CHEBI:15603 - L-leucine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name L-leucine
ChEBI ID CHEBI:15603
ChEBI ASCII Name L-leucine
Definition The L-enantiomer of leucine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43695, CHEBI:43814, CHEBI:43733, CHEBI:43646, CHEBI:10866, CHEBI:6260, CHEBI:13131, CHEBI:21348
Supplier Information eMolecules:711281, ZINC000003860156
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Adenosine monophosphate (AMP), also known as 5'-adenylic acid, is a nucleotide. AMP consists of a phosphate group, the sugar ribose, and the nucleobase adenine. It is an ester of phosphoric acid and the nucleoside adenosine. As a substituent it takes the form of the prefix adenylyl-. AMP plays an important role in many cellular metabolic processes, being interconverted to adenosine triphosphate (ATP) and adenosine diphosphate (ADP), as well as allosterically activating enzymes such as myophosphorylase-b. AMP is also a component in the synthesis of RNA. AMP is present in all known forms of life.
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Formula C6H13NO2
Net Charge 0
Average Mass 131.17296
Monoisotopic Mass 131.09463
InChI InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m0/s1
InChIKey ROHFNLRQFUQHCH-YFKPBYRVSA-N
SMILES CC(C)C[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
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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 ).
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).
Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
(via leucine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-leucine (CHEBI:15603) has role Escherichia coli metabolite (CHEBI:76971)
L-leucine (CHEBI:15603) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
L-leucine (CHEBI:15603) has role algal metabolite (CHEBI:84735)
L-leucine (CHEBI:15603) has role human metabolite (CHEBI:77746)
L-leucine (CHEBI:15603) has role mouse metabolite (CHEBI:75771)
L-leucine (CHEBI:15603) has role plant metabolite (CHEBI:76924)
L-leucine (CHEBI:15603) is a L-α-amino acid (CHEBI:15705)
L-leucine (CHEBI:15603) is a leucine (CHEBI:25017)
L-leucine (CHEBI:15603) is a proteinogenic amino acid (CHEBI:83813)
L-leucine (CHEBI:15603) is a pyruvate family amino acid (CHEBI:26463)
L-leucine (CHEBI:15603) is conjugate acid of L-leucinate (CHEBI:32619)
L-leucine (CHEBI:15603) is conjugate base of L-leucinium (CHEBI:32620)
L-leucine (CHEBI:15603) is enantiomer of D-leucine (CHEBI:28225)
L-leucine (CHEBI:15603) is tautomer of L-leucine zwitterion (CHEBI:57427)
Incoming N-formyl-L-methionyl-L-leucyl-L-phenylalanine (CHEBI:53490) has functional parent L-leucine (CHEBI:15603)
L-Leu-L-Met-NH2 (CHEBI:191171) has functional parent L-leucine (CHEBI:15603)
L-leucine derivative (CHEBI:25018) has functional parent L-leucine (CHEBI:15603)
L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2 (CHEBI:191176) has functional parent L-leucine (CHEBI:15603)
L-Phe-Gly-L-Leu-L-Met-NH2 (CHEBI:191175) has functional parent L-leucine (CHEBI:15603)
Ala-Leu-Ala (CHEBI:158283) has functional parent L-leucine (CHEBI:15603)
Ala-Leu-Ala-Pro (CHEBI:73353) has functional parent L-leucine (CHEBI:15603)
Ala-Leu-Asp-Asp (CHEBI:73355) has functional parent L-leucine (CHEBI:15603)
Ala-Leu-Asp-Gly (CHEBI:73362) has functional parent L-leucine (CHEBI:15603)
Ala-Leu-Leu-Asp (CHEBI:73363) has functional parent L-leucine (CHEBI:15603)
Ala-Leu-Leu-His (CHEBI:73365) has functional parent L-leucine (CHEBI:15603)
