Phyto4Health

Hyperforin

Representations & DB's id
ChEBI: None
ChEMBL: CHEMBL501711
PubChem: 441298
IUPAC: (1R,5R,6R,7S)-2-hydroxy-6-methyl-1,3,7-tris(3-methylbut-2-enyl)-6-(4-methylpent-3-enyl)-5-(2-methylpropanoyl)bicyclo[3.3.1]non-2-ene-4,9-dione
Standard 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/h13-15,18,26-27,37H,12,16-17,19-21H2,1-11H3/t27-,33+,34+,35-/m0/s1
Standard InChI Key: KGSZHKRKHXOAMG-HQKKAZOISA-N
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(=O)C(=C2O)CC=C(C)C)CC=C(C)C)C

Molecular propeties
AlogP: 8.99
Hydrogen bonds acceptors: 4
Hydrogen bonds donors: 1
Rotatable bonds: 11
Number of rings: 2
Molecular Weight: 536.39
Topological polar surface area: 71.4
Number of aromatic rings: 0
Fsp3: 0.657
Number of carbons: 35

Plant sources

Part of plant Plant name Ref.
HerbaHypericum perforatum
HerbaHypericum perforatum
HerbaHypericum perforatum
HerbaHypericum perforatum
HerbaHypericum perforatum

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
Ki27 nMPregnane X receptorO75469
Ki27 nMPregnane X receptorO75469
Potency12589.3 nMSurvival motor neuron proteinQ16637
Potency25118.9 nMMicrotubule-associated protein tauP10636
Potency28183.8 nMHistone acetyltransferase GCN5Q92830
Potency17782.8 nMHistone-lysine N-methyltransferase, H3 lysine-9 specific 3Q96KQ7