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.
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2D Structure
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Physico-chemical Properties
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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
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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
Specialist databases
Reactome Drug Reactome logo R-ALL-9695389
Reactome Reaction Reactome logo R-HSA-9695415
Other databases
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)

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Tocris
Resveratrol
Cat. No. 1418