Phytochemical Database for Neurological Disease

Phytochemical Name : (7S)-4a,5,7-trihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl D-glucopyranoside

Pubchem CID : 139292155

Molecular formula: C15H24O10

Molecular weight : 364.340

Canonical SMILES : CC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)O

Synonymes : Harpagide|6926-08-5|STL564503|AKOS037623105|(7S)-4a,5,7-trihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl D-glucopyranoside

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C15H24O10

Molecular weight (g/mol) : 364.340

Num. heavy atoms : 25

Num. arom. heavy atoms : 0

Fraction Csp3 : 0.870

Num. rotatable bonds : 3

Num. H-bond acceptors : 10

Num. H-bond donors : 7

Molar Refractivity : 78.870

Plasma TPSA : 169.300

Lipophilicity

Log P_o/w (iLOGP) : 1.000

Log P_o/w (XLOGP3) : -3.270

Log P_o/w (WLOGP) : -3.460

Log P_o/w (MLOGP) : -2.960

Log P_o/w (SILICOS-IT) : -3.150

Consensus Log P_o/w : -2.370

Water Solubility

Log S (ESOL) : 0.160

Solubility : 5.26E+02 mg/ml; 1.44E+00 mol/l

Class : Highly soluble

Log S (Ali) : 0.290

Solubility : 7.05E+02 mg/ml; 1.94E+00 mol/l

Class : Highly soluble

Log S (SILICOS-IT) : 2.910

Solubility : 2.95E+05 mg/ml; 8.11E+02 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 16.397

BBB permeant : -1.076

P-gp substrate : Yes

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) : -2.740

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lipids and lipid-like molecules

Class : Prenol lipids

Subclass : Terpene glycosides

Parent Level 1 : Iridoid O-glycosides