Astragaloside IV

Base Information

• Chemical Name: Astragaloside IV
• CAS No.: 84687-43-4
• Molecular Formula: C₄₁H₆₈O₁₄
• Molecular Weight: 784.983
• Hs Code.: 29389090
• Mol file: 84687-43-4.mol

Synonyms:Astrasieversianin XIV;Astraversianin XIV;Cyclosieversioside F;Cyclosiversioside F;b-D-Glucopyranoside, (3b,6a,16b,20R,24S)-20,24-epoxy-16,25-dihydroxy-3-(b-D-xylopyranosyloxy)-9,19-cyclolanostan-6-yl;

Chemical Property of Astragaloside IV

Chemical Property:

• Appearance/Colour: hydroscopic brown or yellow powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 295-296 °C
• Refractive Index: 1.62
• Boiling Point: 895.7 °C at 760 mmHg
• PKA: 12.91±0.70(Predicted)
• Flash Point: 495.5 °C
• PSA: 228.22000
• Density: 1.39 g/cm³
• LogP: 0.72410
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Methanol (Slightly, Sonicated), Pyridine (Slightly)

Purity/Quality:

50%, ^*data from raw suppliers

Astragaloside IV ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: vasodilator, antihypertensive, antiaging Astragaloside IV has cardiovascular protective effects, protecting the vascular endothelial cells. In addition it is attributed to have anti0inflammatory and anti-virus effects as well. This is due to its scavenging ability of oxygen free radicals, regulation of mineral homeostasis and antioxidative effects.

Technology Process of Astragaloside IV

There total 13 articles about Astragaloside IV 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、 Liu, Ting,Liao, Jin-Xi,Hu, Yang,Tu, Yuan-Hong,Sun, Jian-Song. "Synthetic Access Toward Cycloastragenol Glycosides". . p. 4170 - 4178. Retrieved 2017/04/27.
• 2、 Umarova, R. U.,Svechnikova, A. N.,Abdullaev, N. D.,Gorovich, M. B.,Abubakirov, N. K.. "TRITERPENE GLYCOSIDES OF Astragalus AND THEIR GENINS. XV. CYCLOSIVERSIOSIDES B AND D FROM Astragalus basineri". . p. 174 - 177. Retrieved 2007/10/02.