yingweiwo

Ibotenic Acid [(RS)-Ibotenic acid; DL-Ibotenic acid]

Alias: (RS)-Ibotenic acid DL-Ibotenic acid Ibotenate
Cat No.:V22375 Purity: ≥98%
Ibotenic Acid [(RS)-Ibotenic acid; DL-Ibotenic acid] is a highly potent excitatory amino acid agonist with activity at both the N-methyl-D-aspartate (NMDA) and trans-ACPD or metabolotropic quisqualate (Qm) receptor sites.
Ibotenic Acid [(RS)-Ibotenic acid; DL-Ibotenic acid]
Ibotenic Acid [(RS)-Ibotenic acid; DL-Ibotenic acid] Chemical Structure CAS No.: 2552-55-8
Product category: iGluR
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
25mg
50mg
100mg
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Purity & Quality Control Documentation

Purity: ≥98%

Product Description
Ibotenic Acid [(RS)-Ibotenic acid; DL-Ibotenic acid] is a highly potent excitatory amino acid agonist with activity at both the N-methyl-D-aspartate (NMDA) and trans-ACPD or metabolotropic quisqualate (Qm) receptor sites. Ibotenic Acid causes motor depression, ataxia, and changes in mood. Ibotenic Acid is also a neurotoxin.
Ibotenic acid (Ibo) is a potent agonist at both N-methyl-D-aspartate (NMDA) receptors and metabotropic glutamate receptors (trans-ACPD receptors) in the central nervous system. It is a naturally occurring amino acid found in the mushroom Amanita muscaria. Due to its ability to activate NMDA receptors, ibotenic acid has been used in research to study the mechanisms of excitatory neurotransmission and neurodegenerative diseases. It is also used as a neurotoxic agent to lesion specific brain regions in animal models.
Biological Activity I Assay Protocols (From Reference)
Targets
Ibotenic acid targets NMDA receptors and metabotropic glutamate receptors (trans-ACPD receptors). It is an agonist at both receptor types. However, only activation of NMDA receptors is involved in ibotenic acid neurotoxicity. By activating NMDA receptors, it causes an influx of calcium ions into neurons, leading to excitotoxicity and neuronal death. This property makes it a valuable tool for studying glutamate receptor function and neurodegenerative mechanisms.
ln Vitro
In the central nervous system, amitanic acid (Ibo) operates on both NMDA and trans-ACPD receptors; however, Ibo toxicity has only been linked to NMDA receptor activation. When cortical neurons are exposed to amitanic acid for five minutes, the release of acid dehydrogenase into the culture medium indicates that the acid is hazardous (EC50=77.3±8 μM; n=5) [1].
Ibotenic acid is a potent agonist at NMDA receptors and metabotropic glutamate receptors. Its activity at NMDA receptors mediates neurotoxicity and phosphoinositide hydrolysis. It is capable of acting at both NMDA and trans-ACPD receptors in the CNS. Its agonist activity has been confirmed in various electrophysiological and biochemical assays. It is used as a tool to study glutamate receptor function.
ln Vivo
Ibotenic acid mediates neurotoxicity in vivo through the activation of NMDA receptors. It is used as a neurotoxic agent to lesion specific brain regions in animal models, allowing researchers to study the function of these regions and the mechanisms of neurodegeneration. Its neurotoxic effects are dose-dependent and can be blocked by NMDA receptor antagonists.
Enzyme Assay
The primary in vitro assay for Ibotenic acid involves measuring its ability to activate NMDA receptors. This can be performed using electrophysiological techniques, such as patch-clamp recording, on neurons or cells expressing NMDA receptors. The compound is applied to the cells, and the resulting inward currents are measured. Radioligand binding assays can also be used to measure its affinity for NMDA receptors.
Cell Assay
In vitro cellular experiments for Ibotenic acid involve treating neuronal cultures with the compound and measuring its effects on cell viability, calcium influx, and downstream signaling pathways. The induction of excitotoxicity is assessed by measuring cell death using LDH release or MTT assays. Intracellular calcium levels are measured using fluorescent calcium indicators. The activation of downstream signaling pathways, such as MAPK or PI3K, can be assessed by Western blot.
Animal Protocol
In vivo animal experiments for Ibotenic acid involve stereotaxic injection of the compound into specific brain regions to create localized lesions. The effects of these lesions on behavior, physiology, and neurochemistry are then studied. The compound can also be administered systemically to study its effects on the CNS, but its neurotoxic effects are primarily studied through direct injection.
ADME/Pharmacokinetics
Ibotenic acid has a molecular weight of 158.11 g/mol and a molecular formula of C5H6N2O4. It is a small, water-soluble amino acid. It is typically used as a research reagent and is stored as a powder at -20°C for long-term stability. Its purity is typically ≥98%. It is also known as (RS)-Ibotenic acid and DL-Ibotenic acid.
Toxicity/Toxicokinetics
Ibotenic acid is a potent neurotoxin and is highly toxic to neurons. It is a research compound that is not intended for human use. Extreme caution should be exercised when handling this compound. It should be used only by trained personnel in a laboratory setting with appropriate safety precautions. Its neurotoxic effects are mediated through NMDA receptor activation.
References

