steroids in hair using gas chromatography-tandem mass spectrometry]. | 2008-07 |
|
| Factors influencing the steroid profile in doping control analysis. | 2008-07 |
|
| Determination of urine steroid profile in untrained men to evaluate recovery after a strength training session. | 2008-07 |
|
| Determination of 13C/12C ratios of endogenous urinary steroids: method validation, reference population and application to doping control purposes. | 2008-07 |
|
| Istaroxime in heart failure new hope or more hype. | 2008-06-10 |
|
| Hemodynamic, echocardiographic, and neurohormonal effects of istaroxime, a novel intravenous inotropic and lusitropic agent: a randomized controlled trial in patients hospitalized with heart failure. | 2008-06-10 |
|
| Short term impact of Tribulus terrestris intake on doping control analysis of endogenous steroids. | 2008-06-10 |
|
| 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. | 2008-05-23 |
|
| Evolution of pharmacologic specificity in the pregnane X receptor. | 2008-04-02 |
|
| delta13C-values of endogenous urinary steroids. | 2008-04 |
|
| Direct quantification of steroid glucuronides in human urine by liquid chromatography-electrospray tandem mass spectrometry. | 2008-03-07 |
|
| Overview of emerging pharmacologic agents for acute heart failure syndromes. | 2008-02 |
|
| Neurosteroid analogues. 12. Potent enhancement of GABA-mediated chloride currents at GABAA receptors by ent-androgens. | 2008-01 |
|
| Mechanism of proton transfer in the 3alpha-hydroxysteroid dehydrogenase/carbonyl reductase from Comamonas testosteroni. | 2007-11-23 |
|
| [New therapeutic goals--new drugs in heart failure treatment]. | 2007-11 |
|
| The neuro-steroid, 3beta androstene 17alpha diol exhibits potent cytotoxic effects on human malignant glioma and lymphoma cells through different programmed cell death pathways. | 2007-09-03 |
|
| Istaroxime, a novel luso-inotropic agent for the treatment of acute heart failure. | 2007-09 |
|
| Natural and enantiomeric etiocholanolone interact with distinct sites on the rat alpha1beta2gamma2L GABAA receptor. | 2007-06 |
|
| 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. | 2007-01-22 |
|
| Hemodynamic properties of a new-generation positive luso-inotropic agent for the acute treatment of advanced heart failure. | 2007-01-22 |
|
| Istaroxime: a new luso-inotropic agent for heart failure. | 2007-01-22 |
|
| Istaroxime, a stimulator of sarcoplasmic reticulum calcium adenosine triphosphatase isoform 2a activity, as a novel therapeutic approach to heart failure. | 2007-01-22 |
|
| Istaroxime: an investigational luso-inotropic agent for acute heart failure syndromes. | 2007-01-22 |
|
| Solvent effects on infrared spectra of progesterone in CHCl3/cyclo-C6H12 binary solvent systems. | 2007-01 |
|
| Variations in urine excretion of steroid hormones after an acute session and after a 4-week programme of strength training. | 2007-01 |
|
| Detection of dehydroepiandrosterone misuse by means of gas chromatography- combustion-isotope ratio mass spectrometry. | 2007 |
|
| Targeting SERCA2a as an innovative approach to the therapy of congestive heart failure. | 2007 |
|
| Emerging therapies for the management of decompensated heart failure: from bench to bedside. | 2006-12-19 |
|
| Hypothalamic-pituitary-adrenal axis modulation of GABAergic neuroactive steroids influences ethanol sensitivity and drinking behavior. | 2006 |
|
| Studies on the radioprotective effect of etiocholanolone. | 2004 |
Sample Use Guides
After increasing diastolic blood pressure (DBP) in rats by a continuous infusion of norepinephrine (0.059 uM/kg/min), intravenous bolus injections of etiocholanolone (5-25 uM/kg) produced dose-dependent vasodepressor responses.
Etiocholanolone (intraperitoneal injection) have anticonvulsant properties in rodent models of epilepsy: it was active in the 6-Hz and pentylenetetrazol models (ED50 values, 76.9 and 139 mg/kg, respectively),
Route of Administration:
Other
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:24:41 GMT 2025
by
admin
on
Mon Mar 31 18:24:41 GMT 2025
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| Record UNII |
97CGB1M48I
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| Record Status |
Validated (UNII)
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82850-9
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C2139
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34301-2
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2266-5
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C2298
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30508-6
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21 CFR 862.1285
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50908
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C29023
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D005043
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ETIOCHOLANOLONE
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| Related Record | Type | Details | ||
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METABOLITE -> PARENT |
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PARENT -> METABOLITE TOXIC | |||
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PARENT -> METABOLITE |
MAJOR
URINE
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