Compound: alpha-AMINO-3-HYDROXY-5-METHYL-4-ISOXAZOLEPROPIONIC ACID
SMILES: O=c1[nH]oc(c1CC(N)C(=O)O)C
InChIKey: UUDAMDVQRQNNHZ-UHFFFAOYSA-N
Synonyms: alpha-AMINO-3-HYDROXY-5-METHYL-4-ISOXAZOLEPROPIONIC ACID, 4-Isoxazolepropanoic acid, alpha-amino-2,3-dihydro-5-methyl-3-oxo-, RefChem:915477, alpha Amino 3 hydroxy 5 methyl 4 isoxazolepropionic Acid, ampa, 77521-29-0, (RS)-AMPA, 74341-63-2, (R,S)-AMPA, AMPA (pharmaceutical), (R,S)-A-AMINO-3-HYDROXY-5-METHYL-4-ISOXAZOLEPROPIONIC ACID, alpha-Amino-2,3-dihydro-5-methyl-3-oxo-4-isoxazolepropanoic acid, 2-amino-3-(5-methyl-3-oxo-2,3-dihydroisoxazol-4-yl)propanoic acid, CHEMBL13378, 2-Amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)-propionic acid, J090588E6X, AMPA HYDRATE, (R,S)-alpha-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid, AMPA hydrobromide, 4-Isoxazolepropanoic acid, a-amino-2,3-dihydro-5-methyl-3-oxo-, (+/-)-alpha-AMINO-3-HYDROXY-5-METHYL-4-ISOXAZOLEPROPIONIC ACID, 2-amino-3-(5-methyl-3-oxo-2,3-dihydro-1,2-oxazol-4-yl)propanoic acid, [3H]AMPA, 2-amino-3-(5-methyl-3-oxo-isoxazol-4-yl)propanoic acid, (R)-2-Amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)-propionic acid, (S)-2-Amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)-propionic acid, (+/-)-AMPA, UNII-J090588E6X, DTXSID20868301, UUDAMDVQRQNNHZ-UHFFFAOYSA-N, (R,S)-alpha-Amino-3-hydroxy-5-methyl-4-isoxazolepropionicAcid-13C2,15N, MFCD00069214, gamma-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid, 2-amino-3-(5-methyl-3-oxo-1,2-oxazol-4-yl)propanoic acid, dl-alpha-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid, (+-)-alpha-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid, alpha-Amino-2,3-dihydro-5-methyl-3-oxoisoxazolepropionic acid, D,L-alpha-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid, AMPA [MI], (R,S) AMPA, AMPA, D,L-, Lopac0_000581, SCHEMBL68799, GNF-Pf-2579, GTPL4077, GTPL4131, orb1706684, SCHEMBL6687427, CHEBI:34018, HMS3266A13, HMS3411A07, HMS3675A07, ZCA34163, 20 - Acid Herbicides in Wastewater, 4-Isoxazolepropanoic acid, .alpha.-amino-2,3-dihydro-5-methyl-3-oxo-, BDBM50002370, HB0030, MFCD00213388, PDSP1_001835, PDSP2_001818, 08 - Acid Herbicides in Clean Water, AKOS017343917, AKOS027250886, AB02804, CCG-204670, HY-100815B, SB38931, SB38934, SDCCGSBI-0050563.P002, NCGC00015458-04, NCGC00015458-05, NCGC00024481-03, AS-88012, DA-02875, DB-016844, CS-0021074, NS00114216, ST50405212, H37439, M01253, 3-(3-Hydroxy-5-methylisoxazol-4-yl)-DL-alanine, L000026, SR-01000075447-3, BRD-A34716233-001-02-3, BRD-A34716233-004-03-5, Q66370552, ( )-a-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid, 2-ammonio-3-(3-hydroxy-5-methylisoxazol-4-yl)propanoate, 3-(5-Methyl-3-oxo-2,3-dihydro-1,2-oxazol-4-yl)alanine, 2-amino-3-(3-hydroxy-5-methyl-4-isoxazolyl)-propionic acid, 2-amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)propanoic acid, (R,S)-alpha-amino-3-hydroxy-5-methyl-4-isooxazole-propionic acid, (RS)-2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)-propionicacid, .alpha.-Amino-2,3-dihydro-5-methyl-3-oxo-4-isoxazolepropanoic acid, .GAMMA.-AMINO-3-HYDROXY-5-METHYLISOXAZOLE-4-PROPIONIC ACID, 2-AMINO-3-(3-HYDROXY-5-METHYLISOXAZOL-4-YL)PROPANOIC ACID, 2-amino-3-(5-methyl-3-oxo(2-hydroisoxazol-4-yl))propanoic acid, (+/-)-.ALPHA.-AMINO-3-HYDROXY-5-METHYL-4-ISOXAZOLEPROPIONIC ACID, 2-Amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)-propionic acid(DL-AMPA), DL-.ALPHA.-AMINO-3-HYDROXY-5-METHYLISOXAZOLE-4-PROPIONIC ACID, 110592-37-5
Theoretical properties:
molecular_formula: C7H10N2O4
molecular_weight: 186.17 g/mol
exact_mass: 186.06405680 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 3
heavy_atom_count: 13
topological_polar_surface_area: 102 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: (S)-AMPA is a non-proteinogenic alpha-amino acid.
chembl: (R,S)-AMPA is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Aspartic acid (symbol Asp or D; known as aspartate in its anionic form), is an α-amino acid that is used in the biosynthesis of proteins. The L-isomer of aspartic acid is one of the 22 proteinogenic amino acids, i.e., the building blocks of proteins. 
D-aspartic acid is one of two D-amino acids commonly found in mammals. Apart from a few rare exceptions, D-aspartic acid is not used for protein synthesis but is incorporated into some peptides and plays a role as a neurotransmitter/neuromodulator.
Like all other amino acids, aspartic acid contains an amino group and a carboxylic acid. Its α-amino group is in the protonated –NH+3 form under physiological conditions, while its α-carboxylic acid group is deprotonated −COO− under physiological conditions. Aspartic acid has an acidic side chain (CH2COOH) which reacts with other amino acids, enzymes and proteins in the body. Under physiological conditions (pH 7.4) in proteins the side chain usually occurs as the negatively charged aspartate form, −COO−. It is a non-essential amino acid in humans, meaning the body can synthesize it as needed. It is encoded by the codons GAU and GAC.
In proteins aspartate sidechains are often hydrogen bonded to form asx turns or asx motifs, which frequently occur at the N-termini of alpha helices.
Aspartic acid, like glutamic acid, is classified as an acidic amino acid, with a pKa of 3.9; however, in a peptide this is highly dependent on the local environment, and could be as high as 14.
The one-letter code D for aspartate was assigned arbitrarily, with the proposed mnemonic asparDic acid.