(2S,3R)-2-amino-3-(phosphonooxy)butanoic acid

• ChemBase ID: 155433
• Molecular Formular: C4H10NO6P
• Molecular Mass: 199.099061
• Monoisotopic Mass: 199.02457368
• SMILES: C[C@H]([C@@H](C(=O)O)N)OP(=O)(O)O
• Canonical SMILES: OC(=O)[C@H]([C@H](OP(=O)(O)O)C)N
• InChI: InChI=1S/C4H10NO6P/c1-2(3(5)4(6)7)11-12(8,9)10/h2-3H,5H2,1H3,(H,6,7)(H2,8,9,10)/t2-,3+/m1/s1
• InChIKey: USRGIUJOYOXOQJ-GBXIJSLDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-amino-3-(phosphonooxy)butanoic acid
• IUPAC Traditional name: phosphothreonine
• Synonyms: (S)-2-Amino-3-hydroxybutanoic acid 3-phosphate; L-Threonine O-phosphate; O-Phospho-L-threonine

Database IDs

• CAS Number: 1114-81-4
• EC Number: 214-217-5
• MDL Number: MFCD00069578
• Beilstein Number: 1727078
• PubChem SID: 162249571; 24898147
• PubChem CID: 3246323

CALCULATED PROPERTIES

• Acid pKa: 1.2107285
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.609686
• LogD (pH = 7.4): -6.9265065
• Log P: -2.7024999
• Molar Refractivity: 37.3327 cm^3
• Polarizability: 15.472433 Å^3
• Polar Surface Area: 130.08 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 1 M NH4OH: soluble0.1 g/mL, clear, colorless

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (TLC)
• Impurities: ≤2% water
• Empirical Formula (Hill Notation): C4H10NO6P

DETAILS

Sigma Aldrich - P1053

Biochem/physiol Actions
O-Phospho-L-threonine is an amino acid derivative.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P1053.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.