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
Download Molfile XML SDF
Formula C7H15N3O3
Net Charge 0
Average Mass 189.21242
Monoisotopic Mass 189.11134
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 base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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).
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 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 Sources
L-Homocitrulline KEGG COMPOUND
N(6)-(aminocarbonyl)-L-lysine ChemIDplus
Manual Xrefs Databases
C02427 KEGG COMPOUND
CPD-161 MetaCyc
HMDB0000679 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 Europe PMC
2474087 PubMed citation Europe PMC
518684 PubMed citation Europe PMC
6821687 PubMed citation Europe PMC
901434 PubMed citation Europe PMC
901435 PubMed citation Europe PMC
Last Modified
16 September 2019