Spinosyn D 17-pseudoaglycone

Base Information

• Chemical Name: Spinosyn D 17-pseudoaglycone
• CAS No.: 131929-55-0
• Molecular Formula: C₃₄H₅₂O₉
• Molecular Weight: 604.781
• DSSTox Substance ID: DTXSID301343056
• Mol file: 131929-55-0.mol

Synonyms:Spinosyn D 17-pseudoaglycone;131929-55-0;(1S,2S,5R,7S,9S,10S,14R,15S,19S)-19-Ethyl-15-hydroxy-4,14-dimethyl-7-[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy-20-oxatetracyclo[10.10.0.02,10.05,9]docosa-3,11-diene-13,21-dione;A 83543D pseudoaglycone;Spinosyn D17- pseudoaglycone;DTXSID301343056

Chemical Property of Spinosyn D 17-pseudoaglycone

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 604.36113323
• Heavy Atom Count: 43
• Complexity: 1070

Purity/Quality:

98% ^*data from raw suppliers

Spinosyn D 17-pseudoaglycone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC1CCCC(C(C(=O)C2=CC3C4CC(CC4C(=CC3C2CC(=O)O1)C)OC5C(C(C(C(O5)C)OC)OC)OC)C)O
• Isomeric SMILES: CC[C@H]1CCC[C@@H]([C@H](C(=O)C2=C[C@H]3[C@@H]4C[C@@H](C[C@H]4C(=C[C@H]3[C@@H]2CC(=O)O1)C)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OC)OC)C)O
• Description: Spinosyn D 17-pseudoaglycone is a hydrolysis product of the minor insecticide component spinosyn D . Unlike spinosyn D, spinosyn D 17-pseudoaglycone is not lethal to tobacco budworms (H. virescens) when used at concentrations up to 64 ppm.
• Uses: Spinosyn D 17-pseudoaglycone is an acid degradation product produced by selective hydrolysis of the more labile forosamine saccharide in the 17-position in spinosyn D, the minor component of commercial product, Spinosad. Spinosyn D 17-pseudoaglycone is only weakly active as an insecticide as the forosamine moiety is considered essential for potent activity. Despite the importance of spinosyns as agro-chemical insecticides and more recently as animal health products, there are few published reports of the biological activity or the levels of spinosyn D 17-pseudoaglycone in animals or in the environment.

Technology Process of Spinosyn D 17-pseudoaglycone

There total 1 articles about Spinosyn D 17-pseudoaglycone 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: 68.0%

(2S,3aR,5aS,5bS,9S,13S,14R,16aS,16hS)-2-(6-deoxy-2,3,4-tri-O-methyl-α-L-mannopyranosyloxy)-13-(4-dimethylamino-2,3,4,6-tetradeoxy-β-D-erythropyranosyloxy)-9-ethyl-2,3,3a,5a,5b,6,7,9,10,11,12,13,14,15,16a,16b-hexadecahydro-4,14-dimethyl-1H-as-indaceno[3,2-d]oxacyclododecine-7,15-dione (131929-63-0) → 17-pseudoaglycone of spinosyn D (131929-55-0)

Guidance literature:

With sulfuric acid; In water; at 80 ℃; for 2h;

DOI:10.7164/antibiotics.51.795

upstream raw materials:

(2S,3aR,5aS,5bS,9S,13S,14R,16aS,16hS)-2-(6-deoxy-2,3,4-tri-O-methyl-α-L-mannopyranosyloxy)-13-(4-dimethylamino-2,3,4,6-tetradeoxy-β-D-erythropyranosyloxy)-9-ethyl-2,3,3a,5a,5b,6,7,9,10,11,12,13,14,15,16a,16b-hexadecahydro-4,14-dimethyl-1H-as-indaceno[3,2-d]oxacyclododecine-7,15-dione

Refernces