Threonine

Details

• Internal ID: 6df423b1-1ef8-4b04-84dd-6c677796d447
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids > L-alpha-amino acids
• IUPAC Name: (2S,3R)-2-amino-3-hydroxybutanoic acid
• SMILES (Canonical): CC(C(C(=O)O)N)O
• SMILES (Isomeric): C[C@H]([C@@H](C(=O)O)N)O
• InChI: InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1
• InChI Key: AYFVYJQAPQTCCC-GBXIJSLDSA-N
• Popularity: 49,207 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₉NO₃
• Molecular Weight: 119.12 g/mol
• Exact Mass: 119.058243149 g/mol
• Topological Polar Surface Area (TPSA): 83.60 Ų
• XlogP: -2.90

Synonyms

• threonine
• 72-19-5
• Threonin
• (2S,3R)-2-amino-3-hydroxybutanoic acid
• L-(-)-Threonine
• (S)-Threonine
• H-Thr-OH
• DL-Threonine
• 2-amino-3-hydroxybutyric acid
• Threonine, L-
• Threonine (VAN)
• 80-68-2
• Threoninum [Latin]
• Treonina [Spanish]
• thre
• Threoninum
• Treonina
• (2S,3R)-2-Amino-3-hydroxybutyric acid
• Threonine [USAN:INN]
• (2S)-threonine
• (2S,3R)-(-)-Threonine
• L-Threonin
• L-thr
• EINECS 200-774-1
• Threonine, DL-
• NSC 16589
• NSC 46701
• L-alpha-Amino-beta-hydroxybutyric acid
• 2-Amino-3-hydroxybutanoic acid, (R-(R*,S*))-
• DTXSID2046412
• FEMA NO. 4710
• UNII-2ZD004190S
• CHEBI:16857
• Butanoic acid, 2-amino-3-hydroxy-, (R-(R*,S*))-
• HSDB 7797
• L-2-Amino-3-hydroxybutyric acid
• NSC-16589
• NSC-46701
• TFM6DU5S6A
• 2ZD004190S
• DTXCID0026412
• [R-(R*,S*)]-2-Amino-3-hydroxybutanoic acid
• Threoninum (Latin)
• 6028-28-0
• THREONINE (II)
• THREONINE [II]
• THREONINE (L)
• thr
• (2S,3R)-rel-2-Amino-3-hydroxybutanoic acid
• THREONINE (MART.)
• THREONINE [MART.]
• (R-(R*,S*))-2-Amino-3-hydroxybutanoic acid
• THREONINE (EP MONOGRAPH)
• THREONINE [EP MONOGRAPH]
• Threonine #
• THREONINE (USP MONOGRAPH)
• THREONINE [USP MONOGRAPH]
• Allothreonine, D-
• CAS-72-19-5
• (R-(R*,S*))-2-Amino-3-hydroxybutanoate
• [R-(R*,S*)]-2-Amino-3-hydroxybutanoate
• L-(U-14C)Threonine
• MFCD00064270
• NSC46701
• beta-methylserine
• L-Threonine;
• NSC-206292
• NCGC00164520-01
• NCGC00164520-02
• Threonine (USP)
• L-Threonine,(S)
• H-Thr
• (+/-)-threonine
• L-Thr-OH
• L-Threonine (9CI)
• Threonine, labeled with carbon-14, L-
• THREONINE [INN]
• L-Threonine (JP17)
• THREONINE [MI]
• Threonine (L-Threonine)
• THREONINE [HSDB]
• THREONINE [INCI]
• THREONINE [USAN]
• UNII-TFM6DU5S6A
• THREONINE [VANDF]
• Threonine, L- (8CI)
• 2-Amino-3-hydroxybutyrate
• bmse000049
• bmse000810
• bmse000859
• L-THREONINE [FCC]
• L-THREONINE [JAN]
• L-Threonine (H-Thr-OH)
• 2-Amino-3-hydroxybutanoate
• SCHEMBL1480
• THREONINE [WHO-DD]
• L-2-Amino-3-hydroxybutyrate
• L-THREONINE [USP-RS]
• L-Threonine non-animal source
• CCRIS 8603
• CHEMBL291747
• GTPL4785
• CHEBI:26986
• DTXSID70893087
• L-alpha-Amino-beta-hydroxybutyrate
• Pharmakon1600-01301008
• HY-N0658
• EINECS 201-300-6
• Tox21_112154
• AC7878
• NSC760118
• s4951
• (2S,3R)-2-Amino-3-hydroxybutyrate
• AKOS006240505
• AKOS015840277
• Tox21_112154_1
• CCG-214540
• CS-W020046
• DB00156
• NSC 206292
• NSC-760118
• 7013-32-3
• AC-11296
• AS-12789
• L-Threonine, BioXtra, >=99.5% (NT)
• L-Threonine, p.a., 99.0-101.0%
• AI3-18477
• (2S,3R)-rel-2-Amino-3-hydroxybutanoicacid
• [R-(R*,S*)]-2-amino-3-hydroxy-Butanoate
• AM20100684
• T0230
• EN300-54609
• L-Threonine, reagent grade, >=98% (HPLC)
• C00188
• D00041
• M02962
• [R-(R*,S*)]-2-amino-3-hydroxy-Butanoic acid
• L-Threonine, Vetec(TM) reagent grade, >=98%
• Q186521
• 3DD2E9AD-DB9A-460E-8A6B-C01B0F67AC4E
• Q-201331
• LYSINE HYDROCHLORIDE IMPURITY C [EP IMPURITY]
• 48: PN: WO2004076659 FIGURE: 7 claimed sequence
• F8881-8883
• L-Threonine, certified reference material, TraceCERT(R)
• Z813019058
• L-Threonine, European Pharmacopoeia (EP) Reference Standard
• L-Threonine, United States Pharmacopeia (USP) Reference Standard
• L-Threonine, Pharmaceutical Secondary Standard; Certified Reference Material
• L-Threonine, from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 99.0-101.0%

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.00%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.12%	98.95%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	82.87%	97.88%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.80%	85.14%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.48%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.46%	90.17%

Plants that contains it

• Allium sativum
• Angelica gigas
• Arabidopsis thaliana
• Brassica napus
• Calendula officinalis
• Cannabis sativa
• Castanea sativa
• Corchorus aestuans
• Daucus carota
• Euphorbia prostrata
• Glycine max
• Indigofera hirsuta
• Iochroma fuchsioides
• Jatropha gossypiifolia
• Lotus corniculatus
• Lotus corniculatus subsp. corniculatus
• Lunaria annua
• Nicotiana tabacum
• Opuntia ficus-indica
• Panax ginseng
• Pentaclethra macrophylla
• Pinus densiflora
• Pinus ponderosa
• Pogostemon cablin
• Populus tremula
• Prunus domestica
• Pseudotsuga menziesii
• Psophocarpus tetragonolobus
• Ripariosida hermaphrodita
• Rosa nisami
• Sagittaria sagittifolia
• Spermacoce pusilla
• Stangeria eriopus
• Stellaria media
• Suaeda aegyptiaca
• Swertia angustifolia var. pulchella
• Telekia speciosa
• Thymus transcaucasicus

Cross-Links

• PubChem: 6288
• LOTUS: LTS0184056
• wikiData: Q186521