Identification
NameEthylestrenol
Accession NumberDB01493
TypeSmall Molecule
GroupsWithdrawn
Description

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

Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
Categories
UNIIADC79EK5Q8
CAS number965-90-2
WeightAverage: 288.4675
Monoisotopic: 288.245315646
Chemical FormulaC20H32O
InChI KeyAOXRBFRFYPMWLR-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]
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot 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 ReferencesNot Available
External Links
ATC CodesA14AB02 — Ethylestrenol
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
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
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis 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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassPregnane steroids
Direct ParentPregnane steroids
Alternative Parents17-hydroxysteroids / Delta-4-steroids / Tertiary alcohols / Cyclic alcohols and derivatives / Hydrocarbon derivatives
SubstituentsPregnane-skeleton / 17-hydroxysteroid / Hydroxysteroid / Delta-4-steroid / Tertiary alcohol / Cyclic alcohol / Organic oxygen compound / Hydrocarbon derivative / Organooxygen compound / Alcohol
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptorstertiary alcohol, 17beta-hydroxy steroid (CHEBI:31578 )
Drug created on July 31, 2007 07:09 / Updated on July 18, 2017 16:59