3-Epilitsenolide D1



Compound IDCDAMM02999
Common name3-Epilitsenolide D1
IUPAC name3-dodecylidene-4-hydroxy-5-methyloxolan-2-one
Molecular formulaC17H30O3

Experimental data

Retention time14.91
Adduct[M+H]+
Actual mz283.223
Theoretical mz283.226
Error12.63
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.6832

Identifiers and class information

Inchi keyNSMMPEJLOMMKCX-VYCBQPGPNA-N
SmilesO=C1OC(C)C(O)C1=CCCCCCCCCCCC
SuperclassOrganoheterocyclic compounds
ClassLactones

Plant source

  • Clitoria ternatea L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)1
    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)12
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)282.422
    Computed dipole moment(dipole)6.101
    Total solvent accessible surface area (SASA)667.92
    Hydrophobic component of SASA (FOSA)568.782
    Hydrophilic component of SASA (FISA)91.275
    Pie component of the SASA (PISA)7.863
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1136.2
    Number of hydrogen bond donors (donorHB)1
    Number of hydrogen bond acceptors (accptHB)4.7
    Free energy of solvation of dipole (dip^2/V)0.0327598
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0070368
    Globularity descriptor (glob)0.788396
    Predicted polarizability in cubic angstroms (QPpolrz)31.687
    Predicted hexadecane/gas partition coefficient (QPlogPC16)9.708
    Predicted octanol/gas partition coefficient (QPlogPoct)13.722
    Predicted water/gas partition coefficient (QPlogPw)5.448
    Predicted octanol/water partition coefficient (QPlogPo/w)3.809
    Predicted aqueous solubility (QPlogS)-4.762
    Conformation-independent predicted aqueous solubility (CIQPlogS)-3.263
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.993
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1350.03
    Predicted brain/blood partition coefficient (QPlogBB)-1.139
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)684.282
    Predicted skin permeability, log Kp (QPlogKp)-2.022
    PM3 calculated ionization potential (IP(ev))10.654
    PM3 calculated electron affinity (EA(eV))0.424
    Number of likely metabolic reactions (#metab)2
    Prediction of binding to human serum albumin (QPlogKhsa)0.27
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    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)59.836
    Number of nitrogen and oxygen atoms (#NandO)3
    Number of violations of Lipinski’s rule of five (RuleOfFive)0
    Number of violations of Jorgensen’s rule of three (RuleOfThree)0

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    P17612PRKACAcAMP-dependent protein kinase alpha-catalytic subunitT12808SEA
    P23141CES1Acyl coenzyme A:cholesterol acyltransferaseT76369SEA
    O00519FAAHAnandamide amidohydrolaseT11754SEA
    P30307CDC25CDual specificity phosphatase Cdc25CT40569SEA
    P06746POLBDNA polymerase beta (by homology)T06958SEA
    Q02156PRKCEProtein kinase C epsilonT00895SEA
    P30307CDC25CDual specificity phosphatase Cdc25CT40569SEA
    P30307CDC25CDual specificity phosphatase Cdc25CT40569SEA
    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
    T12808DI0279Muscular atrophy[ICD-11: 8B61]P17612PRKACA
    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
    T00895DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]Q02156PRKCE
    T00895DI0243Malaria[ICD-11: 1F40-1F45]Q02156PRKCE
    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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