IMPPAT Phytochemical information: 
Anisomelyl acetate

Anisomelyl acetate
Summary

SMILES: CC(=O)OC/C/1=C/CC/C(=C/CC(CC/C(=C/CC1)/C)C(=C)C)/C
InChI: InChI=1S/C22H34O2/c1-17(2)22-14-12-18(3)8-6-10-21(16-24-20(5)23)11-7-9-19(4)13-15-22/h8,11,13,22H,1,6-7,9-10,12,14-16H2,2-5H3/b18-8+,19-13+,21-11+
InChIKey: AVYSQPXMVBYBML-LOFDHVKSSA-N
DeepSMILES: CC=O)OC/C=C/CC/C=C/CCCC/C=C/CC\%14)))/C))))C=C)C)))))/C
Scaffold Graph/Node/Bond level: C1=CCCC=CCCCCC=CCC1
Scaffold Graph/Node level: C1CCCCCCCCCCCCC1
Scaffold Graph level: C1CCCCCCCCCCCCC1
Functional groups: COC(C)=O; C/C=C(/C)C; C/C=C(\C)C; C=C(C)C
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: Cembrane diterpenoids
Synonymous chemical names:
anisomelyl acetate, Anisomelyl acetate
External chemical identifiers:
CID:CID_177544428
Chemical structure download


Anisomelyl acetate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 330.51
Log P RDKit 6.31
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 22
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.05
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.59
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
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 1


Anisomelyl 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 1
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 0.45


Anisomelyl acetate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -4.57
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No