Showing metabocard for Homocitrulline (BMDB0000679)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:34:48 UTC
Update Date2020-05-11 20:37:34 UTC
BMDB IDBMDB0000679
Secondary Accession Numbers
  • BMDB00679
Metabolite Identification
Common 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. Based on a literature review a significant number of articles have been published on Homocitrulline.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
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
Chemical FormulaC7H15N3O3
Average Molecular Weight189.2123
Monoisotopic Molecular Weight189.111341361
IUPAC Name(2S)-2-amino-6-(carbamoylamino)hexanoic acid
Traditional Namehomocitrulline
CAS Registry Number1190-49-4
SMILES
N[C@@H](CCCCNC(N)=O)C(O)=O
InChI Identifier
InChI=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
Chemical Taxonomy
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
StatusDetected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point211 - 212 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility600 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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 FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Liver
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000679
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022178
KNApSAcK IDC00052314
Chemspider ID58582
KEGG Compound IDC02427
BioCyc IDCPD-161
BiGG IDNot Available
Wikipedia LinkHomocitrulline
METLIN ID46
PubChem Compound65072
PDB IDNot Available
ChEBI ID17443
References
Synthesis ReferenceStark, George R. Reactions of cyanate with functional groups of proteins. III. Reactions with amino and carboxyl groups. Biochemistry (1965), 4(6), 1030-6.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available