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G7795

Sigma-Aldrich

Ganaxolone

≥98% (HPLC), solid

Szinonimák:

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

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Összes fotó(1)

About This Item

Tapasztalati képlet (Hill-képlet):
C22H36O2
CAS-szám:
38398-32-2
Molekulatömeg:
332.52
MDL-szám:
MFCD00945298
UNSPSC kód:
12352200
PubChem Substance ID:
24724496
NACRES:
NA.77

Minőségi szint

100

Teszt

≥98% (HPLC)

Forma

solid

szín

white

oldhatóság

DMSO: ≥2 mg/mL
H2O: insoluble

tárolási hőmérséklet

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

Nemzetközi kémiai azonosító kulcs

PGTVWKLGGCQMBR-FLBATMFCSA-N

Géninformáció

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)

Biokémiai/fiziológiai hatások

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.

Tulajdonságok és előnyök

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.

Minőség

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

Tárolási osztály kódja

11 - Combustible Solids

WGK

WGK 3

Lobbanási pont (F)

Not applicable

Lobbanási pont (C)

Not applicable

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Analitikai tanúsítványok (COA)

Lot/Batch Number
0000051177
0000051177
0000212131
0000212130
0000203912

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Dokumentumtár megtekintése

Rafal M Kaminski et al.
Epilepsia, 45(7), 864-867 (2004-07-03)
Low-frequency (6 Hz), long-duration (3 s) electrical stimulation in mice produces seizures characterized by immobility, focal clonus, and automatic behaviors reminiscent of human limbic epilepsy. Renewed interest has been expressed in this seizure model with the recognition that it is
Virinder Nohria et al.
Neurotherapeutics : the journal of the American Society for Experimental NeuroTherapeutics, 4(1), 102-105 (2007-01-03)
Ganaxolone (3alpha-hydroxy-3beta-methyl-5alpha-pregnan-20-one) (GNX) is the 3beta-methylated synthetic analog of allopregnanolone; it belongs to a class of compounds referred to as neurosteroids. GNX is an allosteric modulator of GABA(A) receptors acting through binding sites which are distinct from the benzodiazepine binding
Malika Robichaud et al.
The international journal of neuropsychopharmacology, 9(2), 191-200 (2005-09-22)
Accumulating evidence suggest a reciprocal interaction between neurosteroids, especially 5alpha-pregnan-3alpha-ol,20-one (3alpha,5alpha-THP, allopregnanolone), and the serotonergic (5-HT) system. Both 5-HT and neurosteroids seem to play an important role in the pathophysiology of major depression. We have previously shown that a 7-d
R B Carter et al.
The Journal of pharmacology and experimental therapeutics, 280(3), 1284-1295 (1997-03-01)
Ganaxolone (CCD 1042) is a 3beta-methyl-substituted analog of the endogenous neuroactive steroid 3alpha-hydroxy-5alpha-pregnan-20-one. Ganaxolone inhibited binding of the gamma-aminobutyric acid (GABA)A receptor-chloride channel ligand t-[35S]butylbicyclophosphorothionate (IC50 of 80 nM) and enhanced binding of the benzodiazepine site ligand [3H]flunitrazepam (EC50 of
Nancy Foldvary-Schaefer et al.
Neurology, 61(6 Suppl 2), S2-15 (2003-09-25)
In women with epilepsy, seizures can be influenced by variations in sex hormone secretion during the menstrual cycle. The proconvulsant effects of estrogen have been demonstrated in both animals and humans, whereas progesterone has been found to have anticonvulsant properties.
View All Related Papers

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