IMPPAT Phytochemical information: 
17-(Acetyloxy)-kauran-18-al

17-(Acetyloxy)-kauran-18-al
Summary

SMILES: O=CC[C@]12CCCC([C@@H]2CC[C@]23[C@H]1CC[C@@H](C2)[C@@H](C3)COC(=O)C)(C)C
InChI: InChI=1S/C23H36O3/c1-16(25)26-15-18-14-22-10-7-19-21(2,3)8-4-9-23(19,11-12-24)20(22)6-5-17(18)13-22/h12,17-20H,4-11,13-15H2,1-3H3/t17-,18-,19-,20+,22-,23-/m0/s1
InChIKey: NATXAGARNVQXID-ACXQXYJUSA-N
DeepSMILES: O=CC[C@@]CCCC[C@@H]6CC[C@][C@H]%10CC[C@@H]C6)[C@@H]C7)COC=O)C)))))))))))))C)C
Scaffold Graph/Node/Bond level: C1CCC2C(C1)CCC13CCC(CCC21)C3
Scaffold Graph/Node level: C1CCC2C(C1)CCC13CCC(CCC21)C3
Scaffold Graph level: C1CCC2C(C1)CCC13CCC(CCC21)C3
Functional groups: CC=O; COC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Kaurane and Phyllocladane diterpenoids|Norkaurane diterpenoids
Synonymous chemical names:
17-(acetyloxy)-kauran-18-al
External chemical identifiers:
CID:CID_129864142
Chemical structure download


17-(Acetyloxy)-kauran-18-al
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 360.54
Log P RDKit 5.17
Topological polar surface area (Å2) RDKit 43.37
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.26
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 21
Shape complexity RDKit 0.91
Number of rotatable bonds RDKit 5
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


17-(Acetyloxy)-kauran-18-al
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
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 0.513113


17-(Acetyloxy)-kauran-18-al
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -4.64
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No