Ala-Leu-Leu-Ser (CHEBI:73366) has functional parent L-leucine (CHEBI:15603)
Ala-Leu-Leu-Thr (CHEBI:73368) has functional parent L-leucine (CHEBI:15603)
Ala-Leu-Thr-Gln (CHEBI:73372) has functional parent L-leucine (CHEBI:15603)
Ala-Leu-Thr-Pro (CHEBI:73292) has functional parent L-leucine (CHEBI:15603)
Ala-Leu-Val-Ser (CHEBI:73375) has functional parent L-leucine (CHEBI:15603)
Asn-Leu (CHEBI:141422) has functional parent L-leucine (CHEBI:15603)
Asn-Leu-Asp-Asp (CHEBI:73408) has functional parent L-leucine (CHEBI:15603)
Asn-Leu-Leu-Ser (CHEBI:73409) has functional parent L-leucine (CHEBI:15603)
Asn-Leu-Phe-Asp (CHEBI:73411) has functional parent L-leucine (CHEBI:15603)
Asp-Leu-Asp-Gln (CHEBI:73428) has functional parent L-leucine (CHEBI:15603)
Asp-Leu-Leu-Gln (CHEBI:73429) has functional parent L-leucine (CHEBI:15603)
Asp-Leu-Leu-Ser (CHEBI:73430) has functional parent L-leucine (CHEBI:15603)
Asp-Leu-Phe-Val (CHEBI:73431) has functional parent L-leucine (CHEBI:15603)
Asp-Leu-Thr-Asp (CHEBI:73433) has functional parent L-leucine (CHEBI:15603)
Asp-Leu-Thr-Ser (CHEBI:73434) has functional parent L-leucine (CHEBI:15603)
DON-10-leucine (CHEBI:149456) has functional parent L-leucine (CHEBI:15603)
Gln-Leu (CHEBI:141429) has functional parent L-leucine (CHEBI:15603)
Gln-Leu-Leu-Pro (CHEBI:73463) has functional parent L-leucine (CHEBI:15603)
Glu-Glu-Leu (CHEBI:156359) has functional parent L-leucine (CHEBI:15603)
Glu-Leu (CHEBI:73506) has functional parent L-leucine (CHEBI:15603)
Glu-Leu-Phe-Ala (CHEBI:73485) has functional parent L-leucine (CHEBI:15603)
Glu-Val-Thr-Leu-Tyr peptide residue (CHEBI:85622) has functional parent L-leucine (CHEBI:15603)
Gly-L-Leu-L-Met-NH2 (CHEBI:191172) has functional parent L-leucine (CHEBI:15603)
Gly-Leu (CHEBI:73514) has functional parent L-leucine (CHEBI:15603)
Ile-Leu-Trp-Trp (CHEBI:73518) has functional parent L-leucine (CHEBI:15603)
Ile-Leu-Val-Tyr (CHEBI:73519) has functional parent L-leucine (CHEBI:15603)
Leu-Ala (CHEBI:73527) has functional parent L-leucine (CHEBI:15603)
Leu-Ala-Asp (CHEBI:73524) has functional parent L-leucine (CHEBI:15603)
Leu-Ala-Gly (CHEBI:73526) has functional parent L-leucine (CHEBI:15603)
Leu-Ala-Ser (CHEBI:73525) has functional parent L-leucine (CHEBI:15603)
Leu-Arg (CHEBI:73528) has functional parent L-leucine (CHEBI:15603)
Leu-Asn (CHEBI:73529) has functional parent L-leucine (CHEBI:15603)
Leu-Asn-His (CHEBI:73530) has functional parent L-leucine (CHEBI:15603)
Leu-Asp-Gln (CHEBI:73561) has functional parent L-leucine (CHEBI:15603)
Leu-Asp-Gly (CHEBI:73562) has functional parent L-leucine (CHEBI:15603)
Leu-Asp-Ser (CHEBI:73563) has functional parent L-leucine (CHEBI:15603)
Leu-Asp-Tyr (CHEBI:73564) has functional parent L-leucine (CHEBI:15603)
Leu-Cys (CHEBI:73582) has functional parent L-leucine (CHEBI:15603)
Leu-enkephalin (CHEBI:89656) has functional parent L-leucine (CHEBI:15603)
Leu-FMDP (CHEBI:74323) has functional parent L-leucine (CHEBI:15603)
Leu-Gly-Pro (CHEBI:6414) has functional parent L-leucine (CHEBI:15603)
Leu-Gly-Ser (CHEBI:138513) has functional parent L-leucine (CHEBI:15603)
Leu-Leu (CHEBI:73531) has functional parent L-leucine (CHEBI:15603)
Leu-Leu-Ala (CHEBI:73565) has functional parent L-leucine (CHEBI:15603)
Leu-Leu-Asn (CHEBI:73566) has functional parent L-leucine (CHEBI:15603)
Leu-Leu-Asp (CHEBI:73567) has functional parent L-leucine (CHEBI:15603)
Leu-Leu-Gly (CHEBI:73568) has functional parent L-leucine (CHEBI:15603)
Leu-Leu-Ser (CHEBI:73569) has functional parent L-leucine (CHEBI:15603)
