IMPPAT Phytochemical information: 
2-Cyclohexene-1,4-dione, 2-hydroxy-3,5,5-trimethyl-
2-Cyclohexene-1,4-dione, 2-hydroxy-3,5,5-trimethyl-
Summary

SMILES: O=C1CC(C)(C)C(=O)C(=C1O)C
InChI: InChI=1S/C9H12O3/c1-5-7(11)6(10)4-9(2,3)8(5)12/h11H,4H2,1-3H3
InChIKey: BSRFZJMVFOPNKR-UHFFFAOYSA-N
DeepSMILES: O=CCCC)C)C=O)C=C6O))C
Scaffold Graph/Node/Bond level: O=C1C=CC(=O)CC1
Scaffold Graph/Node level: OC1CCC(O)CC1
Scaffold Graph level: CC1CCC(C)CC1
Functional groups: CC1=C(O)C(=O)CCC1=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbonyl compounds
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Apocarotenoids
NP Classifier Class: Apocarotenoids(ε-)
Synonymous chemical names:
2-hydroxy-3,5,5-trimethyl-2-cyclohexen-1,4-dione, 2-hydroxy-3,5,5-trimethylcyclohexa-1,4-dion-2-ene, 3,5,5-trimethyl-2-hydroxy-2-cyclohexen-1,4-dione, 3,5,5-trimethyl-2-hydroxy-2cyclohexene-1,4-dione
External chemical identifiers:
CID:CID_37246; SureChEMBL:SCHEMBL3154825
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-Cyclohexene-1,4-dione, 2-hydroxy-3,5,5-trimethyl-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 168.19
Log P RDKit 1.39
Topological polar surface area (Å2) RDKit 54.37
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 9
Number of heavy atoms RDKit 12
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.56
Number of rotatable bonds RDKit 0
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
2-Cyclohexene-1,4-dione, 2-hydroxy-3,5,5-trimethyl-
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.59
2-Cyclohexene-1,4-dione, 2-hydroxy-3,5,5-trimethyl-
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.72
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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