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

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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

Average Mass

162.18704

Monoisotopic Mass

162.10044

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 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).

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

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).