Structure via PubChem · Public domain (PubChem)
ایپی ۵
Sign in to saveAlso known as D-AP5, 5-phosphono-D-norvaline, (2R)-2-amino-5-phosphonopentanoic acid, APV, (2R)-2-amino-5-phosphovaleric acid
AP5 (also known as APV, '(2R)-amino-5-phosphonovaleric acid, or (2R)-amino-5-phosphonopentanoate') is a chemical compound used as a biochemical tool to study various cellular processes. It is a selective NMDA receptor antagonist that competitively inhibits the ligand (glutamate) binding site of NMDA receptors. AP5 blocks NMDA receptors in micromolar concentrations (~50 μM).
Chemical data
- Formula
- C5H12NO5P
- Molecular weight
- 197.13 g/mol
- IUPAC name
- (2R)-2-amino-5-phosphonopentanoic acid
- SMILES
- C(C[C@H](C(=O)O)N)CP(=O)(O)O
- InChIKey
- VOROEQBFPPIACJ-SCSAIBSYSA-N
- XLogP
- -5.3
- Polar surface area
- 121 Ų
- H-bond donors
- 4
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 197.045
Show 4 more facts
- chemical formula
- C₅H₁₂NO₅P
- isomeric SMILES
- C(C[C@H](C(=O)O)N)CP(=O)(O)O
- canonical SMILES
- C(CC(C(=O)O)N)CP(=O)(O)O
- Commons category
- 2-Amino-5-phosphonovaleric acid
via Wikidata · CC0