IMPPAT Phytochemical information: 
6-Hydroxysandoricin
6-Hydroxysandoricin
Summary

SMILES: COC(=O)C(C1C2(C)C(CC(C1(C)C)OC(=O)C)OC13C(=C)C2CC(C3(C)C(OC(=O)C1O)c1ccoc1)OC(=O)C)O
InChI: InChI=1S/C31H40O12/c1-14-18-11-21(41-16(3)33)30(7)25(17-9-10-39-13-17)42-27(37)24(35)31(14,30)43-20-12-19(40-15(2)32)28(4,5)23(29(18,20)6)22(34)26(36)38-8/h9-10,13,18-25,34-35H,1,11-12H2,2-8H3
InChIKey: NKHYHRMLCJNKHW-UHFFFAOYSA-N
DeepSMILES: COC=O)CCCC)CCCC6C)C))OC=O)C)))))OCC=C)C6CCC6C)COC=O)C%10O))))cccoc5)))))))OC=O)C))))))))))))O
Scaffold Graph/Node/Bond level: C=C1C2CCC3C(c4ccoc4)OC(=O)CC13OC1CCCCC12
Scaffold Graph/Node level: CC1C2CCC3C(C4CCOC4)OC(O)CC13OC1CCCCC12
Scaffold Graph level: CC1CC(C2CCCC2)C2CCC3C4CCCCC4CC2(C1)C3C
Functional groups: CO; COC(C)=O; coc; COC; C=C(C)C; COC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Tetracarboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
6-hydroxysandoricin
External chemical identifiers:
CID:CID_196858
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
6-Hydroxysandoricin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 604.65
Log P RDKit 2.41
Topological polar surface area (Å2) RDKit 168.03
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 31
Number of heavy atoms RDKit 43
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.35
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 21
Shape complexity RDKit 0.68
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
6-Hydroxysandoricin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
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 0.286513
6-Hydroxysandoricin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.62
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes