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ChemicalBook--->CAS DataBase List--->2259-06-5

2259-06-5

2259-06-5 Structure

2259-06-5 Structure
IdentificationBack 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 PropertiesBack 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 InformationBack 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).
[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.
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