(2S,3S)-2,3-dihydro-3-hydroxyanthranilic acid



Compound IDCDAMM00304
Common name(2S,3S)-2,3-dihydro-3-hydroxyanthranilic acid
IUPAC name(5S,6S)-6-amino-5-hydroxycyclohexa-1,3-diene-1-carboxylic acid
Molecular formulaC7H9NO3

Experimental data

Retention time12.333
Adduct[M+H]+
Actual mz156.066
Theoretical mz156.066
Error0.12
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.23

Identifiers and class information

Inchi keyXBTXTLKLSHACSS-WDSKDSINSA-N
SmilesO=C(O)C1=CC=CC(O)C1N
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds

Plant source

  • Pedalium murex L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)1
    Number of non-conjugated amine groups (#amine)1
    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)-1
    Molecular weight (mol_MW)155.153
    Computed dipole moment(dipole)7.871
    Total solvent accessible surface area (SASA)343.368
    Hydrophobic component of SASA (FOSA)35.029
    Hydrophilic component of SASA (FISA)198.862
    Pie component of the SASA (PISA)109.477
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)533.927
    Number of hydrogen bond donors (donorHB)3
    Number of hydrogen bond acceptors (accptHB)3.7
    Free energy of solvation of dipole (dip^2/V)0.116019
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0186639
    Globularity descriptor (glob)0.926956
    Predicted polarizability in cubic angstroms (QPpolrz)14.333
    Predicted hexadecane/gas partition coefficient (QPlogPC16)6.174
    Predicted octanol/gas partition coefficient (QPlogPoct)12.468
    Predicted water/gas partition coefficient (QPlogPw)10.019
    Predicted octanol/water partition coefficient (QPlogPo/w)-2.229
    Predicted aqueous solubility (QPlogS)-0.404
    Conformation-independent predicted aqueous solubility (CIQPlogS)-0.229
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.155
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)8.139
    Predicted brain/blood partition coefficient (QPlogBB)-0.762
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)3.839
    Predicted skin permeability, log Kp (QPlogKp)-6.573
    PM3 calculated ionization potential (IP(ev))9.583
    PM3 calculated electron affinity (EA(eV))0.795
    Number of likely metabolic reactions (#metab)3
    Prediction of binding to human serum albumin (QPlogKhsa)-0.855
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)30.194
    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)97.793
    Number of nitrogen and oxygen atoms (#NandO)4
    Number of violations of Lipinski’s rule of five (RuleOfFive)0
    Number of violations of Jorgensen’s rule of three (RuleOfThree)1

    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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