IMPPAT Phytochemical information: 
Kaempferide 3,7-diglucoside
Kaempferide 3,7-diglucoside
Summary

SMILES: COc1ccc(cc1)c1oc2cc(O[C@@H]3OC(CO)[C@H]([C@@H](C3O)O)O)cc(c2c(=O)c1O[C@@H]1OC(CO)[C@H](C(C1O)O)O)O
InChI: InChI=1S/C28H32O16/c1-39-11-4-2-10(3-5-11)25-26(44-28-24(38)22(36)19(33)16(9-30)43-28)20(34)17-13(31)6-12(7-14(17)41-25)40-27-23(37)21(35)18(32)15(8-29)42-27/h2-7,15-16,18-19,21-24,27-33,35-38H,8-9H2,1H3/t15?,16?,18-,19-,21+,22?,23?,24?,27-,28+/m1/s1
InChIKey: XLQNRISTRCEITF-ZWQMLEGXSA-N
DeepSMILES: COcccccc6))cocccO[C@@H]OCCO))[C@H][C@@H]C6O))O))O))))))ccc6c=O)c%10O[C@@H]OCCO))[C@H]CC6O))O))O)))))))))O
Scaffold Graph/Node/Bond level: O=c1c(OC2CCCCO2)c(-c2ccccc2)oc2cc(OC3CCCCO3)ccc12
Scaffold Graph/Node level: OC1C2CCC(OC3CCCCO3)CC2OC(C2CCCCC2)C1OC1CCCCO1
Scaffold Graph level: CC1C2CCC(CC3CCCCC3)CC2CC(C2CCCCC2)C1CC1CCCCC1
Functional groups: cO[C@@H](C)OC; cOC; CO; coc; cO; c=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Flavonoid glycosides
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavonols
Synonymous chemical names:
kaempferide-3,7-diglucoside
External chemical identifiers:
CID:CID_44259084
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Kaempferide 3,7-diglucoside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 624.55
Log P RDKit -2.47
Topological polar surface area (Å2) RDKit 258.43
Number of hydrogen bond acceptors RDKit 16
Number of hydrogen bond donors RDKit 9
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 44
Number of heteroatoms RDKit 16
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.36
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 15
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.46
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Kaempferide 3,7-diglucoside
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.125783
Kaempferide 3,7-diglucoside
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -10.65
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes