PDND
Phytochemical Database for Neurological Disorders
search icon
Advanced search
Phytochemical Name : (3aR,8R,8aR,9aR)-8-hydroxy-5,8a-dimethyl-3-methylidene-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one
PCNDIDOT0153
Pubchem CID : 13895670
Molecular formula: C15H20O3

Molecular weight : 248.320

Canonical SMILES : CC1=C2CC3C(CC2(C(CC1)O)C)OC(=O)C3=C

Synonymes : CHEMBL3622085|AKOS040761917|HY-123091|CS-0081203

Structure
3D structure 2D structure
13895670
SDF ↓   MOL ↓   SMILES ↓
Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C15H20O3
Molecular weight (g/mol) : 248.320
Num. heavy atoms : 18
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.670
Num. rotatable bonds : 0
Num. H-bond acceptors : 3
Num. H-bond donors : 1
Molar Refractivity : 69.120
Plasma TPSA : 46.530

Lipophilicity

Log Po/w (iLOGP) : 2.310
Log Po/w (XLOGP3) : 1.700
Log Po/w (WLOGP) : 2.360
Log Po/w (MLOGP) : 2.470
Log Po/w (SILICOS-IT) : 2.730
Consensus Log Po/w : 2.310

Water Solubility

Log S (ESOL) : -2.450
Solubility : 8.80E-01 mg/ml; 3.54E-03 mol/l
Class : Soluble
Log S (Ali) : -2.290
Solubility : 1.27E+00 mg/ml; 5.10E-03 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.690
Solubility : 5.01E-01 mg/ml; 2.02E-03 mol/l
Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 96.889
BBB permeant : -0.236
P-gp substrate : No
Metabolism CYP2D6 substrate : No
Metabolism CYP3A4 substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -3.350

Druglikeness

Lipinski : 0
Ghose : 0
Veber : 0
Egan : 0
Muegge : 0
Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds
Superclass : Lipids and lipid-like molecules
Class : Prenol lipids
Subclass : Terpene lactones
Parent Level 1 : Sesquiterpene lactones