(4-aminobutyl)phosphonic acid

• ChemBase ID: 132686
• Molecular Formular: C4H12NO3P
• Molecular Mass: 153.116741
• Monoisotopic Mass: 153.05547988
• SMILES: C(CCP(=O)(O)O)CN
• Canonical SMILES: NCCCCP(=O)(O)O
• InChI: InChI=1S/C4H12NO3P/c5-3-1-2-4-9(6,7)8/h1-5H2,(H2,6,7,8)
• InChIKey: IDPXFPYGZRMMKZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-aminobutyl)phosphonic acid
• IUPAC Traditional name: 4-aminobutylphosphonic acid
• Synonyms: 4-Aminobutylphosphonic acid

Database IDs

• CAS Number: 35622-27-6
• MDL Number: MFCD00063426
• PubChem SID: 162226963; 24890444
• PubChem CID: 1726

CALCULATED PROPERTIES

• Acid pKa: 1.809868
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.5505064
• LogD (pH = 7.4): -2.6024861
• Log P: -2.5502143
• Molar Refractivity: 34.7616 cm^3
• Polarizability: 13.923952 Å^3
• Polar Surface Area: 83.55 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: 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

• Purity: ≥99%

DETAILS

Sigma Aldrich - A0664

Linkage
Analog of δ-aminovaleric acid
Biochem/physiol Actions
4-aminobutylphosphonic acid, the phosphonic acid analogue of delta-aminovaleric acid, inhibits gamma-aminobutyric acid B (GABA-B receptor) binding without influencing either isoproterenol- or forskolin-stimulated cyclic AMP production.