Phytochemical Database for Neurological Disease

Phytochemical Name : Cimiracemate B

Pubchem CID : 5315876

Molecular formula: C19H18O7

Molecular weight : 358.300

Canonical SMILES : COC1=C(C=CC(=C1)C=CC(=O)OCC(=O)CC2=CC(=C(C=C2)O)O)O

Synonymes : Cimiracemate B|UNII-2SU4LF1JGS|2SU4LF1JGS|478294-17-6|2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, 3-(3,4-dihydroxyphenyl)-2-oxopropyl ester, (2E)-|[3-(3,4-dihydroxyphenyl)-2-oxopropyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate|Q27255555

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C19H18O7

Molecular weight (g/mol) : 358.300

Num. heavy atoms : 26

Num. arom. heavy atoms : 12

Fraction Csp3 : 0.160

Num. rotatable bonds : 8

Num. H-bond acceptors : 7

Num. H-bond donors : 3

Molar Refractivity : 94.290

Plasma TPSA : 113.290

Lipophilicity

Log P_o/w (iLOGP) : 2.420

Log P_o/w (XLOGP3) : 2.450

Log P_o/w (WLOGP) : 2.070

Log P_o/w (MLOGP) : 1.110

Log P_o/w (SILICOS-IT) : 2.810

Consensus Log P_o/w : 2.170

Water Solubility

Log S (ESOL) : -3.420

Solubility : 1.37E-01 mg/ml; 3.81E-04 mol/l

Class : Soluble

Log S (Ali) : -4.470

Solubility : 1.21E-02 mg/ml; 3.37E-05 mol/l

Class : Moderately soluble

Log S (SILICOS-IT) : -3.810

Solubility : 5.55E-02 mg/ml; 1.55E-04 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 70.030

BBB permeant : -1.242

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) : -2.739

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Phenylpropanoids and polyketides

Class : Cinnamic acids and derivatives

Subclass : Hydroxycinnamic acids and derivatives

Parent Level 1 : Coumaric acids and derivatives