CHEBI:18347 - L-norleucine

ChEBI IDCHEBI:18347
ChEBI NameL-norleucine
Stars
ASCII NameL-norleucine
DefinitionA non-proteinogenic L-α-amino acid comprising hexanoic acid carrying an amino group at C-2. It does not occur naturally.
Secondary ChEBI IDsCHEBI:6276, CHEBI:13055, CHEBI:21204, CHEBI:44357, CHEBI:44414, CHEBI:44556
Last Modified25 September 2023
DownloadsMolfile
FormulaC6H13NO2
Net Charge0
Average Mass131.175
Monoisotopic Mass131.09463
SMILESCCCC[C@H](N)C(=O)O
InChIInChI=1S/C6H13NO2/c1-2-3-4-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m0/s1
InChIKeyLRQKBLKVPFOOQJ-YFKPBYRVSA-N
Wikipedia
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 Role:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
Application:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
ChEBI Ontology
Outgoing Relation(s)
L-norleucine (CHEBI:18347) has role antimalarial (CHEBI:38068)
L-norleucine (CHEBI:18347) is a 2-aminohexanoic acid (CHEBI:36405)
L-norleucine (CHEBI:18347) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-norleucine (CHEBI:18347) is conjugate acid of L-2-aminohexanoate (CHEBI:21203)
L-norleucine (CHEBI:18347) is enantiomer of D-norleucine (CHEBI:42101)
L-norleucine (CHEBI:18347) is tautomer of L-2-aminohexanoic acid zwitterion (CHEBI:58455)
Incoming Relation(s)
(S)-2-amino-6-boronohexanoic acid (CHEBI:40520) has functional parent L-norleucine (CHEBI:18347)
L-2-aminohexanoate (CHEBI:21203) is conjugate base of L-norleucine (CHEBI:18347)
D-norleucine (CHEBI:42101) is enantiomer of L-norleucine (CHEBI:18347)
L-2-aminohexanoic acid zwitterion (CHEBI:58455) is tautomer of L-norleucine (CHEBI:18347)
IUPAC Names 
(2S)-2-aminohexanoic acid
L-norleucine
Synonyms  Source
2-Aminocaproic acidChemIDplus
2-amino-hexanoic acidChEMBL
2-Aminohexanoic acidChemIDplus
CaprineChemIDplus
GlycoleucineChemIDplus
Hexanoic acid, 2-amino-, (s)-ChEMBL
Manual XrefsDatabases
C01933KEGG COMPOUND
DB04419DrugBank
HMDB0001645HMDB
L-2-AMINOHEXANOATEMetaCyc
LMFA01100042LIPID MAPS
NLEPDBeChem
NorleucineWikipedia
Registry NumbersSources
Beilstein:1721750Beilstein
Reaxys:1721750Reaxys
Gmelin:261032Gmelin
Beilstein:5241165Beilstein
CAS:327-57-1NIST Chemistry WebBook
CAS:327-57-1ChemIDplus
CAS:327-57-1ChemIDplus
CAS:327-57-1KEGG COMPOUND
CAS:327-57-1NIST Chemistry WebBook
Citations