IMPPAT Phytochemical information: 
8(26),14(27)-Onoceradiene-3beta,21alpha-diol
8(26),14(27)-Onoceradiene-3beta,21alpha-diol
Summary

SMILES: C=C1CC[C@@H]2[C@]([C@H]1CC[C@@]1(C)C(=C)CC[C@@H]3[C@]1(C)CCC(C3(C)C)O)(C)CC[C@@H](C2(C)C)O
InChI: InChI=1S/C31H52O2/c1-20-10-12-23-27(3,4)25(32)15-17-29(23,7)22(20)14-18-30(8)21(2)11-13-24-28(5,6)26(33)16-19-31(24,30)9/h22-26,32-33H,1-2,10-19H2,3-9H3/t22-,23-,24-,25-,26?,29+,30-,31-/m0/s1
InChIKey: LZCBSDCEOLCIOF-MLMKHFPESA-N
DeepSMILES: C=CCC[C@@H][C@][C@H]6CC[C@@]C)C=C)CC[C@@H][C@]6C)CCCC6C)C))O)))))))))))))C)CC[C@@H]C6C)C))O
Scaffold Graph/Node/Bond level: C=C1CCC2CCCCC2C1CCC1C(=C)CCC2CCCCC21
Scaffold Graph/Node level: CC1CCC2CCCCC2C1CCC1C(C)CCC2CCCCC21
Scaffold Graph level: CC1CCC2CCCCC2C1CCC1C(C)CCC2CCCCC21
Functional groups: C=C(C)C; CO
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: Triterpenoids
NP Classifier Class: Onocerane triterpenoids
Synonymous chemical names:
onocerin
External chemical identifiers:
CID:CID_42608308
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
8(26),14(27)-Onoceradiene-3beta,21alpha-diol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 456.76
Log P RDKit 7.7
Topological polar surface area (Å2) RDKit 40.46
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 31
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.26
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 27
Shape complexity RDKit 0.87
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
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 4
8(26),14(27)-Onoceradiene-3beta,21alpha-diol
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 3
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 0.43
8(26),14(27)-Onoceradiene-3beta,21alpha-diol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -3.41
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