Telocinobufagin

Base Information

• Chemical Name: Telocinobufagin
• CAS No.: 472-26-4
• Molecular Formula: C24H34 O5
• Molecular Weight: 402.531
• NSC Number: 119989,90782
• DSSTox Substance ID: DTXSID701316861
• Nikkaji Number: J5.951J
• Wikidata: Q27151407
• Metabolomics Workbench ID: 121112
• ChEMBL ID: CHEMBL463273
• Mol file: 472-26-4.mol

Synonyms:telocinobufagin

Chemical Property of Telocinobufagin

Chemical Property:

• Vapor Pressure: 2.34E-16mmHg at 25°C
• Melting Point: 208-214 °C
• Boiling Point: 589.6°Cat760mmHg
• PKA: 14.62±0.70(Predicted)
• Flash Point: 201°C
• PSA: 90.90000
• Density: 1.311g/cm³
• LogP: 3.35680
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly, Heated), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 402.24062418
• Heavy Atom Count: 29
• Complexity: 788

Purity/Quality:

99% ^*data from raw suppliers

Telocinobufagin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1(CCC3C2CCC4(C3(CCC4C5=COC(=O)C=C5)O)C)O)O
• Isomeric SMILES: C[C@]12CC[C@@H](C[C@]1(CC[C@@H]3[C@@H]2CC[C@]4([C@@]3(CC[C@@H]4C5=COC(=O)C=C5)O)C)O)O
• Uses: Telocinobufagin is isolated as a major component from skin secretion of the toad Bufo rubescens. Telocinobufogenin is a novel antibiotic cardiotonic.

Technology Process of Telocinobufagin

There total 3 articles about Telocinobufagin 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:

→ 5-((3S,5S,8R,9S,10R,13R,14S,17R)-3,5,14-Trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pyran-2-one (472-26-4)

Guidance literature:

With sodium borate; ethanol; acetic acid;

DOI:10.1002/hlca.19590420503

Reference yield:

ethanol (64-17-5) + acetic acid (64-19-7,77671-22-8) + marinobufagin (470-42-8) → 5-((3S,5S,8R,9S,10R,13R,14S,17R)-3,5,14-Trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pyran-2-one (472-26-4)

Guidance literature:

DOI:10.1002/hlca.19590420503

Reference yield:

→ Telocinobufogenin (472-26-4)

Guidance literature:

Keton 5b, Urushibara-Nickel, Δ;

DOI:10.1021/jo00931a042

upstream raw materials:

ethanol

acetic acid

marinobufagin

Downstream raw materials:

telocinobufagin-3-O-sulfite

(S)-2-{4-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-Dihydroxy-10,13-dimethyl-17-(6-oxo-6H-pyran-3-yl)-hexadecahydro-cyclopenta[a]phenanthren-3-yloxycarbonyl]-butyrylamino}-5-guanidino-pentanoic acid

Pentanedioic acid (3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-10,13-dimethyl-17-(6-oxo-6H-pyran-3-yl)-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester 4-nitro-phenyl ester

Pentanedioic acid (3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-10,13-dimethyl-17-(6-oxo-6H-pyran-3-yl)-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester methyl ester