5alpha-Androstan-3beta-ol

Base Information

• Chemical Name: 5alpha-Androstan-3beta-ol
• CAS No.: 1224-92-6
• Molecular Formula: C₁₉H₃₂O
• Molecular Weight: 276.462
• European Community (EC) Number: 214-952-1
• NSC Number: 50887
• UNII: 1394KPE67H
• DSSTox Substance ID: DTXSID4036514
• Nikkaji Number: J80.100C
• Wikidata: Q59616781
• Metabolomics Workbench ID: 35373
• ChEMBL ID: CHEMBL198053
• Mol file: 1224-92-6.mol

Synonyms:5 alpha-androstan-3 beta-ol;androstan-3-ol;androstanol

Chemical Property of 5alpha-Androstan-3beta-ol

Chemical Property:

• Vapor Pressure: 3.44E-07mmHg at 25°C
• Refractive Index: 1.527
• Boiling Point: 375.9 °C at 760 mmHg
• Flash Point: 158.4 °C
• PSA: 20.23000
• Density: 1.019 g/cm³
• LogP: 4.78010
• Storage Temp.: room temp
• Solubility.: DMSO: 14 mg/mL at ≤60 °C, soluble
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 276.245315640
• Heavy Atom Count: 20
• Complexity: 391

Purity/Quality:

98%,99%, ^*data from raw suppliers

5α-Androstan-3β-ol powder ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC12CCCC1C3CCC4CC(CCC4(C3CC2)C)O
• Isomeric SMILES: C[C@@]12CCC[C@H]1[C@@H]3CC[C@H]4C[C@H](CC[C@@]4([C@H]3CC2)C)O
• Uses: 5α-Androstan-3β-ol has been used as a cortisone analog to test its effect on the voltage-dependent potassium channel (Kv) current. An Androstane metabolite.

Technology Process of 5alpha-Androstan-3beta-ol

There total 42 articles about 5alpha-Androstan-3beta-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

androst-5-en-3β-ol (1476-64-8,25706-90-5) → 5α-androstan-3β-ol (1224-93-7,7657-50-3,7753-89-1,10085-14-0,15360-52-8,15360-53-9,36216-01-0,36216-02-1,1224-92-6)

Guidance literature:

With platinum(IV) oxide; hydrogen; acetic acid; In dichloromethane; for 16h; under 3102.97 Torr;

DOI:10.1016/j.bmcl.2010.10.044

Reference yield: 94.0%

Epiandrosterone (481-29-8) → 5α-androstan-3β-ol (1224-93-7,7657-50-3,7753-89-1,10085-14-0,15360-52-8,15360-53-9,36216-01-0,36216-02-1,1224-92-6)

Guidance literature:

With potassium hydroxide; hydrazine hydrate; In diethylene glycol;

DOI:10.1021/ja00310a046

Reference yield: 82.0%

(3β,5α,13β)-3-hydroxy-18-norandrostan-17-one (4732-78-9) → 5α-androstan-3β-ol (1224-93-7,7657-50-3,7753-89-1,10085-14-0,15360-52-8,15360-53-9,36216-01-0,36216-02-1,1224-92-6)

Guidance literature:

With hydrazine hydrate; potassium hydroxide; In diethylene glycol; at 200 - 220 ℃; for 16h;

DOI:10.1002/ejoc.201100390

upstream raw materials:

Epiandrosterone

3β-hydroxy-5α-androstan-16-one

5α-androst-16-en-3β-ol

androst-5-en-3β-ol

Downstream raw materials:

5α-Androstan-2-on

P¹,P²-bis(benzyl 5α-androstan-3β-yl) pyrophosphate

benzyl hydrogen 5α-androstan-3β-yl phosphate

androstan-3-one

Refernces

• 1、 -. "METHODS OF ACTIVATING MICROGLIAL CELLS". Page/Page column 50; 52. . Retrieved 2020/02/23.
• 2、 -. "AMPHIPHILIC COMPOUNDS WITH NEUROPROTECTIVE PROPERTIES". Page/Page column 36. . Retrieved 2016/03/22.