3-Keto-digoxigenin

Base Information

• Chemical Name: 3-Keto-digoxigenin
• CAS No.: 4442-17-5
• Molecular Formula: C23H32O5
• Molecular Weight: 388.504
• European Community (EC) Number: 224-667-4
• UNII: DVS6F48Y72
• Nikkaji Number: J72.651F
• Mol file: 4442-17-5.mol

Synonyms:3-keto-digoxigenin;4442-17-5;3-Oxodigoxigenin;3-Ketodigoxigenin;3-Dehydrodigoxigenin;3-[(5R,8R,9S,10S,12R,13S,14S,17R)-12,14-Dihydroxy-10,13-dimethyl-3-oxo-2,4,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one;DVS6F48Y72;3-DIGOXIGENONE;SCHEMBL21578328;CHEBI:175109;12.BETA.,14.BETA.-DIHYDROXY-3-OXO-5.BETA.,14.BETA.-CARD-20(22)-ENOLIDE;CARD-20(22)-ENOLIDE, 12,14-DIHYDROXY-3-OXO-, (5.BETA.,12.BETA.)-;3-[(5R,8R,9S,10S,12R,13S,14S,17R)-12,14-dihydroxy-10,13-dimethyl-3-oxo-2,4,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-uran-5-one

Chemical Property of 3-Keto-digoxigenin

Chemical Property:

• PSA: 83.83000
• LogP: 2.78330
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 388.22497412
• Heavy Atom Count: 28
• Complexity: 758

Purity/Quality:

99% ^*data from raw suppliers

3-Ketodigoxigenin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)CC1CCC3C2CC(C4(C3(CCC4C5=CC(=O)OC5)O)C)O
• Isomeric SMILES: C[C@]12CCC(=O)C[C@H]1CC[C@@H]3[C@@H]2C[C@H]([C@]4([C@@]3(CC[C@@H]4C5=CC(=O)OC5)O)C)O
• Uses: 3-Ketodigoxigenin is a derivative of Digoxigenin (D446570), a steroid used as a probe in the detection of different viruses.

Technology Process of 3-Keto-digoxigenin

There total 12 articles about 3-Keto-digoxigenin 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: 90.0%

digoxigenin (1672-46-4) → 3-dehydrodigoxigenin (4442-17-5)

Guidance literature:

With N-Bromosuccinimide; In water; acetic acid; acetone; for 1h;

Reference yield:

digitoxin (71-63-6) → 3-dehydrodigoxigenin (4442-17-5) + digoxigenin (1672-46-4)

Guidance literature:

With Streptomyces EUSA-2003B; cyclodextrin; In N,N-dimethyl-formamide; at 26 - 28 ℃; for 120h; Microbiological reaction; starch-nitrate liquid medium;

DOI:10.1691/ph.2011.0859

Reference yield:

acetyldigitoxin (1111-39-3) → 3-dehydrodigoxigenin (4442-17-5) + digoxigenin (1672-46-4)

Guidance literature:

With Streptomyces EUSA-2003B; cyclodextrin; In N,N-dimethyl-formamide; at 26 - 28 ℃; for 120h; Microbiological reaction; starch-nitrate liquid medium;

DOI:10.1691/ph.2011.0859

upstream raw materials:

digoxigenin

water

acetone

(+)-digitoxigenin

Refernces

• 1、 Keshk, Sherif,Mostafa,Tawfik,Elshemy. "Biotransformation of extracted digitoxin from Digitalis lanata by Streptomyces". experimental part. p. 458 - 462. Retrieved 2012/01/07.
• 2、 -. "Genetically engineered enzymes and their conjugates for diagnostic assays". . . Retrieved 2008/06/13.