Astragaloside A

Base Information

• Chemical Name: Astragaloside A
• CAS No.: 83207-58-3
• Molecular Formula: C₄₁H₆₈O₁₄
• Molecular Weight: 784.983
• Hs Code.: 29389090
• Mol file: 83207-58-3.mol

Synonyms:(3β,6α,9β,16β,20R,24S)-16,25-Dihydroxy-3-(β-D-xylopyranosyloxy)-20,24-epoxy-9,19-cyclolanostan-6-yl β-D-threo-hexopyranoside;AstramembranninI;

Chemical Property of Astragaloside A

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 284-286oC
• Refractive Index: 1.62
• Boiling Point: 895.666 °C at 760 mmHg
• PKA: 12.91±0.70(Predicted)
• Flash Point: 495.481 °C
• PSA: 228.22000
• Density: 1.395 g/cm³
• LogP: 0.72410
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

AstragalosideA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Astragalosides are bioactive saponins isolated from dried roots of plants of the genus Astragalus, which is used in traditional Chinese medicine. Astragaloside A, also known as astragaloside IV, is known to have diverse protective effects for the cardiovascular, immune, digestive, and nervous systems. More specifically, it protects cardiomyocytes from apoptosis resulting from ischemia/reperfusion and inhibits inflammation signaled through TNF-α. Furthermore, astragaloside A stimulates angiogenesis, promotes the differentiation of neural stem cells, and increases neuroregeneration.

Technology Process of Astragaloside A

There total 13 articles about Astragaloside A 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: 76.0%

3-O-(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl)-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-16,25-di-O-acetylcycloastragenol → astragaloside IV (83207-58-3,84687-43-4)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 15h;

DOI:10.1021/acs.joc.7b00080

Reference yield:

astragaloside VI (84687-45-6) → astragaloside IV (83207-58-3,84687-43-4)

Guidance literature:

hesperidinase; In water; acetone; at 35 ℃; for 36h;

DOI:10.1248/cpb.31.709

Reference yield:

(3β,6α,16β,20R,24S)-20,24-epoxy-16-hydroxy-3-(β-D-xylopyranosyloxy)-9,19-cyclolanostane-6,25-diyl bis[β-D-glucopyranoside] (84687-46-7) → astragaloside IV (83207-58-3,84687-43-4) + cyclosieversigenin 6-O-β-D-glucopyranoside (86764-12-7)

Guidance literature:

hesperidinase; In water; acetone; at 36 ℃; for 12h;

DOI:10.1248/cpb.31.716

upstream raw materials:

cyclosiversioside H

isoastragalosides II

isoastragaloside I

(3β,6α,16β,20R,24S)-20,24-epoxy-16-hydroxy-3-(β-D-xylopyranosyloxy)-9,19-cyclolanostane-6,25-diyl bis[β-D-glucopyranoside]

Downstream raw materials:

cycloastragenol

cyclosieversigenin 3-O-β-D-xylopyranoside

cyclosieversigenin 6-O-β-D-glucopyranoside

cyclosieversigenin

Refernces

• 1、 Bao, Yang-Oujie,Gao, Bai-Han,Li, Fu-Dong,Qiao, Xue,Shi, Xiao-Meng,Su, Hui-Fei,Wang, Hai-Dong,Ye, Min,Yi, Yang,Zhang, Meng. "Functional Characterization and Protein Engineering of a Triterpene 3-/6-/2′-O-Glycosyltransferase Reveal a Conserved Residue Critical for the Regiospecificity". supporting information. . Retrieved 2022/01/06.
• 2、 Kaipnazarov,Uteniyazov,Saatov. "Triterpene glycosides from Tragacantha stipulosa and their genins. Structure of cyclostipuloside E". . p. 40 - 44. Retrieved 2007/10/03.