PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/14:1(9Z))



Compound IDCDAMM00656
Common namePS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/14:1(9Z))
IUPAC name2-amino-3-[(3-docosa-4,7,10,13,16,19-hexaenoyloxy-2-tetradec-9-enoyloxypropoxy)-hydroxyphosphoryl]oxypropanoic acid
Molecular formulaC42H68NO10P

Experimental data

Retention time15.37
Adduct[M+Na]+
Actual mz800.449
Theoretical mz800.447
Error2.6
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.064

Identifiers and class information

Inchi keyWNNNJZFLCHPEJJ-WRQJVKDISA-N
SmilesO=C(OCC(OC(=O)CCCCCCCC=CCCCC)COP(=O)(O)OCC(N)C(=O)O)CCC=CCC=CCC=CCC=CCC=CCC=CCC
SuperclassLipids and lipid-like molecules
ClassGlycerophospholipids

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)14
    Number of non-conjugated amine groups (#amine)1
    Number of amidine and guanidine groups (#amidine)0
    Number of carboxylic acid groups (#acid)2
    Number of non-conjugated amide groups (#amide)0
    Number of rotatable bonds (#rotor)37
    Number of reactive functional groups (#rtvFG)4
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)777.974
    Computed dipole moment(dipole)8.383
    Total solvent accessible surface area (SASA)1591.48
    Hydrophobic component of SASA (FOSA)1186.14
    Hydrophilic component of SASA (FISA)297.505
    Pie component of the SASA (PISA)103.627
    Weakly polar component of the SASA (WPSA)4.203
    Total solvent accesible volume (volume)2847.77
    Number of hydrogen bond donors (donorHB)4
    Number of hydrogen bond acceptors (accptHB)12
    Free energy of solvation of dipole (dip^2/V)0.0246749
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0150803
    Globularity descriptor (glob)0.610522
    Predicted polarizability in cubic angstroms (QPpolrz)85.046
    Predicted hexadecane/gas partition coefficient (QPlogPC16)32.439
    Predicted octanol/gas partition coefficient (QPlogPoct)40.067
    Predicted water/gas partition coefficient (QPlogPw)15.796
    Predicted octanol/water partition coefficient (QPlogPo/w)8.208
    Predicted aqueous solubility (QPlogS)-13.433
    Conformation-independent predicted aqueous solubility (CIQPlogS)-8.913
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.44
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.239
    Predicted brain/blood partition coefficient (QPlogBB)-6.579
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.114
    Predicted skin permeability, log Kp (QPlogKp)-5.148
    PM3 calculated ionization potential (IP(ev))9.664
    PM3 calculated electron affinity (EA(eV))0.346
    Number of likely metabolic reactions (#metab)14
    Prediction of binding to human serum albumin (QPlogKhsa)1.697
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)25.01
    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)196.72
    Number of nitrogen and oxygen atoms (#NandO)11
    Number of violations of Lipinski’s rule of five (RuleOfFive)3
    Number of violations of Jorgensen’s rule of three (RuleOfThree)3

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    O00519FAAHAnandamide amidohydrolaseT11754SEA
    O00206TLR4Toll-like receptor 4 (by homology)T81443SEA
    P08263GSTA1Glutathione S-transferase A1T17221SEA
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    Q8TDS5OXER1Oxoeicosanoid receptor 1T68834SEA
    P16109SELPP-selectinT10965SEA
    Q9H228S1PR5Sphingosine 1-phosphate receptor Edg-8T50089SEA
    Q9HBW0LPAR2Lysophosphatidic acid receptor Edg-4T39380SEA
    P43657LPAR6Lysophosphatidic acid receptor 6T13484SEA
    Q9H1C0LPAR5Lysophosphatidic acid receptor 5T18616SEA
    O95136S1PR2Sphingosine 1-phosphate receptor Edg-5T47888SEA
    Q9UPC5GPR34Probable G-protein coupled receptor 34T73859SEA
    O00398P2RY10Putative P2Y purinoceptor 10T00488SEA
    Q9BXC1GPR174Probable G-protein coupled receptor 174T87661SEA
    Q9UBY5LPAR3Lysophosphatidic acid receptor Edg-7T95923SEA
    Q92633LPAR1Lysophosphatidic acid receptor Edg-2T92640SEA
    P16885PLCG2Phospholipase C-gamma-2T93922SEA
    Q99677LPAR4Lysophosphatidic acid receptor 4T58130SEA
    Q9UP65PLA2G4CCytosolic phospholipase A2 gammaT91113SEA
    O60603TLR2Toll-like receptor 2T82078SEA
    Q92887CMOATMultidrug resistance-associated protein 2T61792SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T11754DI0101Corneal disease[ICD-11: 9A76-9A78]O00519FAAH
    T81443DI0022Allergic/hypersensitivity disorder[ICD-11: 4A80-4A8Z]O00206TLR4
    T81443DI0346Prostate cancer[ICD-11: 2C82]O00206TLR4
    T81443DI0375Sepsis[ICD-11: 1G40-1G41]O00206TLR4
    T20761DI0095Colorectal cancer[ICD-11: 2B91]P15692VEGFA
    T20761DI0365Retinopathy[ICD-11: 9B71]P15692VEGFA
    T20761DI0430Vascular system developmental anomaly[ICD-11: LA90]P15692VEGFA
    T10965DI0088Circulatory system disease[ICD-11: BE2Z]P16109SELP
    T10965DI0381Sickle-cell disorder[ICD-11: 3A51]P16109SELP
    T50089DI0275Multiple sclerosis[ICD-11: 8A40]Q9H228S1PR5
    T47888DI0419Ulcerative colitis[ICD-11: DD71]O95136S1PR2
    T95923DI0146Fibrosis[ICD-11: GA14-GC01]Q9UBY5LPAR3
    T95923DI0399Systemic sclerosis[ICD-11: 4A42]Q9UBY5LPAR3
    T92640DI0146Fibrosis[ICD-11: GA14-GC01]Q92633LPAR1
    T92640DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]Q92633LPAR1
    T92640DI0351Psoriasis[ICD-11: EA90]Q92633LPAR1
    T92640DI0399Systemic sclerosis[ICD-11: 4A42]Q92633LPAR1
    T82078DI0346Prostate cancer[ICD-11: 2C82]O60603TLR2

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