Orbiculin E



Compound IDCDAMM00541
Common nameOrbiculin E
IUPAC name(4,5-diacetyloxy-7-benzoyloxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-12-yl) furan-3-carboxylate
Molecular formulaC31H36O10

Experimental data

Retention time3.36
Adduct[M+H]+
Actual mz569.241
Theoretical mz569.238
Error4.26
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score8.0266

Identifiers and class information

Inchi keyGAOKKLOHOKIMQT-HAYIALMWNA-N
SmilesO=C(OC1CC2C(OC(=O)C3=COC=C3)C4(OC2(C)C)C(C)CC(OC(=O)C)C(OC(=O)C)C14C)C=5C=CC=CC5
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)0
    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)6
    Number of reactive functional groups (#rtvFG)3
    Predicted central nervous system activity (CNS)-1
    Molecular weight (mol_MW)568.619
    Computed dipole moment(dipole)3.322
    Total solvent accessible surface area (SASA)807.389
    Hydrophobic component of SASA (FOSA)391.172
    Hydrophilic component of SASA (FISA)118.776
    Pie component of the SASA (PISA)297.441
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)1613.2
    Number of hydrogen bond donors (donorHB)0
    Number of hydrogen bond acceptors (accptHB)9.25
    Free energy of solvation of dipole (dip^2/V)0.0068416
    Index of cohesive interaction in solids (ACxDN^.5/SA)0
    Globularity descriptor (glob)0.8239
    Predicted polarizability in cubic angstroms (QPpolrz)57.394
    Predicted hexadecane/gas partition coefficient (QPlogPC16)15.972
    Predicted octanol/gas partition coefficient (QPlogPoct)24.513
    Predicted water/gas partition coefficient (QPlogPw)12.281
    Predicted octanol/water partition coefficient (QPlogPo/w)4.841
    Predicted aqueous solubility (QPlogS)-5.697
    Conformation-independent predicted aqueous solubility (CIQPlogS)-7.524
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.8
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)740.53
    Predicted brain/blood partition coefficient (QPlogBB)-0.965
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)357.554
    Predicted skin permeability, log Kp (QPlogKp)-2.085
    PM3 calculated ionization potential (IP(ev))9.763
    PM3 calculated electron affinity (EA(eV))0.52
    Number of likely metabolic reactions (#metab)2
    Prediction of binding to human serum albumin (QPlogKhsa)0.572
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)93.692
    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)136.36
    Number of nitrogen and oxygen atoms (#NandO)10
    Number of violations of Lipinski’s rule of five (RuleOfFive)1
    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
    P08183ABCB1P-glycoprotein 1T25258SwissTargetPrediction and SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1

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