Rhaponticin

Rhaponticin
Chemical structure of rhaponticin
Names
IUPAC name
(2S,3R,4S,5S,6R)-2-[3-Hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Other names
3',5-Dihydroxy-4'-methoxystilbene 3-O-beta-D-glucopyranoside
Ponticin
Rhapontin
Rhapontigenin glucoside
Identifiers
155-58-8 Yes
ChEMBL ChEMBL109266 
ChemSpider 552853 
EC number 205-845-0
Jmol-3D images Image
KEGG C10288 
PubChem 637213
Properties
C21H24O9
Molar mass 420,39 g/mol
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

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]

References

  1. 1.0 1.1 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.
  2. 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.