(2S)-2-amino-6-phosphonohexanoic acid

• ChemBase ID: 154159
• Molecular Formular: C6H14NO5P
• Molecular Mass: 211.152821
• Monoisotopic Mass: 211.06095918
• SMILES: C(CCP(=O)(O)O)C[C@@H](C(=O)O)N
• Canonical SMILES: OC(=O)[C@H](CCCCP(=O)(O)O)N
• InChI: InChI=1S/C6H14NO5P/c7-5(6(8)9)3-1-2-4-13(10,11)12/h5H,1-4,7H2,(H,8,9)(H2,10,11,12)/t5-/m0/s1
• InChIKey: QIOXWRQXHFVNLV-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-6-phosphonohexanoic acid
• IUPAC Traditional name: (2S)-2-amino-6-phosphonohexanoic acid
• Synonyms: L-AP6; L-(+)-2-Amino-6-phosphonohexanoic acid

Database IDs

• CAS Number: 126253-57-4
• MDL Number: MFCD00144531
• PubChem SID: 24724392; 162248298
• PubChem CID: 3062646

CALCULATED PROPERTIES

• Acid pKa: 1.6901584
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.3963146
• LogD (pH = 7.4): -6.1370835
• Log P: -2.7879262
• Molar Refractivity: 45.1925 cm^3
• Polarizability: 18.25919 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• 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: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C6H14NO5P

DETAILS

Sigma Aldrich - A5352

Biochem/physiol Actions
Selective agonist of the quisqualate site on the ionotropic Q type excitatory amino acid receptors.