Phytochemical Database for Neurological Disease

Phytochemical Name : [(3aS,5R,5aS,6R,8S,8aS,9S,9aR)-9-acetyloxy-8-hydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate

Pubchem CID : 5315501

Molecular formula: C19H26O7

Molecular weight : 366.400

Canonical SMILES : CC1CC2C(C(C3(C1C(CC3O)OC(=O)C)C)OC(=O)C)C(=C)C(=O)O2

Synonymes : 33627-28-0

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C19H26O7

Molecular weight (g/mol) : 366.400

Num. heavy atoms : 26

Num. arom. heavy atoms : 0

Fraction Csp3 : 0.740

Num. rotatable bonds : 4

Num. H-bond acceptors : 7

Num. H-bond donors : 1

Molar Refractivity : 91.390

Plasma TPSA : 99.130

Lipophilicity

Log P_o/w (iLOGP) : 1.950

Log P_o/w (XLOGP3) : 1.870

Log P_o/w (WLOGP) : 1.370

Log P_o/w (MLOGP) : 1.670

Log P_o/w (SILICOS-IT) : 1.500

Consensus Log P_o/w : 1.670

Water Solubility

Log S (ESOL) : -3.030

Solubility : 3.45E-01 mg/ml; 9.42E-04 mol/l

Class : Soluble

Log S (Ali) : -3.570

Solubility : 9.78E-02 mg/ml; 2.67E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -1.900

Solubility : 4.62E+00 mg/ml; 1.26E-02 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 99.648

BBB permeant : -0.735

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : No

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.915

Druglikeness

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