URSOLIC ACID

URSOLIC ACID
PRODUCT IDENTIFICATION
CAS NO.	77-52-1
EINECS NO.	201-034-0
FORMULA	C₃₀H₄₈O₃
MOL WT.	456.71
H.S. CODE	2918.19.9000
TOXICITY
SYNONYMS	3beta-Hydroxyurs-12-en-28-oic acid; Malol; Urson; Prunol;
ácido 3á-hidroxiurs-12-en-28-oico; Acide 3.beta.-hydroxyurs-12-ène-28-oïque;
SMILES	C1[C@@]2([C@@H]3[C@@](CC[C@H]2C(C)([C@H](C1)O)C)([C@@]1(C(= CC3) [C@H]2[C@@](CC1)(CC[C@H]([C@@H]2C)C)C(O) =O)C)C)C
CLASSIFICATION	Triterpenoid, Analgesic, Anti-Inflammatory, Anti-infective, Cyclooxygenase Inhibitor
EXTRA NOTES	/The authors/ previously reported that ursolic acid, a pentacyclic triterpene acid, inhibited the invasion of HT1080 human fibrosarcoma cells by reducing the expression of matrix metalloproteinase-9. Since the chemical structure of ursolic acid is very similar to that of dexamethasone, a synthetic glucocorticoid, ... (HSDB))
PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE	greenish powder
MELTING POINT	283 - 285 C
BOILING POINT
SPECIFIC GRAVITY
SOLUBILITY IN WATER	Insoluble
SOLVENT SOLUBILITY	Slightly soluble in acetone. Soluble in hot glacial acetic acid and in 2% alcoholic NaOH. Insoluble in petroleum ether
pH
VAPOR DENSITY
AUTOIGNITION
NFPA RATINGS	Health: 1 Flammability: 1 Reactivity: 0
REFRACTIVE INDEX
FLASH POINT
STABILITY	Stable under ordinary conditions
EXTERNAL LINKS & GENERAL DESCRIPTION
Wikipedia Linking - Ursolic acid Google Scholar Search - Ursolic acid Drug Information Portal (U.S. National Library of Medicine) - Ursolic acid PubChem Compound Summary - Ursolic acid KEGG (Kyoto Encyclopedia of Genes and Genomes) - Ursolic acid http://www.ebi.ac.uk/ - Ursolic acid http://www.ncbi.nlm.nih.gov/ - Ursolic acid http://toxnet.nlm.nih.gov/ Hazardous Substances Data Bank - Ursolic acid http://netchina.net/ Ursolic acid, a carboxylic acid present in a wide variety of plants in the form of a free acid or an aglycone of triterpene saponins.It is also known as urson, prunol, micromerol, and malol, is a pentacyclic triterpenoid compound which naturally occurs in a large number of vegetarian foods, medicinal herbs, and plants,. For a long time, it was considered to be pharmacologically inactive. Thus, ursolic acid and its alkali salts (e.g. potassium or sodium ursolates) were exclusively used as emulsifying agents in pharmaceutical, cosmetic, and food preparations3,4. However, upon closer examination, ursolic acid was found to be medicinally active both topically and internally1. Its anti-inflammatory, antitumor (skin cancer), and antimicrobial properties make it useful in cosmetic applications1. Ursolic acid [(3b)-3-Hydroxyurs-12-en-28-oic acid] rarely occurs without its isomer oleanolic acid [(3b)-3-Hydroxyolean-12-en-28-oic acid]. They may occur in their free acid form, or as aglycones for triterpenoid saponins which are comprised of a triterpenoid aglycone linked to one or more sugar moieties. Ursolic and oleanolic acids are similar in pharmacological activity. Local Ursolic acid is a pentacyclic triterpenoid compound present with its isomer oleanolic acid in many plant kingdom. They may occur as aglycones of glycoside molecules or in their free form. Ursolic and oleanolic acids are known to have pharmacological effect for skin cancer therapy. They, as phytochemicals, have some potential pharmacological activities including antiinflammatory, antimicrobial, antitumor, antioxidant and antiviral activity. Ursolic acid, or derivatives thereof, is used as the active ingredient in many cosmetic preparations.
SALES SPECIFICATION
APPEARANCE	greenish powder
ASSAY	95.0% min
LOSS ON DRYING	0.5% max
HEAVY METALS	10ppm max
TRANSPORTATION
PACKING
HAZARD CLASS
UN NO.	Not regulated
SAFETY INFORMATION
HAZARD OVERVIEW	May be harmful if inhaled. May cause respiratory tract irritation. May be harmful if absorbed through skin. May cause skin irritation. May cause eye irritation. May be harmful if swallowed. OSHA Hazards:Not known
HAZARD CODES
RISK PHRASES
SAFETY PHRASES	24/25