beta-AMYRIN

PRODUCT IDENTIFICATION
CAS NO. 559-70-6

AMYRIN

EINECS NO. 209-204-6
FORMULA C30H50O
MOL WT. 426.72

H.S. CODE

 2906.19.5000

TOXICITY

 

SYNONYMS beta-Amyrine; beta-Amyrenol;
Olean-12-en-3beta-ol; (3beta)-Olean-12-en-3-ol; (3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)- 4,4,6a,6b,8a,11,11,14b-octamethyl- 1,2,3,4a,5,6,7,8,9, 10,12,12a,14,14a- tetradecahydropicen-3-ol; (3S,6aR,6bS,8aR,12aR,14bR)-4,4,6a, 6b,8a,11,11,14b-octamethyl- 1,2,3,4a,5,6,7,8,9,10,12,12a,14, 14a-tetradecahydropicen-3-ol;
SMILES

C1=2[C@@]([C@@]3([C@@H]([C@@]4(CC[C@@H](C([C@@H]4CC3) (C)C)O) C)CC2)C)(CC[C@@]2(CCC(C[C@@H]12)(C)C)C)C

CLASSIFICATION

Triterpenoid

EXTRA NOTES

 Alpha-amyrin is also available; a 5 ring triterpene derived from oleanane that differs from alpha-amyrin in having the 29-carbon at the 20 position.

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white crystalline powder
MELTING POINT 197 - 198 C
BOILING POINT 260 C
SPECIFIC GRAVITY  
SOLUBILITY IN WATER  

SOLVENT SOLUBILITY

 Soluble in 37 parts of alcohol. Somewhat less soluble than the alpha-form. Soluble in Hexane, ethyl acetate.
pH  
VAPOR DENSITY

 
AUTOIGNITION

 
NFPA RATINGS Health: 1; Flammability: 0; Reactivity: 0

REFRACTIVE INDEX

  
FLASH POINT

 
STABILITY Stable under ordinary conditions.

GENERAL DESCRIPTION & APPLICATIONS

Wikipedia Linking - Amyrin

Google Scholar Search - Amyrin

Drug Information Portal (U.S. National Library of Medicine) - beta-Amyrin

PubChem Compound Summary - beta-Amyrin

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Amyrin

http://www.ebi.ac.uk/ - Amyrin

http://www.ncbi.nlm.nih.gov/ - Amyrin

www.naturactiva.net/
Alpha-Amyrin is a precursor of Ursolic acid that is obtained by converting the CH3 in 28 to COOH. Beta Amyrin is a precursor of Boswellic acid that is obtained by converting the CH3 in 24 to COOH. Ursolic acid has anti elastase activity, and like cholesterol, modulates the membrane fluidity. It prevents UV-B irradiation damages to the skin through prevention of lipid peroxidation and PGE2 release inhibition. Boswellic acid is a strong 5-lipoxigenase inhibitor and it has also anti elastase and anti GAGase properties. Alpha Amyrin has strong anti-inflammatory activity, is a PKA inhibitor as well as a selective protease inhibitor: chymotrypsin is inhibited at an 18-micromolar level

Local
Amyrins are abundant naturally occurring two isomeric pentacyclic triterpenes. Alpha-amyrin has the 29-carbon at the 20 position. Beta-amyrin has the 29-carbon shifted to the 19 position. Amyrins occur mostly as acetate in latex of rubber trees. They are considered they have broad-spectrum analgesic properties.

SALES SPECIFICATION

APPEARANCE

 white crystalline powder
CONTENT

98.0% min

LOSS ON DRYING

1.0% max

ASH

0.1% max

OPTICAL ROTATION

 +99° ~ +101° (c = 1.3 in benzene)

HEAVY METALS

10ppm max

RESIDUE ON IGNITION

0.1% max

RELATED SUBSTANCE 2.0% max
TRANSPORTATION
PACKING
 
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: XN, Risk Phrases: 22-36, Safety Phrases: 22-24/25