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Betulinic acid

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Catalog No. T2830Cas No. 472-15-1
Alias Lupatic acid, Betulic acid, ALS-357

Betulinic acid (ALS-357) is a pentacyclic lupane-type triterpene derivative of betulin (isolated from the bark of Betula alba, the common white birch) which has antiretroviral, antimalarial, and anti-inflammatory properties, as well as a more recently discovered potential as an anticancer agent, by inhibition of topoisomerase.

Betulinic acid

Betulinic acid

🥰Excellent
Purity: 99.7%
Catalog No. T2830Alias Lupatic acid, Betulic acid, ALS-357Cas No. 472-15-1
Betulinic acid (ALS-357) is a pentacyclic lupane-type triterpene derivative of betulin (isolated from the bark of Betula alba, the common white birch) which has antiretroviral, antimalarial, and anti-inflammatory properties, as well as a more recently discovered potential as an anticancer agent, by inhibition of topoisomerase.
Pack SizePriceAvailabilityQuantity
50 mg$33In Stock
100 mg$48In Stock
500 mg$174In Stock
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Purity:99.7%
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Product Introduction

Bioactivity
Description
Betulinic acid (ALS-357) is a pentacyclic lupane-type triterpene derivative of betulin (isolated from the bark of Betula alba, the common white birch) which has antiretroviral, antimalarial, and anti-inflammatory properties, as well as a more recently discovered potential as an anticancer agent, by inhibition of topoisomerase.
Targets&IC50
Aminopeptidase N:7.3 μM, Topo I (eukaryotic):5 μM, HIV-1:1.4 μM(EC50)
In vitro
In LNCaP cell cultures of athymic nude mice, Betulinic acid inhibits the growth of prostate cancer cells and tumors (xenografts). This inhibitory effect is partly due to the downregulation of protease-dependent Sp1/3/4 and several SP-regulated genes.
In vivo
As an anti-melanoma agent, Betulinic acid inhibits the activity of aminopeptidase N (IC50: 7.3 μM). It exhibits anti-HIV properties by blocking HIV replication in H9 lymphocytes (EC50: 1.4 μM) and inhibiting the growth of uninfected H9 cells (IC50: 13 μM). Moreover, Betulinic acid shows potential as an anti-cancer candidate, suppressing the activity of eukaryotic topoisomerase I (IC50: 5 μM).
Kinase Assay
Topoisomerase I-DNA interaction: Annealed 25-mer duplex of oligonucleotide-1 and oligonicleotide-2 is incubated with 25 or 50 units of rat liver topoisomerase I at 8 °C for 15 min in the presence or absence of betulinic acid in binding buffer. After incubation the reaction mixtures are electrophoresed in 7% non-denaturing polyacrylamide gel at 4 °C in 0.167 × TBE buffer and DNA bands are stained with ethidium bromid
AliasLupatic acid, Betulic acid, ALS-357
Chemical Properties
Molecular Weight456.7
FormulaC30H48O3
Cas No.472-15-1
SmilesC(O)(=O)[C@]12[C@@]([C@@]3([C@@](C)(CC1)[C@@]4(C)[C@](CC3)([C@]5(C)[C@@](CC4)(C(C)(C)[C@@H](O)CC5)[H])[H])[H])([C@H](C(C)=C)CC2)[H]
Relative Density.1.065 g/cm3
Storage & Solubility Information
StoragePowder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice.
Solubility Information
Ethanol: 10 mg/mL (21.89 mM)
H2O: < 1 mg/mL (insoluble or slightly soluble)
DMSO: 33.3 mg/mL (72.98 mM), Sonication is recommended.
Solution Preparation Table
Ethanol/DMSO
1mg5mg10mg50mg
1 mM2.1896 mL10.9481 mL21.8962 mL109.4811 mL
5 mM0.4379 mL2.1896 mL4.3792 mL21.8962 mL
10 mM0.2190 mL1.0948 mL2.1896 mL10.9481 mL
20 mM0.1095 mL0.5474 mL1.0948 mL5.4741 mL
DMSO
1mg5mg10mg50mg
50 mM0.0438 mL0.2190 mL0.4379 mL2.1896 mL

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