Convallatoxin

Base Information

• Chemical Name: Convallatoxin
• CAS No.: 508-75-8
• Molecular Formula: C₂₉H₄₂O₁₀
• Molecular Weight: 550.646
• European Community (EC) Number: 208-086-3
• UNII: JY264VIR1Y
• DSSTox Substance ID: DTXSID90862073
• Nikkaji Number: J6.240E
• Wikipedia: Convallatoxin
• Wikidata: Q2996215
• Metabolomics Workbench ID: 35227
• ChEMBL ID: CHEMBL399336
• Mol file: 508-75-8.mol

Synonyms:convallatoxin;corglycon;corglycone;korglycon;strophanthidin-alpha-L-rhamnoside

Chemical Property of Convallatoxin

Chemical Property:

• Vapor Pressure: 1.8E-26mmHg at 25°C
• Melting Point: 238-239℃ (water )
• Refractive Index: 1.5376 (estimate)
• Boiling Point: 757.3 °C at 760 mmHg
• PKA: 13.04±0.70(Predicted)
• Flash Point: 247.1 °C
• PSA: 162.98000
• Density: 1.41 g/cm³
• LogP: 0.75000
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 550.27779753
• Heavy Atom Count: 39
• Complexity: 1050

Purity/Quality:

99%, ^*data from raw suppliers

Convallatoxin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Plant Toxins
• Canonical SMILES: CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)C=O)O)O)O
• Isomeric SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@@]5([C@@H]4CC[C@@]3(C2)O)O)C6=CC(=O)OC6)C)C=O)O)O)O
• Therapeutic Function: Cardiotonic

Technology Process of Convallatoxin

There total 4 articles about Convallatoxin 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:

3β-O-(α-L-rhamnopyranosyl)-14β-hydroperoxy-5β-hydroxy-19-oxo-17β-card-20(22)-enolide → convallatoxin (508-75-8,4336-94-1,5822-57-1,6147-48-4,6161-22-4,7553-98-2,38183-68-5,73208-83-0,73284-86-3,88195-71-5,90529-01-4,145107-75-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.5h;

DOI:10.1055/s-0030-1249958

Reference yield:

→ convallatoxin (508-75-8,4336-94-1,5822-57-1,6147-48-4,6161-22-4,7553-98-2,38183-68-5,73208-83-0,73284-86-3,88195-71-5,90529-01-4,145107-75-1)

Guidance literature:

With enzyme-substance from strophanthus kombe;

Reference yield:

2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide (5158-64-5) + strophanthidin (66-28-4) → convallatoxin (508-75-8,4336-94-1,5822-57-1,6147-48-4,6161-22-4,7553-98-2,38183-68-5,73208-83-0,73284-86-3,88195-71-5,90529-01-4,145107-75-1)

Guidance literature:

With 1,4-dioxane; silver carbonate; benzene; Behandeln des Reaktionsprodukts mit Kaliumhydrogencarbonat in wss. Methanol;

DOI:10.1002/hlca.19500330621

upstream raw materials:

2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide

strophanthidin

2,3,4-tri-O-acetyl-L-rhamnopyranosyl bromide

Downstream raw materials:

convalloside

Refernces

• 1、 Makarevich, I. F.,Terno, I. S.. "SYNTHESIS OF CONVALLOSIDE". . p. 323 - 325. Retrieved 2007/10/02.