Phytochemical Database for Neurological Disease

Phytochemical Name : [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1S,2R,4aS,6aR,6aR,6bR,8R,8aR,9R,10R,11R,12aR,14bS)-8,10,11-trihydroxy-9-(hydroxy

Pubchem CID : 12312661

Molecular formula: C48H78O20

Molecular weight : 975.100

Canonical SMILES : CC1CCC2(CCC3(C(=CCC4C3(CC(C5C4(CC(C(C5(C)CO)O)O)C)O)C)C2C1C)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)O)O)O)O

Synonymes : Madecassoside

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C48H78O20

Molecular weight (g/mol) : 975.100

Num. heavy atoms : 68

Num. arom. heavy atoms : 0

Fraction Csp3 : 0.940

Num. rotatable bonds : 10

Num. H-bond acceptors : 20

Num. H-bond donors : 13

Molar Refractivity : 235.980

Plasma TPSA : 335.440

Lipophilicity

Log P_o/w (iLOGP) : 1.870

Log P_o/w (XLOGP3) : -1.240

Log P_o/w (WLOGP) : -2.060

Log P_o/w (MLOGP) : -2.840

Log P_o/w (SILICOS-IT) : -2.530

Consensus Log P_o/w : -1.360

Water Solubility

Log S (ESOL) : -4.440

Solubility : 3.50E-02 mg/ml; 3.59E-05 mol/l

Class : Moderately soluble

Log S (Ali) : -5.310

Solubility : 4.79E-03 mg/ml; 4.91E-06 mol/l

Class : Moderately soluble

Log S (SILICOS-IT) : 1.520

Solubility : 3.20E+04 mg/ml; 3.28E+01 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 23.756

BBB permeant : -1.975

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) : -2.735

Druglikeness

Bioavailability Score : 0.170

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lipids and lipid-like molecules

Class : Prenol lipids

Subclass : Terpene glycosides

Parent Level 1 : Triterpene glycosides