L-THREONINE
Relevant Data
Food Additives Approved by WHO:
General Information
| Mainterm | L-THREONINE |
| Doc Type | ASP |
| CAS Reg.No.(or other ID) | 72-19-5 |
| Regnum |
172.320 |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 6288 |
| IUPAC Name | (2S,3R)-2-amino-3-hydroxybutanoic acid |
| 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 |
| Canonical SMILES | CC(C(C(=O)O)N)O |
| Molecular Formula | C4H9NO3 |
| Wikipedia | threonine |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 119.12 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 2 |
| Complexity | 93.3 |
| CACTVS Substructure Key Fingerprint | A A A D c c B i M A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A H g A Q C A A A C D z h g A Y C C A B A A g A I A A C Q C A A A A A A A A A A A A I G A A A A C E B Q A A A A A Q A A F M A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 83.6 |
| Monoisotopic Mass | 119.058 |
| Exact Mass | 119.058 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 8 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB- | 0.6054 |
| Human Intestinal Absorption | HIA+ | 0.9390 |
| Caco-2 Permeability | Caco2- | 0.9009 |
| P-glycoprotein Substrate | Non-substrate | 0.7827 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9851 |
| Non-inhibitor | 0.9902 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9634 |
| Distribution | ||
| Subcellular localization | Lysosome | 0.5120 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8233 |
| CYP450 2D6 Substrate | Non-substrate | 0.8832 |
| CYP450 3A4 Substrate | Non-substrate | 0.8021 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8694 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9362 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9529 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.9119 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8683 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9806 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9902 |
| Non-inhibitor | 0.9826 | |
| AMES Toxicity | Non AMES toxic | 0.9538 |
| Carcinogens | Non-carcinogens | 0.6811 |
| Fish Toxicity | Low FHMT | 0.8845 |
| Tetrahymena Pyriformis Toxicity | Low TPT | 0.9762 |
| Honey Bee Toxicity | High HBT | 0.5126 |
| Biodegradation | Ready biodegradable | 0.8440 |
| Acute Oral Toxicity | III | 0.6586 |
| Carcinogenicity (Three-class) | Non-required | 0.7169 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -0.0275 | LogS |
| Caco-2 Permeability | -0.1985 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.2108 | LD50, mol/kg |
| Fish Toxicity | 3.3001 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -1.4752 | pIGC50, ug/L |
From admetSAR
Toxicity Profile
| Route of Exposure | None |
|---|---|
| Mechanism of Toxicity | L-Threonine is a precursor to the amino acids glycine and serine. It acts as a lipotropic in controlling fat build-up in the liver. May help combat mental illness and may be very useful in indigestion and intestinal malfunctions. Also, threonine prevents excessive liver fat. Nutrients are more readily absorbed when threonine is present. |
| Metabolism | Hepatic |
| Toxicity Values | None |
| Lethal Dose | None |
| Carcinogenicity (IARC Classification) | No indication of carcinogenicity to humans (not listed by IARC). |
| Minimum Risk Level | None |
| Health Effects | None |
| Treatment | None |
| Reference |
|
From T3DB
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives - Alpha amino acids |
| Direct Parent | L-alpha-amino acids |
| Alternative Parents | |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | L-alpha-amino acid - Beta-hydroxy acid - Short-chain hydroxy acid - Hydroxy acid - Fatty acid - Amino acid - Secondary alcohol - Carboxylic acid - Monocarboxylic acid or derivatives - Alcohol - Hydrocarbon derivative - Primary amine - Organooxygen compound - Organonitrogen compound - Organic oxide - Primary aliphatic amine - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Amine - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. |
From ClassyFire
Targets
- General Function:
- Threonine-trna ligase activity
- Gene Name:
- TARS2
- Uniprot ID:
- Q9BW92
- Molecular Weight:
- 81035.345 Da
References
- Caillet J, Graffe M, Eyermann F, Romby P, Springer M: Mutations in residues involved in zinc binding in the catalytic site of Escherichia coli threonyl-tRNA synthetase confer a dominant lethal phenotype. J Bacteriol. 2007 Oct;189(19):6839-48. Epub 2007 Jul 20. [17644600 ]
From T3DB