Allopregnan-20beta-ol-3-one

Base Information

• Chemical Name: Allopregnan-20beta-ol-3-one
• CAS No.: 516-59-6
• Molecular Formula: C₂₁H₃₄O₂
• Molecular Weight: 318.5
• UNII: K215Y6L2TC
• DSSTox Substance ID: DTXSID00965923
• Nikkaji Number: J6.318E
• Wikidata: Q27155399
• Metabolomics Workbench ID: 73601
• Mol file: 516-59-6.mol

Synonyms:20 alpha-hydroxy-5 alpha-pregnan-3-one;20 beta-hydroxy-5 alpha-pregnan-3-one;20-AHAPO;allopregnan-20 alpha-ol-3-one;allopregnan-20 alpha-ol-3-one, (20S)-isomer;allopregnan-20 alpha-ol-3-one, (5alpha)-isomer;allopregnan-20 alpha-ol-3-one, (5alpha,20R)-isomer;allopregnan-20 alpha-ol-3-one, (5beta,17alpha,20S)-isomer;allopregnan-20 alpha-ol-3-one, (5beta,20R)-isomer;allopregnan-20 alpha-ol-3-one, (5beta,20S)-isomer;allopregnan-20 beta-ol-3-one

Chemical Property of Allopregnan-20beta-ol-3-one

Chemical Property:

• Vapor Pressure: 2.4E-09mmHg at 25°C
• Melting Point: 179°
• Boiling Point: 433.8°Cat760mmHg
• Flash Point: 185°C
• PSA: 37.30000
• Density: 1.048g/cm³
• LogP: 4.59520
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 318.255880323
• Heavy Atom Count: 23
• Complexity: 500

Purity/Quality:

98%min ^*data from raw suppliers

5α-Pregnane-3-one-20α-ol ^*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: CC(C1CCC2C1(CCC3C2CCC4C3(CCC(=O)C4)C)C)O
• Isomeric SMILES: C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CCC(=O)C4)C)C)O
• Uses: 5α-Pregnane-3-one-20α-ol, is a steroid metabolome, that can be used for in studies of a possible tool for laboratory diagnosis of schizophrenia. It is also a metabolite of Progesterone (P755900) in adipose cells.

Technology Process of Allopregnan-20beta-ol-3-one

There total 17 articles about Allopregnan-20beta-ol-3-one 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:

dihydroprogesterone (566-65-4) → 20α-hydroxy-5α-pregnan-3-one (516-59-6)

Guidance literature:

Multi-step reaction with 3 steps

1: TsOH / Heating

2: (i) Na, EtOH, (ii) aq. HCl, (iii) /BRN= 385737/

3: aq. NaOH / methanol / Heating

With sodium hydroxide; toluene-4-sulfonic acid; In methanol;

Reference yield:

20αF-acetoxy-5α-pregnan-3-one (6010-88-4) → 20α-hydroxy-5α-pregnan-3-one (516-59-6)

Guidance literature:

With sodium hydroxide;

Reference yield:

3,3-dimethoxy-5α-pregnan-20-one (18003-79-7) → 20α-hydroxy-5α-pregnan-3-one (516-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) Na, EtOH, (ii) aq. HCl, (iii) /BRN= 385737/

2: aq. NaOH / methanol / Heating

With sodium hydroxide; In methanol;

upstream raw materials:

20α_F-acetoxy-5α-pregnan-3-one

funtumidine

acetic acid-(3β-hydroxy-pregnen-(5)-yl-(20α_F)-ester)

20α_F-acetoxy-5α-pregnan-3α-ol

Downstream raw materials:

(20S)-3-oxo-5α-pregnan-20-yl benzoate

(20S)-3,3-difluoro-5α-pregnan-20-yl benzoate

Refernces