CAS 118896-96-1|CAS 171259-81-7|(+/-)-2-Amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propanoic acid hydrobromide|AMeP hydrobromide|(+/-)-AMPA hydrobromide|2-amino-3-(3-hydroxy-5-methyl-1,2-oxazol-4-yl)p...

General Information

Structure

Molecular Formula

C₇H₁₁BrN₂O₄

Molecular Mass

267.07724

Exact Mass

265.99021884

Charge

InChI

InChI=1S/C7H10N2O4.BrH/c1-3-4(6(10)9-13-3)2-5(8)7(11)12;/h5H,2,8H2,1H3,(H,9,10)(H,11,12);1H

InChIKey

KUAHVIUZGLGASU-UHFFFAOYSA-N

Canonic Smiles

OC(=O)C(Cc1c(C)onc1O)N.Br

Isomeric Smiles

n1c(O)c(c(o1)C)CC(C(=O)O)N.Br

Calculated Properties

JChem

Acid pKa

1.5563054

H Acceptors

H Donor

LogD (pH = 5.5)

-2.4256098

LogD (pH = 7.4)

-3.4511206

Log P

-2.3328915

Molar Refractivity

44.0024

Polarizability

16.434475

Polar Surface Area

109.58

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

(+/-)-2-Amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propanoic acid hydrobromide(+/-)-AMPA hydrobromide(±)-α-Amino-3-hydroxy-5-methylisoxazole-4-propionic acid hydrobromide(±)-AMPA hydrobromide(R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid HydrobromideD,L-α-Amino-3-hydroxy-5-methylisoxazole-4-propionic Acid HydrobromideAMPAγ-Amino-3-hydroxy-5-methylisoxazole-4-propionic Αcid Hydrobromide(±)-α-AMINO-3-HYDROXY-5-METHYL-ISOXAZOLE-4-PROPIONIC ACID

IUPAC Traditional name

AMeP hydrobromide AMPA hydrobromide

IUPAC name

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

Names and Identifiers

Registration numbers

CAS Number

118896-96-1171259-81-7

PubChem SID

16204049924277979

PubChem CID

11957558

MDL Number

MFCD00055183

Registration numbers

Properties

Product Information

Certificate of Analysis

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Empirical Formula (Hill Notation)

C7H10N2O4 · HBr

Purity

≥98% (HPLC)

Pharmacology Properties

Gene Information

human ... GRIA1(2890), GRIA2(2891), GRIA3(2892), GRIA4(2893), GRIK1(2897), GRIK2(2898), GRIK3(2899), GRIK4(2900), GRIK5(2901)

Properties

Related Proteins

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Molecular Spectra

No Data Available

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Molecule Details

Apollo Scientific

OR1155T

Racemic mixture

MP Biomedicals

02154747

(AMPA) Hydrobromide Potent quisqualate-like agonist

Sigma Aldrich

G017

Biochem/physiol Actions
(±)-AMPA is a potent excitatory amino acid that interacts selectively with central AMPA/kainate receptors.

A9111

Biochem/physiol Actions
(±)-AMPA is a potent excitatory amino acid that interacts selectively with central AMPA/kainate receptors.

TRC

A611550

A potent and selective agonist of the excitatory neurotransmitter L-glutamic Acid. AMPA does not interfere with binding sites for kainic acid in vitro, and AMPA- induced neuronal excitation is not significantly affected by NMDA antagonists.

Molecule Details

References

PubChem Literature

From Data Sources

• Krogsgaard-Larsen, P., et al., Nature (London), 284: 64, (1980).

• Honore, T., et al., J. Neurochem., 38: 173, (1982).

• Honore, T., et al.: J. Neurochem., 38, 173 (1980)

• MacDonald, J.F., et al.: Science, 253, 1132 (1991)

• Krogsgaard-Larsen, et al.: Nature, 284, 64 (1980)

References

Bioactivity

PubChem BioAssay