IMPPAT Phytochemical information: 
Diosgenone,4-dimethyl-
Diosgenone,4-dimethyl-
Summary

SMILES: C[C@@H]1CC[C@@]2(OC1)O[C@@H]1[C@H]([C@@H]2C)[C@@]2([C@@H](C1)[C@@H]1CC=C3[C@]([C@H]1CC2)(C)C=C(C(=O)C3(C)C)O)C
InChI: InChI=1S/C29H42O4/c1-16-9-12-29(32-15-16)17(2)24-22(33-29)13-20-18-7-8-23-26(3,4)25(31)21(30)14-28(23,6)19(18)10-11-27(20,24)5/h8,14,16-20,22,24,30H,7,9-13,15H2,1-6H3/t16-,17+,18-,19+,20+,22+,24+,27+,28-,29-/m1/s1
InChIKey: PFLOGQMDCGJKCW-UTYQCHIISA-N
DeepSMILES: C[C@@H]CC[C@@]OC6))O[C@@H][C@H][C@@H]5C))[C@@][C@@H]C5)[C@@H]CC=C[C@][C@H]6CC%10)))C)C=CC=O)C6C)C)))O)))))))))C
Scaffold Graph/Node/Bond level: O=C1C=CC2C(=CCC3C2CCC2C4CC5(CCCCO5)OC4CC23)C1
Scaffold Graph/Node level: OC1CCC2C(CCC3C2CCC2C4CC5(CCCCO5)OC4CC23)C1
Scaffold Graph level: CC1CCC2C(CCC3C2CCC2C4CC5(CCCCC5)CC4CC23)C1
Functional groups: CO[C@@](C)(C)OC; CC=C(C)C; CC(=O)C(O)=CC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Triterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Spirostane steroids
Synonymous chemical names:
diosgenone
External chemical identifiers:
CID:CID_249449
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Diosgenone,4-dimethyl-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 454.65
Log P RDKit 6.22
Topological polar surface area (Å2) RDKit 55.76
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.34
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 24
Shape complexity RDKit 0.83
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
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
Diosgenone,4-dimethyl-
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 2
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.44
Diosgenone,4-dimethyl-
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly 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 -4.59
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