11-Ketoetiocholanolone

Base Information

• Chemical Name: 11-Ketoetiocholanolone
• CAS No.: 739-27-5
• Molecular Formula: C19H28 O3
• Molecular Weight: 304.43
• UNII: Y5908J818K
• Nikkaji Number: J104.141J
• Wikidata: Q27115837
• Metabolomics Workbench ID: 38803
• Mol file: 739-27-5.mol

Synonyms:11-ketoetiocholanolone;11-O-ETIO;11-oxoetiocholanolone;3alpha-hydroxy-5beta-androstane-11,17-dione

Chemical Property of 11-Ketoetiocholanolone

Chemical Property:

• Vapor Pressure: 3.97E-10mmHg at 25°C
• Melting Point: 187-188 °C
• Refractive Index: 1.5490 (estimate)
• Boiling Point: 453.4°C at 760 mmHg
• PKA: 15.07±0.60(Predicted)
• Flash Point: 242.1°C
• PSA: 54.37000
• Density: 1.152g/cm³
• LogP: 3.13810
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• Water Solubility.: 226.9mg/L(23 oC)
• XLogP3: 2.4
• 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:

99% ^*data from raw suppliers

11-OxoEtiocholanolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1CCC3C2C(=O)CC4(C3CCC4=O)C)O
• Isomeric SMILES: C[C@]12CC[C@H](C[C@H]1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CCC4=O)C)O

Technology Process of 11-Ketoetiocholanolone

There total 15 articles about 11-Ketoetiocholanolone 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:

Cortisone (53-06-5) → 11-ketoetiocholanolone (739-27-5) + 3α,17β-dihydroxy-5β-androstan-11-one (1158-94-7)

Guidance literature:

With Exophiala jeanselmei var. lecanii-corni; In ethanol; at 27 ℃; for 168h;

DOI:10.1016/S0039-128X(99)00066-5

Reference yield:

→ 3α-hydroxy-5β-androstane-11,17-dione (739-27-5,1231-82-9,7090-90-6,28336-28-9,40272-95-5,94991-82-9,109838-19-9)

Guidance literature:

With platinum; Hydrogenation_.und anschliessenden Behandeln mit Blei(IV)-acetat;

DOI:10.1021/ja01098a004

Reference yield:

→ 3α-hydroxy-5β-androstane-11,17-dione (739-27-5,1231-82-9,7090-90-6,28336-28-9,40272-95-5,94991-82-9,109838-19-9)

Guidance literature:

With sodium bismuthate;

upstream raw materials:

3α-acetoxy-5β-androstanedione-(11.17)

Cortisone

11-ketotestosterone

3α,17β-dihydroxy-5β-androstan-11-one

Downstream raw materials:

5β-androstane-3,11,17-trione

5beta-Androstane-3alpha,11beta,17beta-triol

11-ketotestosterone

5β-androstane-3α,17β-diol

Refernces

• 1、 Porter, Roy B.R.,Gallimore, Winklet A.,Reese, Paul B.. "Steroid transformations with Exophiala jeanselmei var. lecanii-corni and Ceratocystis paradoxa". . p. 770 - 779. Retrieved 2007/10/03.