2193-00-2

Basic information

• Product Name: 5alpha,6alpha-epoxy-3beta-hydroxypregnan-20-one
• Synonyms: 5alpha,6alpha-epoxy-3beta-hydroxypregnan-20-one;3β-Hydroxy-5,6α-epoxy-5α-pregnan-20-one;5α,6α-Epoxy-3β-hydroxypregnane-20-one;Einecs 218-588-4
• CAS NO: 2193-00-2
• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.47698
• EINECS: 218-588-4
• Mol File: 2193-00-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 465.2°Cat760mmHg
• Flash Point: 159.7°C
• Appearance: /
• Density: 1.16g/cm³
• CAS DataBase Reference: 5alpha,6alpha-epoxy-3beta-hydroxypregnan-20-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5alpha,6alpha-epoxy-3beta-hydroxypregnan-20-one(2193-00-2)
• EPA Substance Registry System: 5alpha,6alpha-epoxy-3beta-hydroxypregnan-20-one(2193-00-2)

Safety Data

• Hazardous Substances Data: 2193-00-2(Hazardous Substances Data)

Usage

General Description

5alpha,6alpha-epoxy-3beta-hydroxypregnan-20-one is a steroidal chemical compound that is involved in the biosynthesis of various hormones, particularly in the synthesis of neuroactive steroids in the central nervous system. It is a key intermediate in the conversion of progesterone to allopregnanolone, a neuroactive steroid with anxiolytic and sedative properties. 5alpha,6alpha-epoxy-3beta-hydroxypregnan-20-one has also been found to modulate the activity of neurotransmitter receptors such as GABA receptors, and its levels have been implicated in various neurological and psychiatric disorders. Additionally, 5alpha,6alpha-epoxy-3beta-hydroxypregnan-20-one has been studied for its potential therapeutic roles in the treatment of conditions such as depression, anxiety, and epilepsy. Further research into the functions and pharmacological effects of this compound may provide insights into potential treatment options for these disorders.

Upstream product

• 108-05-4 vinyl acetate 
• 145-13-1 Pregnenolone 

Downstream Products

• 604-20-6 6alpha-Hydroxyprogesterone 
• 2300-03-0 6α-Fluoro-4-pregnene-3,20-dione 
• 903-71-9 6α-methyl-pregn-4-ene-3,20-dione 
• 4660-45-1 6β-fluoro-5-hydroxy-5α-pregnane-3,20-dione 
• 1868-98-0 6β-fluoro-3β,5-dihydroxy-5α-pregnan-20-one 
• 14148-09-5 5α,6α-epoxy-20-oxopregnan-3β-yl acetate 

Relevant articles and documents

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Chemoselective epoxidation of cholesterol derivatives on a surface-designed molecularly imprinted Ru-porphyrin catalyst

A new molecularly imprinted Ru-porphyrin complex catalyst on a SiO2 support was designed, prepared, and characterized in a step-by-step manner for the C5C6 epoxidation of cholesterol derivatives. High chemoselectivity for the C5C6 epoxidation of cholesterol derivatives without protecting the 3-position OH group and other oxidizable functional groups was achieved on the molecularly imprinted catalyst.

Synthesis and biological evaluation of 21-arylidenepregnenolone derivatives as neuroprotective agents

A series of 21-arylidenepregnenolone derivatives and their corresponding epoxides were synthesized. The neuroprotective effects of these steroidal compounds against amyloid-β25-35 (Aβ25-35)- and hydrogen peroxide (H2O2)-induced neurotoxicity in PC12 cells, and oxygen-glucose deprivation (OGD)-induced neurotoxicity in SH-SY5Y cells were evaluated. The bioassay results indicated that several 3β-pregn-21-benzylidene-20-one derivatives displayed potent in vitro neuroprotective effects in different screening models, for example, compounds 2b, 3a, 3b, and 3s showing significant activities against Aβ 25-35-induced neurotoxicity in PC12 cells, 2b showing significant activities against H2O2-induced neurotoxicity in PC12 cells, and 2g, 3b, and 3e showing potent protection against OGD insult. The results suggested that introduction of an arylidene group into steroidal nucleus played an important role in neuroprotective activity, while the formation of epoxy group at C-5,6 could be also important for the neuroprotective activity in some degree. The pharmacological data reported here are helpful for the design of novel steroidal neuroprotective candidates.