Phytochemical Database for Neurological Disease

Phytochemical Name : Aucubigenin

Pubchem CID : 163040

Molecular formula: C9H12O4

Molecular weight : 184.190

Canonical SMILES : C1=COC(C2C1C(C=C2CO)O)O

Synonymes : Aucubigenin|64274-28-8|Aucubin aglycon|Cyclopenta(c)pyran-1,5-diol, 1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, (1R-(1alpha,4aalpha,5alpha,7aalpha))-|(1r,4ar,5s,7as)-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1,5-diol|Aucubigenin (Aucubin aglycon)|DTXSID30214496|AKOS040750632

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C9H12O4

Molecular weight (g/mol) : 184.190

Num. heavy atoms : 13

Num. arom. heavy atoms : 0

Fraction Csp3 : 0.560

Num. rotatable bonds : 1

Num. H-bond acceptors : 4

Num. H-bond donors : 3

Molar Refractivity : 44.770

Plasma TPSA : 69.920

Lipophilicity

Log P_o/w (iLOGP) : 1.450

Log P_o/w (XLOGP3) : -1.430

Log P_o/w (WLOGP) : -0.630

Log P_o/w (MLOGP) : -0.360

Log P_o/w (SILICOS-IT) : -0.660

Consensus Log P_o/w : -0.320

Water Solubility

Log S (ESOL) : -0.020

Solubility : 1.78E+02 mg/ml; 9.66E-01 mol/l

Class : Very soluble

Log S (Ali) : 0.460

Solubility : 5.37E+02 mg/ml; 2.91E+00 mol/l

Class : Highly soluble

Log S (SILICOS-IT) : 1.120

Solubility : 2.43E+03 mg/ml; 1.32E+01 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 55.601

BBB permeant : -0.513

P-gp substrate : No

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : No

CYP1A2 inhibitor : No

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -4.335

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lipids and lipid-like molecules

Class : Prenol lipids

Subclass : Monoterpenoids

Parent Level 1 : Iridoids and derivatives