Dioxindole-3-acetic acid



Compound IDCDAMM00462
Common nameDioxindole-3-acetic acid
IUPAC name2-(3-hydroxy-2-oxo-1H-indol-3-yl)acetic acid
Molecular formulaC10H9NO4

Experimental data

Retention time9.32
Adduct[M+H]+
Actual mz208.061
Theoretical mz208.06
Error1.08
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.4848

Identifiers and class information

Inchi keyMHLHEINWUCSPTL-UHFFFAOYNA-N
SmilesO=C(O)CC1(O)C(O)=NC=2C=CC=CC21
SuperclassOrganoheterocyclic compounds
ClassIndoles and derivatives

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)1
    Number of non-conjugated amide groups (#amide)0
    Number of rotatable bonds (#rotor)3
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)207.185
    Computed dipole moment(dipole)5.359
    Total solvent accessible surface area (SASA)390.083
    Hydrophobic component of SASA (FOSA)35.588
    Hydrophilic component of SASA (FISA)197.475
    Pie component of the SASA (PISA)157.02
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)639.494
    Number of hydrogen bond donors (donorHB)2
    Number of hydrogen bond acceptors (accptHB)4.25
    Free energy of solvation of dipole (dip^2/V)0.0449012
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.015408
    Globularity descriptor (glob)0.920235
    Predicted polarizability in cubic angstroms (QPpolrz)19.012
    Predicted hexadecane/gas partition coefficient (QPlogPC16)7.324
    Predicted octanol/gas partition coefficient (QPlogPoct)12.04
    Predicted water/gas partition coefficient (QPlogPw)9.523
    Predicted octanol/water partition coefficient (QPlogPo/w)0.814
    Predicted aqueous solubility (QPlogS)-1.633
    Conformation-independent predicted aqueous solubility (CIQPlogS)-2.276
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-1.764
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)33.639
    Predicted brain/blood partition coefficient (QPlogBB)-1.172
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)16.087
    Predicted skin permeability, log Kp (QPlogKp)-4.318
    PM3 calculated ionization potential (IP(ev))9.302
    PM3 calculated electron affinity (EA(eV))0.557
    Number of likely metabolic reactions (#metab)2
    Prediction of binding to human serum albumin (QPlogKhsa)-0.652
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)59.039
    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)109.166
    Number of nitrogen and oxygen atoms (#NandO)5
    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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