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74341-63-2 molecular structure
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2-amino-3-(3-hydroxy-5-methyl-1,2-oxazol-4-yl)propanoic acid

ChemBase ID: 75536
Molecular Formular: C7H10N2O4
Molecular Mass: 186.1653
Monoisotopic Mass: 186.06405681
SMILES and InChIs

SMILES:
n1c(O)c(c(o1)C)CC(C(=O)O)N
Canonical SMILES:
OC(=O)C(Cc1c(C)onc1O)N
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

Cite this record

CBID:75536 http://www.chembase.cn/molecule-75536.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-amino-3-(3-hydroxy-5-methyl-1,2-oxazol-4-yl)propanoic acid
IUPAC Traditional name
AMPA
AMeP
Synonyms
D,L-α-Amino-3-hydroxy-5-methylisoxazole-4-propionic Acid
γ-Amino-3-hydroxy-5-methylisoxazole-4-propionic Αcid
(R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid
(R,S)-2-Amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid
AMPA
(±)-α-AMINO-3-HYDROXY-5-METHYL-4-ISOXAZOLEPROPIONIC ACID HYDRATE
CAS Number
74341-63-2
MDL Number
MFCD00069214
PubChem SID
162040454
PubChem CID
1221

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 1221 external link

CALCULATED PROPERTIES

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 cm3 Polarizability 16.434475 Å3
Polar Surface Area 109.58 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Water expand Show data source
Apperance
White to Off-White Solid expand Show data source
Melting Point
>200°C (dec.) expand Show data source
240-250(dec.)°C expand Show data source
Storage Condition
0°C expand Show data source
-20°C Freezer expand Show data source
Storage Warning
Irritant expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Purity
>98% expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Apollo Scientific Apollo Scientific TRC TRC
MP Biomedicals - 02158828 external link
Hydrate
Purity: >98%
Potent and selective glutamate agonist.
Apollo Scientific Ltd - OR1150T external link
A selective agonist of the exitatory neurotransmitter L-glutamic acid. AMPA does not interfere with binding sites for kainic acid in vitro.
Toronto Research Chemicals - A611500 external link
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.

REFERENCES

REFERENCES

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  • • Krogsgaard-Larson, P. et al., Nature , 282 : 64, (1980).
  • • Krogsgaard-Larsen, et al.: Nature, 284, 64 (1980)
  • • Honore, T., et al.: J. Neurochem., 38, 173 (1980)
  • • MacDonald, J.F., et al.: Science, 253, 1132 (1991)
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PATENTS

PATENTS

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INTERNET

INTERNET

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