2alpha-Hydroxytestosterone

Base Information

• Chemical Name: 2alpha-Hydroxytestosterone
• CAS No.: 4075-14-3
• Molecular Formula: C₁₉H₂₈O₃
• Molecular Weight: 304.43
• European Community (EC) Number: 637-017-3
• DSSTox Substance ID: DTXSID70558780
• Nikkaji Number: J80.742G
• Wikidata: Q27156578
• Mol file: 4075-14-3.mol

Synonyms:4075-14-3;2alpha-Hydroxytestosterone;2alpha-hydroxy testosterone;(2R,8R,9S,10R,13S,14S,17S)-2,17-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one;SCHEMBL3836278;CHEBI:83025;DTXSID70558780;4-Androsten-2alpha,17beta-diol-3-one;2alpha,17beta-dihydroxyandrost-4-en-3-one;NS00116650;(2alpha,17beta)-2,17-Dihydroxyandrost-4-en-3-one;2alpha-Hydroxy Testosterone (1mg/ml in Acetonitrile);Q27156578

Chemical Property of 2alpha-Hydroxytestosterone

Chemical Property:

• Vapor Pressure: 4.56E-11mmHg at 25°C
• Melting Point: 161-162 °C(Solv: acetone (67-64-1); hexane (110-54-3))
• Boiling Point: 476.2±45.0 °C(Predicted)
• PKA: 12.66±0.70(Predicted)
• Density: 1.19±0.1 g/cm3(Predicted)
• XLogP3: 2.8
• 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%min ^*data from raw suppliers

2-ALPHA-HYDROXYTESTOSTERONE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-40-63
• Safety Statements: 22-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CCC4=CC(=O)C(CC34C)O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=CC(=O)[C@@H](C[C@]34C)O
• Uses: A metabolite of Testosterone (T155000) in human. Controlled substance. A metabolite of Testosterone (T) (T155000) in human. Controlled substance.

Technology Process of 2alpha-Hydroxytestosterone

There total 33 articles about 2alpha-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: 95.15%

2β-hydroxyandrost-4-en-3-on-17β-silyl ether (135359-61-4) → 2β-hydroxytestosterone (4075-14-3,10390-14-4,39605-71-5)

Guidance literature:

With hydrogen fluoride; In acetonitrile; for 1.5h; Ambient temperature;

Reference yield: 93.0%

2α-hydroxyandrost-4-en-3-on-17β-silyl ether (135359-60-3) → 2alpha-Hydroxytestosterone (4075-14-3)

Guidance literature:

With hydrogen fluoride; In acetonitrile; for 1.5h; Ambient temperature;

Reference yield: 80.0%

testosterone (58-22-0) → 2β-hydroxytestosterone (4075-14-3,10390-14-4,39605-71-5)

Guidance literature:

With glucose dehydrogenase; D-glucose; cytochrome P_450BM3 R₄₇L/Y₅₁F/F₈₇V/A₁₈₄I/E₂₆₇V/I₄₀₁P mutant; β-nicotinamide adenine dinucleotide phosphate sodium salt; In methanol; aq. phosphate buffer; at 25 ℃; for 2h; pH=7.5; Enzymatic reaction;

DOI:10.1002/chem.201502020

upstream raw materials:

2β,17β-Diacetoxy-androst-4-en-3-on

2β-acetoxy-17β-hydroxy-androst-4-en-3-one

testosterone

testosterone acetate

Refernces

• 1、 Osawa,Gardner. "". . p. 3246. Retrieved 1971.
• 2、 Luirink, Rosa A.,Verkade-Vreeker, Marlies C. A.,Commandeur, Jan N. M.,Geerke, Daan P.. "A Modified Arrhenius Approach to Thermodynamically Study Regioselectivity in Cytochrome P450-Catalyzed Substrate Conversion". . p. 1461 - 1472. Retrieved 2020/03/03.
• 3、 Geier, Martina,Braun, Andreas,Fladischer, Patrik,Stepniak, Piotr,Rudroff, Florian,Hametner, Christian,Mihovilovic, Marko D.,Glieder, Anton. "Double site saturation mutagenesis of the human cytochrome P450 2D6 results in regioselective steroid hydroxylation". . p. 3094 - 3108. Retrieved 2013/07/26.