| Identification | Back Directory | [Name]
BETULINIC ACID METHYL ESTER | [CAS]
2259-06-5 | [Synonyms]
Methylbetulinate
BETULINIC ACID METHYL ESTER
BETULINIC ACID METHYL ESTER hplc
BETULINIC ACID METHYLESTER WITH HPLC
3B-HYDROXY-LUP-20(29)-EN-28-OIC ACID METHYL ESTER
Lup-20(29)-en-28-oic acid, 3-hydroxy-, methyl ester, (3β)-
Lup-20(29)-en-28-oic acid, 3-hydroxy-, methyl ester, (3beta)- | [EINECS(EC#)]
218-857-6 | [Molecular Formula]
C31H50O3 | [MDL Number]
MFCD00017379 | [MOL File]
2259-06-5.mol | [Molecular Weight]
470.73 |
| Chemical Properties | Back Directory | [Melting point ]
222-223°C | [Boiling point ]
523.5±33.0 °C(Predicted) | [density ]
1.036±0.06 g/cm3(Predicted) | [form ]
A solid | [pka]
15.16±0.70(Predicted) | [LogP]
9.400 (est) |
| Hazard Information | Back Directory | [Description]
Betulinic acid methyl ester is a lupane-type triterpenoid and an esterified version of betulinic acid that has been found in Helicteres hirsuta and has diverse biological activities. It inhibits HIV-1 reverse transcriptase (IC50 = 11 μM). Betulinic acid methyl ester is active against L. braziliensis and T. cruzi (IC50s = 69.9 and 93.3 μM, respectively). It induces melanogenesis in (EC50 = 2.5 μM) and inhibits the growth of B16 2F2 melanoma cells in vitro (IC50 = 4.9 μM). Betulinic acid methyl ester is cytotoxic to SK-LU-1, HepG2, HeLa, SK-MEL-2, and AGS cells (IC50s = 60.84, 77.43, 80.17, 66.17, and 69.94 μg/ml, respectively). | [Uses]
Betulinic acid methyl ester, a betulinic acid derivative, possesses antiprotozoal activity[1]. | [Definition]
ChEBI: Betulinic acid methyl ester is a triterpenoid. | [Biological Activity]
Betulinic acid methyl ester is a natural compound extracted from the bark of the birch tree with anti-inflammatory and antiprotozoal activity. Studies have shown it to be a potent inhibitor of cancer cell growth in vitro and in vivo. It has also been shown to have hypoglycaemic effects in mice. | [References]
[1] D B Domínguez-Carmona, et al. Antiprotozoal activity of betulinic acid derivatives. Phytomedicine. 2010 Apr;17(5):379-82. DOI:10.1016/j.phymed.2009.08.002 |
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