α-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid
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α-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid
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CAS No:
77521-29-0
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Formula:
C7H10N2O4
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Chemical Name:
α-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid
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Synonyms:
4-Isoxazolepropanoic acid,α-amino-2,3-dihydro-5-methyl-3-oxo-;α-Amino-2,3-dihydro-5-methyl-3-oxo-4-isoxazolepropanoic acid;AMPA;α-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid;γ-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid;α-Amino-2,3-dihydro-5-methyl-3-oxoisoxazole-4-propionic acid;α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionate;(RS)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid;(R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid;dl-α-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid;(±)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid;D,L-α-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid;AMPA (pharmaceutical);2-Amino-3-(5-methyl-3-oxo-2,3-dihydroisoxazol-4-yl)propanoic acid;2-Amino-3-(5-methyl-3-oxo-2,3-dihydro-1,2-oxazol-4-yl)propanoic acid;2-Amino-3-(3-hydroxy-5-methyl-1,2-oxazol-4-yl)propanoic acid;110592-37-5;126632-03-9;133481-32-0;139261-99-7;139559-02-7;74341-63-2;78729-80-3;79697-77-1;81323-87-7;83354-19-2;85506-19-0;86495-63-8;92614-50-1
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CAS No:
Description
(S)-AMPA is a non-proteinogenic alpha-amino acid.|An IBOTENIC ACID homolog and glutamate agonist. The compound is the defining agonist for the AMPA subtype of glutamate receptors (RECEPTORS, AMPA). It has been used as a radionuclide imaging agent but is more commonly used as an experimental tool in cell biological studies.
Drug Information
Drugs that bind to and activate excitatory amino acid receptors. (See all compounds classified as Excitatory Amino Acid Agonists.)
alpha Amino 3 hydroxy 5 methyl 4 isoxazolepropionic Acid
α-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid Use and Manufacturing
AMPA is the defining agonist for the AMPA subgroup of ionotropic glutamate receptors, which mediate excitatory neurotransmission. Because AMPA does not interfere with binding sites for kainic acid or NMDA , it can be used to distinguish AMPA receptor-specific activity that contributes to a neuronal response. (R,S)-AMPA contains an equal mixture of the active (S)-enantiomer and the inactive (R)-enantiomer.
Computed Properties
Molecular Weight:186.17
XLogP3:-3.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:186.06405680
Monoisotopic Mass:186.06405680
Topological Polar Surface Area:102
Heavy Atom Count:13
Complexity:284
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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