Tetrahydrogestrinone

Base Information

• Chemical Name: Tetrahydrogestrinone
• CAS No.: 618903-56-3
• Molecular Formula: C21H28O2
• Molecular Weight: 312.45
• UNII: 643MR6L9LB
• DSSTox Substance ID: DTXSID60210901
• Nikkaji Number: J1.975.337I
• Wikipedia: Tetrahydrogestrinone
• Wikidata: Q416940
• Metabolomics Workbench ID: 38533
• ChEMBL ID: CHEMBL1229684
• Mol file: 618903-56-3.mol

Synonyms:tetrahydrogestrinone

Chemical Property of Tetrahydrogestrinone

Chemical Property:

• Vapor Pressure: 2.4E-12mmHg at 25°C
• Melting Point: 60-62°C
• Refractive Index: 1.583
• Boiling Point: 505.7°C at 760 mmHg
• PKA: 14.79±0.40(Predicted)
• Flash Point: 214.2°C
• PSA: 37.30000
• Density: 1.13g/cm³
• LogP: 4.49960
• Storage Temp.: Amber Vial, -20°C Freezer
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 312.208930132
• Heavy Atom Count: 23
• Complexity: 638

Purity/Quality:

99% ^*data from raw suppliers

TETRAHYDROGESTRINONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC1(CCC2C1(C=CC3=C4CCC(=O)C=C4CCC23)CC)O
• Isomeric SMILES: CC[C@@]1(CC[C@@H]2[C@@]1(C=CC3=C4CCC(=O)C=C4CC[C@@H]23)CC)O
• Recent ClinicalTrials: Two Phase Clinical Study of the Impact of Contact Lenses and Solutions on Corneal Structure
• Uses: Androgen and progestin; hydrogenation product of Gestrinone. (anabolic steroid).

Technology Process of Tetrahydrogestrinone

There total 2 articles about Tetrahydrogestrinone 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: 78.0%

gestrinone (16320-04-0,40542-65-2) → Tetrahydrogestrinone (618903-56-3)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol; for 0.916667h;

DOI:10.1002/jms.820

Reference yield:

dihydrogestrinone (54322-37-1) → Tetrahydrogestrinone (618903-56-3)

Guidance literature:

With hydrogen; Pd-BaSO₄; In 1,4-dioxane; atmospheric pressure;

DOI:10.1021/ac061757x

upstream raw materials:

gestrinone

dihydrogestrinone

Refernces

• 1、 Levesque, Jean-Francois,Templeton, Erin,Trimble, Laird,Berthelette, Carl,Chauret, Nathalie. "Discovery, biosynthesis, and structure elucidation of metabolites of a doping agent and a direct analogue, tetrahydrogestrinone and gestrinone, using human hepatocytes". . p. 3164 - 3172. Retrieved 2005.
• 2、 Thevis, Mario,Bommerich, Ute,Opfermann, Georg,Schaenzer, Wilhelm. "Characterization of chemically modified steroids for doping control purposes by electrospray ionization tandem mass spectrometry". . p. 494 - 502. Retrieved 2007/10/03.