Enoxolone

• Catalog No.: Bio-0549
• CAS Number: 471-53-4
• M. F.: C30H46O4
• M. W.: 470.68384

SYNONYMS

• IUPAC name: (2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid
• IUPAC Traditional name: (2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid
• Synonyms: Glycyrrhetinic acid; Glycyrrhetin; Biosone; Biogastrone acid; Uralenic acid; Glycyrrhetic acid; Rhetinic acid

DATABASE IDS

• CAS Number: 471-53-4

PROPERTIES

• Application(s): Antibacterial, antitussive agent
• Application(s): Antiinflammatory
• Application(s): Used in treatment of noninfective inflammatory disorders (skin, mouth, etc.)
• Biological Source: Aglycone from Glycyrrhiza glabra and some other plants
• Mechanism of Action: Calcium-mobilizer in P815 cells in-vitro
• Mechanism of Action: Reported to trap hydroxyl radicals to suppress rat liver injury caused by ischemia-perfusion
• Mechanism of Action: Reported to inhibit reactive oxygen species generation by human neutrophils in-vitro

REFERENCES

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 1057D, (ir)
• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 596A, (nmr)
• Beaton, J.M. et al., J.C.S., 1955, 3126, (synth)
• Mer, J., Am. Perfum. Aromat., 1959, 74, 39, (isol)
• U.K. Pat., 1960, 843 133; CA, 55, 2027i, (Carbenoxolone)
• Witz, P. et al., Bull. Soc. Chim. Fr., 1963, 1101, (cd)
• Budzikiewicz, H. et al., J.A.C.S., 1963, 85, 3688, (ms)
• Murav'ev, I.A. et al., CA, 1966, 69, 44029v, (rev)
• Canonica, L. et al., Gazz. Chim. Ital., 1967, 97, 1347; 1968, 98, 602, (Glycyrrhetol)
• Robson, J.M. et al., Carbenoxolone Sodium, Orig. Pap. Discuss. Group Meet., Butterworth, London, 1969, (rev)
• Wahlberg, I. et al., Acta Chem. Scand., 1971, 25, 3192, (ms)
• Sandiya, R. et al., J. Het. Chem., 1984, 21, 845, (isol)
• Tolstikov, G.A. et al., Khim. Prir. Soedin., 1985, 21, 645; Chem. Nat. Compd. (Engl. Transl.), 1985, 21, 605, (cmr)
• Sakano, K. et al., Agric. Biol. Chem., 1986, 50, 763, (deriv)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 7889; 8042, (synonyms)
• Kanaoka, M. et al., Chem. Pharm. Bull., 1988, 36, 3264, (synth)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 758; 873
• Saito, S. et al., Chem. Pharm. Bull., 1994, 42, 1016, (synth)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, GIE000; BGD000; GIEO5O; CBO500