P8887

5α-Pregnan-3α-ol-20-one

Name: 5α-Pregnan-3α-ol-20-one
Brand: SIGMA

GABAA modulator, solid

Synonyme(s) :

3α-Hydroxy-5α-pregnan-20-one, 3α-OH-DHP, Allopregnan-3α-ol-20-one, Allopregnanolone, Brexanolone

Se connecter pour consulter les tarifs organisationnels et contractuels.

Sélectionner une taille de conditionnement

Toutes les photos(1)

About This Item

Formule empirique (notation de Hill) :

C₂₁H₃₄O₂

Numéro CAS:

516-54-1

Poids moléculaire :

318.49

NACRES:

NA.77

PubChem Substance ID:

24278659

UNSPSC Code:

12352200

MDL number:

MFCD00003677

Beilstein/REAXYS Number:

3211363

Nom du produit

5α-Pregnan-3α-ol-20-one, solid

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@@H](O)C2

InChI key

AURFZBICLPNKBZ-SYBPFIFISA-N

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

form

solid

color

white

solubility

DMSO: 5 mg/mL
methanol: soluble

Quality Level

200

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)
rat ... Gabra1(29705), Gabra2(29706), Gabrg2(29709)

Vous recherchez des produits similaires ? Visite Guide de comparaison des produits

Catégories apparentées

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

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

Biochem/physiol Actions

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.

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.

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number

Vous ne trouvez pas la bonne version ?

Si vous avez besoin d'une version particulière, vous pouvez rechercher un certificat spécifique par le numéro de lot.

Rechercher un(e) COA

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

The neurosteroid 5beta-pregnan-3 alpha-ol-20-one enhances actions of etomidate as a positive allosteric modulator of alpha beta gamma L GABAA receptors

Li P, et al.

British Journal of Pharmacology, 171(23), 5446-5457 (2014)

Genetic variations and treatments that affect the lifespan of the NPC1 mouse

Liu B, et al.

Journal of Lipid Research, 49(3), 663-669 (2008)

Autism Spectrum Disorder-Related Syndromes: Modeling with Drosophila and Rodents.

Ibuki Ueoka et al.

International journal of molecular sciences, 20(17) (2019-08-24)

Whole exome analyses have identified a number of genes associated with autism spectrum disorder (ASD) and ASD-related syndromes. These genes encode key regulators of synaptogenesis, synaptic plasticity, cytoskeleton dynamics, protein synthesis and degradation, chromatin remodeling, transcription, and lipid homeostasis. Furthermore

Neurosteroids and GABA-A receptor function

Wang M

Frontiers in Endocrinology, 2, 44-44 (2011)

Neurosteroid modulation of GABA IPSCs is phosphorylation dependent

Fancsik A, et al.

The Journal of Neuroscience, 20(9), 3067-3075 (2000)

Afficher tous les articles scientifiques apparentés

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique