2-amino-3-(phosphonooxy)butanoic acid

• ChemBase ID: 102694
• Molecular Formular: C4H10NO6P
• Molecular Mass: 199.099061
• Monoisotopic Mass: 199.02457368
• SMILES: CC(OP(=O)(O)O)C(N)C(=O)O
• Canonical SMILES: OC(=O)C(C(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)
• InChIKey: USRGIUJOYOXOQJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(phosphonooxy)butanoic acid
• IUPAC Traditional name: phosphonothreonine
• Synonyms: DL-2-Amino-3-hydroxybutanoic acid 3-phosphate; O-PHOSPHO-DL-THREONINE; O-Phospho-DL-threonine

Database IDs

• CAS Number: 27530-80-9
• EC Number: 248-512-5
• MDL Number: MFCD00135662
• PubChem SID: 162088721; 24898142
• PubChem CID: 1016

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

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 38
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

DETAILS

MP Biomedicals - 02102646

Inorganic phosphorus free.
Crystalline

Sigma Aldrich - P1003

Biochem/physiol Actions
O-Phospho-DL-threonine is an amino acid derivative.