Epitestosterone

Base Information

• Chemical Name: Epitestosterone
• CAS No.: 481-30-1
• Molecular Formula: C19H28O2
• Molecular Weight: 288.43
• Hs Code.: 2937290000
• European Community (EC) Number: 641-984-7
• NSC Number: 26499
• UNII: 48L726977Z
• DSSTox Substance ID: DTXSID8022329
• Nikkaji Number: J12.325K
• Wikipedia: Epitestosterone
• Wikidata: Q416852
• Pharos Ligand ID: FSPYSNZ78566
• Metabolomics Workbench ID: 35334
• ChEMBL ID: CHEMBL196228
• Mol file: 481-30-1.mol

Synonyms:17 alpha Testosterone;17-alpha-Testosterone;Epitestosterone

Chemical Property of Epitestosterone

Chemical Property:

• Appearance/Colour: Off-white to pale yellow solid
• Vapor Pressure: 2.6E-09mmHg at 25°C
• Melting Point: 218-220oC
• Refractive Index: 1.56
• Boiling Point: 432.9 °C at 760 mmHg
• PKA: 15.06±0.60(Predicted)
• Flash Point: 184.7 °C
• PSA: 37.30000
• Density: 1.12 g/cm³
• LogP: 3.87920
• Storage Temp.: Refrigerator
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 288.208930132
• Heavy Atom Count: 21
• Complexity: 508

Purity/Quality:

99%, ^*data from raw suppliers

Epitestosterone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,F
• Statements: 68-36-20/21/22-11
• Safety Statements: 22-36-36/37-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@H]2O)CCC4=CC(=O)CC[C@]34C
• Uses: Testosterone and epitestosterone are endogenous steroids that differ in the configuration of the hydroxyl-bearing carbon at C-17. epitestosterone is largely unclear.

Technology Process of Epitestosterone

There total 27 articles about Epitestosterone 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: 80.0%

3-oxoandrost-4-en-17α-yl benzoate (36025-82-8) → epitestosterone (481-30-1)

Guidance literature:

With potassium hydroxide; In methanol; at 65 ℃; for 4h;

DOI:10.1135/cccc19930600

Reference yield: 30.0%

17-epitestosterone 2-(prenyloxymethyl)benzoate (958883-18-6) → 3,3-dimethyl acrylaldehyde (107-86-8) + epitestosterone (481-30-1) + 17-methyl-18-norandrosta-4,13(17)-dien-3-one (38978-06-2) + 17β-Methyl-18-norandrosta-4,13-dien-3-on

Guidance literature:

17-epitestosterone 2-(prenyloxymethyl)benzoate; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 6h;

In dichloromethane; at 20 ℃; for 24h; Further stages.;

DOI:10.1016/j.tet.2007.08.065

Reference yield:

→ 17β-hydroxy-androst-4-en-3-one (58-22-0,481-30-1,521-20-0,571-41-5,604-39-7,897-03-0,1423-92-3,4069-18-5,4593-59-3,4593-60-6,4860-75-7,28336-24-5,68833-09-0,79732-28-8,86335-11-7,90457-66-2,94991-78-3)

Guidance literature:

Dienon Ib 1.) Reduktion; 2.) ansaeuern mit HCl;

upstream raw materials:

Androstenedione

3-oxoandrost-4-en-17α-yl benzoate

androst-5-ene-3β,17α-diol

Androstene oxide

Downstream raw materials:

17α-(toluene-4-sulfonyloxy)-androst-4-en-3-one

17α-Hydroxy-5β-androstan-3-on

epitestosterone-17-sulfate triethylammoniumsalt

Epitestosterone glucuronide

Refernces

• 1、 Yildirim, Kudret,Kuru, Ali,Keskin, Ece,Salihoglu, Aylin,Bukum, Neslihan. "Biotransformation of androst-4-ene-3,17-dione by some fungi". . p. 594 - 597. Retrieved 2017/11/14.
• 2、 Vatèle, Jean-Michel. "2-(Prenyloxymethyl)benzoyl (POMB) group: a new temporary protecting group removable by intramolecular cyclization". . p. 10921 - 10929. Retrieved 2008/02/12.