PDND
Phytochemical Database for Neurological Disorders
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Phytochemical Name : Caffeoyl-l-malic acid
PCNDIDC0008
Pubchem CID : 129821613
Molecular formula: C13H12O8

Molecular weight : 296.230

Canonical SMILES : C1=CC(=C(C=C1C=CC(=O)C(CC(=O)O)(C(=O)O)O)O)O

Synonymes : caffeoyl-l-malic acid

Structure
3D structure 2D structure
129821613
SDF ↓   MOL ↓   SMILES ↓
Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C13H12O8
Molecular weight (g/mol) : 296.230
Num. heavy atoms : 21
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.150
Num. rotatable bonds : 6
Num. H-bond acceptors : 8
Num. H-bond donors : 5
Molar Refractivity : 69.560
Plasma TPSA : 152.360

Lipophilicity

Log Po/w (iLOGP) : 0.380
Log Po/w (XLOGP3) : -0.220
Log Po/w (WLOGP) : -0.140
Log Po/w (MLOGP) : -0.730
Log Po/w (SILICOS-IT) : -0.070
Consensus Log Po/w : -0.160

Water Solubility

Log S (ESOL) : -1.350
Solubility : 1.31E+01 mg/ml; 4.43E-02 mol/l
Class : Very soluble
Log S (Ali) : -2.520
Solubility : 8.90E-01 mg/ml; 3.00E-03 mol/l
Class : Soluble
Log S (SILICOS-IT) : 0.100
Solubility : 3.70E+02 mg/ml; 1.25E+00 mol/l
Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 0.000
BBB permeant : -1.064
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

Lipinski : 0
Ghose : 0
Veber : 1
Egan : 1
Muegge : 1
Bioavailability Score : 0.110

Phytochemical classification

Kingdom : Organic compounds
Superclass : Phenylpropanoids and polyketides
Class : Cinnamic acids and derivatives
Subclass : Hydroxycinnamic acids and derivatives
Parent Level 1 : Hydroxycinnamic acids and derivatives