(2R)-2-amino-3-phosphonopropanoic acid

• ChemBase ID: 2983
• Molecular Formular: C3H8NO5P
• Molecular Mass: 169.073081
• Monoisotopic Mass: 169.01400899
• SMILES: N[C@@H](CP(=O)(O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CP(=O)(O)O)N
• InChI: InChI=1S/C3H8NO5P/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1
• InChIKey: LBTABPSJONFLPO-REOHCLBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-phosphonopropanoic acid
• IUPAC Traditional name: alanine, 3-phosphono-
• Synonyms: D-2-Amino-3-Phosphono-Propionic Acid; L-AP3; L-(+)-2-Amino-3-phosphonopropionic acid; (R)-(+)-2-Amino-3-phosphonopropionic acid; 3-Phosphono-L-alanine; (R)-(+)-2-氨基-3-磷丙酸; 3-膦酰基-L-丙氨酸; L-(+)-2-氨基-3-磷丙酸

Database IDs

• CAS Number: 23052-80-4
• MDL Number: MFCD00083169
• Beilstein Number: 3649605
• PubChem SID: 24890556; 46506843; 160966430
• PubChem CID: 177120

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.396297
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -6.630927
• LogD (pH = 7.4): -7.2072453
• Log P: -3.8259072
• Molar Refractivity: 31.0815 cm^3
• Polarizability: 12.89791 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.49
• LOG S: -0.69
• Solubility (Water): 3.47e+01 g/l

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Empirical Formula (Hill Notation): C3H8NO5P

DETAILS

DrugBank - DB03292

Drug information: experimental

Sigma Aldrich - A3690

Biochem/physiol Actions
Potent antagonist at metabotropic glutamic acid receptors.

Sigma Aldrich - A154

Biochem/physiol Actions
Potent antagonist at metabotropic glutamic acid receptors.