InChI
1S/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1
InChI key
FVWJYYTZTCVBKE-ROUWMTJPSA-N
SMILES string
[H][C@]12CC[C@]3([H])[C@@]4(C)CC[C@H](O)C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@@]5(CO)CC[C@@H](C(C)=C)[C@]25[H]
grade
analytical standard
assay
≥97.5% (TLC)
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable, gas chromatography (GC): suitable
mp
256-257 °C (lit.)
application(s)
food and beverages
format
neat
Quality Level
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General description
Betulin is a naturally occurring pentacyclic triterpene alcohol with a lupane skeleton, found in large quantities in the bark of white birch. It may possess anticancer and antiviral properties.
Application
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
This compound is commonly found in plants of the genus: salvia sambucus
signalword
Warning
hcodes
Hazard Classifications
STOT SE 2
target_organs
Eyes,Central nervous system
存储类别
11 - Combustible Solids
wgk
WGK 3
Glycopolymers bearing galactose and betulin: Synthesis, encapsulation, and lectin recognition
Ma Z, et al.
Biomacromolecules, 18, 3812-3818 (2017)
René Csuk et al.
European journal of medicinal chemistry, 53, 337-345 (2012-05-15)
Several novel alkylidene branched lupane derivatives have been prepared. Many of these compounds showed a significant cytotoxicity. The most active compound, 2-methylene-betulonic acid, showed IC(50) values between 0.2 and 0.6 μM for 15 different human cancer cell lines. Cytotoxicity can be
Sayan Chowdhury et al.
Molecular pharmacology, 80(4), 694-703 (2011-07-14)
Toward developing antileishmanial agents with mode of action targeted to DNA topoisomerases of Leishmania donovani, we have synthesized a large number of derivatives of betulin. The compound, a natural triterpene isolated from the cork layer of Betula spp. plants exhibits
Cristina Adriana Dehelean et al.
Natural product communications, 7(8), 981-985 (2012-09-18)
Betulin, an important compound found in birch tree bark, can be converted to betulinic acid, an important pharmacological substance. Betulin has recently been reported as a cytotoxic agent for several tumor cell lines and as an apoptotic inductor. Angiogenesis is
Pharmacological properties of the ubiquitous natural product betulin
Sami A, et al.
European Journal of Pharmaceutical Sciences, 29, 1-13 (2006)
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