2-Hydroxy-6-(8,11,14-pentadecatrienyl)benzoic acid



Compound IDCDAMM02916
Common name2-Hydroxy-6-(8,11,14-pentadecatrienyl)benzoic acid
IUPAC name2-hydroxy-6-pentadeca-8,11,14-trienylbenzoic acid
Molecular formulaC22H30O3

Experimental data

Retention time0.49
Adduct[M+K]+
Actual mz381.187
Theoretical mz381.182
Error12.96
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.5028

Identifiers and class information

Inchi keyQUVGEKPNSCFQIR-AOSYACOCSA-N
SmilesO=C(O)C=1C(O)=CC=CC1CCCCCCCC=CCC=CCC=C
SuperclassBenzenoids
ClassBenzene and substituted derivatives

Plant source

  • Clitoria ternatea L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)5
    Number of non-conjugated amine groups (#amine)0
    Number of amidine and guanidine groups (#amidine)0
    Number of carboxylic acid groups (#acid)1
    Number of non-conjugated amide groups (#amide)0
    Number of rotatable bonds (#rotor)14
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)342.477
    Computed dipole moment(dipole)7.265
    Total solvent accessible surface area (SASA)782.343
    Hydrophobic component of SASA (FOSA)448.751
    Hydrophilic component of SASA (FISA)134.943
    Pie component of the SASA (PISA)198.649
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1334.22
    Number of hydrogen bond donors (donorHB)1
    Number of hydrogen bond acceptors (accptHB)1.75
    Free energy of solvation of dipole (dip^2/V)0.0395556
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0022369
    Globularity descriptor (glob)0.74918
    Predicted polarizability in cubic angstroms (QPpolrz)40.149
    Predicted hexadecane/gas partition coefficient (QPlogPC16)13.48
    Predicted octanol/gas partition coefficient (QPlogPoct)15.504
    Predicted water/gas partition coefficient (QPlogPw)3.971
    Predicted octanol/water partition coefficient (QPlogPo/w)6.761
    Predicted aqueous solubility (QPlogS)-7.669
    Conformation-independent predicted aqueous solubility (CIQPlogS)-5.813
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.73
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)131.775
    Predicted brain/blood partition coefficient (QPlogBB)-1.883
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)70.377
    Predicted skin permeability, log Kp (QPlogKp)-1.963
    PM3 calculated ionization potential (IP(ev))9.557
    PM3 calculated electron affinity (EA(eV))0.307
    Number of likely metabolic reactions (#metab)5
    Prediction of binding to human serum albumin (QPlogKhsa)1.18
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)91.515
    Solvent-accessible surface area of fluorine atoms (SAFluorine)0
    Solvent-accessible surface area of amide oxygen atoms (SAamideO)0
    Van der Waals surface area (PSA)67.196
    Number of nitrogen and oxygen atoms (#NandO)3
    Number of violations of Lipinski’s rule of five (RuleOfFive)1
    Number of violations of Jorgensen’s rule of three (RuleOfThree)1

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    Q09472EP300Histone acetyltransferase p300T25956SEA
    Q8TDS5OXER1Oxoeicosanoid receptor 1T68834SEA
    Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T25956DI0346Prostate cancer[ICD-11: 2C82]Q09472EP300
    T25956DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q09472EP300
    T97071DI0122Diagnostic imaging[ICD-11: N.A.]Q04609FOLH1
    T97071DI0346Prostate cancer[ICD-11: 2C82]Q04609FOLH1

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