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ChemicalBook--->CAS DataBase List--->38398-32-2

38398-32-2

38398-32-2 Structure

38398-32-2 Structure
IdentificationBack Directory
[Name]

GANAXOLONE
[CAS]

38398-32-2
[Synonyms]

3α-hydroxy-3β-methyl-5α-pregnan-20-one
(3α,5α)-3-Hydroxy-3-methyl-pregnan-20-one
1-((3R,5S,8R,9S,10S,13S,14S,17S)-3-Hydroxy-3,10,13-trimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone
[Molecular Formula]

C22H36O2
[MDL Number]

MFCD00945298
[MOL File]

38398-32-2.mol
[Molecular Weight]

332.52
Chemical PropertiesBack Directory
[Melting point ]

190-192°
[alpha ]

D +103°
[Boiling point ]

434.8±18.0 °C(Predicted)
[density ]

1.036±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: ~4.2 mg/mL
[form ]

solid
[pka]

15.18±0.70(Predicted)
[color ]

white
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[RTECS ]

TU4384700
Hazard InformationBack Directory
[Description]

Ganaxolone is a 3β-methylated synthetic analog of the neurosteroid allopregnanolone that allosterically enhances GABAA receptor current. At nanomolar concentrations, it can potentiate GABA-evoked currents at GABAA receptor complexes containing α1, α2, α3, β2, and γ2L subunits expressed in Xenopus oocytes. Ganaxolone has been shown to have a broad range of antiseizure activity in animal epilepsy models and human clinical trials.
[Uses]

Treatment of epilepsy and migraine.
[Definition]

ChEBI: Ganaxolone is a corticosteroid hormone.
[Biological Activity]

Potent positive allosteric modulator of GABA A receptors. Enhances GABA-evoked chloride currents in Xenopus oocytes expressing GABA A receptors (EC 50 values are 94, 122 and 213 nM for α 2 β 1 γ 2 L , α 3 β 1 γ 2 L and α 1 β 1 γ 2 L receptors respectively). Exerts anticonvulsive effects in a broad range of animal seizure models.
[Biochem/physiol Actions]

Ganaxolone (3alpha-hydroxy-3beta-methyl-5alpha-pregnane-20-one) is a positive allosteric modulator of the GABAA receptor subtype; synthetic analog of the endogenous neurosteroid allopregnanolone; effective against chemically induced seizures in rats and mice. Ganaxolone is an orally active analog of allopregnanolone that is not converted to the hormonally active 3-keto form. The enhanced anticonvulsant potency of ganaxolone after neurosteroid withdrawal supports the use of ganaxolone as a specific treatment for perimenstrual catamenial epilepsy.
[storage]

+4°C
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