Compound: L-threonine
SMILES: O=C(O)[C@@H](N)[C@H](O)C
InChIKey: AYFVYJQAPQTCCC-GBXIJSLDSA-N
Synonyms: L-threonine, threonine, 72-19-5, (2S,3R)-2-amino-3-hydroxybutanoic acid, L-(-)-Threonine, Threonin, (S)-Threonine, 2-amino-3-hydroxybutyric acid, Treonina, (2S,3R)-2-Amino-3-hydroxybutyric acid, Threoninum, L-Threonin, L-thr, (2S)-threonine, L-2-Amino-3-hydroxybutyric acid, (2S,3R)-(-)-Threonine, L-alpha-Amino-beta-hydroxybutyric acid, DTXSID2046412, FEMA NO. 4710, NSC-16589, NSC-46701, 2ZD004190S, DTXCID0026412, CHEBI:16857, (R-(R*,S*))-2-Amino-3-hydroxybutanoic acid, [R-(R*,S*)]-2-Amino-3-hydroxybutanoic acid, l threonine, L-Threonine High, L-Threonine 7425, RefChem:9314, L-Threonine High 7426, CHEBI:26986, 200-774-1, (2S,3R)-2-azaniumyl-3-hydroxybutanoate, H-Thr-OH, 80-68-2, Threonine, L-, Threonine (VAN), Threoninum [Latin], Treonina [Spanish], Threonine [USAN:INN], thre, Threonine, DL-, MFCD00064270, 2-Amino-3-hydroxybutanoic acid, (R-(R*,S*))-, Butanoic acid, 2-amino-3-hydroxy-, (R-(R*,S*))-, thr, TFM6DU5S6A, H-DL-Thr-OH, NSC46701, THREONINE (L), Threonine (L-Threonine), (2S,3R)-rel-2-Amino-3-hydroxybutanoic acid, M02962, Threonine #, CAS-72-19-5, (R-(R*,S*))-2-Amino-3-hydroxybutanoate, [R-(R*,S*)]-2-Amino-3-hydroxybutanoate, L-(U-14C)Threonine, EINECS 200-774-1, NSC 16589, NSC 46701, Threonine CRS, UNII-2ZD004190S, HSDB 7797, NSC-206292, NCGC00164520-01, NCGC00164520-02, Threonine (USP), H-Thr, (+/-)-threonine, L-Thr-OH, L-Threonine (9CI), Threonine, labeled with carbon-14, L-, L-Threonine (Standard), THREONINE [INN], L-Threonine (JP18), THREONINE [II], THREONINE [MI], THREONINE [HSDB], THREONINE [USAN], UNII-TFM6DU5S6A, THREONINE [VANDF], Threonine, L- (8CI), 2-Amino-3-hydroxybutyrate, bmse000049, bmse000810, bmse000859, L-THREONINE [FCC], L-THREONINE [JAN], THREONINE [MART.], 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, orb1304729, orb3025613, orb3029197, orb3140665, SCHEMBL6517407, SCHEMBL28344457, THREONINE [EP MONOGRAPH], HY-N0658R, DTXSID70893087, MSK1417, THREONINE [USP MONOGRAPH], L-alpha-Amino-beta-hydroxybutyrate, Pharmakon1600-01301008, HY-N0658, EINECS 201-300-6, Tox21_112154, AC7878, EBC-26050, NSC760118, s4951, (2S,3R)-2-Amino-3-hydroxybutyrate, AKOS006240505, AKOS015840277, Tox21_112154_1, CCG-214540, CS-W020046, DB00156, FT03495, 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%, (2S,3R)-2-amino-3-hydroxy-butanoic acid, AI3-18477, DB-029984, (2S,3R)-rel-2-Amino-3-hydroxybutanoicacid, [R-(R*,S*)]-2-amino-3-hydroxy-Butanoate, NS00001961, NS00078877, EN300-54609, L-Threonine, reagent grade, >=98% (HPLC), C00188, D00041, G76695, SBI-0633502.0002, [R-(R*,S*)]-2-amino-3-hydroxy-Butanoic acid, L-(-)-Threonine(Discontinued,SeeCPTD788402), Q186521, 3DD2E9AD-DB9A-460E-8A6B-C01B0F67AC4E, BRD-K75508643-001-02-6, 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%
Theoretical properties:
molecular_formula: C4H9NO3
molecular_weight: 119.12 g/mol
exact_mass: 119.058243149 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 8
topological_polar_surface_area: 83.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless crystals
color: Colorless crystals
vapor_pressure: 0.00000004 [mmHg]
Descriptions:
pubchem: L-threonine is an optically active form of threonine having L-configuration. It has a role as a micronutrient, a nutraceutical, a mouse metabolite, a Saccharomyces cerevisiae metabolite, a plant metabolite, an Escherichia coli metabolite, a human metabolite and an algal metabolite. It is a L-alpha-amino acid, an aspartate family amino acid, a threonine and a proteinogenic amino acid. It is a conjugate base of a L-threoninium. It is a conjugate acid of a L-threoninate. It is an enantiomer of a D-threonine. It is a tautomer of a L-threonine zwitterion.
chebi: An optically active form of threonine having <small>L</small>-configuration.
chembl: THREONINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Threonine (symbol Thr or T) is an amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH+3 form when dissolved in water), a carboxyl group (which is in the deprotonated −COO− form when dissolved in water), and a side chain containing a hydroxyl group, making it a polar, uncharged amino acid. It is essential in humans, meaning the body cannot synthesize it: it must be obtained from the diet. Threonine is synthesized from aspartate in bacteria such as E. coli. It is encoded by all the codons starting AC (ACU, ACC, ACA, and ACG).
Threonine sidechains are often hydrogen bonded; the most common small motifs formed are based on interactions with serine: ST turns, ST motifs (often at the beginning of alpha helices) and ST staples (usually at the middle of alpha helices).