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GLYCYRRHETINIC ACID | |||
PRODUCT IDENTIFICATION | |||
CAS NO. | 471-53-4 |
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EINECS NO. | 207-444-6 | ||
FORMULA | C30H46O4 | ||
MOL WT. | 470.69 | ||
H.S. CODE |
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TOXICITY |
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SYNONYMS | Enoxolone; 18-beta-Glycyrrhetic acid; Enoxolonum; | ||
(3beta,20beta)-3-Hydroxy-11-oxo-olean-12-en-29-oic acid; Glycyrrhetic acid; 18beta-Glycyrrhetinic acid; 3-Glycyrrhetinic acid; 3-beta-Hydroxy-11-oxoolean-12-en-30-oic acid; Biosone; 3beta-Hydroxy-11-oxoolean-12-en-30-oic acid; Glycyrrhetin; | |||
SMILES |
C1([C@H]2[C@@]([C@@]3(C([C@H]4[C@@](CC[C@@](C4) (C(O)=O)C) (C)CC3)= C1)C)(CC[C@@H]1[C@@]2(CC[C@@H](C1(C)C)O)C)C)=O | ||
CLASSIFICATION |
Anti-Inflammatory, Triterpenoid | ||
EXTRA NOTES |
An oleanolic acid from GLYCYRRHIZA that has some antiallergic, antibacterial, and antiviral properties. It is used topically for allergic or infectious skin inflammation and orally for its aldosterone effects in electrolyte regulation. (MeSH) Other RN: 8055-71-8; 15301-63-0; 107420-91-7; 202522-39-2; 299198-00-8; | ||
PHYSICAL AND CHEMICAL PROPERTIES | |||
PHYSICAL STATE | white crystalline powder | ||
MELTING POINT | 292 - 295 C | ||
BOILING POINT | |||
SPECIFIC GRAVITY | |||
SOLUBILITY IN WATER | Insoluble | ||
SOLVENT SOLUBILITY |
Freely soluble in pyridine, chlorofrom and dioxane, soluble in ethanol, insoluble in petroleum ether | ||
pH | |||
VAPOR DENSITY |
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AUTOIGNITION |
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NFPA RATINGS | Health: 1; Flammability: 0; Reactivity: 0 | ||
REFRACTIVE INDEX |
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FLASH POINT |
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STABILITY | Stable under ordinary conditions. | ||
GENERAL DESCRIPTION & APPLICATIONS |
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Three varieties of the species have been reported; Spanish licorice and Italian licorice are assigned to G. glabra var. typica, Russian licorice is G. glabra var. glandulifera, and Persian and Turkish licorices are G. glabra var. violacea. About 90 kinds of phenolic compounds have been isolated from the plants. About 50 of them are substituted with isoprenoid group(s), e.g., 3-methyl-2-butenyl (prenyl) group, 2,2-dimethylpyran ring, etc. These G. glabra could be classified into two groups with the constituents of isoprenoid-substituted flavonoids. Type I licorice is Spanish and Russian licorices. The main isoprenoid-substituted flavonoid of the plants is a pyranoisoflavan, glabridin. The 5-position of most flavonoids from the type I plants is unsubstituted, glabrene, glabrol, 3-hydroxyglabrol. Type II licorice is Chinese and Kyrghiz G. glabra. From these plants, both 5-unsubstituted flavonoids and 5-oxygenated flavonoids (e.g., 3',8-diprenylated dalbergioidin, have been isolated. Nevertheless, most flavonoids from these plants are 5-hydroxy- or 5-methoxy-flavonoids. (http://www.iupac.org/) Glycyrrhizin, one of the main components found in licorice, is believed to contribute to the herb's healing properties. Laboratory studies have reported that glycyrrhizin reduces inflammation, promotes secretion of mucous (usually through coughing), soothes irritation, protects the stomach and gastrointestinal tract, and stimulates the activity of the adrenal glands (regulates cortisol, the stress hormone). ( http://www.umm.edu/) Glycyrrhiza (the dried rhizome and roots of various species of Glycyrrhiza) contains triterpene glycoside called Glycyrrhizin, Glycyrrhizic acid, or Glycyrrhizinic acid (salts are called Glycyrrhizin) which is converted to glycyrrhetinic acid (the aglycone) and two moles of gucuronic acid (the glycone) on hydrolysis. Glycyrrhizinic acid is potentially 50 times sweeter than sucrose. Licorice (liquorice in British spelling) is the alteration of Glycyrrhiza glabra, a Mediterranean perennial plant with blue pealike blossoms. Glycyrrhiza is the active principle for sweetening, flavoring and pharmaceutical applications. It is effective in treatment of peptic ulcer. It is used in brewing and for confectionery and tobacco flavorings. It is frequently used in medicines to mask the unpleasant flavours. It has been used medicinally for highly effective coughs and as a mild laxative. It promotes the ejection of mucus or exudate from the lungs, bronchi, and trachea; sometimes extended to antitussives. Glycyrrhetinic acid has corticosteroid-like structure, thus is useful as an anti-inflammatory and co-emulsifier to treat skin disorders and in cosmetics. Pharmacological actions:
Glabridin (the main isoflavan compound in fraction of licorice extract), and glabrene ( the main isoflavene) demonstrats significant antioxidant and estrogen-like activities. Some data suggest that they protect low-density lipoprotein against lipid peroxidation.
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SALES SPECIFICATION | |||
APPEARANCE |
white crystalline powder | ||
CONTENT |
98.0% min |
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LOSS ON DRYING |
1.0% max |
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ASH |
0.1% max |
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OPTICAL ROTATION |
+160° ~ +170° (C=1, chlorofrom) |
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HEAVY METALS |
10ppm max |
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RESIDUE ON IGNITION |
0.1% max |
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RELATED SUBSTANCE | 2.0% max | ||
TRANSPORTATION | |||
PACKING |
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HAZARD CLASS | |||
UN NO. | |||
OTHER INFORMATION | |||
Hazard Symbols: XN, Risk Phrases: 22-36, Safety Phrases: 22-24/25 | |||
PRICE INFORMATION |
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