Asiaticoside

Title: Asiaticoside
CAS Registry Number: 16830-15-2
CAS Name: (2a,3b,4a)-2,3,23-Trihydroxyurs-12-en-28-oic acid O-6-deoxy-a-L-mannopyranosyl-(1®4)-O-b-D-glucopyranosyl-(1®6)-O-b-D-glucopyranosyl ester
Molecular Formula: C48H78O19
Molecular Weight: 959.12
Percent Composition: C 60.11%, H 8.20%, O 31.69%
Literature References: Active principle of Centella asiatica (L.) Urban, Umbelliferae. Trisaccharide moiety linked to the aglycone: asiatic acid. Isoln: J.-E. Bontems, Bull. Sci. Pharmacol. 49, 186 (1941), C.A. 38, 4094 (1944); idem, Gaz. Med. Madagascar 5, 29 (1942). Structure of asiatic acid: J. Polonsky, Bull. Soc. Chim. Fr. 1953, 173. Structure of asiaticoside: P. Boiteau et al., Nature 163, 258 (1949); J. Polonsky et al., Bull. Soc. Chim. Fr. 1959, 880. Metabolism: L. F. Chasseaud et al., Arzneim.-Forsch. 21, 1379 (1971). Wound healing properties: H. Rosen et al., Proc. Soc. Exp. Biol. Med. 125, 279 (1967). Clinical study: J.-P. Bosse et al., Ann. Plast. Surg. 3, 13 (1979). Review on asiatic acid: J. L. Simonsen, W. C. J. Ross, The Terpenes vol. 5 (University Press, Cambridge, 1957) pp 58-67.
Properties: Minute needles from 60% methanol, mp 230-233°. Insol in water. Sol in alcohol, pyridine. [a]D20 -14° (alc).
Melting point: mp 230-233°
Optical Rotation: [a]D20 -14° (alc)
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