Androstenediol, (3alpha)-

Base Information

• Chemical Name: Androstenediol, (3alpha)-
• CAS No.: 16895-59-3
• Molecular Formula: C19H30 O2
• Molecular Weight: 290.446
• UNII: 43028ZJ4Z2
• Wikidata: Q27258584
• Mol file: 16895-59-3.mol

Synonyms:(3alpha)-androstenediol;43028ZJ4Z2;Androstenediol, (3alpha)-;UNII-43028ZJ4Z2;16895-59-3;androst-5-ene-3alpha,17beta-diol;NSC 11036;3alpha-17beta-Dihydroxyandrost-5-ene;Androst-5-ene-3,17-diol, (3alpha,17beta)-;(3R,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol;NSC-11036;3alpha,17beta-Androst-5-enediol;SCHEMBL512817;5-androstene-3alpha,17beta-diol;ANDROSTENEDIOL, (3.ALPHA.)-;ANDROST-5-ENE-3.ALPHA.,17.BETA.-DIOL;3.ALPHA.,17.BETA.-DIHYDROXYANDROST-5-ENE;Q27258584;ANDROST-5-ENE-3,17-DIOL, (3.ALPHA.,17.BETA.)-

Chemical Property of Androstenediol, (3alpha)-

Chemical Property:

• Boiling Point: 428.4°Cat760mmHg
• Flash Point: 194.5°C
• PSA: 40.46000
• Density: 1.12g/cm³
• LogP: 3.67100
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 290.224580195
• Heavy Atom Count: 21
• Complexity: 470

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CC=C4C3(CCC(C4)O)C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CC=C4[C@@]3(CC[C@H](C4)O)C
• Uses: 5-Androstenediol is a steroid androgen metabolite of Testosterone (T155000), the principal hormone of the testes, produced by the interstitial cells.

Technology Process of Androstenediol, (3alpha)-

There total 58 articles about Androstenediol, (3alpha)- 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: 99.0%

prasterone acetate (853-23-6) → 5-androstenediol (521-17-5,1963-03-7,4593-57-1,4593-58-2,14504-94-0,16895-59-3,47122-33-8,64162-67-0,75767-22-5,139973-51-6,151284-19-4)

Guidance literature:

With diisobutylaluminium hydride; nickel dichloride; In dichloromethane; toluene; at -78 ℃; for 0.25h; Inert atmosphere;

DOI:10.3184/174751911X13050949941793

Reference yield: 94.0%

dehydroepiandrosterone (53-43-0) → 5-androstenediol (521-17-5,1963-03-7,4593-57-1,4593-58-2,14504-94-0,16895-59-3,47122-33-8,64162-67-0,75767-22-5,139973-51-6,151284-19-4)

Guidance literature:

With sodium tetrahydroborate; TiO(acac)2; In tetrahydrofuran; for 2.5h; Heating;

DOI:10.1515/znb-2003-1211

Reference yield: 83.0%

androstane-3,5-dien-17-one-3β-ol acetate (4968-05-2) → 5-androstenediol (521-17-5,1963-03-7,4593-57-1,4593-58-2,14504-94-0,16895-59-3,47122-33-8,64162-67-0,75767-22-5,139973-51-6,151284-19-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 22 ℃;

upstream raw materials:

dehydroepiandrosterone

ethylmagnesium iodide

diethyl ether

dehydroepiandrosterone

Downstream raw materials:

(3β,17β)-androst-5-ene-3,17-diol, dipropanoate

3β,17β-androst-5-ene diol diacetate

3β.17β-bis-(4-nitro-benzoyloxy)-androstene-(5)

testosterone