Structure Database (LMSD)

Common Name
Cis-Resveratrol 4'-O-beta-D-glucopyranoside
Systematic Name
cis-3,4',5-trihydroxystilbene 4'-O-β-D-glucopyranoside
Synonyms
LM ID
LMPK13090061
Formula
C20H22O8
Exact Mass
Calculate m/z
390.13147
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Aromatic polyketides [PK13]
Diphenyl ethers, biphenyls, dibenzyls and stilbenes [PK1309]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Vitis vinifera (#29760)
Magnoliopsida (#3398)
Isolation, identification, and antioxidant activity of three stilbene glucosides newly extracted from vitis vinifera cell cultures,
J Nat Prod, 1998
Pubmed ID: 9599270

String Representations

InChiKey (Click to copy)
RUOKEYJFAJITAG-BUFXCDORSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
C1=C(O)C=C(O)C=C1/C=C\C1=CC=C(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C=C1

Other Databases

PubChem CID
16039986

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 3
Aromatic Rings 2
Rotatable Bonds 5
Van der Waals Molecular Volume 347.52
Topological Polar Surface Area 141.91
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 2.16
Molar Refractivity 102.59

Admin

Created at
13th Mar 2025
Updated at
13th Mar 2025