Ethylestrenol

Identification

Name
Ethylestrenol
Accession Number
DB01493
Description

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

Type
Small Molecule
Groups
Withdrawn
Structure
Thumb
Weight
Average: 288.4675
Monoisotopic: 288.245315646
Chemical Formula
C20H32O
Synonyms
  • Ethylestrenol
  • etilestrenol

Pharmacology

Pharmacology
Accelerate your drug discovery research with the industry’s only fully connected ADMET dataset, ideal for:
Machine Learning
Data Science
Drug Discovery
Accelerate your drug discovery research with our fully connected ADMET dataset
Learn more
Indication
Not Available
Contraindications & Blackbox Warnings
Contraindications
Contraindications & Blackbox Warnings
With our commercial data, access important information on dangerous risks, contraindications, and adverse effects.
Learn more
Our Blackbox Warnings cover Risks, Contraindications, and Adverse Effects
Learn more
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
Adverse Effects
Medicalerrors
Reduce medical errors
and improve treatment outcomes with our comprehensive & structured data on drug adverse effects.
Learn more
Reduce medical errors & improve treatment outcomes with our adverse effects data
Learn more
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

ATC Codes
A14AB02 — Ethylestrenol
Drug Categories
Chemical TaxonomyProvided by Classyfire
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
17-hydroxysteroid / Alcohol / Aliphatic homopolycyclic compound / Cyclic alcohol / Delta-4-steroid / Hydrocarbon derivative / Hydroxysteroid / Organic oxygen compound / Organooxygen compound / Pregnane-skeleton
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
tertiary alcohol, 17beta-hydroxy steroid (CHEBI:31578)

Chemical Identifiers

UNII
ADC79EK5Q8
CAS number
965-90-2
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
[H][C@@]12CC[C@@](O)(CC)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCCC=C3CC[C@@]21[H]

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
PubChem Compound
13765
PubChem Substance
46505460
ChemSpider
13168
RxNav
4162
ChEBI
31578
ChEMBL
CHEMBL1200623
ZINC
ZINC000004215863
PharmGKB
PA449539
Wikipedia
Ethylestrenol

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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

Drug created on July 31, 2007 13:09 / Updated on February 21, 2021 18:51