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CHEBI:17443 - L-homocitrulline

ChEBI IDCHEBI:17443
ChEBI NameL-homocitrulline
Stars
ASCII NameL-homocitrulline
DefinitionA L-lysine derivative that is L-lysine having a carbamoyl group at the N6-position. It is found in individuals with urea cycle disorders.
Secondary ChEBI IDsCHEBI:6244, CHEBI:13121, CHEBI:21328
Last Modified16 September 2019
DownloadsMolfile
FormulaC7H15N3O3
Net Charge0
Average Mass189.215
Monoisotopic Mass189.11134
SMILESNC(=O)NCCCC[C@H](N)C(=O)O
InChIInChI=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
InChIKeyXIGSAGMEBXLVJJ-YFKPBYRVSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
L-homocitrulline (CHEBI:17443) has role human metabolite (CHEBI:77746)
L-homocitrulline (CHEBI:17443) has role mouse metabolite (CHEBI:75771)
L-homocitrulline (CHEBI:17443) is a L-lysine derivative (CHEBI:25095)
L-homocitrulline (CHEBI:17443) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-homocitrulline (CHEBI:17443) is a ureas (CHEBI:47857)
L-homocitrulline (CHEBI:17443) is tautomer of L-homocitrulline zwitterion (CHEBI:58148)
Incoming Relation(s)
L-homocitrulline residue (CHEBI:144369) is substituent group from L-homocitrulline (CHEBI:17443)
L-homocitrulline zwitterion (CHEBI:58148) is tautomer of L-homocitrulline (CHEBI:17443)
IUPAC Names 
(2S)-2-amino-6-(carbamoylamino)hexanoic acid
N6-carbamoyl-L-lysine
Synonyms  Source
L-HomocitrullineKEGG COMPOUND
N(6)-(aminocarbonyl)-L-lysineChemIDplus
Manual XrefsDatabases
C02427KEGG COMPOUND
CPD-161MetaCyc
HMDB0000679HMDB
Registry NumbersSources
Reaxys:1726129Reaxys
CAS:1190-49-4ChemIDplus
CAS:1190-49-4KEGG COMPOUND
Citations