CAS 74341-63-2|2-amino-3-(3-hydroxy-5-methyl-1,2-oxazol-4-yl)propanoic acid|(R,S)-2-Amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid|AMeP|AMPA|(±)-α-AMINO-3-HYDROXY-5-METHYL-4-ISOXAZOL...

General Information

Structure

Molecular Formula

C₇H₁₀N₂O₄

Molecular Mass

186.1653

Exact Mass

186.06405681

Charge

InChI

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

InChIKey

UUDAMDVQRQNNHZ-UHFFFAOYSA-N

Canonic Smiles

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

Isomeric Smiles

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

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

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

(R,S)-2-Amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid(±)-α-AMINO-3-HYDROXY-5-METHYL-4-ISOXAZOLEPROPIONIC ACID HYDRATEAMPA(R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid D,L-α-Amino-3-hydroxy-5-methylisoxazole-4-propionic Acidγ-Amino-3-hydroxy-5-methylisoxazole-4-propionic Αcid

IUPAC name

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

IUPAC Traditional name

AMeP AMPA

Names and Identifiers

Registration numbers

MDL Number

PubChem SID

PubChem CID

CAS Number

Registration numbers

Properties

Physical Property

Melting Point

240-250(dec.)°C

>200°C (dec.)

Apperance

White to Off-White Solid

Solubility

Water

Product Information

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>98%

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Apollo Scientific

OR1150T

A selective agonist of the exitatory neurotransmitter L-glutamic acid. AMPA does not interfere with binding sites for kainic acid in vitro.

MP Biomedicals

02158828

Hydrate
Purity: >98%
Potent and selective glutamate agonist.

TRC

A611500

A potent and selective agonist of the putative, 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-Larson, P. et al., Nature , 282 : 64, (1980).

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

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

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

References

Bioactivity

PubChem BioAssay

Bioactivity