5-hydroxyectoine



Compound IDCDAMM00252
Common name5-hydroxyectoine
IUPAC name(5S,6S)-5-hydroxy-2-methyl-1,4,5,6-tetrahydropyrimidine-6-carboxylic acid
Molecular formulaC6H10N2O3

Experimental data

Retention time6.4
Adduct[M+H]+
Actual mz159.077
Theoretical mz159.076
Error3.65
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score8.02

Identifiers and class information

Inchi keyGHOKWGTUZJEAQD-ZETCQYMHSA-N
SmilesCC1=NCC(C(N1)C(=O)O)O
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds

Plant source

  • Tribulus terrestris 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)2
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-1
    Molecular weight (mol_MW)158.157
    Computed dipole moment(dipole)3.913
    Total solvent accessible surface area (SASA)358.521
    Hydrophobic component of SASA (FOSA)179.04
    Hydrophilic component of SASA (FISA)172.653
    Pie component of the SASA (PISA)6.827
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)553.634
    Number of hydrogen bond donors (donorHB)1.25
    Number of hydrogen bond acceptors (accptHB)3.45
    Free energy of solvation of dipole (dip^2/V)0.0276516
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0107587
    Globularity descriptor (glob)0.909493
    Predicted polarizability in cubic angstroms (QPpolrz)14.783
    Predicted hexadecane/gas partition coefficient (QPlogPC16)4.902
    Predicted octanol/gas partition coefficient (QPlogPoct)8.439
    Predicted water/gas partition coefficient (QPlogPw)6.59
    Predicted octanol/water partition coefficient (QPlogPo/w)0.685
    Predicted aqueous solubility (QPlogS)-1.453
    Conformation-independent predicted aqueous solubility (CIQPlogS)-1.338
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-1.222
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)57.84
    Predicted brain/blood partition coefficient (QPlogBB)-0.949
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)28.9
    Predicted skin permeability, log Kp (QPlogKp)-4.485
    PM3 calculated ionization potential (IP(ev))9.062
    PM3 calculated electron affinity (EA(eV))-0.245
    Number of likely metabolic reactions (#metab)3
    Prediction of binding to human serum albumin (QPlogKhsa)-0.708
    Predicted qualitative human oral absorption (HumanOralAbsorption)3
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)62.497
    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)94.284
    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
    P24046GABRR1GABA receptor rho-1 subunitT99665SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names

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