IMPPAT Phytochemical information: 
7-Deacetoxy-7-oxogedunin
7-Deacetoxy-7-oxogedunin
Summary

SMILES: O=C1O[C@@H](c2ccoc2)[C@]2([C@]3([C@@H]1O3)[C@]1(C)C(=O)C[C@@H]3[C@](C1CC2)(C)C=CC(=O)C3(C)C)C
InChI: InChI=1S/C26H30O6/c1-22(2)16-12-18(28)25(5)15(23(16,3)9-7-17(22)27)6-10-24(4)19(14-8-11-30-13-14)31-21(29)20-26(24,25)32-20/h7-9,11,13,15-16,19-20H,6,10,12H2,1-5H3/t15?,16-,19-,20+,23+,24-,25-,26+/m0/s1
InChIKey: PMISPNORJONCHB-LLWDQIFWSA-N
DeepSMILES: O=CO[C@@H]cccoc5)))))[C@][C@][C@@H]6O3))[C@]C)C=O)C[C@@H][C@]C6CC%10)))C)C=CC=O)C6C)C)))))))))))C
Scaffold Graph/Node/Bond level: O=C1C=CC2C(C1)CC(=O)C1C2CCC2C(c3ccoc3)OC(=O)C3OC321
Scaffold Graph/Node level: OC1CCC2C(C1)CC(O)C1C2CCC2C(C3CCOC3)OC(O)C3OC231
Scaffold Graph level: CC1CCC2C(C1)CC(C)C1C2CCC2C(C3CCCC3)CC(C)C3CC321
Functional groups: C[C@]12CCOC(=O)[C@H]1O2; coc; CC(=O)C; CC(=O)C=CC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Naphthopyrans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
Gedunin, 7-deacetoxy-7 oxo, 7-deacetyl -7-oxogedunin, Gedunin, 7-deacetyl -7-oxo, 7-deacetyl-7-oxogedunin, Gedunin, 7-oxo, 7-deacetyl, 7-deacetoxy-7-oxogedunin
External chemical identifiers:
CID:CID_71300386
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
7-Deacetoxy-7-oxogedunin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 438.52
Log P RDKit 4.2
Topological polar surface area (Å2) RDKit 86.11
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 32
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.31
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 3
Number of aliphatic heterocycles RDKit 2
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
7-Deacetoxy-7-oxogedunin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.48
7-Deacetoxy-7-oxogedunin
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 -6.61
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