IMPPAT Phytochemical information: 
Desoxylimonin
Desoxylimonin
Summary

SMILES: O=C1OCC23C(C1)OC(C2CC(=O)C1(C3CCC2(C1=CC(=O)OC2c1cocc1)C)C)(C)C
InChI: InChI=1S/C26H30O7/c1-23(2)16-9-18(27)25(4)15(26(16)13-31-20(28)11-19(26)33-23)5-7-24(3)17(25)10-21(29)32-22(24)14-6-8-30-12-14/h6,8,10,12,15-16,19,22H,5,7,9,11,13H2,1-4H3
InChIKey: QUTATOGBENCRSS-UHFFFAOYSA-N
DeepSMILES: O=COCCCC6)OCC5CC=O)CC9CCCC6=CC=O)OC6ccocc5))))))))))C)))))C)))))C)C
Scaffold Graph/Node/Bond level: O=C1C=C2C(CCC3C2C(=O)CC2COC4CC(=O)OCC243)C(c2ccoc2)O1
Scaffold Graph/Node level: OC1CC2OCC3CC(O)C4C5CC(O)OC(C6CCOC6)C5CCC4C32CO1
Scaffold Graph level: CC1CC(C2CCCC2)C2CCC3C(C(C)CC4CCC5CC(C)CCC543)C2C1
Functional groups: COC(=O)C; COC; CC(=O)C; CC1=CC(=O)OCC1; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Steroid lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
Deoxylimonin, deoxylimonin
External chemical identifiers:
CID:CID_100026; ChEBI:CHEBI:168480; MolPort-047-585-544
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Desoxylimonin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 454.52
Log P RDKit 3.93
Topological polar surface area (Å2) RDKit 92.04
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.27
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.65
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 6
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 6
Desoxylimonin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.593908
Desoxylimonin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.52
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 Yes