5alpha-Dihydrodeoxycorticosterone

Base Information

• Chemical Name: 5alpha-Dihydrodeoxycorticosterone
• CAS No.: 298-36-2
• Molecular Formula: C21H32 O3
• Molecular Weight: 332.483
• UNII: J7LXT59G72
• DSSTox Substance ID: DTXSID40952236
• Nikkaji Number: J322.211J
• Wikipedia: Dihydrodeoxycorticosterone
• Wikidata: Q18210879
• Metabolomics Workbench ID: 78570
• Mol file: 298-36-2.mol

Synonyms:5alpha-Dihydrodeoxycorticosterone;298-36-2;Allopregnane-21-ol-3,20-dione;21-Hydroxy-5alpha-pregnane-3,20-dione;5alpha-Pregnan-21-ol-3,20-dione;dihydrodeoxycorticosterone;5alpha-Dihydro-11-deoxycorticosterone;J7LXT59G72;Pregnane-3,20-dione, 21-hydroxy-, (5alpha)-;UNII-J7LXT59G72;5alpha-Pregnane-3,20-dione, 21-hydroxy-;5A-PREGNAN-21-OL-3-20-DIONE CRYSTALLINE;(5S,8R,9S,10S,13S,14S,17S)-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one;5.alpha.-Pregnan-21-ol-3,20-dione;21-Hydroxypregnane-3,20-dione;21-Hydroxypregnane-3,20-dione #;51-Dihydrodeoxycorticosterone;SCHEMBL19584783;CHEBI:81468;DTXSID40952236;USPYDUPOCUYHQL-KVHKMPIWSA-N;5a-pregnane-21-ol-3,20-dione;LS-118548;C18040;5.ALPHA.-DIHYDRO-11-DEOXYCORTICOSTERONE;5A-PREGNAN-21-OL-3-20-DIONECRYSTALLINE;(5.ALPHA.)-21-HYDROXYPREGNANE-3,20-DIONE;21-HYDROXY-5.ALPHA.-PREGNANE-3,20-DIONE;5.ALPHA.-PREGNANE-3,20-DIONE, 21-HYDROXY-;Q18210879

Chemical Property of 5alpha-Dihydrodeoxycorticosterone

Chemical Property:

• Vapor Pressure: 9.42E-11mmHg at 25°C
• Boiling Point: 468.6°Cat760mmHg
• Flash Point: 251.3°C
• PSA: 54.37000
• Density: 1.11g/cm³
• LogP: 3.77580
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 332.23514488
• Heavy Atom Count: 24
• Complexity: 555

Purity/Quality:

95% ^*data from raw suppliers

5α-Dihydrodeoxycorticosterone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)CC1CCC3C2CCC4(C3CCC4C(=O)CO)C
• Isomeric SMILES: C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4C(=O)CO)C
• Uses: 5α-Dihydrodeoxycorticosterone could promote prostate cancer cell proliferation through androgen receptor (AR) activation.

Technology Process of 5alpha-Dihydrodeoxycorticosterone

There total 1 articles about 5alpha-Dihydrodeoxycorticosterone 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: 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

Reference yield:

5α-pregnan-21-ol-3,20-dione (298-36-2) → (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 potassium phosphate; rabbit aldose reductase-like protein AKR₁B₁₉; NADP; In methanol; at 37 ℃; pH=7.4; Kinetics; Enzymatic reaction;

DOI:10.1016/j.abb.2012.07.012

upstream raw materials:

deoxycorticosterone acetate

Downstream raw materials:

(3β,5α)-3,21-dihydroxypregnan-20-one

Refernces