CHEBI:16857 - L-threonine

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ChEBI Name L-threonine
ChEBI ID CHEBI:16857
ChEBI ASCII Name L-threonine
Definition An optically active form of threonine having L-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45843, CHEBI:42083, CHEBI:45983, CHEBI:13175, CHEBI:6308, CHEBI:21403
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Formula C4H9NO3
Net Charge 0
Average Mass 119.11920
Monoisotopic Mass 119.058
InChI InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1
InChIKey AYFVYJQAPQTCCC-GBXIJSLDSA-N
SMILES C[C@@H](O)[C@H](N)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:4932) See: PubMed
Saccharomyces cerevisiae (NCBI:4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): micronutrient

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.
(via 2-amino-3-hydroxybutanoic acid )
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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.
Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
(via threonine )
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-threonine (CHEBI:16857) has role Escherichia coli metabolite (CHEBI:76971)
L-threonine (CHEBI:16857) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
L-threonine (CHEBI:16857) has role algal metabolite (CHEBI:84735)
L-threonine (CHEBI:16857) has role human metabolite (CHEBI:77746)
L-threonine (CHEBI:16857) has role micronutrient (CHEBI:27027)
L-threonine (CHEBI:16857) has role mouse metabolite (CHEBI:75771)
L-threonine (CHEBI:16857) has role nutraceutical (CHEBI:50733)
L-threonine (CHEBI:16857) has role plant metabolite (CHEBI:76924)
L-threonine (CHEBI:16857) is a L-α-amino acid (CHEBI:15705)
L-threonine (CHEBI:16857) is a aspartate family amino acid (CHEBI:22658)
L-threonine (CHEBI:16857) is a proteinogenic amino acid (CHEBI:83813)
L-threonine (CHEBI:16857) is a threonine (CHEBI:26986)
L-threonine (CHEBI:16857) is conjugate acid of L-threoninate (CHEBI:32820)
L-threonine (CHEBI:16857) is conjugate base of L-threoninium (CHEBI:32822)
L-threonine (CHEBI:16857) is enantiomer of D-threonine (CHEBI:16398)
L-threonine (CHEBI:16857) is tautomer of L-threonine zwitterion (CHEBI:57926)
Incoming L-threonine derivative (CHEBI:84189) has functional parent L-threonine (CHEBI:16857)
Ala-Leu-Leu-Thr (CHEBI:73368) has functional parent L-threonine (CHEBI:16857)
Ala-Leu-Thr-Gln (CHEBI:73372) has functional parent L-threonine (CHEBI:16857)
Ala-Leu-Thr-Pro (CHEBI:73292) has functional parent L-threonine (CHEBI:16857)
Ala-Phe-Thr-Ser (CHEBI:73377) has functional parent L-threonine (CHEBI:16857)
Ala-Thr-Ala-Pro (CHEBI:73381) has functional parent L-threonine (CHEBI:16857)
Arg-Thr-Cys-Cys (CHEBI:73404) has functional parent L-threonine (CHEBI:16857)
Asp-Leu-Thr-Asp (CHEBI:73433) has functional parent L-threonine (CHEBI:16857)
Asp-Leu-Thr-Ser (CHEBI:73434) has functional parent L-threonine (CHEBI:16857)
Asp-Met-Thr-Pro (CHEBI:73436) has functional parent L-threonine (CHEBI:16857)
Cys-Met-Thr-Tyr (CHEBI:73459) has functional parent L-threonine (CHEBI:16857)
Glu-Thr (CHEBI:73510) has functional parent L-threonine (CHEBI:16857)
Glu-Thr-Thr-Tyr (CHEBI:73489) has functional parent L-threonine (CHEBI:16857)
Leu-Thr (CHEBI:73589) has functional parent L-threonine (CHEBI:16857)
Leu-Thr-Ala (CHEBI:73572) has functional parent L-threonine (CHEBI:16857)
Leu-Thr-Asp (CHEBI:73573) has functional parent L-threonine (CHEBI:16857)
