Fluasterone

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

Identification

Generic Name
Fluasterone
DrugBank Accession Number
DB06250
Background

Has antiproliferative effects on HIV-1 and reduces HIV-1 replication.

Type
Small Molecule
Groups
Investigational
Structure
Thumb
Weight
Average: 290.422
Monoisotopic: 290.204593652
Chemical Formula
C19H27FO
Synonyms
Not Available
External IDs
  • HE 2500
  • HE-2500

Pharmacology

Indication

Investigated for use/treatment in psoriasis and psoriatic disorders, hyperlipidemia, metabolic disease, cancer/tumors (unspecified), and obesity.

Pharmacology
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Contraindications & Blackbox Warnings
Contraindications
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Pharmacodynamics

Not Available

Mechanism of action

Fluasterone is a synthetically stable adrenocortical steroid fluorinated analogue of dehydroepiandrosterone (DHEA), a powerful anti-inflammatory molecule with androgenic or estrogenic side effects. It is proposed that fluasterone inhibits NF-kB activation and reduces oxidative stress, but other mechanisms may play a role. Fluasterone suppresses inflammation and is effective in preclinical models of chronic inflammatory disease including psoriasis, asthma, rheumatoid arthritis, multiple sclerosis and lupus erythematosus. Fluasterone has anti-inflammatory effects inpreclinical models of chronic inflammatory disease including psoriasis, asthma, rheumatoid arthritis, multiple sclerosis and lupus erythematosus. [Aeson Pharmaceuticals Executive Report]

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
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.
DrugInteraction
Beclomethasone dipropionateThe risk or severity of edema formation can be increased when Fluasterone is combined with Beclomethasone dipropionate.
BetamethasoneThe risk or severity of edema formation can be increased when Fluasterone is combined with Betamethasone.
Betamethasone phosphateThe risk or severity of edema formation can be increased when Fluasterone is combined with Betamethasone phosphate.
BudesonideThe risk or severity of edema formation can be increased when Fluasterone is combined with Budesonide.
CiclesonideThe risk or severity of edema formation can be increased when Fluasterone is combined with Ciclesonide.
ClobetasolThe risk or severity of edema formation can be increased when Fluasterone is combined with Clobetasol.
Clobetasol propionateThe risk or severity of edema formation can be increased when Fluasterone is combined with Clobetasol propionate.
CorticotropinThe risk or severity of edema formation can be increased when Fluasterone is combined with Corticotropin.
Cortisone acetateThe risk or severity of edema formation can be increased when Fluasterone is combined with Cortisone acetate.
DeflazacortThe risk or severity of edema formation can be increased when Fluasterone is combined with Deflazacort.
Interactions
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Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as androstane steroids. These are steroids with a structure based on the 19-carbon androstane skeleton.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Androstane steroids
Direct Parent
Androstane steroids
Alternative Parents
Halogenated steroids / 17-oxosteroids / Delta-5-steroids / Alpha-haloketones / Organofluorides / Organic oxides / Hydrocarbon derivatives / Alkyl fluorides
Substituents
16-halo-steroid / 17-oxosteroid / Aliphatic homopolycyclic compound / Alkyl fluoride / Alkyl halide / Alpha-haloketone / Androstane-skeleton / Carbonyl group / Delta-5-steroid / Halo-steroid
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
R7M5UGD04G
CAS number
112859-71-9
InChI Key
VHZXNQKVFDBFIK-NBBHSKLNSA-N
InChI
InChI=1S/C19H27FO/c1-18-9-4-3-5-12(18)6-7-13-14(18)8-10-19(2)15(13)11-16(20)17(19)21/h6,13-16H,3-5,7-11H2,1-2H3/t13-,14+,15+,16-,18+,19+/m1/s1
IUPAC Name
(1S,2R,10R,11S,13R,15S)-13-fluoro-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-one
SMILES
C[C@]12CC[C@H]3[C@@H](CC=C4CCCC[C@]34C)[C@@H]1C[C@@H](F)C2=O

References

General References
Not Available
ChemSpider
118130
ZINC
ZINC000003778181
Wikipedia
Fluasterone

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
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00261 mg/mLALOGPS
logP4.76ALOGPS
logP4.77ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)16.48ChemAxon
pKa (Strongest Basic)-8.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity82.79 m3·mol-1ChemAxon
Polarizability33.22 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
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/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 March 19, 2008 16:19 / Updated on June 12, 2020 16:52