3391-80-8

Basic information

• Product Name: 3β-(β-D-Glucopyranosyloxy)olean-12-en-28-oic acid
• Synonyms: 3β-(β-D-Glucopyranosyloxy)olean-12-en-28-oic acid;Anchusoside-1a;Oleanolic acid 3-glucoside;Oleanolic acid glucoside;Oleanoyl β-D-glucoside;Vitalboside A
• CAS NO: 3391-80-8
• Molecular Formula: C₃₆H₅₈O₈
• Molecular Weight: 618.8409
• Mol File: 3391-80-8.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 723.2°Cat760mmHg
• Flash Point: 218.8°C
• Appearance: /
• Density: 1.23g/cm³
• Vapor Pressure: 3.78E-24mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: 3β-(β-D-Glucopyranosyloxy)olean-12-en-28-oic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3β-(β-D-Glucopyranosyloxy)olean-12-en-28-oic acid(3391-80-8)
• EPA Substance Registry System: 3β-(β-D-Glucopyranosyloxy)olean-12-en-28-oic acid(3391-80-8)

Safety Data

• Hazardous Substances Data: 3391-80-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C36H58O8/c1-31(2)14-16-36(30(41)42)17-15-34(6)20(21(36)18-31)8-9-24-33(5)12-11-25(32(3,4)23(33)10-13-35(24,34)7)44-29-28(40)27(39)26(38)22(19-37)43-29/h8,21-29,37-40H,9-19H2,1-7H3,(H,41,42)/t21-,22-,23?,24-,25+,26-,27+,28-,29+,33+,34-,35-,36+/m1/s1

Upstream product

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

Downstream Products

• 508-02-1 Oleanolic acid 

Relevant articles and documents

New triterpenoid saponin glycosides from the fruit fibers of: Trichosanthes cucumerina L.

Five new triterpenoid saponin glycosides, trichocucumerisides A-E (1-5), together with eleven known compounds (6-16) were isolated from Trichosanthes cucumerina fruit fibers. The structures of the new compounds were elucidated by detailed analysis of NMR and mass spectroscopic data as well as chemical reactions. The anti-inflammatory study against nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW264.7 cells shows that compounds 7 and 9 exhibited stronger NO inhibitory activity, with IC50 values of 3.0 and 2.7 μM, respectively, with comparison to positive references Celecoxib and aminoguanidine (IC50 values 75.7 and 75.0 μM, respectively). Compounds 7 and 9 also possessed a greater selectivity index (SI) of approximately 3-4-fold activity than that of the positive references.

Synthesis and Evaluation of a Series of Oleanolic Acid Saponins as α-Glucosidase and α-Amylase Inhibitors

Sixteen naturally occurring oleanolic acid saponins and their derivatives were synthesized in an efficient and practical strategy, and their inhibitory activities against α-glucosidase and α-amylase were evaluated in vitro. Among all the compounds, 28-O-m

Synthesis and α-glucosidase inhibitory activity of oleanolic acid derivatives

Glucosidations of oleanolic acid (1) and its dihydroxy-olide derivatives (2) were carried out to provide eight glycosides. All synthesized compounds were evaluated by in vitro α-glucosidase inhibitory activity assay. 3-Acetyl dihydroxy-olide oleanolic der