3391-81-9

Basic information

• Product Name: androseptoside A
• CAS NO: 3391-81-9
• Molecular Weight: 618.852
• Mol File: 3391-81-9.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: androseptoside A(CAS DataBase Reference)
• NIST Chemistry Reference: androseptoside A(3391-81-9)
• EPA Substance Registry System: androseptoside A(3391-81-9)

Safety Data

• Hazardous Substances Data: 3391-81-9(Hazardous Substances Data)

Upstream product

• 1229037-80-2 3-(β-D-glucopyranosyl)oleanolic acid benzyl ester 
• 257614-49-6 oleanolic acid trityl ester 
• 508-02-1 Oleanolic acid 
• 1037012-63-7 3-O-β-D-glucopyranosyl-oleanolic acid-28-O-β-D-glucopyranosyl-(1->4)-[β-D-glucopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->2)]-β-D-xylopyranoside 
• 1037012-61-5 3-O-β-D-glucopyranosyl-oleanolic acid-28-O-β-D-glucopyranosyl-(1->4)-[α-L-rhamnopyranosyl-(1->2)]-β-D-xylopyranoside 
• 26020-14-4 calenduloside E 
• 149707-75-5 2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate 
• 247017-37-4 3β-hydroxy-olean-12-en-28-allylate 
• 51724-38-0 (3β)-oleanolic acid 3-β-D-glucopyranosiduronic acid 6-methyl ester 
• 78454-20-3 Silphioside B 
• 89827-13-4 3-O-[β-D-xylopyranosyl-(1->4)-β-D-glucuronopyranosyl]-28-O-[β-D-glucopyranosyl]oleanolic acid 
• 133084-36-3 3-O-β-galactopyranosyl 28-O-β-xylopyranosyl(1-4)-α-rhamnopyranosyl(1-3)-β-xylopyranosyl(1-3)-α-arabinopyranosylolean-12-en-28-oic acid ester 

Downstream Products

• 508-02-1 Oleanolic acid 

Relevant articles and documents

Facile synthesis of oleanolic acid monoglycosides and diglycosides

Oleanolic acid and its glycosides are important natural products, possessing various attractive biological activities such as antitumor, antivirus and anti-inflammatory properties. In the present work, fifteen oleanolic acid saponins bearing various sacch

Ionic liquid-assisted catalysis for glycosidation of two triterpenoid sapogenins

In order to both investigate the universality of ionic liquid-based catalytic systems for synthesis of triterpene saponins and explore their effective application methods together with the catalytic behaviors of ionic liquids in related reactions by comparison between different initiators, oleanolic acid and ursolic acid were selected to establish a catalytic system for glycosylation in this study as typical representatives of pentacyclic triterpene sapogenins. As a result, it was found that the system of [C4mim][OTf] + TMSOTf in the reactions between the glycosyl receptors and donors showed obvious catalytic effects; also, the system was stable and could be recycled. The functions of IL include solvent, cocatalyst and stabilizer, simultaneously; thus, the current catalytic system is greener, simpler and more efficient. The reaction time was short, and only β-type products were obtained. This study offers a reference for developing a new glucoside synthesis technology and provides sufficient preliminary exploration and basic data for further large-scale applications.

Biotransformation of oleanolic acid by Alternaria longipes and Penicillium adametzi

Microbial transformation of oleanolic acid (1) was carried out. Six transformed products (2-7) from 1 by Alternaria longipes and three transformed products (8-10) from 1 by Penicillium adametzi were isolated. Their structures were elucidated as 2,3,19-trihydroxy-ursolic acid-28-O - d-glucopyranoside (2), 2,3,19-trihydroxy-ursolic acid-28-O - d-glucopyranoside (3), oleanolic acid 28-O - d-glucopyranosyl ester (4), oleanolic acid-3-O - d-glucopyranoside (5), 3-O-(-d-glucopyranosyl)-oleanolic acid-28-O - d-glucopyranoside (6), 2,3,19a-trihydroxy-oleanolic acid-28-O - d-glucopyranoside (7), 21-hydroxyl oleanolic acid-28-O - d-glucopyranoside (8), 21-hydroxyl oleanolic acid (9), and 7,21-dihydroxyl oleanolic acid (10) based on the extensive NMR studies. Among them, 10 was a new compound and compounds 5 and 8-10 had stronger cytotoxic activities against Hela cell lines than the substrate. At the same time, it was reported for the first time in this paper that the skeletons of compounds 2 and 3 were changed from oleanane to uranane and seven glycosidation products were obtained by biotransformation.