Scopolin
Appearance
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Names | |
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IUPAC name
7-(β-D-Glucopyranosyloxy)-6-methoxy-2H-1-benzopyran-2-one
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Systematic IUPAC name
6-Methoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-1-benzopyran-2-one | |
Identifiers | |
3D model (JSmol)
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C16H18O9 | |
Molar mass | 354.311 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Scopolin is a glucoside of scopoletin formed by the action of the enzyme scopoletin glucosyltransferase.[1] It occurs in Chamaemelum nobile.[2]
References
[edit]- ^ Hino F, Okazaki M and Miura Y (1982). "Effect of 2,4-dichlorophenoxyacetic acid on glucosylation of scopoletin to scopolin in tobacco tissue-culture". Plant Physiol. 69 (4): 810–813. doi:10.1104/pp.69.4.810. PMC 426310. PMID 16662301.
- ^ Hänsel, Rudolf; Sticher, Otto (2010). Pharmakognosie – Phytopharmazie (in German) (9th ed.). Springer Medizin Verlag. p. 1076. doi:10.1007/978-3-642-00963-1. ISBN 978-3-642-00962-4.
Bibliography
[edit]- Steck, Warren (1967). "Biosynthesis of Scopolin in Tobacco". Canadian Journal of Biochemistry. 45 (6): 889–896. doi:10.1139/o67-099. ISSN 1208-6002. PMID 6034703.
- Steck, Warren (1967). "The Biosynthetic Pathway from Caffeic Acid to Scopolin in Tobacco Leaves". Canadian Journal of Biochemistry. 45 (12): 1995–2003. doi:10.1139/o67-233. ISSN 1208-6002. PMID 6082583.