Betulin
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Betulin | |
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General | |
Systematic name | 3a-Hydroxymethyl-1-isopropenyl -5a,5b,8,8,11a-pentamethyl- icosahydro-cyclopenta[a]chrysen-9-ol |
Other names | lup-20(29)-ene-3β,28-diol |
Molecular formula | C30H50O2 |
Molar mass | 442.72 g/mol |
CAS number | [473-98-3] |
Properties | |
Melting point | 256-257 °C |
CLogP | 8.526 |
Except where noted otherwise, data are given for materials in their standard state (at 25°C, 100 kPa) Infobox disclaimer and references |
Betulin (lup-20(29)-ene-3β,28-diol) is an abundant naturally occurring triterpene. It is commonly isolated from the bark of birch trees and forms up to 30% of the dry weight of the extractive. It can be converted to betulinic acid, which is biologically more active than betulin itself. Betulinic acid and its synthetic analogues exhibit anti-malarial, anti-inflamatory and anti-HIV activity as well as showing cytotoxicity towards a number of tumour cell lines. Even though betulin deruvatives are most widely studied for their anticancer activity, also the anti-HIV effect is quite well characterized and it has been demonstrated that betulins can inhibit HIV entry to T cells by binding to the gp41, a HIV protein needed for the invasion of the virus into the cell.