Rhaponticin

Rhaponticin
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
Identifiers
CAS number 155-58-8 Y=
PubChem 637213
ChEMBL CHEMBL109266 N
Jmol-3D images Image 1
Properties
Molecular formula C21H24O9
Molar mass 420,39 g/mol
Exact mass 420,1420314 u
 N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Rhaponticin is a stilbene glucoside compound that can be found in rhubarb rhizomes.[1]

It has beneficial effects on diabetic mice,[1] and may be relevant to Alzheimers disease.[2]

References

  1. ^ 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. 
  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. 
Stilbenoids and their glycosides
Stilbenoids
Glycosides
Astringin | Rhaponticin
of resveratrol
Oligomeric forms
Ampelopsin A | Amurensin A, B, G and H | Carasinol B | Diptoindonesin C | Diptoindonesin F | Flexuosol A | Gnetin H | Hemsleyanol D | Kobophenol A | Laetevirenol A, B, C, D and E | Vaticanol B | Viniferal | Tetramers : Laetevirenol F and G
of resveratrol
Ampelopsin E | Dimers : ε-viniferin, Parthenocissin A, Quadrangularin A, Pallidol and Amurensin A | Trimers : α-viniferin, Laevifonol (an ε-viniferin-ascorbic acid hybrid compound), Malaysianol A, trans-diptoindonesin B | Tetramers : Hopeaphenol | Vitisins A, B and C
Oligomeric forms glycosides
Diptoindonesin A | Laevifoside (O-glucoside of ampelopsin A)
Misc
Synthetic
Stilbenoid drugs