906-83-2

Basic information

• Product Name: ALLOPREGNANOLONE ACETATE
• Synonyms: EPIALLOPREGNANOLONE ACETATE;ALLOPREGNANOLONE ACETATE;3BETA-HYDROXY-5ALPHA-PREGNAN-20-ONE ACETATE;5ALPHA-PREGNAN-3BETA-OL-20-ONE 3-ACETATE;5ALPHA-PREGNAN-3BETA-OL-20-ONE 3BETA-ACETATE;5-ALPHA-PREGNAN-3-BETA-OL-20-ONE ACETATE;5A-pregnan-3B-ol-20-one 3B-acetate;5alpha-pregnan-3beta-ol-20-one-3beta-acetatecrystalline
• CAS NO: 906-83-2
• Molecular Formula: C₂₃H₃₆O₃
• Molecular Weight: 360.53
• Product Categories: Steroids
• Mol File: 906-83-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 443.7°Cat760mmHg
• Flash Point: 189.4°C
• Appearance: /
• Density: 1.07g/cm³
• Vapor Pressure: 4.55E-08mmHg at 25°C
• Refractive Index: 1.521
• CAS DataBase Reference: ALLOPREGNANOLONE ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ALLOPREGNANOLONE ACETATE(906-83-2)
• EPA Substance Registry System: ALLOPREGNANOLONE ACETATE(906-83-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 906-83-2(Hazardous Substances Data)

Usage

Uses

5α-Pregnan-3β-ol-20-one 3β-Acetate is a derivative of Pregnenolone (P712200); a steroid hormone involved in the steroidogenesis of progesterone, mineralocorticoids, glucocorticoids, androgens, and estrogens. As such it is a prohormone. Pregnenolone is a GABAA antagonist and increases neurogenesis in the hippocampus. It is a modulator of cytochrome P 450-3A.

InChI:InChI=1/C23H36O3/c1-14(24)19-7-8-20-18-6-5-16-13-17(26-15(2)25)9-11-22(16,3)21(18)10-12-23(19,20)4/h16-21H,5-13H2,1-4H3/t16-,17-,18-,19-,20-,21-,22-,23+/m0/s1

Upstream product

• 40148-36-5 acetic acid-(20-hydroxy-24.24-dimethyl-cholanyl-⁽³⁾-ester) 
• 64-19-7 acetic acid 
• 209979-66-8 17α,21-dichloro-3β-acetoxy-5α-pregnan-20-one 
• 1092553-72-4 3β-acetoxy-21-nor-5β.14β.17βH-pregnanoic acid-(20) 
• 15173-94-1 3β-hydroxy-21-nor-5β.14β.17βH-pregnanoic acid-(20) 
• 128-20-1 3β-hydroxy-(5ξ)-pregnan-20-one 
• 108-24-7 acetic anhydride 
• 1778-02-5 Pregnenolone acetate 
• 28507-81-5 C₂₅H₃₈O₄ 

Downstream Products

• 40129-02-0 3β,21-diacetoxy-5α-pregnan-20-one 
• 27768-98-5 3β,17,21-triacetoxy-5α-pregnan-20-one 
• 5424-40-8 3β,17β-diacetoxy-5α-androstane 
• 1239-31-2 3β-acetoxy-5α-androstan-17-one 
• 85220-97-9 3β-acetoxy-5α-hydroxypregnan-20-one 
• 1169-20-6 3β-acetoxy-5α-pregn-16-en-20-one 
• 5456-44-0 3β-acetoxy-17-hydroxy-5α-pregnan-20-one 
• 120563-77-1 Acetic acid (3S,5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-17-[1-((S)-1-phenyl-ethylamino)-ethyl]-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester 
• 474-51-1 20α-dimethylamino-5α-pregnan-3β-ol 
• 54411-87-9 20-methyl-(3β,5α)-pregn-20-en-3-ol 
• 148256-35-3 (3S,5S,10S,13S,17S)-17-acetyl-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl benzoate 
• 103004-77-9 (21E)-21-benzyliden-3β-hydroxypregn-20-one 
• 1620967-19-2 C₃₀H₄₂N₂O₂ 
• 1620967-21-6 C₃₀H₄₂N₂O₂ 

Relevant articles and documents

Unraveling the structure-activity relationship of tomatidine, a steroid alkaloid with unique antibiotic properties against persistent forms of Staphylococcus aureus

Staphylococcus aureus (S. aureus) is responsible for difficult-to-treat and relapsing infections and constitutes one of the most problematic pathogens due to its multiple resistances to clinically available antibiotics. Additionally, the ability of S. aureus to develop small-colony variants is associated with a reduced susceptibility to aminoglycoside antibiotics and in vivo persistence. We have recently demonstrated that tomatidine, a steroid alkaloid isolated from tomato plants, possesses anti-virulence activity against normal strains of S. aureus as well as the ability to potentiate the effect of aminoglycoside antibiotics. In addition, tomatidine has shown antibiotic activity against small-colony variants of S. aureus. We herein report the first study of the structure-activity relationship of tomatidine against S. aureus.

Acetoxylation reactions of 17α, 21-dichloro-20-oxopregnanes and their relatives

Acetoxylation reactions of 17a,21-dichloro-20-oxopregnanes and their relatives under different conditions using anhydrous sodium and potassium acetate are being studied in order to produce cortisone of triamcinolone side chain.