Resveratroloside

Resveratroloside
Names

Systematic IUPAC name 4-[(E)-2-(3,5-Dihydroxyphenyl)vinyl]phenyl β-D-glucopyranoside
Other names trans-Resveratrol-4'-O-beta-D-glucopyranoside (E)-Resveratroloside; 3,5,4'-Trihydroxystilbene-4'-glucoside
Identifiers
CAS Registry Number	38963-95-0
ChemSpider	4479669
InChI InChI=1S/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-5-3-11(4-6-15)1-2-12-7-13(22)9-14(23)8-12/h1-9,16-26H,10H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1 Key: RUOKEYJFAJITAG-CUYWLFDKSA-N InChI=1/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-5-3-11(4-6-15)1-2-12-7-13(22)9-14(23)8-12/h1-9,16-26H,10H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1 Key: RUOKEYJFAJITAG-CUYWLFDKBI
Jmol-3D images	Image
PubChem	5322089
SMILES C1=CC(=CC=C1/C=C/C2=CC(=CC(=C2)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
Properties
Molecular formula	C₂₀H₂₂O₈
Molar mass	390.38 g·mol⁻¹
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Resveratroloside is a stilbenoid glucoside. It can be foud in Paeonia lactiflora.^[1]

References

↑ Kim, H. J.; Chang, E. J.; Cho, S. H.; Chung, S. K.; Park, H. D.; Choi, S. W. (2002). "Antioxidative activity of resveratrol and its derivatives isolated from seeds of Paeonia lactiflora". Bioscience, biotechnology, and biochemistry 66 (9): 1990–1993. doi:10.1271/bbb.66.1990. PMID 12400706.

Hydroxystilbenes and their glycosides (monomeric forms)

Dihydroxylated

Trihydroxylated

Tetrahydroxylated

O-methylated

4-Methoxyresveratrol Gnetucleistol D (2-methoxyoxyresveratrol) Gnetucleistol E (3-methoxy-isorhapontigenin) Isorhapontigenin (3,4',5-trihydroxy-3'-methoxystilbene) Pinostilbene (3-methoxyresveratrol) Pterostilbene (3',5'-dimethoxyresveratrol) Rhapontigenin (piceatannol 4'-methyl ether)

Combretastatins	Combretastatin A-1 Combretastatin A-4

carboxylated

other acylations

of resveratrol	Piceid (trans-Resveratrol-3-O-glucoside) trans-Resveratrol-3-O-glucuronide Resveratroloside (trans-resveratrol-4'-O-beta-D-glucopyranoside)

of rhapontigenin	Rhapontigenin 3-O-rutinoside 4'-Methoxy-(E)-resveratrol 3-O-rutinoside Rhaponticin (Rhapontigenin glucoside)

Oligomeric forms