Phyto4Health

Hesperidin

Representations & DB's id

ChEBI: CHEBI:28775
ChEMBL: CHEMBL449317
PubChem: 10621
IUPAC: (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
Standard InChI: InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1
Standard InChI Key: QUQPHWDTPGMPEX-QJBIFVCTSA-N
SMILES: COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O

Molecular propeties

AlogP: -1.16
Hydrogen bonds acceptors: 15
Hydrogen bonds donors: 8
Rotatable bonds: 7
Number of rings: 5
Molecular Weight: 610.19
Topological polar surface area: 234
Number of aromatic rings: 2
Fsp3: 0.536
Number of carbons: 28

Plant sources

Part of plant Plant name Ref.
PlantHypericum perforatum
PlantPrunus laurocerasus
PlantCitrus unshiu
PlantVinca minor
PlantTaraxacum officinale
PlantRheum palmatum
PlantThymus vulgaris
PlantSalvia officinalis

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
Potency44668.4 nMDNA polymerase betaP06746
Potency79432.8 nMLysine-specific demethylase 4AO75164
Potency50118.7 nMBromodomain adjacent to zinc finger domain protein 2BQ9UIF8
Potency22387.2 nMGlutaminase kidney isoform, mitochondrialO94925
IC50100000 nMGlycogen synthase kinase-3 betaP49841
Kd1000000 nMHeparanaseQ9Y251