IMPPAT Phytochemical information: 
Stigmastan-6,22-dien, 3,5-dedihydro-
Stigmastan-6,22-dien, 3,5-dedihydro-
Summary

SMILES: CCC(C(C)C)/C=C/C(C1CCC2C1(C)CCC1C2C=CC23C1(C)CCC3C2)C
InChI: InChI=1S/C29H46/c1-7-21(19(2)3)9-8-20(4)24-10-11-25-23-13-17-29-18-22(29)12-16-28(29,6)26(23)14-15-27(24,25)5/h8-9,13,17,19-26H,7,10-12,14-16,18H2,1-6H3/b9-8+
InChIKey: SWEYKBVRBGXPQD-CMDGGOBGSA-N
DeepSMILES: CCCCC)C))/C=C/CCCCCC5C)CCCC6C=CCC6C)CCC5C6)))))))))))))))))C
Scaffold Graph/Node/Bond level: C1=CC23CC2CCC3C2CCC3CCCC3C12
Scaffold Graph/Node level: C1CC2CCC3C(CCC45CC4CCC35)C2C1
Scaffold Graph level: C1CC2CCC3C(CCC45CC4CCC35)C2C1
Functional groups: CC=CC; C/C=C/C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Stigmastanes and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Ergostane steroids|Stigmastane steroids
Synonymous chemical names:
3,5-dehydrostigmasta-6,22-diene
External chemical identifiers:
CID:CID_5364573
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Stigmastan-6,22-dien, 3,5-dedihydro-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 394.69
Log P RDKit 8.3
Topological polar surface area (Å2) RDKit 0
Number of hydrogen bond acceptors RDKit 0
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 29
Number of heteroatoms RDKit 0
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 4
Number of sp3 hybridized carbon atoms RDKit 25
Shape complexity RDKit 0.86
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 5
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Stigmastan-6,22-dien, 3,5-dedihydro-
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 0.41
Stigmastan-6,22-dien, 3,5-dedihydro-
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 Low
Log Kp (Skin permeation, cm/s) SwissADME -1.64
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No