1616703-76-4

Basic information

• Product Name: 28-O-benzyl-3-O-[3′,4′,6′-tri-O-acetyl-2′-deoxy-2′-(2″,2″,2″-trichloroethyloxycarbonylamino)-β-D-glucopyranosyl]oleanolic ester
• Synonyms: 28-O-benzyl-3-O-[3′,4′,6′-tri-O-acetyl-2′-deoxy-2′-(2″,2″,2″-trichloroethyloxycarbonylamino)-β-D-glucopyranosyl]oleanolic ester
• CAS NO: 1616703-76-4
• Molecular Weight: 1009.5
• Mol File: 1616703-76-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 28-O-benzyl-3-O-[3′,4′,6′-tri-O-acetyl-2′-deoxy-2′-(2″,2″,2″-trichloroethyloxycarbonylamino)-β-D-glucopyranosyl]oleanolic ester(CAS DataBase Reference)
• NIST Chemistry Reference: 28-O-benzyl-3-O-[3′,4′,6′-tri-O-acetyl-2′-deoxy-2′-(2″,2″,2″-trichloroethyloxycarbonylamino)-β-D-glucopyranosyl]oleanolic ester(1616703-76-4)
• EPA Substance Registry System: 28-O-benzyl-3-O-[3′,4′,6′-tri-O-acetyl-2′-deoxy-2′-(2″,2″,2″-trichloroethyloxycarbonylamino)-β-D-glucopyranosyl]oleanolic ester(1616703-76-4)

Safety Data

• Hazardous Substances Data: 1616703-76-4(Hazardous Substances Data)

Upstream product

• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 220645-20-5 p-methylphenyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-(2,2,2-trichloroethyloxycarbonylamino)-β-D-glucopyranoside 
• 303114-51-4 oleanolic acid benzyl ester 
• 100-39-0 benzyl bromide 
• 508-02-1 Oleanolic acid 
• 136945-14-7 O-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl] trichloroacetimidate 

Downstream Products

• 1616703-81-1 28-O-benzyl-3-O-[2-acetamido-3,4-O-bi-acetyl-6-O-2-deoxy-β-D-glucopyranosyl]oleanolic ester 
• 908835-48-3 28-O-benzyl-3-O-[2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl]oleanolic ester 
• 1616703-79-7 28-O-benzyl-3-O-[2-acetamido-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranosyl] oleanolic ester 

Relevant articles and documents

Design, synthesis and cytotoxic activity of N-Modified oleanolic saponins bearing A glucosamine

A series of N-acyl, N-alkoxycarbonyl, and N-alkylcarbamoyl derivatives of 2′-deoxy-glucosyl bearing oleanolic saponins were synthesized and evaluated against HL-60, PC-3, and HT29 tumor cancer cells. The SAR studies revealed that the activity increased in order of conjugation of 2′ -amino group with carbamate > amide > urea derivatives. Lengthening the alkyl chain increased the cytotoxicity, the peak activity was found to around heptyl to nonyl substitutions. 2′-N-heptoxycarbonyl derivative 56 was found to be the most cytotoxic (IC50 = 0.76 μM) against HL-60 cells. Due to the interesting SARs of alkyl substitutions, we hypothesized that their location in the cell was different, and pursued a location study using 2′-(4″-pentynoylamino) 2′-deoxy-glucosyl OA, which suggested that these compounds distributed mainly in the cytosol.