Resveratroloside - Misplaced Pages

Resveratroloside
Names

IUPAC name 4-phenyl β-D-glucopyranoside
Systematic IUPAC name (2S,3R,4S,5S,6R)-2-{4-phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Other names trans-Resveratrol-4'-O-beta-D-glucopyranoside (E)-Resveratroloside; 3,5,4'-Trihydroxystilbene-4'-glucoside
Identifiers
CAS Number	38963-95-0 50450-48-1 (non-specific)
3D model (JSmol)	Interactive image
ChemSpider	4479669
PubChem CID	5322089
UNII	7DBS6RKM2S
CompTox Dashboard (EPA)	DTXSID60415792
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/s1Key: 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/s1Key: RUOKEYJFAJITAG-CUYWLFDKBI
SMILES C1=CC(=CC=C1/C=C/C2=CC(=CC(=C2)O)O)O3((((O3)CO)O)O)O
Properties
Chemical formula	C₂₀H₂₂O₈
Molar mass	390.388 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Resveratroloside is a stilbenoid glucoside. It can be found in Paeonia lactiflora.

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. S2CID 24367582.

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

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