56720
Ibotenic acid monohydrate from Amanita sp.
≥99.0% (TLC)
Synonym(s):
α-(3-Hydroxy-5-isoxazolyl)glycine, α-Amino-2,3-dihydro-3-oxo-5-isoxazoleacetic acid, α-Amino-3-hydroxy-5-isoxazoleacetic acid
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C5H6N2O4 · H2O
CAS Number:
Molecular Weight:
176.13
PubChem Substance ID:
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
1075440
MDL number:
assay
≥99.0% (TLC)
mp
148-151 °C
solubility
1 M NH4OH: 50 mg/mL, clear, colorless to yellow
SMILES string
O.NC(C(O)=O)C1=CC(=O)NO1
InChI
1S/C5H6N2O4.H2O/c6-4(5(9)10)2-1-3(8)7-11-2;/h1,4H,6H2,(H,7,8)(H,9,10);1H2
InChI key
QVKQQLYSTODTJN-UHFFFAOYSA-N
Biochem/physiol Actions
Ibotenic acid, a 3-isoxazolol amino acid, is an AMPA subtype glutamate receptor agonist involved in signal activation and blockade. Ibotenic acid from mushrooms such as Amanita muscaria and pantherina is an inducer of the “pantherina” central nervous system poisoning syndrome.
Ibotenic acid, a mushroom chemical neurotoxin, is used alone and together with factors such as β-amyloid(25-35) to induce neurotoxic lesions in the brain.
Other Notes
Review; Studies on the glutamate receptor
signalword
Danger
hcodes
pcodes
Hazard Classifications
Acute Tox. 3 Oral
Storage Class
6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
新产品
This item has
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Karla Frydenvang et al.
Journal of medicinal chemistry, 53(23), 8354-8361 (2010-11-12)
We describe an improved synthesis and detailed pharmacological characterization of the conformationally restricted analogue of the naturally occurring nonselective glutamate receptor agonist ibotenic acid (RS)-3-hydroxy-4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridine-7-carboxylic acid (7-HPCA, 5) at AMPA receptor subtypes. Compound 5 was shown to be a subtype-discriminating
Touqeer Ahmed et al.
Brain research, 1400, 1-18 (2011-06-07)
Alzheimer's disease (AD) is a neurodegenerative disorder, which depicts features of chronic inflammatory conditions resulting in cellular death and has limited therapeutic options. We aimed to explore the effect of a curcuminoid mixture and its individual components on inflammatory and
A T Malouf et al.
The Journal of biological chemistry, 259(20), 12763-12768 (1984-10-25)
Glutamate is thought to be a major excitatory neurotransmitter in the vertebrate brain. In the preceding paper (Malouf, A. T., Schnaar, R. L., and Coyle, J. T. (1984) J. Biol. Chem. 259, 12756-12762), we demonstrated specific binding of [3H]glutamate to