L-Hypoglycin A



Compound IDCDAMM01850
Common nameL-Hypoglycin A
IUPAC name2-amino-3-(2-methylidenecyclopropyl)propanoic acid
Molecular formulaC7H11NO2

Experimental data

Retention time5.6
Adduct[M+H]+
Actual mz142.087
Theoretical mz142.086
Error6.5
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.6299

Identifiers and class information

Inchi keyOOJZCXFXPZGUBJ-UHFFFAOYNA-N
SmilesO=C(O)C(N)CC1C(=C)C1
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Plant source

  • Curcuma longa L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)0
    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)4
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-1
    Molecular weight (mol_MW)141.169
    Computed dipole moment(dipole)7.008
    Total solvent accessible surface area (SASA)356.182
    Hydrophobic component of SASA (FOSA)185.752
    Hydrophilic component of SASA (FISA)136.477
    Pie component of the SASA (PISA)33.953
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)562.377
    Number of hydrogen bond donors (donorHB)3
    Number of hydrogen bond acceptors (accptHB)3
    Free energy of solvation of dipole (dip^2/V)0.0873372
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0145885
    Globularity descriptor (glob)0.925077
    Predicted polarizability in cubic angstroms (QPpolrz)14.108
    Predicted hexadecane/gas partition coefficient (QPlogPC16)5.489
    Predicted octanol/gas partition coefficient (QPlogPoct)11.15
    Predicted water/gas partition coefficient (QPlogPw)8.202
    Predicted octanol/water partition coefficient (QPlogPo/w)-1.54
    Predicted aqueous solubility (QPlogS)-0.443
    Conformation-independent predicted aqueous solubility (CIQPlogS)0.213
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-1.825
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)31.783
    Predicted brain/blood partition coefficient (QPlogBB)-0.342
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)16.738
    Predicted skin permeability, log Kp (QPlogKp)-5.594
    PM3 calculated ionization potential (IP(ev))10.339
    PM3 calculated electron affinity (EA(eV))-0.477
    Number of likely metabolic reactions (#metab)5
    Prediction of binding to human serum albumin (QPlogKhsa)-0.805
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)44.817
    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)72.319
    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
    P04181OATOrnithine aminotransferase, mitochondrialT62073SEA
    O00222GRM8Metabotropic glutamate receptor 8T77548SEA
    P43005SLC1A1Excitatory amino acid transporter 3T31721SEA
    P39086GRIK1Glutamate receptor ionotropic kainate 1T73495SEA
    Q13002GRIK2Glutamate receptor ionotropic kainate 2T58178SEA
    O15303GRM6Metabotropic glutamate receptor 6T55956SEA
    P42261GRIA1Glutamate receptor ionotropic, AMPA 1T33584SEA
    Q16478GRIK5Glutamate receptor ionotropic kainate 5T87930SEA
    Q13003GRIK3Glutamate receptor ionotropic kainate 3T68876SEA
    P42262GRIA2Glutamate receptor ionotropic, AMPA 2T42392SEA
    P07101THTyrosine 3-hydroxylaseT62390SEA
    Q16719KYNUKynureninaseT99912SEA
    Q01650SLC7A5L-type amino acid transporter 1 (by homology)T48330SEA
    Q9UPY5SLC7A11Cystine/glutamate transporterT11615SEA
    P42263GRIA3Glutamate receptor AMPA 3T62391SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T73495DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P39086GRIK1
    T73495DI0396Substance abuse[ICD-11: 6C40]P39086GRIK1
    T33584DI0298Neuropathy[ICD-11: 8C0Z]P42261GRIA1
    T42392DI0298Neuropathy[ICD-11: 8C0Z]P42262GRIA2
    T62390DI0019Adrenomedullary hyperfunction[ICD-11: 5A75]P07101TH
    T62390DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P07101TH
    T99912DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q16719KYNU
    T99912DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q16719KYNU
    T11615DI0054Body-focused behaviour disorder[ICD-11: 6B25]Q9UPY5SLC7A11
    T62391DI0298Neuropathy[ICD-11: 8C0Z]P42263GRIA3

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