hyperforin   Click here for help

GtoPdb Ligand ID: 2764

Comment: There is some ambiguity in the literature and online as to the exact structure of hyperforin. The structure shown here matches that on ChEBI as linked to above. The PubChem entry linked to above represents a different tautomer.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 11
Topological polar surface area 71.44
Molecular weight 536.39
XLogP 9.45
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CC(=CCCC1(C)C(CC=C(C)C)CC2(C(=O)C1(C(=O)C(C)C)C(=C(C2=O)CC=C(C)C)O)CC=C(C)C)C
Isomeric SMILES CC(=CCC[C@]1(C)[C@@H](CC=C(C)C)C[C@]2(C(=O)[C@]1(C(=O)C(C)C)C(=C(C2=O)CC=C(C)C)O)CC=C(C)C)C
InChI InChI=1S/C35H52O4/c1-22(2)13-12-19-33(11)27(16-14-23(3)4)21-34(20-18-25(7)8)30(37)28(17-15-24(5)6)31(38)35(33,32(34)39)29(36)26(9)10/h13-15,18,26-27,38H,12,16-17,19-21H2,1-11H3/t27-,33+,34+,35-/m0/s1
InChI Key IWBJJCOKGLUQIZ-HQKKAZOISA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
(1R,5S,6R,7S)-4-hydroxy-6-methyl-1,3,7-tris(3-methylbut-2-en-1-yl)-6-(4-methylpent-3-en-1-yl)-5-(2-methylpropanoyl)bicyclo[3.3.1]non-3-ene-2,9-dione
Database Links Click here for help
CAS Registry No. 11079-53-1
ChEBI CHEBI:5834
GtoPdb PubChem SID 135652691
PubChem CID 441298
Search Google for chemical match using the InChIKey IWBJJCOKGLUQIZ-HQKKAZOISA-N
Search Google for chemicals with the same backbone IWBJJCOKGLUQIZ
Search UniChem for chemical match using the InChIKey IWBJJCOKGLUQIZ-HQKKAZOISA-N
Search UniChem for chemicals with the same backbone IWBJJCOKGLUQIZ
SynPHARM 6467 (in complex with Pregnane X receptor)
Wikipedia Hyperforin