8-Acetylegelolide



Compound IDCDAMM00490
Common name8-Acetylegelolide
IUPAC name(9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.02,6]trideca-1(13),10-dien-7-yl) acetate
Molecular formulaC16H20O6

Experimental data

Retention time0.51
Adduct[M+H]+
Actual mz309.132
Theoretical mz309.133
Error3.16
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.8064

Identifiers and class information

Inchi keyKOUVNGDGNNAPQW-UHFFFAOYNA-N
SmilesO=C(OC1CC(O)(C2=COC(=C2C3OC(=O)C(C)C31)C)C)C
SuperclassOrganoheterocyclic compounds
ClassCycloheptafurans

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)2
    Number of reactive functional groups (#rtvFG)2
    Predicted central nervous system activity (CNS)0
    Molecular weight (mol_MW)308.33
    Computed dipole moment(dipole)3.831
    Total solvent accessible surface area (SASA)512.83
    Hydrophobic component of SASA (FOSA)351.119
    Hydrophilic component of SASA (FISA)115.533
    Pie component of the SASA (PISA)46.177
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)941.609
    Number of hydrogen bond donors (donorHB)1
    Number of hydrogen bond acceptors (accptHB)6.25
    Free energy of solvation of dipole (dip^2/V)0.0155883
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0121873
    Globularity descriptor (glob)0.905953
    Predicted polarizability in cubic angstroms (QPpolrz)30.686
    Predicted hexadecane/gas partition coefficient (QPlogPC16)8.569
    Predicted octanol/gas partition coefficient (QPlogPoct)14.84
    Predicted water/gas partition coefficient (QPlogPw)9.233
    Predicted octanol/water partition coefficient (QPlogPo/w)1.89
    Predicted aqueous solubility (QPlogS)-3.154
    Conformation-independent predicted aqueous solubility (CIQPlogS)-3.224
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.274
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)794.874
    Predicted brain/blood partition coefficient (QPlogBB)-0.496
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)385.997
    Predicted skin permeability, log Kp (QPlogKp)-3.294
    PM3 calculated ionization potential (IP(ev))9.219
    PM3 calculated electron affinity (EA(eV))-0.278
    Number of likely metabolic reactions (#metab)5
    Prediction of binding to human serum albumin (QPlogKhsa)-0.061
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)89.919
    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)99.36
    Number of nitrogen and oxygen atoms (#NandO)6
    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
    P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
    T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1

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