2-amino-4-phosphonobutanoic acid

• ChemBase ID: 103942
• Molecular Formular: C4H10NO5P
• Molecular Mass: 183.099661
• Monoisotopic Mass: 183.02965906
• SMILES: NC(CCP(=O)(O)O)C(=O)O
• Canonical SMILES: OC(=O)C(CCP(=O)(O)O)N
• InChI: InChI=1S/C4H10NO5P/c5-3(4(6)7)1-2-11(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)
• InChIKey: DDOQBQRIEWHWBT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-phosphonobutanoic acid
• IUPAC Traditional name: 2-amino-4-phosphonobutanoic acid; L-AP4
• Synonyms: (±)-AP-4; (±)-2-Amino-4-phosphonobutyric acid; Aminophosphonobutyric acid; DL-2-Amino-4-phosphonobutyric acid; AP-4; (±)-2-AMINO-4-PHOSPHONO-BUTYRIC ACID; DL-2-Amino-4-phosphono-butanoic acid; DL-2-氨基-4-磷丁酸

Database IDs

• CAS Number: 6323-99-5; 20263-07-4
• MDL Number: MFCD00013999
• Beilstein Number: 2093908
• PubChem SID: 24277947; 162091081
• PubChem CID: 2207

CALCULATED PROPERTIES

• Acid pKa: 1.6247565
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -6.41506
• LogD (pH = 7.4): -7.039654
• Log P: -3.729797
• Molar Refractivity: 35.9469 cm^3
• Polarizability: 14.675012 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white solid
• Melting Point: 225-228°C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRINA(2907)rat ... Grin2b(24410)
• Mechanism of Action: Inhibitor of glutamine synthetase and glutamate dehydrogenase

Product Information

• Purity: 95%; 97%; 99%
• Application(s): Antiviral activity
• Empirical Formula (Hill Notation): C4H10NO5P

DETAILS

MP Biomedicals - 02153641

Purity: 99%

Sigma Aldrich - A102

Biochem/physiol Actions
NMDA 谷氨酸受体拮抗剂。

Sigma Aldrich - A1910

Biochem/physiol Actions
NMDA 谷氨酸受体拮抗剂。
Caution
Hygroscopic, store desiccated.

Sigma Aldrich - 367370

Biochem/physiol Actions
NMDA glutamate receptor antagonist.