CHEBI:18040 - erythro-5-hydroxy-L-lysine

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ChEBI Name erythro-5-hydroxy-L-lysine
ChEBI ID CHEBI:18040
ChEBI ASCII Name erythro-5-hydroxy-L-lysine
Definition A 5-hydroxylysine consisting of L-lysine having an (R)-hydroxy group at the 5-position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:20576, CHEBI:43764, CHEBI:12132
Supplier Information
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Formula C6H14N2O3
Net Charge 0
Average Mass 162.18704
Monoisotopic Mass 162.100
InChI InChI=1S/C6H14N2O3/c7-3-4(9)1-2-5(8)6(10)11/h4-5,9H,1-3,7-8H2,(H,10,11)/t4-,5+/m1/s1
InChIKey YSMODUONRAFBET-UHNVWZDZSA-N
SMILES NC[C@H](O)CC[C@H](N)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): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing erythro-5-hydroxy-L-lysine (CHEBI:18040) has role human metabolite (CHEBI:77746)
erythro-5-hydroxy-L-lysine (CHEBI:18040) is a 5-hydroxylysine (CHEBI:60175)
erythro-5-hydroxy-L-lysine (CHEBI:18040) is a hydroxy-L-lysine (CHEBI:24661)
erythro-5-hydroxy-L-lysine (CHEBI:18040) is conjugate base of erythro-5-hydroxy-L-lysinium(1+) (CHEBI:58357)
Incoming erythro-5-hydroxy-L-lysinium(1+) (CHEBI:58357) is conjugate acid of erythro-5-hydroxy-L-lysine (CHEBI:18040)
IUPAC Name
(2S,5R)-2,6-diamino-5-hydroxyhexanoic acid
Synonyms Sources
(2S,5R)-5-hydroxylysine ChEBI
(5R)-5-Hydroxy-L-lysine KEGG COMPOUND
5-HYDROXYLYSINE PDBeChem
alpha,epsilon-diamino-delta-hydroxycaproic acid ChEBI
erythro-5-Hydroxy-L-lysine ChemIDplus
L-erythro-5-Hydroxylysine KEGG COMPOUND
L-normal-5-hydroxylysine ChEBI
Database Links Databases
C16741 KEGG COMPOUND
CPD-14226 MetaCyc
HMDB0000450 HMDB
LYZ PDBeChem
View more database links
Registry Numbers Types Sources
1190-94-9 CAS Registry Number KEGG COMPOUND
1190-94-9 CAS Registry Number ChemIDplus
1723696 Reaxys Registry Number Reaxys
Last Modified
23 October 2015
General Comment
2005-10-13 The only naturally occurring isomer of the four possible ones, and exclusive to collagen protein; forms by post-translational hydroxylation of lysine (Allevi and Anastasia, Tetrahedron Asymmetry, 11 (2000) 3151-3160).