galangin   Click here for help

GtoPdb Ligand ID: 410

Synonyms: 3,5,7-trihydroxyflavone | 3,5,7-triOH-flavone | norizalpinin | NSC-407229
PDB Ligand
Comment: A flavonol found in high concentrations in Alpinia officinarum and other members of the ginger family, that is used in traditional Chinese medicine.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 3
Rotatable bonds 1
Topological polar surface area 90.9
Molecular weight 270.05
XLogP 3.83
No. Lipinski's rules broken 0
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Canonical SMILES Oc1cc(O)c2c(c1)oc(c(c2=O)O)c1ccccc1
Isomeric SMILES Oc1cc(O)c2c(c1)oc(c(c2=O)O)c1ccccc1
InChI InChI=1S/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H
1. Karton Y, Jiang JL, Ji XD, Melman N, Olah ME, Stiles GL, Jacobson KA. (1996)
Synthesis and biological activities of flavonoid derivatives as A3 adenosine receptor antagonists.
J Med Chem, 39 (12): 2293-301. [PMID:8691424]
2. Naylor J, Minard A, Gaunt HJ, Amer MS, Wilson LA, Migliore M, Cheung SY, Rubaiy HN, Blythe NM, Musialowski KE et al.. (2016)
Natural and synthetic flavonoid modulation of TRPC5 channels.
Br J Pharmacol, 173 (3): 562-74. [PMID:26565375]