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I2765

Sigma-Aldrich

Ibotenic acid

~95% (TLC), solid, neurotoxin

Sinónimos:

α-Amino-3-hydroxy-5-isoxazoleacetic acid

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About This Item

Fórmula empírica (notación de Hill):
C5H6N2O4
Número de CAS:
2552-55-8
Peso molecular:
158.11
MDL number:
MFCD00069294
UNSPSC Code:
12352209
PubChem Substance ID:
24277994
NACRES:
NA.32

product name

Ibotenic acid, ~95%, solid

assay

~95%

form

solid

color

white

solubility

H2O: 1 mg/mL, clear, colorless (with sonication)
0.1 M NaOH: 10.7 mg/mL
0.1 M HCl: 4.7 mg/mL

SMILES string

NC(C(O)=O)C1=CC(=O)NO1

InChI

1S/C5H6N2O4/c6-4(5(9)10)2-1-3(8)7-11-2/h1,4H,6H2,(H,7,8)(H,9,10)

InChI key

IRJCBFDCFXCWGO-UHFFFAOYSA-N

Gene Information

rat ... Grm1(24414) , Grm2(24415)

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Application

Ibotenic acid has been used as a neurontoxin in rats. It has also been used in inducing a primary permanent lesion monkey cortex M1 neurons.
Ibotenic acid has been used to perform surgery in adult male zebra finches (Taeniopygia guttata) to study reversing reinforcement-induced vocal changes.

Biochem/physiol Actions

Ibotenic acid is an analog of glutamate. It is involved in the excitation of cell bodies and destroys the thalamic reticular nucleus (NRT). It induces high calcium influx leading to neuronal injury. Ibotenic acid is used to induce neurodegeneration due to its excitotoxic functionality.
Non-selective agonist with preference for NMDA glutamate receptors; neurotoxin; neuroexcitatory amino acid originally isolated from Amanita species.

Caution

Hygroscopic

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Megan E Fox et al.
ACS chemical neuroscience, 7(12), 1681-1689 (2016-09-13)
Central norepinephrine signaling influences a wide range of behavioral and physiological processes, and the ventral bed nucleus of the stria terminalis (vBNST) receives some of the densest norepinephrine innervation in the brain. Previous work describes norepinephrine neurons as projecting primarily
Benjamin M Basile et al.
PLoS biology, 18(6), e3000677-e3000677 (2020-06-13)
A key feature of most social relationships is that we like seeing good things happen to others. Research has implicated the anterior cingulate cortex (ACC) in attaching value to social outcomes. For example, single neurons in macaque ACC selectively code
Jiachao Wang et al.
Behavioural brain research, 372, 112037-112037 (2019-06-17)
Our internal models of the world help us to process information rapidly: in general model-based learning is more rapid than model-free learning. However, the cognitive flexibility required to overcome cognitive predispositions can let us down: it is not fully developed
Anja T Zai et al.
Nature communications, 11(1), 5940-5940 (2020-11-25)
Sensory substitution is a promising therapeutic approach for replacing a missing or diseased sensory organ by translating inaccessible information into another sensory modality. However, many substitution systems are not well accepted by subjects. To explore the effect of sensory substitution
L T Lopes et al.
Acta physiologica (Oxford, England), 211(3), 528-537 (2014-03-13)
Although periaqueductal grey matter activation is known to elicit respiratory and cardiovascular responses, the role of this midbrain area in the compensatory responses to hypoxia is still unknown. To test the participation of the periaqueductal grey matter in cardiorespiratory and
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