(5alpha)-17-Hydroxypregnane-3,20-dione

Base Information

• Chemical Name: (5alpha)-17-Hydroxypregnane-3,20-dione
• CAS No.: 570-59-2
• Molecular Formula: C21H32O3
• Molecular Weight: 332.483
• ChEMBL ID: CHEMBL1078989
• DSSTox Substance ID: DTXSID30474538
• Nikkaji Number: J668.334G
• Wikidata: Q82304615
• Mol file: 570-59-2.mol

Synonyms:570-59-2;5alpha-Pregnan-17alpha-ol-3,20-dione;(5alpha)-17-Hydroxypregnane-3,20-dione;(5S,8R,9S,10S,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one;5alpha-Pregnan-17-ol-3,20-dione;5alpha-pregnane-17alpha-ol-3,20-dione;SCHEMBL5909374;CHEMBL1078989;DTXSID30474538;570-58-1;5-Beta-dihydro-17-hydroxyprogesterone;17alpha-hydroxy-5alpha-pregnan-3,20-dione;(5R,8R,9S,10S,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyltetradecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one

Chemical Property of (5alpha)-17-Hydroxypregnane-3,20-dione

Chemical Property:

• PSA: 54.37000
• LogP: 3.91830
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 332.23514488
• Heavy Atom Count: 24
• Complexity: 584

Purity/Quality:

99% ^*data from raw suppliers

5α-Pregnan-17α-ol-3,20-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1(CCC2C1(CCC3C2CCC4C3(CCC(=O)C4)C)C)O
• Isomeric SMILES: CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CCC(=O)C4)C)C)O
• Uses: 5alpha-Pregnan-17alpha-ol-3,20-dione is used for enhancing health and physical performance.

Technology Process of (5alpha)-17-Hydroxypregnane-3,20-dione

There total 11 articles about (5alpha)-17-Hydroxypregnane-3,20-dione 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: 30.0%

17-hydroxyprogesterone (68-96-2) → 4,5α-dihydro-17α-hydroxyprogesterone (570-59-2)

Guidance literature:

In ethanol; at 24 - 26 ℃; for 96h; Penicillium decumbens ATCC 10436, potato dextrose broth;

DOI:10.1016/0039-128X(95)00071-W

Reference yield:

→ 4,5α-dihydro-17α-hydroxyprogesterone (570-59-2)

Guidance literature:

With pyridine; tert-butyl alcohol; N-bromoacetamide;

DOI:10.1021/ja01165a067

Reference yield:

5α-pregnan-16α,17α-epoxy-3,20-dione (974-24-3) → 4,5α-dihydro-17α-hydroxyprogesterone (570-59-2)

Guidance literature:

With hydrogen bromide; acetic acid; Hydrieren des Reaktionsprodukts an Palladium/BaSO₄ in Aethanol;

upstream raw materials:

17-hydroxy-16β-iodo-5α-pregnane-3,20-dione

5α-pregnan-16α,17α-epoxy-3,20-dione

17-hydroxyprogesterone

3β-acetoxy-5α-pregn-16-en-20-one

Downstream raw materials:

17α-hydroxypregna-1,4-diene-3,20-dione

17-hydroxyprogesterone