Leu-Thr-Gln (CHEBI:73574) has functional parent L-threonine (CHEBI:16857)
Leu-Thr-Ser (CHEBI:73575) has functional parent L-threonine (CHEBI:16857)
Lys-Thr (CHEBI:73606) has functional parent L-threonine (CHEBI:16857)
Lys-Thr-Pro-Pro (CHEBI:73596) has functional parent L-threonine (CHEBI:16857)
Lys-Thr-Trp-Tyr (CHEBI:73597) has functional parent L-threonine (CHEBI:16857)
Met-Thr (CHEBI:73614) has functional parent L-threonine (CHEBI:16857)
Phe-Thr (CHEBI:73636) has functional parent L-threonine (CHEBI:16857)
Thr-Ala-Ala (CHEBI:73654) has functional parent L-threonine (CHEBI:16857)
Thr-Ala-Asp (CHEBI:73655) has functional parent L-threonine (CHEBI:16857)
Thr-Ala-His (CHEBI:73656) has functional parent L-threonine (CHEBI:16857)
Thr-Ala-Ser (CHEBI:73657) has functional parent L-threonine (CHEBI:16857)
Thr-Asp-Gly (CHEBI:73658) has functional parent L-threonine (CHEBI:16857)
Thr-His (CHEBI:73663) has functional parent L-threonine (CHEBI:16857)
Thr-Pro (CHEBI:73662) has functional parent L-threonine (CHEBI:16857)
Thr-Pro-Tyr (CHEBI:73661) has functional parent L-threonine (CHEBI:16857)
Thr-Ser (CHEBI:73664) has functional parent L-threonine (CHEBI:16857)
Thr-Thr (CHEBI:73665) has functional parent L-threonine (CHEBI:16857)
Thr-Thr-Asp (CHEBI:73659) has functional parent L-threonine (CHEBI:16857)
Thr-Trp (CHEBI:73666) has functional parent L-threonine (CHEBI:16857)
Thr-Trp-Asp (CHEBI:73660) has functional parent L-threonine (CHEBI:16857)
Thr-Tyr (CHEBI:73667) has functional parent L-threonine (CHEBI:16857)
L-threoninium (CHEBI:32822) is conjugate acid of L-threonine (CHEBI:16857)
L-threoninate (CHEBI:32820) is conjugate base of L-threonine (CHEBI:16857)
D-threonine (CHEBI:16398) is enantiomer of L-threonine (CHEBI:16857)
L-threonin-O3-yl group (CHEBI:32825) is substituent group from L-threonine (CHEBI:16857)
L-threonine residue (CHEBI:30013) is substituent group from L-threonine (CHEBI:16857)
L-threonino group (CHEBI:32824) is substituent group from L-threonine (CHEBI:16857)
L-threonyl group (CHEBI:32823) is substituent group from L-threonine (CHEBI:16857)
L-threonine zwitterion (CHEBI:57926) is tautomer of L-threonine (CHEBI:16857)
IUPAC Name
L-threonine
Synonyms Sources
(2S)-threonine ChemIDplus
(2S,3R)-(-)-Threonine HMDB
(2S,3R)-2-amino-3-hydroxybutanoic acid IUPAC
2-Amino-3-hydroxybutyric acid KEGG COMPOUND
L-(-)-Threonine DrugBank
L-2-Amino-3-hydroxybutyric acid HMDB
L-α-amino-β-hydroxybutyric acid NIST Chemistry WebBook
L-Threonin ChEBI
L-Threonine KEGG COMPOUND
T ChEBI
Thr ChEBI
THREONINE PDBeChem
Database Links Databases
4254 DrugCentral
C00001394 KNApSAcK
C00188 KEGG COMPOUND
c0413 UM-BBD
D00041 KEGG DRUG
DB00156 DrugBank
ECMDB00167 ECMDB
HMDB00167 HMDB
THR PDBeChem
Threonine Wikipedia
YMDB00214 YMDB
View more database links
Registry Numbers Types Sources
1721646 Reaxys Registry Number Reaxys
1721646 Beilstein Registry Number Beilstein
72-19-5 CAS Registry Number KEGG COMPOUND
72-19-5 CAS Registry Number ChemIDplus
72-19-5 CAS Registry Number NIST Chemistry WebBook
82510 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
11964235 PubMed citation Europe PMC
12523390 PubMed citation Europe PMC
16659349 PubMed citation Europe PMC
17379183 PubMed citation Europe PMC
22289691 PubMed citation Europe PMC
22342587 PubMed citation Europe PMC
22513921 PubMed citation Europe PMC
22770225 PubMed citation Europe PMC
24671569 PubMed citation Europe PMC
Last Modified
22 February 2017