[1]. Ibotenic acid mediates neurotoxicity and phosphoinositide hydrolysis by independent receptormechanisms. Mol Chem Neuropathol. 1992 Feb-Apr;16(1-2):1-10.

Additional Infomation
Ibotenic acid is a non-protein α-amino acid with neurotoxic effects. It has been reported in Amanita gemmata, Amanita muscaria, and other organisms with relevant data. Ibotenic acid is a chemical compound naturally found in mushrooms such as Amanita muscaria and Amanita pantherina. It is a potent neurotoxin used as a brain-damaging agent and has been shown to have high neurotoxicity when directly injected into the brains of mice and rats. Ibotenic acid was initially isolated in the 1960s from Amanita ibotengutake, a Japanese mushroom very similar to Amanita pantherina. (L1141) Ibotenic acid is a neurotoxic isoxazole compound (similar to phycocyanine and muscarinic acid) found in Amanita mushrooms. It can cause motor inhibition, ataxia, and changes in mood, perception, and sensation, and is a potent excitatory amino acid agonist.
Ibotenic acid is a potent agonist at NMDA receptors and metabotropic glutamate receptors. It is a naturally occurring amino acid found in Amanita muscaria. Due to its ability to activate NMDA receptors, ibotenic acid is used in research to study excitatory neurotransmission and neurodegenerative diseases. It is also used as a neurotoxic agent to lesion specific brain regions in animal models.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H6N2O4
Molecular Weight
158.11200
Exact Mass
158.032
CAS #
2552-55-8
PubChem CID
1233
Appearance
Light yellow to yellow solid powder
Density
1.7±0.1 g/cm3
Boiling Point
458.8±45.0 °C at 760 mmHg
Melting Point
141-147 °C
Flash Point
231.3±28.7 °C
Vapour Pressure
0.0±1.2 mmHg at 25°C
Index of Refraction
1.610
LogP
-1.07
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
11
Complexity
235
Defined Atom Stereocenter Count
0
InChi Key
IRJCBFDCFXCWGO-UHFFFAOYSA-N
InChi Code
InChI=1S/C5H6N2O4/c6-4(5(9)10)2-1-3(8)7-11-2/h1,4H,6H2,(H,7,8)(H,9,10)
Chemical Name
2-Amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid
Synonyms
(RS)-Ibotenic acid DL-Ibotenic acid Ibotenate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~5 mg/mL (~31.62 mM)
DMSO : ~5 mg/mL (~31.62 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 0.5 mg/mL (3.16 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 5.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 0.5 mg/mL (3.16 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 5.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

View More

Solubility in Formulation 3: ≥ 0.5 mg/mL (3.16 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 5.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 8.67 mg/mL (54.84 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.3247 mL 31.6236 mL 63.2471 mL
5 mM 1.2649 mL 6.3247 mL 12.6494 mL
10 mM 0.6325 mL 3.1624 mL 6.3247 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
+
+
+

Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Contact Us