CHEBI:17443 - L-homocitrulline

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name L-homocitrulline
ChEBI ID CHEBI:17443
ChEBI ASCII Name L-homocitrulline
Definition A L-lysine derivative that is L-lysine having a carbamoyl group at the N6-position. It is found in individuals with urea cycle disorders.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:13121, CHEBI:6244, CHEBI:21328
Supplier Information
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Formula C7H15N3O3
Net Charge 0
Average Mass 189.21242
InChI 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
InChIKey XIGSAGMEBXLVJJ-YFKPBYRVSA-N
SMILES N[C@@H](CCCCNC(N)=O)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
L-Homocitrulline KEGG COMPOUND
N(6)-(aminocarbonyl)-L-lysine ChemIDplus
Database Links Databases
C02427 KEGG COMPOUND
CPD-161 MetaCyc
HMDB00679 HMDB
View more database links
Registry Numbers Types Sources
1190-49-4 CAS Registry Number KEGG COMPOUND
1190-49-4 CAS Registry Number ChemIDplus
1726129 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
2432665 PubMed citation CiteXplore
2474087 PubMed citation CiteXplore
518684 PubMed citation CiteXplore
6821687 PubMed citation CiteXplore
901434 PubMed citation CiteXplore
901435 PubMed citation CiteXplore
Last Modified
23 October 2015