IMPPAT Phytochemical information: 
(1S,3abeta,8abeta)-Octahydro-1beta,4beta-dihydroxy-7-isopropylidene-1,4-dimethylazulen-6(5H)-one
(1S,3abeta,8abeta)-Octahydro-1beta,4beta-dihydroxy-7-isopropylidene-1,4-dimethylazulen-6(5H)-one
Summary

SMILES: CC(=C1C[C@H]2[C@@H]([C@@](CC1=O)(C)O)CC[C@]2(C)O)C
InChI: InChI=1S/C15H24O3/c1-9(2)10-7-12-11(5-6-14(12,3)17)15(4,18)8-13(10)16/h11-12,17-18H,5-8H2,1-4H3/t11-,12-,14-,15-/m0/s1
InChIKey: TXIKNNOOLCGADE-JURCDPSOSA-N
DeepSMILES: CC=CC[C@H][C@@H][C@@]CC7=O)))C)O))CC[C@]5C)O))))))))C
Scaffold Graph/Node/Bond level: C=C1CC2CCCC2CCC1=O
Scaffold Graph/Node level: CC1CC2CCCC2CCC1O
Scaffold Graph level: CC1CCC2CCCC2CC1C
Functional groups: CC(=O)C(=C(C)C)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Sesquiterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Guaiane sesquiterpenoids
Synonymous chemical names:
Isozedoarondiol, isozedoarondiol
External chemical identifiers:
CID:CID_14632999; ChEMBL:CHEMBL2332428; ZINC:ZINC000034332552
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(1S,3abeta,8abeta)-Octahydro-1beta,4beta-dihydroxy-7-isopropylidene-1,4-dimethylazulen-6(5H)-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 252.35
Log P RDKit 2.21
Topological polar surface area (Å2) RDKit 57.53
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.27
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.8
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
(1S,3abeta,8abeta)-Octahydro-1beta,4beta-dihydroxy-7-isopropylidene-1,4-dimethylazulen-6(5H)-one
Drug-likeness
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.649873
(1S,3abeta,8abeta)-Octahydro-1beta,4beta-dihydroxy-7-isopropylidene-1,4-dimethylazulen-6(5H)-one
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 -6.70
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 No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
(1S,3abeta,8abeta)-Octahydro-1beta,4beta-dihydroxy-7-isopropylidene-1,4-dimethylazulen-6(5H)-one
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_001306ENSG00000196396PTPN15770ChEMBL, NPASS