NAV

Etynodiol

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Etynodiol
DrugBank Accession Number
DB13866
Background

Etynodiol (INN), or ethynodiol (BAN) is a steroidal progestin related to norethisterone which was never marketed. While etynodiol is sometimes used as a synonym for etynodiol diacetate, it usually refers to etynodiol diacetate (see Ethynodiol diacetate), not etynodiol.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 300.442
Monoisotopic: 300.208930142
Chemical Formula
C20H28O2
Synonyms
  • (3β,17α)-19-Norpregn-4-en-20-yne-3,17-diol
  • 17α-Ethynyl-19-norandrost-4-ene-3β,17β-diol
  • 3β-hydroxynorethisterone
  • Aethynodiolum
  • Ethinodiol
  • Ethynodiol
  • Etinodiol
  • étynodiol
  • Etynodiol
  • Etynodiolum
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
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.
DrugInteraction
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interactions in your software
AbametapirThe serum concentration of Etynodiol can be increased when it is combined with Abametapir.
AbciximabThe therapeutic efficacy of Abciximab can be decreased when used in combination with Etynodiol.
AcenocoumarolThe therapeutic efficacy of Acenocoumarol can be decreased when used in combination with Etynodiol.
AcetaminophenThe metabolism of Etynodiol can be increased when combined with Acetaminophen.
AcetazolamideThe metabolism of Etynodiol can be increased when combined with Acetazolamide.
Food Interactions
Not Available

Categories

ATC Codes
G03DC06 — EtynodiolG03FA06 — Etynodiol and estrogenG03AA01 — Etynodiol and ethinylestradiol
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Estrane steroids
Direct Parent
Estrogens and derivatives
Alternative Parents
3-hydroxy delta-4-steroids / 3-beta-hydroxysteroids / 17-hydroxysteroids / Delta-4-steroids / Ynones / Tertiary alcohols / Secondary alcohols / Cyclic alcohols and derivatives / Acetylides / Hydrocarbon derivatives
Substituents
17-hydroxysteroid / 3-beta-hydroxysteroid / 3-hydroxy-delta-4-steroid / 3-hydroxysteroid / Acetylide / Alcohol / Aliphatic homopolycyclic compound / Cyclic alcohol / Delta-4-steroid / Estrogen-skeleton
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
terminal acetylenic compound, 3beta-hydroxy steroid, 17beta-hydroxy steroid (CHEBI:50785)
Affected organisms
Not Available

Chemical Identifiers

UNII
9E01C36A9S
CAS number
1231-93-2
InChI Key
JYILPERKVHXLNF-QMNUTNMBSA-N
InChI
InChI=1S/C20H28O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,14-18,21-22H,4-11H2,2H3/t14-,15-,16+,17+,18-,19-,20-/m0/s1
IUPAC Name
(1S,2R,5S,10R,11S,14R,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-diol
SMILES
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CC[C@H](O)C=C3CC[C@@]21[H]

References

General References
Not Available
KEGG Drug
D07939
PubChem Compound
14687
PubChem Substance
347829321
ChemSpider
14017
RxNav
24591
ChEBI
50785
ChEMBL
CHEMBL1201406
ZINC
ZINC000030691629
Wikipedia
Etynodiol

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00785 mg/mLALOGPS
logP2.61ALOGPS
logP2.81Chemaxon
logS-4.6ALOGPS
pKa (Strongest Acidic)17.52Chemaxon
pKa (Strongest Basic)-1.4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area40.46 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity88.32 m3·mol-1Chemaxon
Polarizability35.26 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0090000000-ee88b41617eebbc82956
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0090000000-5eb9dbc248ff18726542
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0159-0490000000-61cd573cfc9a30c46c45
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0090000000-92a0f62c14e4da095938
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00dj-0190000000-fc4b5ec5e142934d3836
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4l-1900000000-37f16cfc60f28cd55b24
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-183.6722981
predicted
DarkChem Lite v0.1.0
[M-H]-172.85155
predicted
DeepCCS 1.0 (2019)
[M+H]+184.7716981
predicted
DarkChem Lite v0.1.0
[M+H]+174.74696
predicted
DeepCCS 1.0 (2019)
[M+Na]+183.5377981
predicted
DarkChem Lite v0.1.0
[M+Na]+180.66383
predicted
DeepCCS 1.0 (2019)

Enzymes

Details1. Cytochrome P450 3A4
Kind
Protein
Organism
Humans
Pharmacological action
No
Actions
Substrate
General Function
Vitamin d3 25-hydroxylase activity
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation react...
Gene Name
CYP3A4
Uniprot ID
P08684
Uniprot Name
Cytochrome P450 3A4
Molecular Weight
57342.67 Da
References
  1. Gene labs [Link]

Drug created at July 04, 2017 21:13 / Updated at February 21, 2021 18:54