Phytochemical Database for Neurological Disease

Phytochemical Name : [(1S,2R,8aS)-1-[2-(furan-3-yl)ethyl]-1-hydroxy-2,5,5,8a-tetramethyl-3-oxo-4a,6,7,8-tetrahydro-4H-naphthalen-2-yl] acetate

Pubchem CID : 5317455

Molecular formula: C22H32O5

Molecular weight : 376.500

Canonical SMILES : CC(=O)OC1(C(=O)CC2C(CCCC2(C1(CCC3=COC=C3)O)C)(C)C)C

Synonymes :

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C22H32O5

Molecular weight (g/mol) : 376.500

Num. heavy atoms : 27

Num. arom. heavy atoms : 5

Fraction Csp3 : 0.730

Num. rotatable bonds : 5

Num. H-bond acceptors : 5

Num. H-bond donors : 1

Molar Refractivity : 103.370

Plasma TPSA : 76.740

Lipophilicity

Log P_o/w (iLOGP) : 3.330

Log P_o/w (XLOGP3) : 3.780

Log P_o/w (WLOGP) : 4.070

Log P_o/w (MLOGP) : 2.290

Log P_o/w (SILICOS-IT) : 4.610

Consensus Log P_o/w : 3.620

Water Solubility

Log S (ESOL) : -4.360

Solubility : 1.63E-02 mg/ml; 4.34E-05 mol/l

Class : Moderately soluble

Log S (Ali) : -5.090

Solubility : 3.09E-03 mg/ml; 8.22E-06 mol/l

Class : Moderately soluble

Log S (SILICOS-IT) : -5.800

Solubility : 5.95E-04 mg/ml; 1.58E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 95.820

BBB permeant : -0.224

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : No

CYP2C19 inhibitor : Yes

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : Yes

Log Kp (skin permeation) : -3.050

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lipids and lipid-like molecules

Class : Prenol lipids

Subclass : Diterpenoids

Parent Level 1 : Colensane and clerodane diterpenoids