P8887

5α-Pregnan-3α-ol-20-one

solid

• Synonyme(s) : 3α-Hydroxy-5α-pregnan-20-one, 3α-OH-DHP, Allopregnan-3α-ol-20-one, Allopregnanolone, Brexanolone
• Formule empirique (notation de Hill): C₂₁H₃₄O₂
• Numéro CAS: 516-54-1
• Poids moléculaire : 318.49
• Numéro Beilstein : 3211363
• Numéro MDL: MFCD00003677
• Code UNSPSC : 12352200
• ID de substance PubChem : 24278659
• Nomenclature NACRES : NA.77

Propriétés

• Forme: solid
• Niveau de qualité: 200
• Couleur: white
• Solubilité: DMSO: 5 mg/mL; methanol: soluble
• Chaîne SMILES: [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@@H](O)C2
• InChI: 1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3/t14-,15+,16-,17+,18-,19-,20-,21+/m0/s1
• Clé InChI: AURFZBICLPNKBZ-SYBPFIFISA-N
• Informations sur le gène: 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) ; rat ... Gabra1(29705) , Gabra2(29706) , Gabrg2(29709)

Description

Application

5α-Pregnan-3α-ol-20-one has been used:

• as an allosteric modulator of GABAA receptors in mice
• a neuroprotective steroid in transgenic mice
• a neurosteroid

Actions biochimiques/physiologiques

5α-Pregnan-3α-ol-20-one is a positive allosteric modulator of γ-aminobutyric acid (GABA) A receptor (GABAA). It is also called pregnan and during pregnancy it modulates the atrial volume receptors transducer properties. During estrus cycle, 5α-Pregnan-3α-ol-20-one or allopregnanolone levels changes in hypothalamus. It is present in high levels post adrenalectomy and gonadectomy.

Caractéristiques et avantages

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.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)