Phyto4Health

Hyperoside

Representations & DB's id

ChEBI: CHEBI:67486
ChEMBL: CHEMBL251254
PubChem: 5281643
IUPAC: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Standard InChI: InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17+,18-,21+/m1/s1
Standard InChI Key: OVSQVDMCBVZWGM-DTGCRPNFSA-N
SMILES: OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@H]1O)O)O

Molecular propeties

AlogP: -0.54
Hydrogen bonds acceptors: 12
Hydrogen bonds donors: 8
Rotatable bonds: 4
Number of rings: 4
Molecular Weight: 464.1
Topological polar surface area: 207
Number of aromatic rings: 3
Fsp3: 0.286
Number of carbons: 21

Plant sources

Part of plant Plant name Ref.
HerbaPolygonum aviculare
HerbaHypericum perforatum
HerbaHypericum perforatum
HerbaHypericum perforatum
HerbaHypericum perforatum
HerbaHypericum perforatum
PlantViburnum opulus
PlantIris florentina
PlantSanguisorba officinalis
FructusSchisandra chinensis
PlantRhododendron tomentosum
PlantMalva sylvestris
FlosTussilago farfara
PlantTaraxacum officinale
PlantNerium oleander
PlantBeta vulgaris
PlantRibes nigrum
LeafVaccinium vitis-idaea
FruitVaccinium vitis-idaea
FructusFoeniculum vulgare
PlantHumulus lupulus

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
Potency28183.8 nMPrelamin-A/CP02545
Potency1778.3 nMLysine-specific demethylase 4D-likeB2RXH2
Potency31622.8 nMMicrotubule-associated protein tauP10636
Potency35481.3 nMLysosomal alpha-glucosidaseP10253
Potency39810.7 nMMAP kinase ERK2P28482
Potency35481.3 nMAlpha-galactosidase AP06280
Potency6309.6 nMLysosomal alpha-glucosidaseP10253
Potency5011.9 nMDNA polymerase betaP06746
Potency25118.9 nMBeta-glucocerebrosidaseP04062
Potency12589.3 nMHistone-lysine N-methyltransferase, H3 lysine-9 specific 3Q96KQ7
Potency79432.8 nMBromodomain adjacent to zinc finger domain protein 2BQ9UIF8
IC503000 nMAldose reductaseP15121
Others40 %Epoxide hydrataseP34913
IC5021760 nMEpoxide hydrataseP34913
Others50 %Protein-tyrosine phosphatase 1BP18031