CHEBI:18019 - L-lysine

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ChEBI Name L-lysine
ChEBI ID CHEBI:18019
ChEBI ASCII Name L-lysine
Definition An L-α-amino acid; the L-isomer of lysine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43950, CHEBI:6264, CHEBI:13135, CHEBI:21351
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Formula C6H14N2O2
Net Charge 0
Average Mass 146.18764
Monoisotopic Mass 146.10553
InChI InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1
InChIKey KDXKERNSBIXSRK-YFKPBYRVSA-N
SMILES NCCCC[C@H](N)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): micronutrient
Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions.
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.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
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.
Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
(via lysine )
Application(s): 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.
anticonvulsant
A drug used to prevent seizures or reduce their severity.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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-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-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
(2S)-2,6-diaminohexanoic acid
L-lysine
INNs Sources
lysina WHO MedNet
lysine WHO MedNet
lysine WHO MedNet
lysinum WHO MedNet
Synonyms Sources
(S)-2,6-diaminohexanoic acid NIST Chemistry WebBook
(S)-α,ε-diaminocaproic acid NIST Chemistry WebBook
(S)-lysine NIST Chemistry WebBook
6-ammonio-L-norleucine PDBeChem
K NIST Chemistry WebBook
L-2,6-Diaminocaproic acid HMDB
L-Lysin ChEBI
L-Lysine KEGG COMPOUND
Lys NIST Chemistry WebBook
Lysine acid KEGG COMPOUND
Manual Xrefs Databases
1622 DrugCentral
C00001378 KNApSAcK
C00047 KEGG COMPOUND
D02304 KEGG DRUG
DB00123 DrugBank
ECMDB00182 ECMDB
HMDB0000182 HMDB
LYS MetaCyc
Lysine Wikipedia
YMDB00330 YMDB
View more database links
Registry Numbers Types Sources
1722531 Reaxys Registry Number Reaxys
1722531 Beilstein Registry Number Beilstein
364182 Gmelin Registry Number Gmelin
56-87-1 CAS Registry Number KEGG COMPOUND
56-87-1 CAS Registry Number NIST Chemistry WebBook
56-87-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10930630 PubMed citation Europe PMC
16901854 PubMed citation Europe PMC
17051348 PubMed citation Europe PMC
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22019452 PubMed citation Europe PMC
22064742 PubMed citation Europe PMC
22575419 PubMed citation Europe PMC
22735334 PubMed citation Europe PMC
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23325920 PubMed citation Europe PMC
23722415 PubMed citation Europe PMC
24064214 PubMed citation Europe PMC
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25108762 PubMed citation Europe PMC
8070089 PubMed citation Europe PMC
8587651 PubMed citation Europe PMC
Last Modified
13 April 2022