Secotenuifolide A



Compound IDCDAMM01925
Common nameSecotenuifolide A
IUPAC namemethyl 2-(1-hydroxy-2-oxopropyl)heptacos-2-enoate
Molecular formulaC31H58O4

Experimental data

Retention time22.34
Adduct[M+H]+
Actual mz495.44
Theoretical mz495.441
Error2.78
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.116

Identifiers and class information

Inchi keyRTQSGVCMOOHGNW-ORIPQNMZNA-N
SmilesO=C(OC)C(=CCCCCCCCCCCCCCCCCCCCCCCCC)C(O)C(=O)C
SuperclassLipids and lipid-like molecules
ClassFatty Acyls

Plant source

  • Curcuma longa L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)11
    Number of non-conjugated amine groups (#amine)0
    Number of amidine and guanidine groups (#amidine)0
    Number of carboxylic acid groups (#acid)0
    Number of non-conjugated amide groups (#amide)0
    Number of rotatable bonds (#rotor)27
    Number of reactive functional groups (#rtvFG)2
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)494.797
    Computed dipole moment(dipole)6.865
    Total solvent accessible surface area (SASA)1125.48
    Hydrophobic component of SASA (FOSA)1000.52
    Hydrophilic component of SASA (FISA)118.987
    Pie component of the SASA (PISA)5.976
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)2011.76
    Number of hydrogen bond donors (donorHB)0
    Number of hydrogen bond acceptors (accptHB)4.7
    Free energy of solvation of dipole (dip^2/V)0.0234264
    Index of cohesive interaction in solids (ACxDN^.5/SA)0
    Globularity descriptor (glob)0.684771
    Predicted polarizability in cubic angstroms (QPpolrz)57.077
    Predicted hexadecane/gas partition coefficient (QPlogPC16)19.206
    Predicted octanol/gas partition coefficient (QPlogPoct)20.28
    Predicted water/gas partition coefficient (QPlogPw)1.951
    Predicted octanol/water partition coefficient (QPlogPo/w)9.314
    Predicted aqueous solubility (QPlogS)-10.688
    Conformation-independent predicted aqueous solubility (CIQPlogS)-7.401
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.661
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)737.134
    Predicted brain/blood partition coefficient (QPlogBB)-2.755
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)355.781
    Predicted skin permeability, log Kp (QPlogKp)-1.099
    PM3 calculated ionization potential (IP(ev))10.517
    PM3 calculated electron affinity (EA(eV))0.203
    Number of likely metabolic reactions (#metab)2
    Prediction of binding to human serum albumin (QPlogKhsa)2.054
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)100
    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)76.213
    Number of nitrogen and oxygen atoms (#NandO)4
    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
    P34913EPHX2Epoxide hydrataseT35734SEA
    P23141CES1Acyl coenzyme A:cholesterol acyltransferaseT76369SEA
    O00519FAAHAnandamide amidohydrolaseT11754SEA
    P06746POLBDNA polymerase beta (by homology)T06958SEA
    P0DJD9PGA5Pepsin AT17863SEA
    Q9HBW0LPAR2Lysophosphatidic acid receptor Edg-4T39380SEA
    P43657LPAR6Lysophosphatidic acid receptor 6T13484SEA
    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
    Q99677LPAR4Lysophosphatidic acid receptor 4T58130SEA
    Q9UP65PLA2G4CCytosolic phospholipase A2 gammaT91113SEA
    P40394ADH7Alcohol dehydrogenase class IVT09770SEA
    Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
    O60603TLR2Toll-like receptor 2T82078SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T35734DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P34913EPHX2
    T35734DI0190Hypertension[ICD-11: BA00-BA04]P34913EPHX2
    T76369DI0335Peroxisomal disease[ICD-11: 5C57]P23141CES1
    T76369DI0398Synthesis disorder[ICD-11: 5C52-5C59]P23141CES1
    T11754DI0101Corneal disease[ICD-11: 9A76-9A78]O00519FAAH
    T06958DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P06746POLB
    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
    T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
    T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
    T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
    T82078DI0346Prostate cancer[ICD-11: 2C82]O60603TLR2

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