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Ganaxolone

Name: Ganaxolone
Brand: SIGMA

solid, ≥98% (HPLC)

Synonym(s):

3α-Hydroxy-3β-methyl-5α-pregnan-20-one, CCD 1042

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₃₆O₂

CAS Number:

38398-32-2

Molecular Weight:

332.52

NACRES:

NA.77

PubChem Substance ID:

24724496

UNSPSC Code:

12352200

MDL number:

MFCD00945298

Assay:

≥98% (HPLC)

Form:

solid

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Properties

Quality Segment

100

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: ≥2 mg/mL, H₂O: insoluble

storage temp.

2-8°C

SMILES string

[H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@H](C(C)=O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@@](C)(O)C2

InChI

1S/C22H36O2/c1-14(23)17-7-8-18-16-6-5-15-13-20(2,24)11-12-21(15,3)19(16)9-10-22(17,18)4/h15-19,24H,5-13H2,1-4H3/t15-,16-,17+,18-,19-,20+,21-,22+/m0/s1

InChI key

PGTVWKLGGCQMBR-FLBATMFCSA-N

Gene Information

human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562), GABRD(2563), GABRE(2564), GABRG1(2565), GABRG2(2566), GABRG3(2567), GABRP(2568), GABRQ(55879)
mouse ... Gabrg2(14406)

Description

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.

Positive allosteric modulator of the GABA_A receptor subtype; synthetic analog of the endogenous neurosteroid allopregnanolone; effective against chemically induced seizures in rats and mice.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the GABAA Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Analysis Note

The product is pure based on elemental analysis, NMR, MS, optical rotation and melting point.

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This Item	P8004	P8129	M6013
Sigma-Aldrich G7795 Ganaxolone	Sigma-Aldrich P8004 5α-Pregnan-3β-ol-20-one 3β-acetate	Sigma-Aldrich P8129 5β-Pregnan-3α-ol-20-one	Sigma-Aldrich M6013 Medroxyprogesterone
assay ≥98% (HPLC)	assay ≥98%	assay ≥98% (TLC)	assay ≥98% (HPLC)
form solid	form powder	form powder	form powder
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. -	storage temp. room temp	storage temp. room temp
solubility DMSO: ≥2 mg/mL, H₂O: insoluble	solubility -	solubility chloroform: 50 mg/mL, clear, colorless	solubility chloroform: 50 mg/mL, clear, colorless to faintly yellow
color white	color -	color -	color -

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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