11-Ketodihydrotestosterone

Base Information

• Chemical Name: 11-Ketodihydrotestosterone
• CAS No.: 32694-37-4
• Molecular Formula: C19H28O3
• Molecular Weight: 304.42
• UNII: DX994972WA
• DSSTox Substance ID: DTXSID201043344
• Nikkaji Number: J104.143F
• Wikipedia: 11-Ketodihydrotestosterone
• Metabolomics Workbench ID: 156857
• Mol file: 32694-37-4.mol

Synonyms:11-ketodihydrotestosterone

Chemical Property of 11-Ketodihydrotestosterone

Chemical Property:

• Boiling Point: 453.4±45.0 °C(Predicted)
• PKA: 14.82±0.60(Predicted)
• PSA: 54.37000
• Density: 1.152±0.06 g/cm3(Predicted)
• LogP: 3.13810
• Solubility.: Soluble in DMSO
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 304.20384475
• Heavy Atom Count: 22
• Complexity: 527

Purity/Quality:

98%,99%, ^*data from raw suppliers

5α-dihydro-11-keto Testosterone ≥97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC(=O)CC1CCC3C2C(=O)CC4(C3CCC4O)C
• Isomeric SMILES: C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CC[C@@H]4O)C
• Description: 5α-dihydro-11-keto Testosterone is an analytical reference standard that is structurally classified as a steroid hormone. It is a metabolite of 11β-hydroxyandrostenedione and 11β-hydroxytestosterone that has been shown to act as a full androgen receptor agonist with equal potency as that of dihydrotestosterone . The androgenic activity of 5α-dihydro-11-keto testosterone has been implicated in contributing to the androgen pool that drives castration-resistant prostate cancer cells. This product is intended for forensic and research applications.

Technology Process of 11-Ketodihydrotestosterone

There total 5 articles about 11-Ketodihydrotestosterone 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:

adrenosterone (382-45-6) → 11-ketodihydrotestosterone (32694-37-4)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄ / aq. ethanol

2: (i) H₂, Pd-C, EtOH, (ii) /BRN= 385737/, Py

3: aq. KOH / methanol

With potassium hydroxide; sodium tetrahydroborate; In methanol; ethanol;

DOI:10.1021/jm00334a034

Reference yield:

17β-Acetoxy-5α-androstan-3.11-dion (16375-27-2) → 11-ketodihydrotestosterone (32694-37-4)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1021/jm00334a034

Reference yield:

11-ketotestosterone (564-35-2) → 11-ketodihydrotestosterone (32694-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) H₂, Pd-C, EtOH, (ii) /BRN= 385737/, Py

2: aq. KOH / methanol

With potassium hydroxide; In methanol;

DOI:10.1021/jm00334a034

upstream raw materials:

17β-Acetoxy-5α-androstan-3.11-dion

adrenosterone

11-ketotestosterone

Refernces