6beta-Hydroxyandrostenedione

Base Information

• Chemical Name: 6beta-Hydroxyandrostenedione
• CAS No.: 63-00-3
• Molecular Formula: C19H26 O3
• Molecular Weight: 302.414
• UNII: 7E9225W0A9
• DSSTox Substance ID: DTXSID70978883
• Nikkaji Number: J337.163H
• Wikidata: Q27159739
• Pharos Ligand ID: 17A29C8DUL8J
• ChEMBL ID: CHEMBL4515880
• Mol file: 63-00-3.mol

Synonyms:6 beta-hydroxy-4-androstene-3,17-dione;6-hydroxy-4-androstene-3,17-dione;6-hydroxy-4-androstene-3,17-dione, (6 alpha)-isomer;6-hydroxy-4-androstene-3,17-dione, (6 beta,9 beta,10 alpha)-isomer

Chemical Property of 6beta-Hydroxyandrostenedione

Chemical Property:

• Vapor Pressure: 3.44E-11mmHg at 25°C
• Melting Point: 192-194 °C
• Boiling Point: 479.1°C at 760 mmHg
• PKA: 14.03±0.60(Predicted)
• Flash Point: 257.6°C
• PSA: 54.37000
• Density: 1.19g/cm³
• LogP: 3.05820
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 302.18819469
• Heavy Atom Count: 22
• Complexity: 577

Purity/Quality:

98%min ^*data from raw suppliers

6A-HYDROXY-ANDROST-4-ENE-3,17-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2=O)CC(C4=CC(=O)CCC34C)O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)C[C@H](C4=CC(=O)CC[C@]34C)O
• Uses: Agonist TCPOBOP. Antagonist

Technology Process of 6beta-Hydroxyandrostenedione

There total 30 articles about 6beta-Hydroxyandrostenedione 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: 61.7%

Androstenedione (63-05-8) → 5α-androst-3,6,17-trione (2243-05-2) + 11α-hydroxyandrost-4-ene-3,17-dione (564-33-0) + 7α-hydroxyandrost-4-ene-3,17-dione (62-84-0,31427-20-0) + 6β-hydroxy-4-androstene-3,17-dione (63-00-3)

Guidance literature:

With water; In N,N-dimethyl-formamide; at 28 ℃; Rhizopus nigricans;

DOI:10.1007/BF00765613

Reference yield: 40.0%

testosterone (58-22-0) → 7β,17β-dihydroxyandrostan-3-one (25846-65-5) + 15alpha-Hydroxytestosterone (2226-70-2) + 6β-hydroxytestosterone (62-99-7,2944-87-8,34096-63-4,34442-08-5,145772-79-8) + 6β-hydroxy-4-androstene-3,17-dione (63-00-3) + 6β,16β,17β-trihydroxyandrost-4-en-3-one + 6β,12β,17β-trihydroxyandrost-4-en-3-one

Guidance literature:

With Cladosporium sphaerospermum MRC 70266; In N,N-dimethyl-formamide; for 120h; Microbiological reaction;

DOI:10.1080/10242422.2019.1583747

Reference yield: 30.0%

testosterone acetate (1045-69-8) → Androstenedione (63-05-8) + 2β-hydroxytestosterone (4075-14-3,10390-14-4,39605-71-5) + 6β-hydroxy-4-androstene-3,17-dione (63-00-3)

Guidance literature:

With fungus Gnomonia fructicola; In ethanol; at 24 - 26 ℃; for 120h;

DOI:10.1139/v89-044

upstream raw materials:

Androstenedione

dehydroepiandrosterone

testosterone acetate

(3S,8R,9S,10R,13S,14S)-3-Chloro-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-cyclopenta[a]phenanthren-17-one

Downstream raw materials:

androst-4-ene-3,6,17-trione

6β-bromoacetoxy-4-androstene-3,17-dione

Refernces

• 1、 Yildirim, Kudret,Kuru, Ali,Y?lmazer Keskin, Semra,Ergin, Sinan. "Microbial transformation of dehydroepiandrosterone (DHEA) by some fungi". . p. 465 - 474. Retrieved 2020/11/12.
• 2、 Fessner, Nico D.,Srdi?, Matic,Weber, Hansj?rg,Schmid, Christian,Sch?nauer, David,Schwaneberg, Ulrich,Glieder, Anton. "Preparative-Scale Production of Testosterone Metabolites by Human Liver Cytochrome P450 Enzyme 3A4". . p. 2725 - 2738. Retrieved 2020/06/03.