Phyto4Health

Amentoflavone

Representations & DB's id

ChEBI: CHEBI:2631
ChEMBL: CHEMBL63354
PubChem: 5281600
IUPAC: 8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
Standard InChI: InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H
Standard InChI Key: YUSWMAULDXZHPY-UHFFFAOYSA-N
SMILES: Oc1ccc(cc1)c1cc(=O)c2c(o1)c(c(cc2O)O)c1cc(ccc1O)c1cc(=O)c2c(o1)cc(cc2O)O

Molecular propeties

AlogP: 5.13
Hydrogen bonds acceptors: 10
Hydrogen bonds donors: 6
Rotatable bonds: 3
Number of rings: 6
Molecular Weight: 538.09
Topological polar surface area: 174
Number of aromatic rings: 6
Fsp3: 0
Number of carbons: 30

Plant sources

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

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
IC5023800 nMPhospholipase A2 group IIAP14555
IC501.01 ug/mlCathepsin KP43235
IC50100000 nMGroup X secretory phospholipase A2O15496
IC50100000 nMCytosolic phospholipase A2P47712
Potency56234.1 nMThyroid hormone receptor beta-1P10828
Potency14125.4 nMMicrotubule-associated protein tauP10636
Potency39810.7 nMAldehyde dehydrogenase 1A1P00352
IC508984 nMTransitional endoplasmic reticulum ATPaseP55072
Potency39810.7 nMMicrotubule-associated protein tauP10636
IC501634.07 nMInduced myeloid leukemia cell differentiation protein Mcl-1Q07820
Potency14125.4 nM15-hydroxyprostaglandin dehydrogenase [NAD+]P15428
IC5050000 nMTransitional endoplasmic reticulum ATPaseP55072
Potency44668.4 nMLysine-specific demethylase 4AO75164
Potency31622.8 nMGlutaminase kidney isoform, mitochondrialO94925
Potency19952.6 nMGlucagon-like peptide 1 receptorP43220
Potency4466.8 nMGuanine nucleotide-binding protein G(s), subunit alphaP63092
Potency50118.7 nMWerner syndrome ATP-dependent helicaseQ14191
Kd16.5 nMVascular endothelial growth factor AP15692
Kd8.2 nMPlacenta growth factorP49763
IC507400 nMProtein-tyrosine phosphatase 1BP18031
Ki7800 nMProtein-tyrosine phosphatase 1BP18031