P9129

5-Pregnen-3β-ol-20-one

≥98%

• Synonym(s): 3β-Hydroxy-5-pregnen-20-one, Pregnenolone
• Empirical Formula (Hill Notation): C₂₁H₃₂O₂
• CAS Number: 145-13-1
• Molecular Weight: 316.48
• UNSPSC Code: 12352211
• NACRES: NA.77
• PubChem Substance ID: 24899008
• EC Number: 205-647-4
• Beilstein/REAXYS Number: 2059026
• MDL number: MFCD00003628

Properties

• biological source: synthetic (organic)
• Quality Level: 200
• assay: ≥98%
• form: powder
• solubility: ethanol: soluble 10 mg/mL, clear, colorless to faintly yellow
• functional group: ketone
• shipped in: ambient
• storage temp.: room temp
• SMILES string: [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
• InChI key: ORNBQBCIOKFOEO-QGVNFLHTSA-N
• Gene Information: human ... SERPINA6(866) ; rat ... Ar(24208)

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]

Biochem/physiol Actions

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]

Safety Information

• Storage Class: 13 - Non Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)