BETULIN

PRODUCT IDENTIFICATION

CAS NO. 473-98-3

BETULIN

EINECS NO. 207-475-5
FORMULA C30H50O2
MOL WT. 442.72

H.S. CODE

 

TOXICITY

 

SYNONYMS Lup-20(30)-ene-3beta,28-diol; Trochol; Betuline; Betulinol; Betulol;

Lup-20(29)-ene-3beta,28-diol; Messagenin; Triterpenoid; Betulinic alcohol;

DERIVATION  

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white crystalline powder
MELTING POINT 256 - 257 C
BOILING POINT

 

SPECIFIC GRAVITY  
SOLUBILITY IN WATER  
pH  
VAPOR DENSITY

 

AUTOIGNITION

 

NFPA RATINGS

 

REFRACTIVE INDEX

 
FLASH POINT

 

STABILITY

Stable under ordinary conditions

GENERAL DESCRIPTION & APPLICATIONS

Betulin is a constituent of the cork layer of the outer bark of Betula alba, B. pendula, B. pubescent and B. platyphylla. Other sources are Diospyros leucomelas, Nelumbo nucifera, Zizyphus mauritiana and seeds of Ziziphus vulgaris var. spinosus. Betulin also occurs as the palmitate in the glue firm bark of Trochodendron aralioides.The antiphlogistic activity of betulin was confirmed in various experimental models. Studies on the activity of a methanolic extract from the rhizomes of N. nucifera, as well as betulin and betulinic acid revealed a marked inhibition of the carrageenin- and serotonin-induced rat paw edema, which was comparable to that of the standard anti-inflammatory agents phenylbutazone and dexamethazone. The authors of these studies concluded that lupane derivatives (steroid triterpenes), have an affinity for glucocorticoid receptors. This mechanism of action was confirmed by another study on three triterpenes isolated from D. leucomelas: betulin, betulic acid (Recio et al. 1995) oleanolic (Singh et al. 1992) and ursolic acid (Najid et al. 1992). All triterpenes tested showed anti-inflammatory activity in the following model tests: serotonin -, cararrageenan-induced paw edema; and TPA- and EPP-induced eye edema. Administration of progesterone, actinomycine D and cycloheximide helped to clarify a glucocorticoidal mechanism of action for the compounds tested, and among which betulinic acid showed the highest activity (Recio et al. 1995). (http://www.zsf.jcu.cz/)

Betulinic acid is a pentacyclic triterpene. It has several botanical sources, but can also be chemically derived from betulin, a substance found in abundance in the outer bark of white birch trees (Betula alba). Betulinic acid has been found to selectively kill human melanoma cells while leaving healthy cells alive. For the past four decades, the incidence of melanoma has been increasing at a higher rate than any other type of cancer (source:http://biotech.icmb.utexas.edu/)

Betulinic acid, a pentacyclic triterpene, is known to have inhibitory property for aminopeptidase N (EC 3.4.11.2) activity and thus is a potential anti-melanoma agent by selectively killing human melanoma cells. It is a chemical compounds that may assist in fighting oral bacteria which would promote tooth decay. It is also considered to have effective as a non-steroidal anti-inflammatory agent, antimalarial, and prostaglandin antagonist.

Expected Pharmacological Actions
  • Analgesic
  • Anti-HIV Agent
  • Anti-infective Agent
  • Anti-inflammatory Agent
  • Antimalarial
  • Antineoplastic Agent
  • Antiparasitic Agent
  • Antiprotozoal Agent
  • Antiretroviral Agent
  • Antirheumatic Agent
  • Antiviral Agent
  • Hormone Antagonist
  • Peripheral Nervous System Agent
  • Prostaglandin antagonist
  • Sensory System Agent
SALES SPECIFICATION

APPEARANCE

white crystalline powder

ASSAY (G.C)

98.0% min

MELTING POINT 256 - 257 C
TRANSPORTATION
PACKING
 
HAZARD CLASS  
UN NO.  
PRICE INFORMATION

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