Aspalathin
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Names | |
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IUPAC name 3-(3,4-Dihydroxyphenyl)-1-[5-(β-D-glucopyranosyl)-2,4-dihydroxyphenyl]propan-1-one | |
Systematic IUPAC name 3-(3,4-Dihydroxyphenyl)-1-{2,4-dihydroxy-5-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl}propan-1-one | |
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3D model (JSmol) |
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ChemSpider |
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ECHA InfoCard | 100.233.299 ![]() |
PubChem CID |
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CompTox Dashboard (EPA) |
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InChI
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Properties | |
Chemical formula | C21H24O11 |
Molar mass | 452.412 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ![]() ![]() ![]() Infobox references |
Chemical compound
Aspalathin is a C-linked dihydrochalcone glucoside found in rooibos tea, a herbal tea prepared from the South African rooibos plant, Aspalathus linearis (Fabaceae).[1]
It was first isolated in 1965 by chromatography.[2]
It has demonstrated antidiabetic activity.[3]
References
- ^ Bramati L; et al. (2002). "Quantitative Characterization of Flavonoid Compounds in Rooibos Tea (Aspalathus linearis) by LC-UV/DAD". Journal of Agricultural and Food Chemistry. 50 (20). Elsevier: 5513–5519. doi:10.1021/jf025697h. PMID 12236672.
- ^ Koeppen, B. H.; Roux, D. G. (June 1966). "C-Glycosylflavonoids. The chemistry of aspalathin". Biochemical Journal. 99 (3): 604–609. doi:10.1042/bj0990604. ISSN 0264-6021. PMC 1265048. PMID 4290475.
- ^ Bader, Michael; Mazibuko-Mbeje, Sithandiwe E.; Dludla, Phiwayinkosi V.; Johnson, Rabia; Joubert, Elizabeth; Louw, Johan; Ziqubu, Khanyisani; Tiano, Luca; Silvestri, Sonia; Orlando, Patrick; Opoku, Andy R.; Muller, Christo J. F. (2019). "Aspalathin, a natural product with the potential to reverse hepatic insulin resistance by improving energy metabolism and mitochondrial respiration". PLOS ONE. 14 (5): e0216172. Bibcode:2019PLoSO..1416172M. doi:10.1371/journal.pone.0216172. ISSN 1932-6203. PMC 6497260. PMID 31048842.
External links
Media related to Aspalathin at Wikimedia Commons
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Dihydrochalcones and their glycosides
- Dihydrokanakugiol
- 3′,5′-Dihydroxy-2′,4′,6′-trimethoxydihydrochalcone
- Kanakugiol
- Methyl linderone
- Pedicellin
- Phloretin
- Pinocembrin chalcone
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