6beta-Hydroxytestosterone

Base Information

• Chemical Name: 6beta-Hydroxytestosterone
• CAS No.: 62-99-7
• Molecular Formula: C₁₉H₂₈O₃
• Molecular Weight: 304.43
• Hs Code.: 29372290
• European Community (EC) Number: 636-305-6
• UNII: 2GJX0P354Z
• DSSTox Substance ID: DTXSID201018939
• Nikkaji Number: J239.113I
• Wikidata: Q27104285
• Metabolomics Workbench ID: 35337
• ChEMBL ID: CHEMBL2074878
• Mol file: 62-99-7.mol

Synonyms:6 beta-hydroxytestosterone;6 beta-hydroxytestosterone, (17beta)-isomer;6 beta-hydroxytestosterone, (6alpha,17beta)-isomer;6beta-hydroxytestosterone

Chemical Property of 6beta-Hydroxytestosterone

Chemical Property:

• Vapor Pressure: 3.19E-11mmHg at 25°C
• Melting Point: ≥205 °C
• Boiling Point: 479.8°C at 760 mmHg
• PKA: 13.98±0.70(Predicted)
• Flash Point: 258.1°C
• PSA: 57.53000
• Density: 1.19g/cm³
• LogP: 2.85000
• Storage Temp.: 2-8°C
• XLogP3: 2
• 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

6β-Hydroxytestosterone solution 100?μg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,T,F
• Statements: 61-40-39/23/24/25-23/24/25-11
• Safety Statements: 53-22-36/37/39-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CC(C4=CC(=O)CCC34C)O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)C[C@H](C4=CC(=O)CC[C@]34C)O
• Description: CYP3A4 and CYP3A5 are cytochrome P450 enzymes whose expression is induced by glucocorticoids and certain xenobiotics, including many drugs and chemical carcinogens. They mediate the metabolism of xenobiotics as well as certain endobiotics, including steroid hormones. CYP3A4 and CYP3A5 are cytochrome P450 enzymes whose expression is induced by glucocorticoids and certain xenobiotics, including many drugs and chemical carcinogens. They mediate the metabolism of xenobiotics as well as certain endobiotics, including steroid hormones. 6β-hydroxy Testosterone is a major metabolite produced from testosterone by the actions of CYP3A4 and CYP3A5, accounting for 75-80% of all metabolites formed from testosterone. The biological effects of 6β-hydroxy testosterone have been poorly studied.

Technology Process of 6beta-Hydroxytestosterone

There total 18 articles about 6beta-Hydroxytestosterone 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: 59.0%

testosterone heptanoate (315-37-7) → testosterone (58-22-0) + Androstenedione (63-05-8) + 6β-hydroxytestosterone (62-99-7,2944-87-8,34096-63-4,34442-08-5,145772-79-8)

Guidance literature:

With Fusarium fujikuroi PTCC 5144; In ethanol; water; at 26 ℃; for 312h; Reagent/catalyst; Microbiological reaction;

DOI:10.1016/j.steroids.2014.09.002

Reference yield: 53.0%

testosterone heptanoate (315-37-7) → testosterone (58-22-0) + 6β-hydroxytestosterone (62-99-7,2944-87-8,34096-63-4,34442-08-5,145772-79-8) + 14alpha-Hydroxytestosterone (4075-20-1)

Guidance literature:

With Acremonium chrysogenu PTCC 5271; In ethanol; water; at 26 ℃; for 72h; Reagent/catalyst; Microbiological reaction;

DOI:10.1016/j.steroids.2014.09.002

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

upstream raw materials:

Androstenedione

testosterone

testosterone heptanoate

5-androstenediol

Downstream raw materials:

17β-hydroxy-5α-androstane-3,6-dione

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

Refernces

• 1、 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.
• 2、 Peart, Patrice C.,Reynolds, William F.,Reese, Paul B.. "The generation of a steroid library using filamentous fungi immobilized in calcium alginate Dedicated to the memory of Professor Sir John W. Cornforth, University of Sussex (1917-2013).". . p. 16 - 24. Retrieved 2016/01/25.