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P5052

5α-Pregnan-3α-ol-11,20-dione

powder, ≥98% (TLC)

Synonym(s):

3-Hydroxy-5α-pregnane-11,20-dione, Alfaxalone

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About This Item

CAS Number:
23930-19-0
NACRES:
NA.77
PubChem Substance ID:
24278637
UNSPSC Code:
12352200
MDL number:
MFCD00083468
Assay:
≥98% (TLC)
Form:
powder
Quality level:
200
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Quality Level

200

assay

≥98% (TLC)

form

powder

drug control

USDEA Schedule IV

color

white

solubility

chloroform: ≥5 mg/mL, clear, colorless

SMILES string

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

InChI

1S/C21H32O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h13-17,19,23H,4-11H2,1-3H3/t13-,14+,15-,16+,17-,19+,20-,21+/m0/s1

InChI key

DUHUCHOQIDJXAT-OLVMNOGESA-N

Gene Information

human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562), GABRG2(2566)

Biochem/physiol Actions

Neurosteroid; positive allosteric modulator of the GABAA receptor; anesthetic.
Synthetic steroid compound alphaxalone (AFX) - 5α-Pregnan-3α-ol-11,20-dione- is a neurosteroid that directly activates and potentiates GABAA receptor-activated membrane current (IGABA). It acts as a positive allosteric modulator of the GABAA receptor; anesthetic. The alpha subunit subtype of GABAA determines the efficacy, but not the potency, of AFX neuroactive steroid to potentiate IGABA.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000521582
0000521582
0000497875
0000492775
0000473043

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T Sooksawate et al.
Neuropharmacology, 37(9), 1103-1110 (1998-12-02)
The effects of increased membrane cholesterol on the potentiation of GABA(A) currents by pregnanolone (5beta-pregnan-3alpha-ol-20-one), allopregnanolone (5alpha-pregnan-3alpha-ol-20-one), alphaxalone (5alpha-pregnan-3alpha-ol-11,20-dione) and propofol were investigated in acutely dissociated rat hippocampal neurones using the whole-cell patch clamp technique. Cholesterol enrichment of the neurones
R Maitra et al.
Brain research, 819(1-2), 75-82 (1999-03-20)
Neurosteroids are potent, endogenous modulators of GABAA receptor function in the central nervous system. The endogenous progesterone metabolite allopregnanolone (ALP) and the synthetic steroid compound alphaxalone (AFX) have been shown to both directly activate and potentiate GABAA receptor-activated membrane current

Global Trade Item Number

SKUGTIN
P5052-10MG04061832092706