Phytochemical Database for Neurological Disease

Phytochemical Name : [(1S,2R,4R,5R,8R,10S,11S,12R,14R,15R,19S,21R)-4-acetyloxy-6-(furan-3-yl)-12,16,19-trihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-21-yl] acetate

Pubchem CID : 139225400

Molecular formula: C30H38O11

Molecular weight : 574.600

Canonical SMILES : CC(=O)OC1CC(C23COC(C1(C2CC(C4(C3C(=O)C(C5(C46C(O6)CC5C7=COC=C7)C)OC(=O)C)C)O)C)O)O

Synonymes : Toosendanin

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C30H38O11

Molecular weight (g/mol) : 574.600

Num. heavy atoms : 41

Num. arom. heavy atoms : 5

Fraction Csp3 : 0.770

Num. rotatable bonds : 5

Num. H-bond acceptors : 11

Num. H-bond donors : 3

Molar Refractivity : 138.590

Plasma TPSA : 165.260

Lipophilicity

Log P_o/w (iLOGP) : 2.790

Log P_o/w (XLOGP3) : 0.680

Log P_o/w (WLOGP) : 1.470

Log P_o/w (MLOGP) : 0.330

Log P_o/w (SILICOS-IT) : 1.930

Consensus Log P_o/w : 1.440

Water Solubility

Log S (ESOL) : -3.590

Solubility : 1.47E-01 mg/ml; 2.56E-04 mol/l

Class : Soluble

Log S (Ali) : -3.730

Solubility : 1.08E-01 mg/ml; 1.87E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -3.430

Solubility : 2.14E-01 mg/ml; 3.72E-04 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 89.716

BBB permeant : -1.174

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) : -2.736

Druglikeness

Bioavailability Score : 0.170

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lipids and lipid-like molecules

Class : Prenol lipids

Subclass : Triterpenoids

Parent Level 1 : Limonoids