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Merck
CN

92648

Betulin

analytical standard

Synonym(s):

Betulinic alcohol, Betulinol, Betulol, Lup-20(29)-ene-3β,28-diol, Trochol

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About This Item

Empirical Formula (Hill Notation):
C30H50O2
CAS Number:
473-98-3
Molecular Weight:
442.72
NACRES:
NA.24
PubChem Substance ID:
329770153
UNSPSC Code:
85151701
EC Number:
207-475-5
MDL number:
MFCD00016802

Key Documents

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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

100

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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

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H371

Hazard Classifications

STOT SE 2

target_organs

Eyes,Central nervous system

Storage Class

11 - Combustible Solids

wgk

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1722
BCCK8238
BCCD2782
BCBZ4653
BCBV1943

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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
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
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
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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