916139-48-5

Basic information

• Product Name: acetic acid 8-acetoxymethyl-3a-chlorocarbonyl-1-isopropenyl-5a,5b,8,11a-tetramethyl-eicosahydro-cyclopenta[a]chrysen-9-yl ester
• Synonyms: acetic acid 8-acetoxymethyl-3a-chlorocarbonyl-1-isopropenyl-5a,5b,8,11a-tetramethyl-eicosahydro-cyclopenta[a]chrysen-9-yl ester
• CAS NO: 916139-48-5
• Molecular Weight: 575.229
• Mol File: 916139-48-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: acetic acid 8-acetoxymethyl-3a-chlorocarbonyl-1-isopropenyl-5a,5b,8,11a-tetramethyl-eicosahydro-cyclopenta[a]chrysen-9-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: acetic acid 8-acetoxymethyl-3a-chlorocarbonyl-1-isopropenyl-5a,5b,8,11a-tetramethyl-eicosahydro-cyclopenta[a]chrysen-9-yl ester(916139-48-5)
• EPA Substance Registry System: acetic acid 8-acetoxymethyl-3a-chlorocarbonyl-1-isopropenyl-5a,5b,8,11a-tetramethyl-eicosahydro-cyclopenta[a]chrysen-9-yl ester(916139-48-5)

Safety Data

• Hazardous Substances Data: 916139-48-5(Hazardous Substances Data)

Upstream product

• 85999-40-2 23-hydroxybetulinic acid 

Downstream Products

• 916139-84-9 1,2-xylenedioic acid 1-[2-[(3β,23-diacetoxylup-20(29)-en-28-oyl)oxy]ethyl] ester 
• 1204202-45-8 1,2-xylenedioic acid 1-[6-[(3β,23-diacetoxylup-20(29)-en-28-oyl)oxy]hexyl] ester 
• 1544635-04-2 2-[[N-[3β,23-dihydroxylup-20(29)-en-28-oyl]-3-aminopropyl]carbamoyl]benzoic acid 

Relevant articles and documents

Synthesis and biological activity of 28-amide derivatives of 23-hydroxy betulinic acid as antitumor agent candidates

Based on the structure of 23-hydroxybetulinic acid (1), a series of 28-amide derivatives were synthesized. Biological evaluation in vitro for their antitumor activities against five cell lines (A549, BEL-7402, SF-763, B16 and HL-60) has indicated that compound 6g possesses the most effective antitumor activity with an IC50 value of 10.47μM when treated with HL-60 cells. In vivo testing has also shown a comparable activity of 6g to cyclophosphamide against H22 liver tumor in mice and 5-fluorouracil against B16 melanoma, respectively.

Synthesis and antiproliferative evaluation of 23-hydroxybetulinic acid derivatives

Based on structural modifications of the natural 23-hydroxybetulinic acid, a series of novel its derivatives had been synthesized. The new compounds were screened for in vitro antiproliferative activity against cancer cell lines HeLa, MCF-7, HepG2, B16 and A375 using doxorubicin as a reference. The vast majority of derivatives had exhibited potent tumor growth inhibitory activity than original compound. The derivatives 4, 5, 7, 20, 23, 26, 43 and 44 with IC 50 values lower than 10 μM on all tested cell lines were regarded as the most promising compounds. The structure-activity relationships of 23-hydroxybetulinic acid derivatives were also discussed in the present investigations.