16alpha-Hydroxydehydroepiandrosterone

Base Information

• Chemical Name: 16alpha-Hydroxydehydroepiandrosterone
• CAS No.: 1232-73-1
• Molecular Formula: C19H28 O3
• Molecular Weight: 304.43
• UNII: WU2DU6GA72
• DSSTox Substance ID: DTXSID90153892
• Nikkaji Number: J14.213A
• Wikipedia: 16%CE%B1-Hydroxy-DHEA
• Wikidata: Q4551082
• Metabolomics Workbench ID: 35345
• ChEMBL ID: CHEMBL2057645
• Mol file: 1232-73-1.mol

Synonyms:16 alpha-hydroxydehydroisoandrosterone;16 beta-hydroxydehydroepiandrosterone;16-hydroxydehydroepiandrosterone;16-hydroxydehydroepiandrosterone, (16beta)-isomer;16-hydroxydehydroepiandrosterone, (3alpha,16alpha)-isomer;16alpha-hydroxy-dehydroepiandrosterone;3 beta,16 alpha-dihydroxyandrost-5-en-17-one;3 beta,16 beta-dihydroxyandrost-5-en-17-one;3,16-dihydroxyandrost-5-en-17-one;3beta,16alpha-dihydroxyandrost-5-en-17-one

Chemical Property of 16alpha-Hydroxydehydroepiandrosterone

Chemical Property:

• Vapor Pressure: 8.56E-11mmHg at 25°C
• Boiling Point: 469.6°Cat760mmHg
• Flash Point: 251.9°C
• PSA: 57.53000
• Density: 1.19g/cm³
• LogP: 2.85000
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 304.20384475
• Heavy Atom Count: 22
• Complexity: 539

Purity/Quality:

99% ^*data from raw suppliers

16-ALPHA-HYDROXYDEHYDROEPIANDROSTERONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1=CCC3C2CCC4(C3CC(C4=O)O)C)O
• Isomeric SMILES: C[C@]12CC[C@@H](CC1=CC[C@@H]3[C@@H]2CC[C@]4([C@H]3C[C@H](C4=O)O)C)O
• Uses: 16α-Hydroxydehydroepiandrosterone, is the metabolite of Dehydroepiandrosterone (DHEA) (D229585), which is a major secretory steroidal product of the adrenal gland.

Technology Process of 16alpha-Hydroxydehydroepiandrosterone

There total 21 articles about 16alpha-Hydroxydehydroepiandrosterone 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%

3β-hydroxy-16α-bromoandrost-5-ene-17-one (1093-91-0,158342-64-4) → 16α-hydroxy dehydroepiandrosterone (1232-73-1)

Guidance literature:

With sodium hydroxide; In pyridine; water; for 1h;

DOI:10.1016/0039-128X(85)90005-4

Reference yield: 95.0%

3β-hydroxy-16α-bromoandrost-5-ene-17-one (1093-91-0,158342-64-4) → 16α-hydroxy dehydroepiandrosterone (1232-73-1) + 16β-bromo-3β-hydroxy-5-androsten-17-one (74644-60-3,158342-64-4)

Guidance literature:

With pyridine; sodium hydroxide; for 8h;

DOI:10.1021/ja00536a053

Reference yield: 89.0%

3β,16α-dihydroxy-17,17-dimethoxyandrost-5-ene (10459-30-0) → 16α-hydroxy dehydroepiandrosterone (1232-73-1)

Guidance literature:

With acetic acid; In water; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2006.05.022

upstream raw materials:

16α-chloro-3β-hydroxy-5-androsten-17-one

16β-bromo-3β-hydroxy-5-androsten-17-one

3β-hydroxy-16α-bromoandrost-5-ene-17-one

3β,16α-dihydroxy-17,17-dimethoxyandrost-5-ene

Downstream raw materials:

3β,17β-dihydroxyandrost-5-en-16-one

3β,7α,17β-trihydroxyandrost-5-en-16-one

3β,7α,16α-triacetoxy-androst-5-en-17-one

3β,16α-diacetoxy-7α-hydroxy-androst-5-en-17-one