(-)-Loliolide



Compound IDCDAMM00315
Common name(-)-Loliolide
IUPAC name(6S,7aR)-6-hydroxy-4,4,7a-trimethyl-6,7-dihydro-5H-1-benzofuran-2-one
Molecular formulaC11H16O3

Experimental data

Retention time41.354
Adduct[M+H]+
Actual mz197.117
Theoretical mz197.117
Error1.11
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.09

Identifiers and class information

Inchi keyXEVQXKKKAVVSMW-SMLPMWDWNA-N
SmilesO=C1OC2(C(=C1)C(C)(C)CC(O)C2)C
SuperclassOrganoheterocyclic compounds
ClassBenzofurans

Plant source

  • Pedalium murex 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)1
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)0
    Molecular weight (mol_MW)196.246
    Computed dipole moment(dipole)7.789
    Total solvent accessible surface area (SASA)391.819
    Hydrophobic component of SASA (FOSA)265.177
    Hydrophilic component of SASA (FISA)101.527
    Pie component of the SASA (PISA)25.115
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)670.368
    Number of hydrogen bond donors (donorHB)1
    Number of hydrogen bond acceptors (accptHB)4.7
    Free energy of solvation of dipole (dip^2/V)0.0905041
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0119953
    Globularity descriptor (glob)0.945414
    Predicted polarizability in cubic angstroms (QPpolrz)20.272
    Predicted hexadecane/gas partition coefficient (QPlogPC16)6.04
    Predicted octanol/gas partition coefficient (QPlogPoct)11.33
    Predicted water/gas partition coefficient (QPlogPw)7.397
    Predicted octanol/water partition coefficient (QPlogPo/w)0.939
    Predicted aqueous solubility (QPlogS)-1.816
    Conformation-independent predicted aqueous solubility (CIQPlogS)-1.658
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.535
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1079.25
    Predicted brain/blood partition coefficient (QPlogBB)-0.254
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)537.218
    Predicted skin permeability, log Kp (QPlogKp)-3.206
    PM3 calculated ionization potential (IP(ev))10.527
    PM3 calculated electron affinity (EA(eV))0.336
    Number of likely metabolic reactions (#metab)1
    Prediction of binding to human serum albumin (QPlogKhsa)-0.4
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)86.729
    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)59.352
    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

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names

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