IMPPAT Phytochemical information: 
5-Acetoxymethyl-2,6,10-trimethyl-2,9-undecadien-6-ol

5-Acetoxymethyl-2,6,10-trimethyl-2,9-undecadien-6-ol
Summary

SMILES: CC(=O)OCC(C(CCC=C(C)C)(O)C)CC=C(C)C
InChI: InChI=1S/C17H30O3/c1-13(2)8-7-11-17(6,19)16(10-9-14(3)4)12-20-15(5)18/h8-9,16,19H,7,10-12H2,1-6H3
InChIKey: HOYPSAPPDGUDDB-UHFFFAOYSA-N
DeepSMILES: CC=O)OCCCCCC=CC)C)))))O)C))CC=CC)C
Functional groups: COC(C)=O; CC=C(C)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Fatty Acyls
ClassyFire Subclass: Fatty alcohol esters
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Acyclic monoterpenoids
Synonymous chemical names:
5-Acetoxymethyl-2,6,10-trimethyl-2,9-undecadien-6-ol
External chemical identifiers:
CID:CID_550120
Chemical structure download


5-Acetoxymethyl-2,6,10-trimethyl-2,9-undecadien-6-ol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 282.42
Log P RDKit 4.02
Topological polar surface area (Å2) RDKit 46.53
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 17
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.71
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 0
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 0


5-Acetoxymethyl-2,6,10-trimethyl-2,9-undecadien-6-ol
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
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 0.540053


5-Acetoxymethyl-2,6,10-trimethyl-2,9-undecadien-6-ol
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 -5.03
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 Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes