2-amino-7-phosphonoheptanoic acid

• ChemBase ID: 103941
• Molecular Formular: C7H16NO5P
• Molecular Mass: 225.179401
• Monoisotopic Mass: 225.07660925
• SMILES: NC(CCCCCP(=O)(O)O)C(=O)O
• Canonical SMILES: NC(C(=O)O)CCCCCP(=O)(O)O
• InChI: InChI=1S/C7H16NO5P/c8-6(7(9)10)4-2-1-3-5-14(11,12)13/h6H,1-5,8H2,(H,9,10)(H2,11,12,13)
• InChIKey: MYDMWESTDPJANS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-7-phosphonoheptanoic acid
• IUPAC Traditional name: AP-7 (drug); 2-amino-7-phosphonoheptanoic acid
• Synonyms: DL-2-Amino-7-phosphonoheptanoic acid; AP-7; (±)-2-AMINO-7-PHOSPHONO-HEPTANOIC ACID; AP-7 (drug); Aminophosphonoheptanoic acid

Database IDs

• CAS Number: 85797-13-3
• MDL Number: MFCD00055057
• PubChem SID: 24277980; 162090734
• PubChem CID: 3122
• CHEMBL: 274440
• Chemspider ID: 3010
• Wikipedia Title: AP-7_(drug)

CALCULATED PROPERTIES

• Acid pKa: 1.7063975
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -4.92509
• LogD (pH = 7.4): -5.7140527
• Log P: -2.3499289
• Molar Refractivity: 49.7935 cm^3
• Polarizability: 20.06227 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 480.1°C
• Density: 1.39 g/mL

Safety Information

• RTECS: MJ1927500
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRINA(2907)rat ... Grin2a(24409), Grin2b(24410)
• Mechanism of Action: NMDA antagonist

Product Information

• Purity: ~95%
• Description: Racemic
• Application(s): Anticonvulsant
• Empirical Formula (Hill Notation): C7H16NO5P

DETAILS

MP Biomedicals - 02153640

NMDA antagonist

Sigma Aldrich - A5157

Biochem/physiol Actions
Selective NMDA glutamate receptor antagonist; anticonvulsant.