CHEBI:17191 - L-isoleucine

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ChEBI Name L-isoleucine
ChEBI ID CHEBI:17191
ChEBI ASCII Name L-isoleucine
Definition The L-enantiomer of isoleucine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43290, CHEBI:43342, CHEBI:43366, CHEBI:6255, CHEBI:13127, CHEBI:21344
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Formulae C6H13NO2
C6H13NO2
Net Charge 0
Average Mass 131.175
Monoisotopic Mass 131.09463
InChI InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m0/s1
InChIKey AGPKZVBTJJNPAG-WHFBIAKZSA-N
SMILES OC([C@H]([C@H](CC)C)N)=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): Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
(via isoleucine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-isoleucine (CHEBI:17191) has role Escherichia coli metabolite (CHEBI:76971)
L-isoleucine (CHEBI:17191) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
L-isoleucine (CHEBI:17191) has role algal metabolite (CHEBI:84735)
L-isoleucine (CHEBI:17191) has role human metabolite (CHEBI:77746)
L-isoleucine (CHEBI:17191) has role mouse metabolite (CHEBI:75771)
L-isoleucine (CHEBI:17191) has role plant metabolite (CHEBI:76924)
L-isoleucine (CHEBI:17191) is a L-α-amino acid (CHEBI:15705)
L-isoleucine (CHEBI:17191) is a aspartate family amino acid (CHEBI:22658)
L-isoleucine (CHEBI:17191) is a isoleucine (CHEBI:24898)
L-isoleucine (CHEBI:17191) is a proteinogenic amino acid (CHEBI:83813)
L-isoleucine (CHEBI:17191) is conjugate acid of L-isoleucinate (CHEBI:32604)
L-isoleucine (CHEBI:17191) is conjugate base of L-isoleucinium (CHEBI:32605)
L-isoleucine (CHEBI:17191) is enantiomer of D-isoleucine (CHEBI:27730)
L-isoleucine (CHEBI:17191) is tautomer of L-isoleucine zwitterion (CHEBI:58045)
Incoming α-Asp-Ile (CHEBI:68599) has functional parent L-isoleucine (CHEBI:17191)
(4S)-31,4-dihydroxy-L-isoleucine zwitterion (CHEBI:149628) has functional parent L-isoleucine (CHEBI:17191)
L-isoleucine derivative (CHEBI:84111) has functional parent L-isoleucine (CHEBI:17191)
Asn-Ile (CHEBI:141421) has functional parent L-isoleucine (CHEBI:17191)
Asp-Lys-Ile (CHEBI:138791) has functional parent L-isoleucine (CHEBI:17191)
DON-10-isoleucine (CHEBI:149454) has functional parent L-isoleucine (CHEBI:17191)
Glu-Asp-Ile (CHEBI:73491) has functional parent L-isoleucine (CHEBI:17191)
Glu-Glu-Ile (CHEBI:73492) has functional parent L-isoleucine (CHEBI:17191)
Glu-Ile (CHEBI:141436) has functional parent L-isoleucine (CHEBI:17191)
Glu-Ile-Phe (CHEBI:73497) has functional parent L-isoleucine (CHEBI:17191)
Glu-Ile-Ser (CHEBI:73498) has functional parent L-isoleucine (CHEBI:17191)
Glu-Ile-Val (CHEBI:73499) has functional parent L-isoleucine (CHEBI:17191)
His-Ile (CHEBI:141437) has functional parent L-isoleucine (CHEBI:17191)
Ile-Asp (CHEBI:141439) has functional parent L-isoleucine (CHEBI:17191)
Ile-His (CHEBI:73520) has functional parent L-isoleucine (CHEBI:17191)
Ile-Ile (CHEBI:74067) has functional parent L-isoleucine (CHEBI:17191)
Ile-Leu-Trp-Trp (CHEBI:73518) has functional parent L-isoleucine (CHEBI:17191)
Ile-Leu-Val-Tyr (CHEBI:73519) has functional parent L-isoleucine (CHEBI:17191)
Ile-Lys (CHEBI:141440) has functional parent L-isoleucine (CHEBI:17191)
Ile-Thr (CHEBI:141441) has functional parent L-isoleucine (CHEBI:17191)
Pro-Glu-Ile (CHEBI:144613) has functional parent L-isoleucine (CHEBI:17191)
Thr-Ile (CHEBI:141446) has functional parent L-isoleucine (CHEBI:17191)
Trp-Ile (CHEBI:141448) has functional parent L-isoleucine (CHEBI:17191)
Tyr-Ile-Leu (CHEBI:165121) has functional parent L-isoleucine (CHEBI:17191)
L-isoleucinium (CHEBI:32605) is conjugate acid of L-isoleucine (CHEBI:17191)
L-isoleucinate (CHEBI:32604) is conjugate base of L-isoleucine (CHEBI:17191)
D-isoleucine (CHEBI:27730) is enantiomer of L-isoleucine (CHEBI:17191)
L-isoleucine residue (CHEBI:30009) is substituent group from L-isoleucine (CHEBI:17191)
L-isoleucino group (CHEBI:32607) is substituent group from L-isoleucine (CHEBI:17191)
L-isoleucyl group (CHEBI:32606) is substituent group from L-isoleucine (CHEBI:17191)
L-isoleucine zwitterion (CHEBI:58045) is tautomer of L-isoleucine (CHEBI:17191)
IUPAC Name
L-isoleucine
Synonyms Sources
(2S,3S)-2-amino-3-methylpentanoic acid IUPAC
2-Amino-3-methylvaleric acid KEGG COMPOUND
α-amino-β-methylvaleric acid NIST Chemistry WebBook
I ChEBI
Ile ChEBI
ISOLEUCINE PDBeChem
L-Isoleucine KEGG COMPOUND
Manual Xrefs Databases
4129 DrugCentral
C00001374 KNApSAcK
C00407 KEGG COMPOUND
D00065 KEGG DRUG
DB00167 DrugBank
ECMDB00172 ECMDB
HMDB0000172 HMDB
ILE PDBeChem
ILE MetaCyc
Isoleucine Wikipedia
YMDB00038 YMDB
View more database links
Registry Numbers Types Sources
1721792 Reaxys Registry Number Reaxys
486381 Gmelin Registry Number Gmelin
73-32-5 CAS Registry Number KEGG COMPOUND
73-32-5 CAS Registry Number NIST Chemistry WebBook
73-32-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14651987 PubMed citation Europe PMC
16140883 PubMed citation Europe PMC
17299083 PubMed citation Europe PMC
17409434 PubMed citation Europe PMC
22298573 PubMed citation Europe PMC
24284437 PubMed citation Europe PMC
24406630 PubMed citation Europe PMC
24738868 PubMed citation Europe PMC
24831709 PubMed citation Europe PMC
Last Modified
08 April 2022