resveratrol   Click here for help

GtoPdb Ligand ID: 8741

Synonyms: 3,4',5-stilbenetriol | 3,5,4'-trihydroxystilbene | trans-resveratrol
PDB Ligand Immunopharmacology Ligand
Comment: Resveratrol is a natural product found in the skins of grapes and some other berries used predominantly as an antioxidant dietery supplement [9,14-15]. The compound exists as a mixture of trans- (shown here) and cis- (PubChem CID 1548910) conformations. Resveratrol has been investigated for its various roles in complex biological processes [2,5,7,12-13,18,20]. It has some activity as a cyclooxygenase inhibitor/antiinflammatory agent.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: resveratrol

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 0
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 60.69
Molecular weight 228.08
XLogP 3.44
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES Oc1ccc(cc1)C=Cc1cc(O)cc(c1)O
Isomeric SMILES Oc1ccc(cc1)/C=C/c1cc(O)cc(c1)O
InChI InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+
InChI Key LUKBXSAWLPMMSZ-OWOJBTEDSA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
5-[(E)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol
Synonyms Click here for help
3,4',5-stilbenetriol | 3,5,4'-trihydroxystilbene | trans-resveratrol
Database Links Click here for help
ChEMBL Ligand CHEMBL165
DrugBank Ligand DB02709
GtoPdb PubChem SID 252827399
PubChem CID 445154
RCSB PDB Ligand STL
Search Google for chemical match using the InChIKey LUKBXSAWLPMMSZ-OWOJBTEDSA-N
Search Google for chemicals with the same backbone LUKBXSAWLPMMSZ
Search UniChem for chemical match using the InChIKey LUKBXSAWLPMMSZ-OWOJBTEDSA-N
Search UniChem for chemicals with the same backbone LUKBXSAWLPMMSZ
SynPHARM 82690 (in complex with Peroxisome proliferator-activated receptor-γ)

Product suppliers

View disclaimer

Tocris
Resveratrol
Cat. No. 1418