P9129

5-Pregnen-3β-ol-20-one

≥98%

• Synonyme(s) : 3β-Hydroxy-5-pregnen-20-one, Pregnenolone
• Formule empirique (notation de Hill) : C₂₁H₃₂O₂
• CAS Number: 145-13-1
• Poids moléculaire : 316.48
• Beilstein: 2059026
• Numéro CE : 205-647-4
• Numéro MDL: MFCD00003628
• Code UNSPSC : 12352211
• ID de substance PubChem : 24899008
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: synthetic (organic)
• Niveau de qualité: 200
• Essai: ≥98%
• Forme: powder
• Solubilité: ethanol: soluble 10 mg/mL, clear, colorless to faintly yellow
• Groupe fonctionnel: ketone
• Conditions d'expédition: ambient
• Température de stockage: room temp
• Chaîne SMILES: [H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](CC[C@@]24[H])C(C)=O
• InChI: 1S/C21H32O2/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/h4,15-19,23H,5-12H2,1-3H3/t15-,16-,17+,18-,19-,20-,21+/m0/s1

Description

Application

5-Pregnen-3β-ol-20-one is suitable for use:

• as a substrate for 3β-HSD at a concentration of 1 μg/mL to study the time-dependent effect of reduced oxygen tension on 3β-hydroxysteroid dehydrogenase (3β-HSD) activity[1]
• as a progestin precursor to study the effects of splenic macrophages on progestin secretion of luteal cells[2]
• in the testicular interstitial cell culture medium at a concentration of 15mg/mL[3]

Actions biochimiques/physiologiques

One of a small number of "neurosteroids," steroids synthesized in the brain rather than peripheral sources. Decreased levels of these neurosteroids has been implicated in rodent cognitive decline with age, but studies in humans have been contradictory.

Testosterone production in rats occurs in Leydig cells of the testis via the Δ⁴ pathway. Cholesterol is first converted to pregnenolone, then to progesterone, and finally to testosterone.[3] Pregnenolone is the key neurosteroid synthesized in steroidogenic glands. It is also present as a sulfate ester that serves as an antagonist of GABAergic neurons by interacting with γ-aminobutyric acid (GABA) receptor.[4]

Informations sur la sécurité

• Code de la classe de stockage: 13 - Non 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)