Astragaloside III

Base Information

• Chemical Name: Astragaloside III
• CAS No.: 84687-42-3
• Molecular Formula: C41H68O14
• Molecular Weight: 784.983
• Hs Code.: 29389090
• UNII: WVP53009FC
• DSSTox Substance ID: DTXSID40331663
• Wikidata: Q27105868
• Metabolomics Workbench ID: 52978
• Mol file: 84687-42-3.mol

Synonyms:astragaloside III

Chemical Property of Astragaloside III

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 245～247℃
• Refractive Index: 1.62
• Boiling Point: 906.8 °C at 760 mmHg
• PKA: 12.89±0.70(Predicted)
• Flash Point: 502.2 °C
• PSA: 228.22000
• Density: 1.39 g/cm³
• LogP: 0.72410
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Methanol (Slightly), Pyridine (Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 7
• Exact Mass: 784.46090684
• Heavy Atom Count: 55
• Complexity: 1460

Purity/Quality:

98% ^*data from raw suppliers

Astragaloside III ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(CCC23C1C(CC4C2(C3)CCC5(C4(CC(C5C6(CCC(O6)C(C)(C)O)C)O)C)C)O)OC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)O)O)C
• Isomeric SMILES: C[C@]12CC[C@@]34C[C@@]35CC[C@@H](C([C@@H]5[C@H](C[C@H]4[C@@]1(C[C@@H]([C@@H]2[C@]6(CC[C@H](O6)C(C)(C)O)C)O)C)O)(C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
• Description: Astragaloside III is a saponin first isolated from the dried plant roots of the genus Astragalus, which is used in traditional Chinese medicine. It is bioavailable after oral administration, distributed mainly to the thymus and spleen, and has a half-life of approximately 2 hours.
• Uses: Astragaloside III has cardioprotective effects as well as causing improvement in cognitive function. Used in the prevention of cardio-cerebral vascular diseases. Antioxidant.

Technology Process of Astragaloside III

There total 3 articles about Astragaloside III 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:

astragaloside V (84687-44-5) → cycloastragenol (84605-18-5,90865-25-1,104112-00-7,78574-94-4) + cycloastragenol 25-O-glucoside (86500-65-4) + astragaloside III (84687-42-3) + cyclosieversigenin 3-O-β-D-xylopyranoside (86541-83-5)

Guidance literature:

hesperidinase; In water; acetone; at 35 ℃; for 16h;

DOI:10.1248/cpb.31.709

Reference yield:

UDP-glucose (133-89-1) + cyclosieversigenin 3-O-β-D-xylopyranoside (86541-83-5) → astragaloside III (84687-42-3)

Guidance literature:

With glycosyltransferase AmGT₈-T₁₃₁V mutant; In aq. phosphate buffer; at 37 ℃; for 8h; pH=8; regioselective reaction; Enzymatic reaction;

DOI:10.1002/anie.202113587

Reference yield:

UDP-xylose (3616-06-6,21401-20-7,30329-30-7,38-57-3,97905-92-5,7164-64-9) + cycloastragenol (84605-18-5,90865-25-1,104112-00-7,78574-94-4) → astragaloside III (84687-42-3)

Guidance literature:

Multi-step reaction with 2 steps

1: glycosyltransferase AmGT₈-P₁₉₂E mutant / aq. phosphate buffer / 8 h / 37 °C / pH 8 / Enzymatic reaction

2: glycosyltransferase AmGT₈-T₁₃₁V mutant / aq. phosphate buffer / 8 h / 37 °C / pH 8 / Enzymatic reaction

With glycosyltransferase AmGT₈-P₁₉₂E mutant; glycosyltransferase AmGT₈-T₁₃₁V mutant; In aq. phosphate buffer;

DOI:10.1002/anie.202113587

upstream raw materials:

astragaloside V

UDP-xylose

cycloastragenol

UDP-glucose

Downstream raw materials:

cycloastragenol

cyclosieversigenin 3-O-β-D-xylopyranoside

Refernces

• 1、 Kitagawa,Wang,Saito,Yoshikawa. "Saponin and Sapogenol. XXXVI. Chemical constituents of Astragali Radix, the root of Astragalus membranaceus Bunge. (3). Astragalosides III, V, and VI". . p. 709 - 715. Retrieved 2007/10/02.