CHEBI:18019 - L-lysine

ChEBI IDCHEBI:18019
ChEBI NameL-lysine
Stars
ASCII NameL-lysine
DefinitionAn L-α-amino acid; the L-isomer of lysine.
Secondary ChEBI IDsCHEBI:6264, CHEBI:13135, CHEBI:21351, CHEBI:43950
Last Modified8 April 2024
DownloadsMolfile
FormulaC6H14N2O2
Net Charge0
Average Mass146.190
Monoisotopic Mass146.10553
SMILESNCCCC[C@H](N)C(=O)O
InChIInChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1
InChIKeyKDXKERNSBIXSRK-YFKPBYRVSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562)
- PubMed (24831709)
- PubMed (21988831)
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24831709)
Homo sapiens (ncbitaxon:9606) - PubMed (25899098)
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
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).
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 Roles:
micronutrient  Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions.
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
algal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Daphnia magna metabolite  A Daphnia metabolite produced by the species Daphnia magna.
Applications:
anticonvulsant  A drug used to prevent seizures or reduce their severity.
nutraceutical  A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
ChEBI Ontology
Outgoing Relation(s)
L-lysine (CHEBI:18019) has role Escherichia coli metabolite (CHEBI:76971)
L-lysine (CHEBI:18019) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
L-lysine (CHEBI:18019) has role algal metabolite (CHEBI:84735)
L-lysine (CHEBI:18019) has role anticonvulsant (CHEBI:35623)
L-lysine (CHEBI:18019) has role human metabolite (CHEBI:77746)
L-lysine (CHEBI:18019) has role micronutrient (CHEBI:27027)
L-lysine (CHEBI:18019) has role mouse metabolite (CHEBI:75771)
L-lysine (CHEBI:18019) has role nutraceutical (CHEBI:50733)
L-lysine (CHEBI:18019) has role plant metabolite (CHEBI:76924)
L-lysine (CHEBI:18019) is a L-α-amino acid (CHEBI:15705)
L-lysine (CHEBI:18019) is a aspartate family amino acid (CHEBI:22658)
L-lysine (CHEBI:18019) is a lysine (CHEBI:25094)
L-lysine (CHEBI:18019) is a proteinogenic amino acid (CHEBI:83813)
L-lysine (CHEBI:18019) is conjugate acid of L-lysinate (CHEBI:32550)
L-lysine (CHEBI:18019) is conjugate base of L-lysinium(1+) (CHEBI:32551)
L-lysine (CHEBI:18019) is enantiomer of D-lysine (CHEBI:16855)
L-lysine (CHEBI:18019) is tautomer of L-lysine zwitterion (CHEBI:133538)
L-lysine (CHEBI:18019) is tautomer of L-Lysine zwitterion (CHEBI:194466)
Incoming Relation(s)
p-Ts-L-Lys-Me (CHEBI:45847) has functional parent L-lysine (CHEBI:18019)
L-Lys-D-Asp (CHEBI:144741) has functional parent L-lysine (CHEBI:18019)
L-Lys-D-Glu (CHEBI:144743) has functional parent L-lysine (CHEBI:18019)
L-lysine derivative (CHEBI:25095) has functional parent L-lysine (CHEBI:18019)
L-lysyl-L-amino acid (CHEBI:134263) has functional parent L-lysine (CHEBI:18019)
Arg-Lys-Cys-Gly (CHEBI:73401) has functional parent L-lysine (CHEBI:18019)
Asn-Lys-His-His (CHEBI:176852) has functional parent L-lysine (CHEBI:18019)
Asp-Lys (CHEBI:73829) has functional parent L-lysine (CHEBI:18019)
Asp-Lys-Ile (CHEBI:138791) has functional parent L-lysine (CHEBI:18019)
desmosine (CHEBI:37628) has functional parent L-lysine (CHEBI:18019)
Glu-Glu-Lys (CHEBI:156360) has functional parent L-lysine (CHEBI:18019)
Glu-Lys (CHEBI:73521) has functional parent L-lysine (CHEBI:18019)
Glu-Lys-Trp-Ala (CHEBI:73487) has functional parent L-lysine (CHEBI:18019)
