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Betulin

analytical standard

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C30H50O2
Numéro CAS:
473-98-3
Poids moléculaire :
442.72
Numéro CE :
207-475-5
Numéro MDL:
MFCD00016802
Code UNSPSC :
85151701
ID de substance PubChem :
329770153
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

100

Pureté

≥97.5% (TLC)

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Pf

256-257 °C (lit.)

Application(s)

food and beverages

Format

neat

Chaîne SMILES 

[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]

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

Clé InChI

FVWJYYTZTCVBKE-ROUWMTJPSA-N

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Description générale

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Autres remarques

This compound is commonly found in plants of the genus: salvia sambucus

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Warning

Mentions de danger

H371

Classification des risques

STOT SE 2

Organes cibles

Eyes,Central nervous system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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Certificats d'analyse (COA)

Lot/Batch Number
BCCD2782
BCBZ4653
BCBV1943
BCBS9232V
BCBQ5071V

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Pharmacological properties of the ubiquitous natural product betulin
Sami A, et al.
European Journal of Pharmaceutical Sciences, 29, 1-13 (2006)
Jing Yin et al.
Molecular biology reports, 39(3), 2321-2328 (2011-06-08)
Betulin and oleanolic acids (pentacyclic triterpenoid secondary metabolites) have broad pharmacological activities and can be potentially used for the development of anti-cancer and anti-AIDS drugs. In this study, we detected the accumulation and the distribution characteristics of betulin and oleanolic
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
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