1224-92-6

Basic information

• Product Name: 5ALPHA-ANDROSTAN-3BETA-OL
• Synonyms: androstan-3-ol;5-A-androstan-3-B-ol;(3S,5S,8S,9S,10S,13S,14S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol;5ALPHA-Androstan-3B-ol;3β-Hydroxy-5α-androstane;5α-Androstan-3β-ol;Androstanol;androst-16-en-3β-ol solution,100ppm
• CAS NO: 1224-92-6
• Molecular Formula: C₁₉H₃₂O
• Molecular Weight: 276.45678
• EINECS: 214-952-1
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Steroids
• Mol File: 1224-92-6.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 375.9 °C at 760 mmHg
• Flash Point: 158.4 °C
• Appearance: /powder
• Density: 1.019 g/cm³
• Vapor Pressure: 3.44E-07mmHg at 25°C
• Refractive Index: 1.527
• Storage Temp.: room temp
• Solubility: DMSO: 14 mg/mL at ≤60 °C, soluble
• CAS DataBase Reference: 5ALPHA-ANDROSTAN-3BETA-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 5ALPHA-ANDROSTAN-3BETA-OL(1224-92-6)
• EPA Substance Registry System: 5ALPHA-ANDROSTAN-3BETA-OL(1224-92-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1224-92-6(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 1224-92-6 differently. You can refer to the following data:
1. 5α-Androstan-3β-ol has been used as a cortisone analog to test its effect on the voltage-dependent potassium channel (Kv) current.
2. An Androstane metabolite.

Biochem/physiol Actions

mCAR (constitutive androstane receptor) inverse agonist; testosterone metabolite.

InChI:InChI=1/C19H32O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h13-17,20H,3-12H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1

Upstream product

• 109-83-1 (2-hydroxyethyl)(methyl)amine 
• 201230-82-2 carbon monoxide 
• 7148-51-8 5α-androst-16-en-3β-ol 
• 96-20-8 2-aminobutanol 
• 16369-21-4 N-(2-hydroxyethyl)-N-propylamine 
• 1476-64-8 androst-5-en-3β-ol 
• 64-19-7 acetic acid 
• 1254-34-8 3β-tosyloxy-5α-androstane 
• 1254-34-8 3α-tosyloxy-5α-androstane 
• 396079-66-6 17α-benzoyloxy-5β-androstanone-(3) 
• 52225-35-1 5β-androst-16-en-3-one 
• 36025-82-8 3-oxoandrost-4-en-17α-yl benzoate 
• 4572-71-8 (3α,5β)-3-hydroxyandrost-16-ene 
• 983-28-8 3β-acetoxy-17-(2-carbamoylhydrazono)-5-androstene 

Downstream Products

• 1225-48-5 5α-Androstan-2-on 
• 230630-67-8 P¹,P²-bis(benzyl 5α-androstan-3β-yl) pyrophosphate 
• 230630-64-5 benzyl hydrogen 5α-androstan-3β-yl phosphate 
• 1224-95-9 androstan-3-one 
• 1043-16-9 2.3-seco-5α-androstanedioic acid-(2.3) 
• 230630-63-4 dibenzyl 5α-androstan-3β-yl phosphate 
• 1254-34-8 5α-Androstan-3β-ol-tosylat 
• 18069-68-6 5β-androstan-3-one 

Relevant articles and documents

Nickel-Catalyzed Intramolecular Decarbonylative Coupling of Aryl Selenol Esters

This report describes a method for Ni-catalyzed intramolecular decarbonylative coupling, which enables the conversion of areneselenol esters to diaryl selenides. The inexpensive and readily available catalyst can be employed under mild reaction conditions for the construction of structurally diverse diaryl selenides, including heterocyclic and natural product derivatives. (Figure presented.).

HUMAN GHRELIN O-ACYL TRANSFERASE INHIBITORS

A class of cyanosteroid compounds that efficiently inhibit ghrelin acylation by ghrelin O-acyltransferase. The compounds have a steroid scaffold with α,β-unsaturated ketone in the A ring position such an a-cyanoenone. Exemplary compounds include (5S,8S,9S,10S, 13S,14S)-10,13-dimethyl-3-oxo-4,5,6,7,8,9,10,11,12,13,14,15,16,17- tetradecahydro-3H-cyclopenta[a]phenanthrene-2-carbonitrile.

A New Class of Potent N-Methyl- d -Aspartate Receptor Inhibitors: Sulfated Neuroactive Steroids with Lipophilic D-Ring Modifications

N-Methyl-d-aspartate receptors (NMDARs) are glutamate-gated ion channels that play a crucial role in excitatory synaptic transmission. However, the overactivation of NMDARs can lead to excitotoxic cell damage/death, and as such, they play a role in numerous neuropathological conditions. The activity of NMDARs is known to be influenced by a wide variety of allosteric modulators, including neurosteroids, which in turn makes them promising therapeutic targets. In this study, we describe a new class of neurosteroid analogues which possess structural modifications in the steroid D-ring region. These analogues were tested on recombinant GluN1/GluN2B receptors to evaluate the structure-activity relationship. Our results demonstrate that there is a strong correlation between this new structural feature and the in vitro activity, as all tested compounds were evaluated as more potent inhibitors of NMDA-induced currents (IC50 values varying from 90 nM to 5.4 μM) than the known endogeneous neurosteroid-pregnanolone sulfate (IC50 = 24.6 μM).