570-54-7

Basic information

• Product Name: 3-beta,17-alpha-dihydroxy-5-alpha-pregnan-20-one
• Synonyms: 3-beta,17-alpha-dihydroxy-5-alpha-pregnan-20-one;allopregnane-3beta,17alpha-diol-20-one;allo-Pregnan-3β,17-diol-20-one;Allopregnan-3β,17-diol-20-one;Allopregnane-3β,17α-diol-20-one;Allopregnane-3b,17a-diol-20-one
• CAS NO: 570-54-7
• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.49286
• EINECS: 209-331-7
• Mol File: 570-54-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 264-266°
• Boiling Point: 465.4°Cat760mmHg
• Flash Point: 249.4°C
• Appearance: /
• Density: 1.123g/cm³
• Vapor Pressure: 1.28E-10mmHg at 25°C
• Refractive Index: 1.544
• CAS DataBase Reference: 3-beta,17-alpha-dihydroxy-5-alpha-pregnan-20-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-beta,17-alpha-dihydroxy-5-alpha-pregnan-20-one(570-54-7)
• EPA Substance Registry System: 3-beta,17-alpha-dihydroxy-5-alpha-pregnan-20-one(570-54-7)

Safety Data

• Hazardous Substances Data: 570-54-7(Hazardous Substances Data)

Usage

Uses

5α-Pregnan-3β,17α-diol-20-one is a derivative of Pregnenolone(P712200) which is 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/C21H34O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h14-18,23-24H,4-12H2,1-3H3/t14-,15-,16+,17-,18-,19-,20-,21-/m0/s1

Upstream product

• 93-59-4 Perbenzoic acid 
• 67-66-3 chloroform 
• 17921-48-1 5β-pregnene-(17(20)t)-diyl-(3β.20)-diacetate 
• 1080507-42-1 5β-pregnene-(17(20)c)-diyl-(3β.20)-diacetate 
• 6003-22-1 3β,21-diacetoxy-5α-pregnan-17α-ol-20-one 
• 102874-41-9 (20Ξ)-3β-acetoxy-20-acetylamino-17,20-epoxy-5α-pregnane 
• 906-83-2 pregnenolone acetate 
• 516-55-2 isopregnanolone 
• 64-17-5 ethanol 
• 79417-82-6 16β-bromo-3β,17-dihydroxy-5α-pregnan-20-one 
• 57-83-0 Progesterone 
• 110-86-1 pyridine 
• 10025-87-3 trichlorophosphate 
• 56909-68-3 3β-acetoxy-20-acetylamino-5α-pregn-17(20)ξ-ene 

Downstream Products

• 5456-44-0 3β-acetoxy-17-hydroxy-5α-pregnan-20-one 

Relevant articles and documents

5 α-pregnan-20-ones and 5-pregnen-20-ones and related compounds

Compounds of the formulae: STR1 useful as anti-obesity, anti-diabetic, anti-coronary and hypolipidemic agents.

The Reaction of Enols with Superoxide Anion Radicals: Preparation of Tertiary α-Ketols

Pregnan-20-ones (1) and (4) and 3β-hydroxy-5α-cholestan-6-one (7) react with KO2 and 18-crown-6 benzene solution and under an oxygen atmosphere at 6-7 deg C to give the corresponding α-hydroperoxides (2), (5), and (8) which after treatment with Ph3P gives α-ketols (3), (6), and (9) in good yields.

REARRANGEMENT SPINAL DU DIMETHYL-4,4 EPOXY-6α,20α(5α)ANDROSTANE AVEC LE TRICHLORURE DE BORE

A backbone rearrangement of 4,4 dimethyl 6α,20α epoxy (5α)androstane with BCl3 is described.The structures of the resulting compounds have been elucidated either by synthesis from 3β-acetoxy (5α)pregnane 20-one, or by X rays diffraction.