CHEBI:27747 - L-homoarginine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name L-homoarginine
ChEBI ID CHEBI:27747
ChEBI ASCII Name L-homoarginine
Definition An L-lysine derivative that is the L-enantiomer of homoarginine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43266, CHEBI:5749, CHEBI:24605
Supplier Information
Download Molfile XML SDF
Formula C7H16N4O2
Net Charge 0
Average Mass 188.22750
Monoisotopic Mass 188.12733
InChI InChI=1S/C7H16N4O2/c8-5(6(12)13)3-1-2-4-11-7(9)10/h5H,1-4,8H2,(H,12,13)(H4,9,10,11)/t5-/m0/s1
InChIKey QUOGESRFPZDMMT-YFKPBYRVSA-N
SMILES N[C@@H](CCCCNC(N)=N)C(O)=O
Metabolite of Species Details
Rattus norvegicus (NCBI:txid10116) See: PubMed
Lathyrus cicera (NCBI:txid3856) See: PubMed
Lathyrus sativus (NCBI:txid3860) See: PubMed
Trypanosoma brucei brucei (NCBI:txid5702) of strain WT427 See: MetaboLights Study
Trypanosoma brucei brucei (NCBI:txid5702) of strain WT427 See: PubMed
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): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
EC 3.1.3.1 (alkaline phosphatase) inhibitor
An EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor that interferes with the action of alkaline phosphatase (EC 3.1.3.1).
xenobiotic metabolite
Any metabolite produced by metabolism of a xenobiotic compound.
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
Application(s): biomarker
A substance used as an indicator of a biological state.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-homoarginine (CHEBI:27747) has role biomarker (CHEBI:59163)
L-homoarginine (CHEBI:27747) has role EC 3.1.3.1 (alkaline phosphatase) inhibitor (CHEBI:63332)
L-homoarginine (CHEBI:27747) has role human metabolite (CHEBI:77746)
L-homoarginine (CHEBI:27747) has role rat metabolite (CHEBI:86264)
L-homoarginine (CHEBI:27747) has role xenobiotic metabolite (CHEBI:76206)
L-homoarginine (CHEBI:27747) is a L-lysine derivative (CHEBI:25095)
L-homoarginine (CHEBI:27747) is a homoarginine (CHEBI:24606)
L-homoarginine (CHEBI:27747) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-homoarginine (CHEBI:27747) is conjugate base of L-homoarginine(1+) (CHEBI:143006)
Incoming L-homoarginine(1+) (CHEBI:143006) is conjugate acid of L-homoarginine (CHEBI:27747)
IUPAC Name
N6-carbamimidoyl-L-lysine
Synonyms Sources
Homo-L-arginine HMDB
Homoarginine KEGG COMPOUND
L-N6-amidinolysine ChemIDplus
N6-(Aminoiminomethyl)-L-lysine HMDB
N6-amidino-L-Lysine HMDB
N6-amidino-Lysine HMDB
Manual Xrefs Databases
C00001364 KNApSAcK
C01924 KEGG COMPOUND
DB03974 DrugBank
HMDB0000670 HMDB
HRG PDBeChem
View more database links
Registry Numbers Types Sources
156-86-5 CAS Registry Number KEGG COMPOUND
156-86-5 CAS Registry Number ChemIDplus
1726127 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12768501 PubMed citation Europe PMC
18802314 PubMed citation Europe PMC
21737361 PubMed citation Europe PMC
25153574 PubMed citation Europe PMC
25474016 PubMed citation Europe PMC
25618752 PubMed citation Europe PMC
25647833 PubMed citation Europe PMC
25746168 PubMed citation Europe PMC
25792110 PubMed citation Europe PMC
25820767 PubMed citation Europe PMC
25828044 PubMed citation Europe PMC
25832546 PubMed citation Europe PMC
25894888 PubMed citation Europe PMC
25957527 PubMed citation Europe PMC
26031828 PubMed citation Europe PMC
26055922 PubMed citation Europe PMC
26077714 PubMed citation Europe PMC
26210755 PubMed citation Europe PMC
26562034 PubMed citation Europe PMC
26573540 PubMed citation Europe PMC
26676627 PubMed citation Europe PMC
6174211 PubMed citation Europe PMC
6186121 PubMed citation Europe PMC
6191705 PubMed citation Europe PMC
7518015 PubMed citation Europe PMC
Last Modified
14 February 2019