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Showing Compound Homocitrulline (FDB022178)

Record Information
Version1.0
Creation date2011-09-21 00:09:37 UTC
Update date2015-10-09 22:29:21 UTC
Primary IDFDB022178
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameHomocitrulline
DescriptionHomocitrulline belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Homocitrulline has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make homocitrulline a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Homocitrulline.
CAS Number1190-49-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
N(6)-(Aminocarbonyl)-L-lysineChEBI
Homo-L-citrullineHMDB
L-HomocitrullineHMDB
N-e-Carbamyl-L-lysineHMDB
N-epsilon-Carbamyl-L-lysineHMDB
N6-Carbamoyl-L-lysineHMDB
N6-Carbamoyl-lysineHMDB
Ureidocaproic acidHMDB
(S)-2-Amino-6-ureidohexanoic acidHMDB
N-Ε-carbamyl-L-lysineHMDB
N6-(Aminocarbonyl)-L-lysineHMDB
HomocitrullineMeSH
N6-carbamoyl-L-Lysinehmdb
N6-carbamoyl-Lysinehmdb
Predicted Properties
PropertyValueSource
Water Solubility12.1 g/LALOGPS
logP-3.1ALOGPS
logP-3.5ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)2.35ChemAxon
pKa (Strongest Basic)9.53ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area118.44 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity45.93 m³·mol⁻¹ChemAxon
Polarizability19.49 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC7H15N3O3
IUPAC name(2S)-2-amino-6-(carbamoylamino)hexanoic acid
InChI IdentifierInChI=1S/C7H15N3O3/c8-5(6(11)12)3-1-2-4-10-7(9)13/h5H,1-4,8H2,(H,11,12)(H3,9,10,13)/t5-/m0/s1
InChI KeyXIGSAGMEBXLVJJ-YFKPBYRVSA-N
Isomeric SMILESN[C@@H](CCCCNC(N)=O)C(O)=O
Average Molecular Weight189.2123
Monoisotopic Molecular Weight189.111341361
Classification
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Medium-chain fatty acid
  • Amino fatty acid
  • Fatty acyl
  • Fatty acid
  • Carbonic acid derivative
  • Amino acid
  • Urea
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSHomocitrulline, non-derivatized, GC-MS Spectrumsplash10-00di-0900000000-74fcbf67e1025457671aSpectrum
GC-MSHomocitrulline, non-derivatized, GC-MS Spectrumsplash10-00di-0900000000-74fcbf67e1025457671aSpectrum
Predicted GC-MSHomocitrulline, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-9100000000-560475aa29e1d94e59aaSpectrum
Predicted GC-MSHomocitrulline, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-006x-9700000000-ef60915445de08613bb1Spectrum
Predicted GC-MSHomocitrulline, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSHomocitrulline, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSHomocitrulline, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSHomocitrulline, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSHomocitrulline, TMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSHomocitrulline, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSHomocitrulline, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSHomocitrulline, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSHomocitrulline, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-00di-1900000000-adcca2902e0538d46b162012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-001i-9200000000-1fb814f74322670c53a22012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-053r-9000000000-0940c0b18cf743baf3672012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-001i-9100000000-cc77b5afd311cbae0fa82021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-053r-9000000000-a0189e6f8078c6ffa5202021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0002-9300000000-ece511f06e8ad89964562021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-054k-9000000000-6fc6f1f7981d8d290c042021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-01ox-2930000000-fb8aea8c8cb6fa1f69802021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0005-4900000000-9d6c42dcd46ed350e0d62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-28a7ec59b0224b2b10442021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0pir-8900000000-ebaf5608fe25e11a4a6f2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0a4i-9000000000-766ff7efc90e65dc3cc42021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0002-1900000000-4a46de28055906c905e42021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0005-7900000000-cf282e5450dc67e5a74e2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-01ox-1950000000-5b126d209e94f7a29c4e2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-003r-9600000000-8bc13bf563ece5c338742021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00b9-1900000000-db388565404b40f99df52021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a59-9000000000-c3763a240b1b1a1329f52021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00fr-1900000000-853bd3fba3289e99c3422021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006y-0900000000-8e7e33c59412f835b2c52017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fam-4900000000-32c82cff8160c02dccef2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9000000000-ce7fde8e34720158c0b22017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002n-3900000000-9f2e58f8c995982ec6ad2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002e-4900000000-5bdd3f534ea48aaaccb72017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-04f0b7eb9d2e035a6fa22017-09-01View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, D2O, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
ChemSpider ID58582
ChEMBL IDNot Available
KEGG Compound IDC02427
Pubchem Compound ID65072
Pubchem Substance IDNot Available
ChEBI ID17443
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00679
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference