Rhaponticin
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IUPAC name 3-Hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethen-1-yl]phenyl β-D-glucopyranoside | |
Systematic IUPAC name (2S,3R,4S,5S,6R)-2-{3-Hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethen-1-yl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol | |
Other names 3',5-Dihydroxy-4'-methoxystilbene 3-O-beta-D-glucopyranoside Ponticin Rhapontin Rhapontigenin glucoside | |
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ECHA InfoCard | 100.005.315 |
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InChI
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Properties | |
Chemical formula | C21H24O9 |
Molar mass | 420,39 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references |
Chemical compound
Rhaponticin is a stilbenoid glucoside compound. Its aglycone is called rhapontigenin. It can be found in rhubarb rhizomes.[1]
It has beneficial effects on diabetic mice,[1] and in vitro results suggest it may be relevant to Alzheimer's disease with an action on beta amyloid.[2] It is a phytoestrogen and has estrogenic activity.[3][4]
References
- ^ a b Chen, Jinlong; Ma, Mengmeng; Lu, Yanwei; Wang, Lisheng; Wu, Chutse; Duan, Haifeng (2009). "Rhaponticin from Rhubarb Rhizomes Alleviates Liver Steatosis and Improves Blood Glucose and Lipid Profiles in KK/Ay Diabetic Mice". Planta Medica. 75 (5): 472–7. doi:10.1055/s-0029-1185304. PMID 19235684.
- ^ Misiti, F; Sampaolese, B; Mezzogori, D; Orsini, F; Pezzotti, M; Giardina, B; Clementi, M (2006). "Protective effect of rhubarb derivatives on amyloid beta (1–42) peptide-induced apoptosis in IMR-32 cells: A case of nutrigenomic". Brain Research Bulletin. 71 (1–3): 29–36. doi:10.1016/j.brainresbull.2006.07.012. PMID 17113925. S2CID 31748806.
- ^ Nirali Prakashan (2009). Pharmacognosy. Nirali Prakashan. pp. 8–. ISBN 978-81-963961-5-2.
- ^ Andrea R. Genazzani; Basil C. Tarlatzis (1 December 2015). Frontiers in Gynecological Endocrinology: Volume 3: Ovarian Function and Reproduction - From Needs to Possibilities. Springer. pp. 178–. ISBN 978-3-319-23865-4.
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Hydroxystilbenes and their glycosides (monomeric forms)
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Combretastatins |
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