Phyto4Health

Aucubin

Representations & DB's id
ChEBI: CHEBI:69796
ChEMBL: CHEMBL514882
PubChem: 91458
IUPAC: (2S,3R,4S,5S,6R)-2-[[(1S,4aR,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Standard InChI: InChI=1S/C15H22O9/c16-4-6-3-8(18)7-1-2-22-14(10(6)7)24-15-13(21)12(20)11(19)9(5-17)23-15/h1-3,7-21H,4-5H2/t7-,8+,9+,10+,11+,12-,13+,14-,15-/m0/s1
Standard InChI Key: RJWJHRPNHPHBRN-FKVJWERZSA-N
SMILES: OCC1=C[C@H]([C@H]2[C@@H]1[C@@H](OC=C2)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O

Molecular propeties
AlogP: -2.8
Hydrogen bonds acceptors: 9
Hydrogen bonds donors: 6
Rotatable bonds: 4
Number of rings: 3
Molecular Weight: 346.13
Topological polar surface area: 149
Number of aromatic rings: 0
Fsp3: 0.733
Number of carbons: 15

Plant sources

Part of plant Plant name Ref.
PlantVinca minor
SeedPlantago major
PlantPlantago major
LeafPlantago major

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
Potency63.1 nMLethal(3)malignant brain tumor-like protein 1Q9Y468
Others81.25 %Estrogen receptor alphaP03372
Others99.1 %Estrogen receptor alphaP03372
Potency183.6 nMGemininO75496
Others49.9 %Cyclooxygenase-1P23219
Others48.2 %Cyclooxygenase-1P23219
Others50.2 %Cyclooxygenase-1P23219
Others30 %Cyclooxygenase-2P35354
Others30 %Cyclooxygenase-2P35354
Others30 %Cyclooxygenase-2P35354