3alpha,21-Dihydroxy-5beta-pregnan-20-one

Base Information

• Chemical Name: 3alpha,21-Dihydroxy-5beta-pregnan-20-one
• CAS No.: 567-03-3
• Molecular Formula: C21H34 O3
• Molecular Weight: 334.499
• European Community (EC) Number: 209-301-3
• UNII: 4AB717DP4A
• ChEMBL ID: CHEMBL3140372
• DSSTox Substance ID: DTXSID401308374
• Metabolomics Workbench ID: 200435
• Nikkaji Number: J39.513G
• Wikipedia: Tetrahydrodeoxycorticosterone
• Mol file: 567-03-3.mol

Synonyms:3 alpha,21-dihydroxy-5 beta-pregnan-20-one;3 alpha,5 beta-tetrahydrodeoxycorticosterone;3 beta,5 alpha-tetrahydrodeoxycorticosterone;3,21-dihydroxypregnan-20-one;3alpha,21-dihydroxy-5alpha-pregnan-20-one;5alpha-pregnan-3alpha,21-diol-20-one;5alpha-pregnane-3alpha,21-diol-20-one;5alpha-THDOC;allotetrahydrodeoxycorticosterone;pregnane-3,21-diol-20-one;tetrahydrodeoxycorticosterone;tetrahydrodeoxycorticosterone, (3alpha,5alpha)-isomer;tetrahydrodeoxycorticosterone, (3beta,5alpha)-isomer;tetrahydrodesoxycorticosterone;THDOC

Chemical Property of 3alpha,21-Dihydroxy-5beta-pregnan-20-one

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 470.3°Cat760mmHg
• PKA: 12.98±0.10(Predicted)
• Flash Point: 252.3°C
• PSA: 57.53000
• Density: 1.115g/cm³
• LogP: 3.56760
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 334.25079494
• Heavy Atom Count: 24
• Complexity: 517

Purity/Quality:

97% ^*data from raw suppliers

Tetrahydro11-Deoxycorticosterone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1CCC3C2CCC4(C3CCC4C(=O)CO)C)O
• Isomeric SMILES: C[C@]12CC[C@H](C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4C(=O)CO)C)O
• Uses: Tetrahydro 11-Deoxycorticosterone is a metabolite of 11-Deoxycorticosterone (DOC) (D232590).

Technology Process of 3alpha,21-Dihydroxy-5beta-pregnan-20-one

There total 28 articles about 3alpha,21-Dihydroxy-5beta-pregnan-20-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: 76.0%

(3β,5α)-21-bromo-3-hydroxypregnan-20-one (51296-50-5,95341-20-1) → (3β,5α)-3,21-dihydroxypregnan-20-one (567-02-2,567-03-3,800-10-2,33995-21-0,51548-31-3,108450-73-3,567-01-1)

Guidance literature:

With water; sodium hydroxide; for 0.5h;

DOI:10.1021/jm300317k

Reference yield: 72.0%

3α,21-diacetoxy-5β-pregnan-20-one (1693-62-5) → tetrahydrodeoxycorticosterone (567-03-3)

Guidance literature:

With sulfuric acid; In ethanol; for 24h; Heating;

DOI:10.1515/znb-1984-1125

Reference yield: 44.0%

deoxycorticosterone acetate (56-47-3) → (3β,5α)-3,21-dihydroxypregnan-20-one (567-02-2,567-03-3,800-10-2,33995-21-0,51548-31-3,108450-73-3,567-01-1) + 5α-pregnan-21-ol-3,20-dione (298-36-2)

Guidance literature:

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

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

upstream raw materials:

21-hydroxy-5β-pregnane-3,20-dione

21-Hydroxyprogesterone

3α,21-diacetoxy-5β-pregnan-20-one

21-hydroxy-20-oxo-5β-pregnan-3α-yl β-D-glucopyranosiduronic acid

Downstream raw materials:

epipregnanolone acetate

3α-tosyloxy-5β-androstan-17β-carboxylic acid methyl ester

5β-pregnan-3α,21-diol-20-one, 17,21,21-d3