Phytochemical Database for Neurological Disease

Phytochemical Name : (3S,8R,9R,10R,12R,13R,14S,17S)-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol

Pubchem CID : 3080644

Molecular formula: C30H52O3

Molecular weight : 460.700

Canonical SMILES : CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)C)C)O)C)O)C

Synonymes : Protopanaxadiol|(3S,8R,9R,10R,12R,13R,14S,17S)-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C30H52O3

Molecular weight (g/mol) : 460.700

Num. heavy atoms : 33

Num. arom. heavy atoms : 0

Fraction Csp3 : 0.930

Num. rotatable bonds : 4

Num. H-bond acceptors : 3

Num. H-bond donors : 3

Molar Refractivity : 139.880

Plasma TPSA : 60.690

Lipophilicity

Log P_o/w (iLOGP) : 5.130

Log P_o/w (XLOGP3) : 7.200

Log P_o/w (WLOGP) : 6.500

Log P_o/w (MLOGP) : 5.120

Log P_o/w (SILICOS-IT) : 5.760

Consensus Log P_o/w : 5.940

Water Solubility

Log S (ESOL) : -6.970

Solubility : 4.95E-05 mg/ml; 1.08E-07 mol/l

Class : Poorly soluble

Log S (Ali) : -8.300

Solubility : 2.32E-06 mg/ml; 5.05E-09 mol/l

Class : Poorly soluble

Log S (SILICOS-IT) : -5.350

Solubility : 2.05E-03 mg/ml; 4.45E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 92.835

BBB permeant : -0.372

P-gp substrate : No

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) : -3.253

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lipids and lipid-like molecules

Class : Prenol lipids

Subclass : Triterpenoids

Parent Level 1 : Triterpenoids