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Keywords
MALOL 3BETA-HYDROXY-12-URSEN-28-OIC ACID 77-52-1
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- Appearance:green powder
- Application:edible
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Details:
| Ursolic acid Basic information |
| Overview Plant sources Antitumor Effect Determination of ursolic acid content of plant |
| Product Name: | Ursolic acid |
| Synonyms: | (3beta)-urs-12-en-28-oicaci;3-hydroxy-,(3.beta.)-Urs-12-en-28-oicacid;3BETA-HYDROXY-12-URSEN-28-IC ACID;3BETA-HYDROXY-12-URSEN-28-OIC ACID;3B-HYDROXYURS-12-EN-28-OIC ACID;3beta-hydroxyurs-12-en-28-oic acid;(1S,2R,4AS,6AS,6BR,8AR,10S,12AR,12BR,14BS)-10-HYDROXY-1,2,6A,6B,9,9,12A-HEPTAMETHYL-1,2,3,4,4A,5,6,6A,6B,7,8,8A,9,10,11,12,12A,12B,13,14B-ICOSAHYDROPICENE-4A-CARBOXYLIC ACID;MALOL |
| CAS: | 77-52-1 |
| MF: | C30H48O3 |
| MW: | 456.7 |
| EINECS: | 201-034-0 |
| Product Categories: | Pentacyclic Triterpenes;Tri-Terpenoids;Organics;chiral;Natural Plant Extract;Intermediates & Fine Chemicals;Pharmaceuticals;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Antineoplastic;natural product;Plant extract;Inhibitors;Triterpenoids |
| Mol File: | 77-52-1.mol |
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| Ursolic acid Chemical Properties |
| mp | 292 °C (dec.)(lit.) |
| alpha | 59 º (c=0.3, pyridine) |
| storage temp. | 2-8°C |
| Water Solubility | insoluble |
| Merck | 9890 |
| CAS DataBase Reference | 77-52-1(CAS DataBase Reference) |
| EPA Substance Registry System | Urs-12-en-28-oic acid, 3-hydroxy-, (3.beta.)-(77-52-1) |
| Safety Information |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 24/25-36-26 |
| WGK Germany | - |
| F | 10-23 |
| Ursolic acid Usage And Synthesis |
| Overview | Ursolic acid is a kind of pentacyclic triterpenoids extracted from azaleas evergreen shrubs bearberry. It has a special smell. It exhibits big and shiny prism in absolute ethanol, and exhibits fine hair-like needle crystal in dilute ethanol. Its m.p is 285 °C ~ 288 °C, [α] D20 + 66 ° (pyridine). It is highly soluble in dioxane, pyridine, soluble in methanol, ethanol, butanol, and methyl ethyl ketone, slightly soluble in acetone, slightly soluble in benzene chloroform, and ethyl ether, but insoluble in water and petroleum ether. It has various kinds of biological effects including sedation, anti-inflammatory, antibacterial, anti-diabetic, anti-ulcer, and lowering blood sugar. In recent years, we found that it has the ability of anti-carcinogenic, anti-tumor promoters, inducing F9 teratoma cells differentiation and anti-angiogenesis, making it likely to become a promising novel anti-cancer drug of low toxicity and high efficiency. In addition, ursolic acid has significant antioxidant function and is a strong antioxidant. The anti-oxidation effect of ursolic acid has a positive effect on the body's anti-aging, alleviating skin spot, and pigment elimination, which is thus widely used as the raw materials of medicine and natural whitening cosmetics. There has been experiment showing that ursolic acid can inhibit the activity of 5-lipoxygenase and cyclooxygenase during the metabolism of arachidonic acid to prevent the biosynthesis of prostaglandins and leukotrienes, which may be mechanism through which ursolic acid can inhibit inflammation reaction and inhibit lipid peroxides reasons. |
| Plant sources | Ursolic acid is widely distributed in the plant kingdom. A various kinds of plants including traditional Chinese medicine hawthorn, dogwood, diffusa, gardenia, Plantago asiatica, Prunella vulgaris all contain ursolic acid. As either a free form or be in the form glycosides through binding with sugar, it is distributed among about 62 kinds of plants from 7 families and 46 genera. It is mainly presented in the leaves of Oleaceae plant privet, Ericaceae bearberry, leaves of Rosaceae loquat, leaves of Scrophulariaceae paulownia tomentosa, the full grass of Labiatae Prunella, and also the leaves of Aquifoliaceae llex rotunda. |
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