Leu-Leu-Tyr (CHEBI:6415) has functional parent L-leucine (CHEBI:15603)
Leu-Lys (CHEBI:73583) has functional parent L-leucine (CHEBI:15603)
Leu-Lys-Asp (CHEBI:138514) has functional parent L-leucine (CHEBI:15603)
Leu-Met (CHEBI:73584) has functional parent L-leucine (CHEBI:15603)
Leu-Phe (CHEBI:73585) has functional parent L-leucine (CHEBI:15603)
Leu-Phe-Asn (CHEBI:73570) has functional parent L-leucine (CHEBI:15603)
Leu-Phe-Asp (CHEBI:73571) has functional parent L-leucine (CHEBI:15603)
Leu-Pro (CHEBI:73580) has functional parent L-leucine (CHEBI:15603)
Leu-Pro-Tyr (CHEBI:73581) has functional parent L-leucine (CHEBI:15603)
Leu-Ser (CHEBI:73523) has functional parent L-leucine (CHEBI:15603)
Leu-Ser-Ser-Tyr (CHEBI:73522) has functional parent L-leucine (CHEBI:15603)
Leu-Thr (CHEBI:73589) has functional parent L-leucine (CHEBI:15603)
Leu-Thr-Ala (CHEBI:73572) has functional parent L-leucine (CHEBI:15603)
Leu-Thr-Asp (CHEBI:73573) has functional parent L-leucine (CHEBI:15603)
Leu-Thr-Gln (CHEBI:73574) has functional parent L-leucine (CHEBI:15603)
Leu-Thr-Ser (CHEBI:73575) has functional parent L-leucine (CHEBI:15603)
Leu-Trp (CHEBI:73590) has functional parent L-leucine (CHEBI:15603)
Leu-Tyr (CHEBI:73591) has functional parent L-leucine (CHEBI:15603)
Leu-Val (CHEBI:73579) has functional parent L-leucine (CHEBI:15603)
Leu-Val-Asp (CHEBI:73576) has functional parent L-leucine (CHEBI:15603)
Leu-Val-Gly (CHEBI:73577) has functional parent L-leucine (CHEBI:15603)
Leu-Val-Ser (CHEBI:73578) has functional parent L-leucine (CHEBI:15603)
Lys-Leu-Ser (CHEBI:156358) has functional parent L-leucine (CHEBI:15603)
Lys-Lys-Leu (CHEBI:156355) has functional parent L-leucine (CHEBI:15603)
Ser-Leu-Ser (CHEBI:144475) has functional parent L-leucine (CHEBI:15603)
Tyr-Ile-Leu (CHEBI:165121) has functional parent L-leucine (CHEBI:15603)
L-leucine-d3 (CHEBI:192087) is a L-leucine (CHEBI:15603)
L-leucinium (CHEBI:32620) is conjugate acid of L-leucine (CHEBI:15603)
L-leucinate (CHEBI:32619) is conjugate base of L-leucine (CHEBI:15603)
D-leucine (CHEBI:28225) is enantiomer of L-leucine (CHEBI:15603)
L-leucine residue (CHEBI:30006) is substituent group from L-leucine (CHEBI:15603)
L-leucino group (CHEBI:32622) is substituent group from L-leucine (CHEBI:15603)
L-leucyl group (CHEBI:32621) is substituent group from L-leucine (CHEBI:15603)
L-leucine zwitterion (CHEBI:57427) is tautomer of L-leucine (CHEBI:15603)
IUPAC Name
L-leucine
Synonyms Sources
(2S)-2-amino-4-methylpentanoic acid IUPAC
(2S)-alpha-2-Amino-4-methylvaleric acid KEGG COMPOUND
(2S)-alpha-Leucine KEGG COMPOUND
(S)-(+)-leucine NIST Chemistry WebBook
(S)-leucine NIST Chemistry WebBook
2-Amino-4-methylvaleric acid KEGG COMPOUND
L ChEBI
L-Leucin ChEBI
L-Leucine KEGG COMPOUND
L-Leuzin ChEBI
Leu ChEBI
LEUCINE PDBeChem
Manual Xrefs Databases
1557 DrugCentral
C00001377 KNApSAcK
C00123 KEGG COMPOUND
D00030 KEGG DRUG
DB00149 DrugBank
ECMDB00687 ECMDB
HMDB0000687 HMDB
LEU MetaCyc
LEU_LFOH PDBeChem
Leucine Wikipedia
YMDB00387 YMDB
View more database links
Registry Numbers Types Sources
1721722 Reaxys Registry Number Reaxys
50204 Gmelin Registry Number Gmelin
61-90-5 CAS Registry Number KEGG COMPOUND
61-90-5 CAS Registry Number ChemIDplus
61-90-5 CAS Registry Number NIST Chemistry WebBook
Citations Types Sources
17609475 PubMed citation Europe PMC
22735334 PubMed citation Europe PMC
24206068 PubMed citation Europe PMC
24333966 PubMed citation Europe PMC
8798704 PubMed citation Europe PMC
Last Modified
06 February 2023