2-amino-3-(3-hydroxy-5-methyl-1,2-oxazol-4-yl)propanoic acid hydrate

• ChemBase ID: 132885
• Molecular Formular: C7H12N2O5
• Molecular Mass: 204.18058
• Monoisotopic Mass: 204.07462149
• SMILES: Cc1c(c(no1)O)CC(C(=O)O)N.O
• Canonical SMILES: OC(=O)C(Cc1c(C)onc1O)N.O
• InChI: InChI=1S/C7H10N2O4.H2O/c1-3-4(6(10)9-13-3)2-5(8)7(11)12;/h5H,2,8H2,1H3,(H,9,10)(H,11,12);1H2
• InChIKey: HFISYNCCKQHIAM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(3-hydroxy-5-methyl-1,2-oxazol-4-yl)propanoic acid hydrate
• IUPAC Traditional name: AMPA hydrate
• Synonyms: (±)-α-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid hydrate; (±)-AMPA

Database IDs

• CAS Number: 74341-63-2
• MDL Number: MFCD00213388
• PubChem SID: 24891141; 162227162
• PubChem CID: 53393722

CALCULATED PROPERTIES

• Acid pKa: 1.5563054
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.4256098
• LogD (pH = 7.4): -3.4511206
• Log P: -2.3328915
• Molar Refractivity: 44.0024 cm^3
• Polarizability: 16.434475 Å^3
• Polar Surface Area: 109.58 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble3.5 mg/mL; 0.1 M NaOH: soluble4.3 mg/mL; 1 M HCl: soluble50 mg/mL; DMSO: soluble4.3 mg/mL; H2O: soluble1 mg/mL (warm)
• Apperance: white solid

Safety Information

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

Pharmacology Properties

• Gene Information: rat ... Gria1(50592), Gria2(29627), Gria3(29628), Gria4(29629), Grik1(29559), Grik2(54257), Grin2a(24409), Grm1(24414), Grm2(24415), Grm4(24417), Grm5(24418), Slc1a1(25550), Slc1a2(29482), Slc1a3(29483)

DETAILS

Sigma Aldrich - A6816

Biochem/physiol Actions
Potent excitatory amino acid that interacts selectively with central AMPA/kainate receptors.