Homocitrulline



Compound IDCDAMM00314
Common nameHomocitrulline
IUPAC name(2S)-2-amino-6-(carbamoylamino)hexanoic acid
Molecular formulaC7H15N3O3

Experimental data

Retention time30.76
Adduct[M+H]+
Actual mz190.123
Theoretical mz190.119
Error20.94
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.03

Identifiers and class information

Inchi keyXIGSAGMEBXLVJJ-YFKPBYRVSA-N
SmilesO=C(N)NCCCCC(N)C(=O)O
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Plant source

  • Pedalium murex L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)3
    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)1
    Number of rotatable bonds (#rotor)7
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)189.214
    Computed dipole moment(dipole)10.465
    Total solvent accessible surface area (SASA)430.299
    Hydrophobic component of SASA (FOSA)147.909
    Hydrophilic component of SASA (FISA)282.39
    Pie component of the SASA (PISA)0
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)681.048
    Number of hydrogen bond donors (donorHB)6
    Number of hydrogen bond acceptors (accptHB)5
    Free energy of solvation of dipole (dip^2/V)0.1608
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0284627
    Globularity descriptor (glob)0.869988
    Predicted polarizability in cubic angstroms (QPpolrz)16.607
    Predicted hexadecane/gas partition coefficient (QPlogPC16)7.737
    Predicted octanol/gas partition coefficient (QPlogPoct)18.931
    Predicted water/gas partition coefficient (QPlogPw)17.461
    Predicted octanol/water partition coefficient (QPlogPo/w)-3.699
    Predicted aqueous solubility (QPlogS)0.676
    Conformation-independent predicted aqueous solubility (CIQPlogS)0.565
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-1.18
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.687
    Predicted brain/blood partition coefficient (QPlogBB)-1.947
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.535
    Predicted skin permeability, log Kp (QPlogKp)-8.114
    PM3 calculated ionization potential (IP(ev))9.59
    PM3 calculated electron affinity (EA(eV))-1.029
    Number of likely metabolic reactions (#metab)4
    Prediction of binding to human serum albumin (QPlogKhsa)-1.397
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)0
    Solvent-accessible surface area of fluorine atoms (SAFluorine)0
    Solvent-accessible surface area of amide oxygen atoms (SAamideO)35.365
    Van der Waals surface area (PSA)139.604
    Number of nitrogen and oxygen atoms (#NandO)6
    Number of violations of Lipinski’s rule of five (RuleOfFive)1
    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
    P29475NOS1Nitric-oxide synthase, brainT16117SEA
    P35228NOS2Nitric oxide synthase, inducibleT02703SEA
    P29474NOS3Nitric-oxide synthase, endothelialT06046SEA
    O00222GRM8Metabotropic glutamate receptor 8T77548SEA
    Q9NTG7SIRT3NAD-dependent deacetylase sirtuin 3T91959SEA
    Q8IXJ6SIRT2NAD-dependent deacetylase sirtuin 2T83904SEA
    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
    Q9H4A4RNPEPAminopeptidase BT57818SEA
    P11926ODC1Ornithine decarboxylaseT60366SEA
    Q01650SLC7A5L-type amino acid transporter 1 (by homology)T48330SEA
    O14746TERTTelomerase reverse transcriptaseT86052SEA
    Q9UHL4DPP7Dipeptidyl peptidase IIT50773SEA
    P08263GSTA1Glutathione S-transferase A1T17221SEA
    Q6P179ERAP2Endoplasmic reticulum aminopeptidase 2T65818SEA
    Q9ULA0DNPEPAspartyl aminopeptidaseT45287SEA
    Q16581C3AR1C3a anaphylatoxin chemotactic receptorT30219SEA
    Q99873PRMT1Protein-arginine N-methyltransferase 1T16808SEA
    P05089ARG1Arginase-1 (by homology)T63224SEA
    Q9UPY5SLC7A11Cystine/glutamate transporterT11615SEA
    Q15109AGERAdvanced glycosylation end product receptorT07400SEA
    Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA
    Q6V1X1DPP8Dipeptidyl peptidase VIIIT15855SEA
    P09958FURHUMAN dibasic-processing enzymeT98945SEA
    Q9GZQ6NPFFR1Neuropeptide FF receptor 1T79780SEA
    Q9Y5X5NPFFR2Neuropeptide FF receptor 2T90818SEA
    Q9Y4G9PCSK6Proprotein convertase subtilisin/kexin type 6T86503SEA
    P00480OTCOrnithine transcarbamylaseT52098SEA
    P42263GRIA3Glutamate receptor AMPA 3T62391SEA
    Q16348PEPT2Solute carrier family 15 member 2T52067SEA
    Q6ZQN7SLCO4C1Organic anion transporter M1T36053SEA
    Q9NXA8SIRT5NAD-dependent deacetylase sirtuin-5T91940SEA
    Q9BX92CFBComplement factor BT66011SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T16117DI0173Headache[ICD-11: 8A80-8A84]P29475NOS1
    T16117DI0264Migraine[ICD-11: 8A80]P29475NOS1
    T02703DI0083Chronic kidney disease[ICD-11: GB61]P35228NOS2
    T02703DI0320Osteoarthritis[ICD-11: FA00-FA05]P35228NOS2
    T02703DI0375Sepsis[ICD-11: 1G40-1G41]P35228NOS2
    T02703DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P35228NOS2
    T06046DI0287Myocardial infarction[ICD-11: BA41-BA43]P29474NOS3
    T83904DI0365Retinopathy[ICD-11: 9B71]Q8IXJ6SIRT2
    T73495DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P39086GRIK1
    T73495DI0396Substance abuse[ICD-11: 6C40]P39086GRIK1
    T33584DI0298Neuropathy[ICD-11: 8C0Z]P42261GRIA1
    T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
    T86052DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]O14746TERT
    T86052DI0284Myelodysplastic syndrome[ICD-11: 2A37]O14746TERT
    T86052DI0326Pancreatic cancer[ICD-11: 2C10]O14746TERT
    T45287DI0190Hypertension[ICD-11: BA00-BA04]Q9ULA0DNPEP
    T16808DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q99873PRMT1
    T63224DI0258Metabolism inborn error[ICD-11: 5C50]P05089ARG1
    T11615DI0054Body-focused behaviour disorder[ICD-11: 6B25]Q9UPY5SLC7A11
    T07400DI0025Alzheimer disease[ICD-11: 8A20]Q15109AGER
    T07400DI0083Chronic kidney disease[ICD-11: GB61]Q15109AGER
    T07400DI0115Dementia[ICD-11: 6D80-6D8Z]Q15109AGER
    T07400DI0196Hypotension[ICD-11: BA20-BA21]Q15109AGER
    T97071DI0122Diagnostic imaging[ICD-11: N.A.]Q04609FOLH1
    T97071DI0346Prostate cancer[ICD-11: 2C82]Q04609FOLH1
    T15855DI0300Neutropenia[ICD-11: 4B00]Q6V1X1DPP8
    T98945DI0263Middle East Respiratory Syndrome[ICD-11: 1D64]P09958FUR
    T52098DI0258Metabolism inborn error[ICD-11: 5C50]P00480OTC
    T62391DI0298Neuropathy[ICD-11: 8C0Z]P42263GRIA3
    T36053DI0068Cardiac arrhythmia[ICD-11: BC9Z]Q6ZQN7SLCO4C1
    T36053DI0175Heart failure[ICD-11: BD10-BD1Z]Q6ZQN7SLCO4C1
    T66011DI0170Haemolytic anemia[ICD-11: 3A20-3A2Z]Q9BX92CFB

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