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AB146670

Ibotenic acid (mM/ml), excitotoxic agonist

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MW 158.11 Da, Purity >98%. Neuroexcitatory amino acid originally isolated from Amanita species. Neurotoxin often used to model cognitive dysfunctions. NMDA and metabotropic receptor agonist.

View Alternative Names

AW490526, EB11, EIEE27, EPND, FESD, GLUR, GPRC1A, GPRC1E, GRIN 2A, GRIN 2B, GRIN3A, GRIN3B, GRM1-Alpha, GRM1_HUMAN, GRM5_HUMAN, GluN1, GluN2A, GluN2C, GluN2D, Glutamate Receptor Ionotropic N Methyl D Aspartate 2B, Glutamate Receptor Ionotropic N Methyl D Aspartate 2C, Glutamate Receptor Ionotropic N Methyl D Aspartate subunit 2B, Glutamate Receptor Ionotropic N methyl D aspartate 3A, Glutamate [NMDA] receptor subunit epsilon-1, Glutamate [NMDA] receptor subunit epsilon-2, Glutamate [NMDA] receptor subunit epsilon-3, Glutamate [NMDA] receptor subunit epsilon-4, Glutamate [NMDA] receptor subunit zeta-1, Glutamate receptor, Glutamate receptor ionotropic, Glutamate receptor ionotropic N methyl D aspartate 1, Glutamate receptor ionotropic N methyl D aspartate 2A, Glutamate receptor ionotropic N methyl D aspartate 3B, Glutamate receptor ionotropic NMDA2B, Glutamate receptor ionotropic, N-methyl-D aspartate, subunit 1, Glutamate receptor ionotropic, NMDA 2C, Glutamate receptor metabotropic 1, Glutamate receptor metabotropic 5, Glutamate receptor subunit epsilon 2, Glutamate receptor, ionotropic, N-methyl D-aspartate 2D, Glutamate receptor, ionotropic, NMDA2B (epsilon 2), Grin2c, Grin2d, LKS, MGC142178, MGC142180, MGLU1, MRD6, MRD8, Metabotropic glutamate receptor 1, Metabotropic glutamate receptor 5, Metabotropic glutamate receptor 5 variant F, Metabotropic glutamate receptor 5 variant G, Metabotropic glutamate receptor 5 variant H, N Methly D Aspartate Receptor Channel Subunit Epsilon 3, N methyl D asparate receptor channel subunit epsilon 2, N methyl D aspartate receptor channel subunit zeta 1, N methyl D aspartate receptor channel, subunit epsilon 1, N methyl D aspartate receptor subunit 2A, N methyl D aspartate receptor subunit 2B, N methyl D aspartate receptor subunit 2C, N methyl d aspartate receptor subunit 2D, N-methyl D-aspartate receptor subtype 2A, N-methyl D-aspartate receptor subtype 2B, N-methyl D-aspartate receptor subtype 2C, N-methyl D-aspartate receptor subtype 2D, N-methyl-D-aspartate receptor, N-methyl-D-aspartate receptor subunit 3, N-methyl-D-aspartate receptor subunit NR1, NMD-R1, NMDA 1, NMDA 2D, NMDA NR2B, NMDA receptor 1, NMDA receptor subtype 2A, NMDA receptor subunit 3A, NMDA receptor subunit 3B, NMDAR, NMDAR2C, NMDAR2D, NMDE1_HUMAN, NMDE2_HUMAN, NMDE3_HUMAN, NMDE4_HUMAN, NMDZ1_HUMAN, NR1, NR2A, NR2B, NR2C, NR2D, NR3, OTTHUMP00000041930, OTTHUMP00000160135, OTTHUMP00000174531, PPP1R86, Protein phosphatase 1 regulatory subunit 86, SCAR13, Smp_128940, estrogen receptor binding CpG island, glutamate receptor ionotropic NMDA 2D, glutamate receptor ionotropic, NMDA 1, hNR 3, hNR2A, mGlu5, mGluR1, mGluR5

Key facts

CAS number

2552-55-8

Purity

>98%

Form

Solid

form

Molecular weight

158.11 Da

Molecular formula

C<sub>5</sub>H<sub>6</sub>N<sub>2</sub>O<sub>4</sub>

PubChem

1233

Nature

Synthetic

Biochemical name

Ibotenic acid

Biological description

Neuroexcitatory amino acid originally isolated from Amanita species. Neurotoxin often used to model cognitive dysfunctions. NMDA and metabotropic receptor agonist.

Canonical smiles

C1=C(ONC1=O)C(C(=O)O)N

InChi

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

InChiKey

IRJCBFDCFXCWGO-UHFFFAOYSA-N

IUPAC Name

2-amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

NMDAR2A NMDAR2B GluN2C NMDAR1 mGluR1a NMDAR3A NMDAR3B and Metabotropic Glutamate Receptor 5 (also known as GluN2D) are subunits and types of glutamate receptors. They form part of the N-methyl-D-aspartate receptors (NMDARs) and metabotropic glutamate receptors (mGluRs). These receptors play key roles in synaptic transmission and plasticity in the central nervous system. NMDAR subunits such as NMDAR2A and NMDAR2B have a mass ranging from approximately 150 to 180 kDa depending on the specific isoform. These receptors are expressed in neurons throughout the brain including areas like the hippocampus cortex and cerebellum.
Biological function summary

These glutamate receptors contribute to neuronal communication and development. NMDARs which are ionotropic channels modulate calcium ion flow upon activation impacting synaptic strength and plasticity. They often form heteromeric complexes with other subunits creating channels with distinct functional properties. In contrast mGluRs like mGluR1a and mGluR5 are G protein-coupled receptors that link to intracellular signaling pathways affecting synaptic modulation and plasticity differently. These receptors are essential for processes like learning memory formation and higher cognitive functions.

Pathways

These glutamate receptors are involved in excitatory synaptic transmission and neuroplasticity-related pathways. NMDARs are central to the glutamatergic signaling pathway and have relationships with proteins such as CaMKII and PSD-95 which participate in strengthening synaptic connections. Metabotropic glutamate receptors interact with intracellular pathways involving proteins like PLC and PI3K which regulate calcium release and neurotransmitter signaling. These pathways ensure proper neuronal communication and adaptability.

NMDARs and mGluRs associate with neurological conditions such as Alzheimer’s disease and schizophrenia. NMDAR dysfunction can lead to excitotoxicity contributing to neurodegenerative disorders like Alzheimer’s where abnormal calcium influx disrupts cell health. In schizophrenia changes in NMDAR activity affect neurotransmitter balance and cognitive function. Proteins like DISC1 and Grin1 relate to these disorders by influencing glutamate receptor activity or expression highlighting their relevance in disease pathogenesis.

Product protocols

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