Phyto4Health

Isoorientin

Representations & DB's id
ChEBI: CHEBI:17965
ChEMBL: CHEMBL239559
PubChem: 114776
IUPAC: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
Standard InChI: InChI=1S/C21H20O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)10(25)4-12(31-13)7-1-2-8(23)9(24)3-7/h1-5,14,17,19-24,26-30H,6H2/t14-,17-,19+,20-,21+/m1/s1
Standard InChI Key: ODBRNZZJSYPIDI-VJXVFPJBSA-N
SMILES: OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc2c(c1O)c(=O)cc(o2)c1ccc(c(c1)O)O

Molecular propeties
AlogP: -0.2
Hydrogen bonds acceptors: 11
Hydrogen bonds donors: 8
Rotatable bonds: 3
Number of rings: 4
Molecular Weight: 448.1
Topological polar surface area: 197
Number of aromatic rings: 3
Fsp3: 0.286
Number of carbons: 21

Plant sources

Part of plant Plant name Ref.
HerbaHypericum perforatum
PlantPotentilla erecta
PlantPimpinella major
SeedTrigonella foenum-graecum
SeedTrigonella foenum-graecum
PlantRosa davurica

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
Potency79432.8 nMTyrosyl-DNA phosphodiesterase 1Q9NUW8
Potency31622.8 nMLethal(3)malignant brain tumor-like protein 1Q9Y468
Potency31622.8 nMLysine-specific demethylase 4AO75164
Potency44668.4 nMLysine-specific demethylase 4AO75164
Potency18348.9 nMATPase family AAA domain-containing protein 5Q96QE3
IC5040920 nMRac GTPase-activating protein 1Q9H0H5
Potency22387.2 nMGlutaminase kidney isoform, mitochondrialO94925
IC501910 nMAldose reductaseP15121