3-Oxobetulin Acetate

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CAS:136587-07-0
Purity:98% Package:10 mg;50 mg;100 mg;500 mg;1 g;5 g;10 g
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CAS:136587-07-0
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CAS:136587-07-0
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CAS:136587-07-0
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Products Intro: Product Name:3-Oxobetulin Acetate
3-Oxobetulin Acetate Basic information
Product Name:3-Oxobetulin Acetate
Synonyms:3-Oxobetulin Acetate;Lup-20(29)-en-3-one, 28-(acetyloxy)-;28-(acetyloxy)-lup-20(29)-en-3-one
CAS:136587-07-0
MF:C32H50O3
MW:482.74
EINECS:
Product Categories:
Mol File:136587-07-0.mol
3-Oxobetulin Acetate Structure
3-Oxobetulin Acetate Chemical Properties
Melting point 77-79 °C
Boiling point 532.7±23.0 °C(Predicted)
density 1.019±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility DMF: 30 mg/ml,DMSO: 10 mg/ml,Ethanol: 25 mg/ml
form A crystalline solid
Safety Information
MSDS Information
3-Oxobetulin Acetate Usage And Synthesis
Uses3-Oxobetulin acetate (28-O-Acetyl-3-Oxobetulin; 3-oxo-28-O-Acetylbetulin) is a derivative of betulin (HY-N0083), a cholesterol biosynthesis inhibitor. 3-Oxobetulin acetate inhibits the growth of P388 murine lymphocytic leukemia cells (EC50=0.12 μg/mL) and human MCF-7 breast cancer, SF-268 CNS cancer, H460 lung cancer, and KM20L2 colon cancer cells (GI50s=8, 10.6, 5.2, and 12.7 μg/mL), but not BxPC-3 pancreatic cancer cells or DU145 prostate cancer cells (GI50s=>10 μg/mL for both). 3-Oxobetulin acetate inhibits the replication of X4-tropic recombinant HIV (NL4.3-Ren) in MT-2 lymphoblastoid cells (IC50=13.4 μM). 3-Oxobetulin acetate is also effective against Listeria donovani amastigotes.
Biological Activity3-Oxobetulin acetate is a derivative of the cholesterol biosynthesis inhibitor betulin .1 It inhibits the growth of P388 murine lymphocytic leukemia cells (EC50 = 0.12 μg/ml), as well as human MCF-7 breast, SF-268 CNS, H460 lung, and KM20L2 colon cancer cells (GI50s = 8, 10.6, 5.2, and 12.7 μg/ml, respectively), but not BxPC-3 pancreas or DU145 prostate cancer cells (GI50s = >10 μg/ml for both).2 3-Oxobetulin acetate inhibits replication of X4 tropic recombinant HIV (NL4.3-Ren) in MT-2 lymphoblastoid cells (IC50 = 13.4 μM).3 It is also active against L. donovani amastigotes when used at a concentration of 50 μM.1
References1.Alakurtti, S., Bergstr?m, P., Sacerdoti-Sierra, N., et al.Anti-leishmanial activity of betulin derivativesJ. Antibiot. (Tokyo)63(3)123-126(2010) 2.Pettit, G.R., Melody, N., Hempenstall, F., et al.Antineoplastic agents. 595. Structural modifications of betulin and the X-ray crystal structure of an unusual betulin amine dimerJ. Nat. Prod.77(4)863-872(2014) 3.Callies, O., Bedoya, L.M., Beltrán, M., et al.Isolation, structural modification, and HIV inhibition of pentacyclic lupane-type triterpenoids from Cassine xylocarpa and Maytenus cuzcoinaJ. Nat. Prod.78(5)1045-1055(2015)
3-Oxobetulin Acetate Preparation Products And Raw materials
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