Phytochemical Database for Neurological Disease

Phytochemical Name : (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

Pubchem CID : 5460265

Molecular formula: C20H31O2-

Molecular weight : 303.500

Canonical SMILES : CCCCCC=CCC=CCC=CCC=CCCCC(=O)[O-]

Synonymes : (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate|Icosa- 5, 8, 11, 14- tetraenoic acid|CHEBI:32395|DTXSID00866365|(5Z,8Z,11Z,14Z)-icosatetraenoate|(5Z,8Z,11Z,14Z)-eicosatetraenoate|all-cis-icosa-5,8,11,14-tetraenoate|(20:4n6)|A828211|(5Z,8Z,11Z,14Z)-eicosa-5,8,11,14-tetraenoate|(5Z,8Z,11Z,14Z)-icosatetra-5,8,11,14-enoate|Q27104215

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C20H31O2-

Molecular weight (g/mol) : 303.500

Num. heavy atoms : 22

Num. arom. heavy atoms : 0

Fraction Csp3 : 0.550

Num. rotatable bonds : 13

Num. H-bond acceptors : 2

Num. H-bond donors : 0

Molar Refractivity : 96.190

Plasma TPSA : 40.130

Lipophilicity

Log P_o/w (iLOGP) : 4.640

Log P_o/w (XLOGP3) : 6.980

Log P_o/w (WLOGP) : 4.880

Log P_o/w (MLOGP) : 4.750

Log P_o/w (SILICOS-IT) : 6.290

Consensus Log P_o/w : 5.510

Water Solubility

Log S (ESOL) : -5.190

Solubility : 1.94E-03 mg/ml; 6.38E-06 mol/l

Class : Moderately soluble

Log S (Ali) : -7.640

Solubility : 7.00E-06 mg/ml; 2.31E-08 mol/l

Class : Poorly soluble

Log S (SILICOS-IT) : -4.040

Solubility : 2.80E-02 mg/ml; 9.23E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 98.706

BBB permeant : -0.375

P-gp substrate : No

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : Yes

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.727

Druglikeness

Bioavailability Score : 0.850

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lipids and lipid-like molecules

Class : Fatty Acyls

Subclass : Fatty acids and conjugates

Parent Level 1 : Long-chain fatty acids