- Osladin
-
Osladin 26-O-α-L-rhamnopyranosyl-(22R,25S,26R)-22,26-expoxy-6-oxo-5α-cholestan-3β,26-diol-3-o-α-L-rhamnopyrano-syl-(1→2)-β- D-glucopyranosideIdentifiers CAS number 33650-66-7 PubChem 441890 Jmol-3D images Image 1 - CC1CCC(OC1OC2C(C(C(C(O2)C)O)O)O)C(C)C3CCC4C3(CCC5C4CC(=O)C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C
Properties Molecular formula C45H74O17 Molar mass 887.06 g mol−1 Appearance White crystals[1] Melting point 202-204 °C[1]
Solubility in water Low in water.[2] Soluble in ethanol.[1] (verify) (what is: / ?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)Infobox references Osladine is a naturally occurring, high-intensity sweetener isolated from the rhizome of Polypodium vulgare.[3] It is a saponin, sapogenin steroid glycoside, 500 times sweeter than sucrose.[4]
A related compound, polypodoside A, has been identified from the rhizome of Polypodium glycyrrhiza and is 600 times sweeter than a sucrose solution at 6%.[2]
See also
References
- ^ a b c C.-R. Yang & O. Tanaka: Advances in Plant Glycosides, Chemistry and Biology. in Proceedings of the International Symposium on Plant Glycosides, August 12-15, 1997, Kunming, China; Elsevier, 1999. ISBN 9780444501806
- ^ a b AD Kinghorn & CM Compadre, Alernative Sweeteners: Third Edition, Revised and Expanded, Marcel Dekker, New York, 2001. ISBN 0-8247-0437-1
- ^ J Jizba, L Dolejs, V Herout & F Sorm, « The structure of osladin — The sweet principle of the rhizomes of Polypodium vulgare L. », dans Tetrahedron Lett., vol. 18, 1971, p. 1329-1332 doi:10.1016/S0040-4039(01)96701-2
- ^ Yamada, H. und Nishizawa, M. (1995): Synthesis and Structure Revision of Intensely Sweet Saponin Osladin. In: J Org Chem. 60(2); 386–397; doi:10.1021/jo00107a018
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