LIPID MAPS

Structure Database (LMSD)

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Common Name

Piceatannol 3'-O-glucoside

Systematic Name

3,5,3'4'-Trihydroxystilbene-3'-O-β-D-glucopyranoside

Synonyms

LM ID

LMPK13090058

Formula

C₂₀H₂₂O₉

Exact Mass

Calculate m/z

406.126385

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

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)

UMGCIIXWEFTPOC-CUYWLFDKSA-N

InChi (Click to copy)

InChI=1S/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-15-7-10(3-4-14(15)24)1-2-11-5-12(22)8-13(23)6-11/h1-8,16-27H,9H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1

SMILES (Click to copy)

C1=C(O)C=C(/C=C/C2=CC(O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)=C(O)C=C2)C=C1O

Other Databases

PubChem CID

11968990

Calculated Physicochemical Properties

Heavy Atoms 29

Rings 3

Aromatic Rings 2

Rotatable Bonds 5

Van der Waals Molecular Volume 356.31

Topological Polar Surface Area 162.14

Hydrogen Bond Donors 7

Hydrogen Bond Acceptors 9

logP 1.87

Molar Refractivity 104.25

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Created at

13th Mar 2025

Updated at