Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C19H30O2 |
| Molecular Weight | 290.441 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@@]12CC[C@]([H])(C[C@@]2([H])CC[C@@]3([H])[C@]4([H])CCC(=O)[C@@]4(C)CC[C@@]31[H])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 | 290.441 |
| 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 |
|---|---|---|
| Anticonvulsant activity of androsterone and etiocholanolone. | 2005 Jun |
|
| Enzyme kinetics of zearalenone biotransformation: pH and cofactor effects. | 2005 Oct |
|
| Urine steroid profile of judo competitors affected by acute physical exercises. | 2005 Sep |
|
| Hypothalamic-pituitary-adrenal axis modulation of GABAergic neuroactive steroids influences ethanol sensitivity and drinking behavior. | 2006 |
|
| Dehydroepiandrosterone and its derivatives: potentially novel anti-proliferative and chemopreventive agents. | 2006 |
|
| Liquorice in moderate doses does not affect sex steroid hormones of biological importance although the effect differs between the genders. | 2006 |
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| Application of stable carbon isotope analysis to the detection of testosterone administration to cattle. | 2006 Apr 19 |
|
| Emerging therapies for the management of decompensated heart failure: from bench to bedside. | 2006 Dec 19 |
|
| Longitudinal profiling of urinary steroids by gas chromatography/combustion/isotope ratio mass spectrometry: diet change may result in carbon isotopic variations. | 2006 Feb 2 |
|
| Urine steroid hormone profile analysis in cytochrome P450 oxidoreductase deficiency: implication for the backdoor pathway to dihydrotestosterone. | 2006 Jul |
|
| Suppression of adrenal function by low-dose prednisone: assessment with 24-hour urinary steroid hormone profiles--a review of five cases. | 2006 Mar |
|
| Determination of the origin of urinary norandrosterone traces by gas chromatography combustion isotope ratio mass spectrometry. | 2006 Sep |
|
| 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 |
|
| Solvent effects on infrared spectra of progesterone in CHCl3/cyclo-C6H12 binary solvent systems. | 2007 Jan |
|
| Variations in urine excretion of steroid hormones after an acute session and after a 4-week programme of strength training. | 2007 Jan |
|
| Hemodynamic properties of a new-generation positive luso-inotropic agent for the acute treatment of advanced heart failure. | 2007 Jan 22 |
|
| Istaroxime: a new luso-inotropic agent for heart failure. | 2007 Jan 22 |
|
| Istaroxime, a stimulator of sarcoplasmic reticulum calcium adenosine triphosphatase isoform 2a activity, as a novel therapeutic approach to heart failure. | 2007 Jan 22 |
|
| Natural and enantiomeric etiocholanolone interact with distinct sites on the rat alpha1beta2gamma2L GABAA receptor. | 2007 Jun |
|
| Istaroxime, a novel luso-inotropic agent for the treatment of acute heart failure. | 2007 Sep |
|
| 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 Sep 3 |
|
| Novel analogues of istaroxime, a potent inhibitor of Na+,K+-ATPase: synthesis and structure-activity relationship. | 2008 Aug 14 |
|
| Evaluation of urinary steroid profile in highly trained cyclists. | 2008 Dec |
|
| Neurosteroid analogues. 12. Potent enhancement of GABA-mediated chloride currents at GABAA receptors by ent-androgens. | 2008 Jan |
|
| [Determination of endogenous anabolic steroids in hair using gas chromatography-tandem mass spectrometry]. | 2008 Jul |
|
| Factors influencing the steroid profile in doping control analysis. | 2008 Jul |
|
| Determination of urine steroid profile in untrained men to evaluate recovery after a strength training session. | 2008 Jul |
|
| Determination of 13C/12C ratios of endogenous urinary steroids: method validation, reference population and application to doping control purposes. | 2008 Jul |
|
| Isolation and quantification by high-performance liquid chromatography-ion-trap mass spectrometry of androgen sulfoconjugates in human urine. | 2008 Jul 4 |
|
| Istaroxime in heart failure new hope or more hype. | 2008 Jun 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 Jun 10 |
|
| Short term impact of Tribulus terrestris intake on doping control analysis of endogenous steroids. | 2008 Jun 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 May-Jun |
|
| Sympathomimetic inefficiency in restoring contractility in the acute or chronic beta-blocker-treated ischaemic heart: comparison with a new agent. | 2008 Oct |
|
| 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 Sep |
|
| The effects of sex, age and commensal way of life on levels of fecal glucocorticoid metabolites in spiny mice (Acomys cahirinus). | 2008 Sep 3 |
|
| The urinary steroid profile in patients diagnosed with adrenal incidentaloma. | 2009 Apr |
|
| Detection of testosterone administration based on the carbon isotope ratio profiling of endogenous steroids: international reference populations of professional soccer players. | 2009 Dec |
|
| 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 Dec |
|
| Dietary enterolactone affects androgen and estrogen levels in healthy postmenopausal women. | 2009 Feb |
|
| Physiological concentrations of anabolic steroids in human hair. | 2009 Jan 30 |
|
| Determination of the deuterium/hydrogen ratio of endogenous urinary steroids for doping control purposes. | 2009 Jul |
|
| Drug testing data from the 2007 Pan American Games: delta13C values of urinary androsterone, etiocholanolone and androstanediols determined by GC/C/IRMS. | 2009 Jul |
|
| Analysis of conjugated steroid androgens: deconjugation, derivatisation and associated issues. | 2009 Jul 12 |
|
| 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 Jun |
|
| Isotope ratio mass spectrometry analysis of the oxidation products of the main and minor metabolites of hydrocortisone and cortisone for antidoping controls. | 2009 Mar |
|
| A randomized placebo-controlled study on the effects of pioglitazone on cortisol metabolism in polycystic ovary syndrome. | 2009 Mar |
|
| 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 Nov |
|
| Nandrolone excretion in sedentary vs physically trained young women. | 2010 Feb |
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
Fri Jun 25 21:37:21 UTC 2021
by
admin
on
Fri Jun 25 21:37:21 UTC 2021
|
| Record UNII |
97CGB1M48I
|
| Record Status |
Validated (UNII)
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| Record Version |
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LOINC |
82850-9
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NCI_THESAURUS |
C2139
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LOINC |
34301-2
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LOINC |
34303-8
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LOINC |
15065-6
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LOINC |
2266-5
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NCI_THESAURUS |
C2298
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LOINC |
30508-6
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LOINC |
82847-5
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LOINC |
82851-7
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CFR |
21 CFR 862.1285
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LOINC |
56488-0
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LOINC |
82846-7
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LOINC |
13614-3
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LOINC |
82881-4
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82852-5
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LOINC |
2268-1
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LOINC |
44355-6
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LOINC |
82882-2
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LOINC |
2267-3
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LOINC |
34302-0
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LOINC |
80157-1
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LOINC |
82853-3
Created by
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| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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C29023
Created by
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D005043
Created by
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ETIOCHOLANOLONE
Created by
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5880
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DB02854
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PRIMARY | |||
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53-42-9
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PRIMARY | |||
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97CGB1M48I
Created by
admin on Fri Jun 25 21:37:21 UTC 2021 , Edited by admin on Fri Jun 25 21:37:21 UTC 2021
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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METABOLITE -> PARENT | |||
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PARENT -> METABOLITE TOXIC |
Metabolite shown to induce pyrogenic and inflammatory reactions in man.
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PARENT -> METABOLITE |
MAJOR
URINE
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