Ethylestrenol

Identification

Name
Ethylestrenol
Accession Number
DB01493
Type
Small Molecule
Groups
Withdrawn
Description

An anabolic steroid with some progestational activity and little androgenic effect. [PubChem]

Structure
Thumb
Synonyms
Not Available
Categories
UNII
ADC79EK5Q8
CAS number
965-90-2
Weight
Average: 288.4675
Monoisotopic: 288.245315646
Chemical Formula
C20H32O
InChI Key
AOXRBFRFYPMWLR-XGXHKTLJSA-N
InChI
InChI=1S/C20H32O/c1-3-20(21)13-11-18-17-9-8-14-6-4-5-7-15(14)16(17)10-12-19(18,20)2/h6,15-18,21H,3-5,7-13H2,1-2H3/t15-,16+,17+,18-,19-,20-/m0/s1
IUPAC Name
(1S,2R,10R,11S,14S,15S)-14-ethyl-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-ol
SMILES

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

Synthesis Reference

Szpilfogel, S.A. and de Winter, M.S.; U.S. Patent 2,878,267; March 17, 1959; assigned to Organon Inc. Szpilfogel, S.A., Hanegraaf, J.A. and van Dijck, L.A.; U.S. Patent 3,112,328; Nov. 26, 1963 assigned to Organon Inc.

General References
Not Available
External Links
PubChem Compound
13765
PubChem Substance
46505460
ChemSpider
13168
ChEBI
31578
ChEMBL
CHEMBL1200623
PharmGKB
PA449539
Wikipedia
Ethylestrenol
ATC Codes
A14AB02 — Ethylestrenol

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)about 50Szpilfogel, S.A. and de Winter, M.S.; U.S. Patent 2,878,267; March 17, 1959; assigned to Organon Inc. Szpilfogel, S.A., Hanegraaf, J.A. and van Dijck, L.A.; U.S. Patent 3,112,328; Nov. 26, 1963 assigned to Organon Inc.
Predicted Properties
PropertyValueSource
Water Solubility0.00086 mg/mLALOGPS
logP5.2ALOGPS
logP4.69ChemAxon
logS-5.5ALOGPS
pKa (Strongest Basic)-0.27ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity88.5 m3·mol-1ChemAxon
Polarizability35.94 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9876
Caco-2 permeable+0.8415
P-glycoprotein substrateSubstrate0.6943
P-glycoprotein inhibitor IInhibitor0.5427
P-glycoprotein inhibitor IINon-inhibitor0.8205
Renal organic cation transporterNon-inhibitor0.7538
CYP450 2C9 substrateNon-substrate0.8322
CYP450 2D6 substrateNon-substrate0.9092
CYP450 3A4 substrateSubstrate0.7296
CYP450 1A2 substrateNon-inhibitor0.8767
CYP450 2C9 inhibitorNon-inhibitor0.8723
CYP450 2D6 inhibitorNon-inhibitor0.9163
CYP450 2C19 inhibitorNon-inhibitor0.6126
CYP450 3A4 inhibitorNon-inhibitor0.7518
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5395
Ames testNon AMES toxic0.9436
CarcinogenicityNon-carcinogens0.9323
BiodegradationNot ready biodegradable0.9786
Rat acute toxicity1.8534 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7664
hERG inhibition (predictor II)Non-inhibitor0.6561
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as pregnane steroids. These are steroids with a structure based on the 21-carbon pregnane skeleton.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Pregnane steroids
Direct Parent
Pregnane steroids
Alternative Parents
17-hydroxysteroids / Delta-4-steroids / Tertiary alcohols / Cyclic alcohols and derivatives / Hydrocarbon derivatives
Substituents
Pregnane-skeleton / 17-hydroxysteroid / Hydroxysteroid / Delta-4-steroid / Tertiary alcohol / Cyclic alcohol / Organic oxygen compound / Hydrocarbon derivative / Organooxygen compound / Alcohol
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
tertiary alcohol, 17beta-hydroxy steroid (CHEBI:31578)

Drug created on July 31, 2007 07:09 / Updated on December 01, 2017 14:44