Phytochemical Database for Neurological Disease

Phytochemical Name : 10beta-Hydroxy-6beta-isobutyrylfuranoeremophilane

Pubchem CID : 442377

Molecular formula: C19H28O4

Molecular weight : 320.400

Canonical SMILES : CC1CCCC2(C1(C(C3=C(C2)OC=C3C)OC(=O)C(C)C)C)O

Synonymes : 10beta-Hydroxy-6beta-isobutyrylfuranoeremophilane|60410-89-1|[(4S,4aS,5S,8aS)-8a-hydroxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-4-yl] 2-methylpropanoate|C09685|CHEBI:709|DTXSID30331814|6beta-Isobutyryl-10beta-hydroxyfuranoeremophilane|Q27105334

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C19H28O4

Molecular weight (g/mol) : 320.400

Num. heavy atoms : 23

Num. arom. heavy atoms : 5

Fraction Csp3 : 0.740

Num. rotatable bonds : 3

Num. H-bond acceptors : 4

Num. H-bond donors : 1

Molar Refractivity : 89.290

Plasma TPSA : 59.670

Lipophilicity

Log P_o/w (iLOGP) : 3.480

Log P_o/w (XLOGP3) : 3.860

Log P_o/w (WLOGP) : 3.620

Log P_o/w (MLOGP) : 2.530

Log P_o/w (SILICOS-IT) : 3.920

Consensus Log P_o/w : 3.480

Water Solubility

Log S (ESOL) : -4.220

Solubility : 1.92E-02 mg/ml; 6.01E-05 mol/l

Class : Moderately soluble

Log S (Ali) : -4.810

Solubility : 4.97E-03 mg/ml; 1.55E-05 mol/l

Class : Moderately soluble

Log S (SILICOS-IT) : -4.420

Solubility : 1.21E-02 mg/ml; 3.78E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 95.176

BBB permeant : -0.324

P-gp substrate : No

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : No

CYP1A2 inhibitor : No

CYP2C19 inhibitor : Yes

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -3.331

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lipids and lipid-like molecules

Class : Prenol lipids

Subclass : Sesquiterpenoids

Parent Level 1 : Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids