Ethylestrenol (CHEM016698)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:40:47 UTC
Update Date2016-11-09 01:15:27 UTC
Accession NumberCHEM016698
Identification
Common NameEthylestrenol
ClassSmall Molecule
DescriptionAn anabolic steroid with some progestational activity and little androgenic effect. [PubChem]
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
17alpha-Ethyl-17beta-hydroxy-4-estreneChEBI
17alpha-Ethylestr-4-en-17beta-olChEBI
17beta-Hydroxy-17alpha-ethyl-19-nor-4-androsteneChEBI
19-Nor-17alpha-pregn-4-en-17beta-olChEBI
Durabolin-OChEBI
DuraboralChEBI
EthylestrenolumChEBI
EthylnandrolChEBI
EtilestrenolChEBI
MaxibalinChEBI
MaxibolinChEBI
NeodurabolinChEBI
OrabolinChEBI
OrgabolinChEBI
OrgaboralChEBI
17a-Ethyl-17b-hydroxy-4-estreneGenerator
17Α-ethyl-17β-hydroxy-4-estreneGenerator
17a-Ethylestr-4-en-17b-olGenerator
17Α-ethylestr-4-en-17β-olGenerator
17b-Hydroxy-17a-ethyl-19-nor-4-androsteneGenerator
17Β-hydroxy-17α-ethyl-19-nor-4-androsteneGenerator
19-Nor-17a-pregn-4-en-17b-olGenerator
19-Nor-17α-pregn-4-en-17β-olGenerator
EthyloestrenolMeSH
Chemical FormulaC20H32O
Average Molecular Mass288.468 g/mol
Monoisotopic Mass288.245 g/mol
CAS Registry Number965-90-2
IUPAC Name(1S,2R,10R,11S,14S,15S)-14-ethyl-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-ol
Traditional Nameethylestrenol
SMILES[H][C@@]12CC[C@@](O)(CC)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCCC=C3CC[C@@]21[H]
InChI IdentifierInChI=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
InChI KeyAOXRBFRFYPMWLR-XGXHKTLJSA-N
Chemical Taxonomy
Description 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 Parents
Substituents
  • Pregnane-skeleton
  • 17-hydroxysteroid
  • Hydroxysteroid
  • Delta-4-steroid
  • Tertiary alcohol
  • Cyclic alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00086 g/LALOGPS
logP5.2ALOGPS
logP4.69ChemAxon
logS-5.5ALOGPS
pKa (Strongest Basic)-0.27ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity88.5 m³·mol⁻¹ChemAxon
Polarizability35.94 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dr-0090000000-e62ae9614ef23478f3e4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dr-2290000000-826f908e654bfc154721Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01r6-6980000000-5b9b947a4615765a9a94Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-288621fa735daa057cd7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-551c74d33c4e170ca8eaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05i0-0190000000-6ff8fad8f3b61e0cf901Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB01493
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkEthylestrenol
Chemspider IDNot Available
ChEBI ID31578
PubChem Compound ID13765
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10406207
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=14001307
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=14482850
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=3865482
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=637620
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=7193965
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=7233967
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=7233968