IMPPAT Phytochemical information: 
Terpinen-4-ol acetate
Terpinen-4-ol acetate
Summary

SMILES: CC(=O)OC1C(C(=C2CC1C2(C)C)C)C1(CC2CC(=C1C)C2(C)C)C1CC2CC(=C1C)C2(C)C
InChI: InChI=1S/C32H46O2/c1-16-22-11-20(29(22,5)6)12-24(16)32(15-21-13-25(18(32)3)30(21,7)8)27-17(2)23-14-26(31(23,9)10)28(27)34-19(4)33/h20-21,24,26-28H,11-15H2,1-10H3
InChIKey: BRGJFCICCOEPPB-UHFFFAOYSA-N
DeepSMILES: CC=O)OCCC=CCC6C4C)C)))))C))CCCCC=C6C))C4C)C))))))CCCCC=C6C))C4C)C
Scaffold Graph/Node/Bond level: C1=C2CC(C2)CC1C1(C2C=C3CC(C3)C2)C=C2CC(C2)C1
Scaffold Graph/Node level: C1C2CC1CC(C1(C3CC4CC(C4)C3)CC3CC(C3)C1)C2
Scaffold Graph level: C1C2CC1CC(C1(C3CC4CC(C4)C3)CC3CC(C3)C1)C2
Functional groups: COC(C)=O; CC(=C(C)C)C; CC(C)=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Monoterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Monocyclic monoterpenoids
Synonymous chemical names:
Terpinen-4-ol acetate, terpinene-4-ol acetate
External chemical identifiers:
CID:CID_68749986; SureChEMBL:SCHEMBL3700863
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Terpinen-4-ol acetate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 462.72
Log P RDKit 8.05
Topological polar surface area (Å2) RDKit 26.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 32
Number of heavy atoms RDKit 34
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.22
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 25
Shape complexity RDKit 0.78
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 9
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 9
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 9
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 9
Terpinen-4-ol acetate
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 0.31
Terpinen-4-ol acetate
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 -4.86
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