Ile-Lys (CHEBI:141440) has functional parent L-lysine (CHEBI:18019)
Leu-Lys (CHEBI:73583) has functional parent L-lysine (CHEBI:18019)
Leu-Lys-Asp (CHEBI:138514) has functional parent L-lysine (CHEBI:18019)
Lys-Ala (CHEBI:61872) has functional parent L-lysine (CHEBI:18019)
Lys-Asp (CHEBI:73601) has functional parent L-lysine (CHEBI:18019)
Lys-Asp-Tyr (CHEBI:73598) has functional parent L-lysine (CHEBI:18019)
Lys-Gln (CHEBI:73600) has functional parent L-lysine (CHEBI:18019)
Lys-Glu-Glu (CHEBI:144461) has functional parent L-lysine (CHEBI:18019)
Lys-Glu-Thr (CHEBI:144459) has functional parent L-lysine (CHEBI:18019)
Lys-Gly (CHEBI:73604) has functional parent L-lysine (CHEBI:18019)
Lys-Leu-Ser (CHEBI:156358) has functional parent L-lysine (CHEBI:18019)
Lys-Lys-Leu (CHEBI:156355) has functional parent L-lysine (CHEBI:18019)
Lys-Met-Met-Met (CHEBI:73595) has functional parent L-lysine (CHEBI:18019)
Lys-Phe (CHEBI:73605) has functional parent L-lysine (CHEBI:18019)
Lys-Ser-Trp (CHEBI:144474) has functional parent L-lysine (CHEBI:18019)
Lys-Thr (CHEBI:73606) has functional parent L-lysine (CHEBI:18019)
Lys-Thr-Pro-Pro (CHEBI:73596) has functional parent L-lysine (CHEBI:18019)
Lys-Thr-Trp-Tyr (CHEBI:73597) has functional parent L-lysine (CHEBI:18019)
Lys-Tyr (CHEBI:73608) has functional parent L-lysine (CHEBI:18019)
Lys-Tyr-Glu (CHEBI:140742) has functional parent L-lysine (CHEBI:18019)
Lys-Val (CHEBI:73607) has functional parent L-lysine (CHEBI:18019)
Phe-Lys (CHEBI:141443) has functional parent L-lysine (CHEBI:18019)
Ser-Asp-Lys (CHEBI:162959) has functional parent L-lysine (CHEBI:18019)
Ser-Asp-Lys-Pro (CHEBI:191177) has functional parent L-lysine (CHEBI:18019)
Ser-Lys (CHEBI:144702) has functional parent L-lysine (CHEBI:18019)
Ser-Trp-Lys (CHEBI:144904) has functional parent L-lysine (CHEBI:18019)
Thr-Lys (CHEBI:157893) has functional parent L-lysine (CHEBI:18019)
L-lysine hydrochloride (CHEBI:53633) has part L-lysine (CHEBI:18019)
royal jelly (CHEBI:78665) has part L-lysine (CHEBI:18019)
L-lysinium(1+) (CHEBI:32551) is conjugate acid of L-lysine (CHEBI:18019)
L-lysinate (CHEBI:32550) is conjugate base of L-lysine (CHEBI:18019)
D-lysine (CHEBI:16855) is enantiomer of L-lysine (CHEBI:18019)
N2-L-lysino group (CHEBI:32554) is substituent group from L-lysine (CHEBI:18019)
N6-L-lysino group (CHEBI:32555) is substituent group from L-lysine (CHEBI:18019)
L-lysine residue (CHEBI:29967) is substituent group from L-lysine (CHEBI:18019)
L-lysyl group (CHEBI:32553) is substituent group from L-lysine (CHEBI:18019)
L-lysine zwitterion (CHEBI:133538) is tautomer of L-lysine (CHEBI:18019)
L-Lysine zwitterion (CHEBI:194466) is tautomer of L-lysine (CHEBI:18019)
IUPAC Names 
L-lysine
(2S)-2,6-diaminohexanoic acid
INNs  Source
lysineWHO MedNet
lysinaWHO MedNet
lysinumWHO MedNet
lysineWHO MedNet
Synonyms  Source
L-LysineKEGG COMPOUND
Lysine acidKEGG COMPOUND
(S)-α,ε-diaminocaproic acidNIST Chemistry WebBook
(S)-2,6-diaminohexanoic acidNIST Chemistry WebBook
LysNIST Chemistry WebBook
KNIST Chemistry WebBook
Manual XrefsDatabases
C00047KEGG COMPOUND
D02304KEGG DRUG
DB00123DrugBank
HMDB0000182HMDB
LYSMetaCyc
LysineWikipedia
YMDB00330YMDB
ECMDB00182ECMDB
C00001378KNApSAcK
1622DrugCentral
Registry NumbersSources
Gmelin:364182Gmelin
Reaxys:1722531Reaxys
CAS:56-87-1KEGG COMPOUND
CAS:56-87-1ChemIDplus
CAS:56-87-1NIST Chemistry WebBook
Citations