PDND
Phytochemical Database for Neurological Disorders
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Phytochemical Name : Ethyl rosmarinate
PCNDIDE0097
Pubchem CID : 44437692
Molecular formula: C20H20O8

Molecular weight : 388.400

Canonical SMILES : CCOC(=O)C(CC1=CC(=C(C=C1)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O

Synonymes : ETHYL ROSMARINATE|174591-47-0|CHEMBL241613|AKOS040763684|E80674

Structure
3D structure 2D structure
44437692
SDF ↓   MOL ↓   SMILES ↓
Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C20H20O8
Molecular weight (g/mol) : 388.400
Num. heavy atoms : 28
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.200
Num. rotatable bonds : 9
Num. H-bond acceptors : 8
Num. H-bond donors : 4
Molar Refractivity : 100.520
Plasma TPSA : 133.520

Lipophilicity

Log Po/w (iLOGP) : 2.550
Log Po/w (XLOGP3) : 3.060
Log Po/w (WLOGP) : 2.130
Log Po/w (MLOGP) : 1.360
Log Po/w (SILICOS-IT) : 2.460
Consensus Log Po/w : 2.310

Water Solubility

Log S (ESOL) : -3.900
Solubility : 4.90E-02 mg/ml; 1.26E-04 mol/l
Class : Soluble
Log S (Ali) : -5.530
Solubility : 1.14E-03 mg/ml; 2.95E-06 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -3.260
Solubility : 2.13E-01 mg/ml; 5.50E-04 mol/l
Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 65.533
BBB permeant : -1.505
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) : -2.735

Druglikeness

Lipinski : 0
Ghose : 0
Veber : 0
Egan : 1
Muegge : 0
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