IMPPAT Phytochemical information: 
Kutkosid
Kutkosid
Summary

SMILES: OC[C@H]1O[C@H](O[C@@H]2OC=C[C@@H]3[C@H]2[C@@]2(COC(=O)c4ccc(c(c4)OC)O)O[C@H]2[C@H]3O)[C@@H]([C@H]([C@@H]1O)O)O
InChI: InChI=1S/C23H28O13/c1-31-12-6-9(2-3-11(12)25)20(30)33-8-23-14-10(15(26)19(23)36-23)4-5-32-21(14)35-22-18(29)17(28)16(27)13(7-24)34-22/h2-6,10,13-19,21-22,24-29H,7-8H2,1H3/t10-,13-,14-,15+,16-,17+,18-,19+,21+,22-,23-/m1/s1
InChIKey: JANLDILJJLTVDB-NGOGGKKYSA-N
DeepSMILES: OC[C@H]O[C@H]O[C@@H]OC=C[C@@H][C@H]6[C@@]COC=O)cccccc6)OC)))O))))))))O[C@H]3[C@H]6O))))))))))))[C@@H][C@H][C@@H]6O))O))O
Scaffold Graph/Node/Bond level: O=C(OCC12OC1CC1C=COC(OC3CCCCO3)C12)c1ccccc1
Scaffold Graph/Node level: OC(OCC12OC1CC1CCOC(OC3CCCCO3)C12)C1CCCCC1
Scaffold Graph level: CC(CCC12CC1CC1CCCC(CC3CCCCC3)C12)C1CCCCC1
Functional groups: CO; CO[C@H](O[C@H]1CCC=CO1)C; C[C@]1(C)O[C@H]1C; cC(=O)OC; cOC; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Tannins
ClassyFire Subclass: Hydrolyzable tannins
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Iridoids monoterpenoids
Synonymous chemical names:
kutkosid, 10-o-vaniloylcatalpol (kutkoside), kutkoside, Kutkoside
External chemical identifiers:
CID:CID_129011779
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Kutkosid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 512.46
Log P RDKit -2.01
Topological polar surface area (Å2) RDKit 197.13
Number of hydrogen bond acceptors RDKit 13
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 13
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.48
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.61
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Kutkosid
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 2
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 0.173239
Kutkosid
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -10.40
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No