Phytochemical Database for Neurological Disease

Phytochemical Name : (2R)-2-[(Z)-3-[(2R,3R)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid

Pubchem CID : 122130387

Molecular formula: C36H30O16

Molecular weight : 718.600

Canonical SMILES : C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)OC(CC5=CC(=C(C=C5)O)O)C(=O)O)O)O

Synonymes : Salvianolic acid B|121521-90-2

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C36H30O16

Molecular weight (g/mol) : 718.600

Num. heavy atoms : 52

Num. arom. heavy atoms : 24

Fraction Csp3 : 0.170

Num. rotatable bonds : 14

Num. H-bond acceptors : 16

Num. H-bond donors : 9

Molar Refractivity : 178.070

Plasma TPSA : 278.040

Lipophilicity

Log P_o/w (iLOGP) : 1.460

Log P_o/w (XLOGP3) : 3.980

Log P_o/w (WLOGP) : 2.900

Log P_o/w (MLOGP) : 0.250

Log P_o/w (SILICOS-IT) : 2.570

Consensus Log P_o/w : 2.230

Water Solubility

Log S (ESOL) : -6.220

Solubility : 4.33E-04 mg/ml; 6.02E-07 mol/l

Class : Poorly soluble

Log S (Ali) : -9.520

Solubility : 2.17E-07 mg/ml; 3.02E-10 mol/l

Class : Poorly soluble

Log S (SILICOS-IT) : -4.410

Solubility : 2.82E-02 mg/ml; 3.93E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 9.902

BBB permeant : -2.491

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) : -2.735

Druglikeness

Bioavailability Score : 0.110

Phytochemical classification

Kingdom : Organic compounds

Superclass : Phenylpropanoids and polyketides

Class : 2-arylbenzofuran flavonoids

Parent Level 1 : 2-arylbenzofuran flavonoids