MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 597364 | Name: L-Ibotenic acid

Description:

WARNING: This product is for research use only, not for human or veterinary use.

L-Ibotenic acid is a chemical compound and psychoactive drug which occurs naturally in Amanita muscaria and related species of mushrooms typically found in the temperate and boreal regions of the northern hemisphere. It is a conformationally-restricted analogue of the neurotransmitter glutamate, and due to its structural similarity to this neurotransmitter, acts as a non-selective glutamate receptor agonist. Because of this, ibotenic acid can be a powerful neurotoxin, and is employed as a "brain-lesioning agent" through cranial injections in scientific research.

Chemical Structure

L-Ibotenic acid
L-Ibotenic acid
CAS#25690-45-3

Theoretical Analysis

MedKoo Cat#: 597364

Name: L-Ibotenic acid

CAS#: 25690-45-3

Chemical Formula: C5H6N2O4

Exact Mass: 158.0328

Molecular Weight: 158.11

Elemental Analysis: C, 37.98; H, 3.83; N, 17.72; O, 40.47

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Ibotenic acid, (S)-; Ibotenic acid, L-; L-Ibotenic acid;
IUPAC/Chemical Name
(S)-2-amino-2-(3-oxo-2,3-dihydroisoxazol-5-yl)acetic acid
InChi Key
IRJCBFDCFXCWGO-BYPYZUCNSA-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)/t4-/m0/s1
SMILES Code
O=C(O)[C@@H](N)C(ON1)=CC1=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 158.11 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Salzer HJF, Burchard G, Cornely OA, Lange C, Rolling T, Schmiedel S, Libman M, Capone D, Le T, Dalcolmo MP, Heyckendorf J. Diagnosis and Management of Systemic Endemic Mycoses Causing Pulmonary Disease. Respiration. 2018 Jun 28:1-19. doi: 10.1159/000489501. [Epub ahead of print] PubMed PMID: 29953992. 2: Bieleszová K, Pařízková B, Kubeš M, Husičková A, Kubala M, Ma Q, Sedlářová M, Robert S, Doležal K, Strnad M, Novák O, Žukauskaitė A. New fluorescently labeled auxins exhibit promising anti-auxin activity. N Biotechnol. 2018 Jun 25. pii: S1871-6784(17)30572-1. doi: 10.1016/j.nbt.2018.06.003. [Epub ahead of print] PubMed PMID: 29953966. 3: Frontiñan-Rubio J, Sancho-Bielsa FJ, Peinado JR, LaFerla FM, Giménez-Llort L, Durán-Prado M, Alcain FJ. Sex-dependent co-occurrence of hypoxia and β-amyloid plaques in hippocampus and entorhinal cortex is reversed by long-term treatment with ubiquinol and ascorbic acid in the 3 × Tg-AD mouse model of Alzheimer's disease. Mol Cell Neurosci. 2018 Jun 25. pii: S1044-7431(17)30154-9. doi: 10.1016/j.mcn.2018.06.005. [Epub ahead of print] PubMed PMID: 29953929. 4: Thomas DC. How the phagocyte NADPH oxidase regulates innate immunity. Free Radic Biol Med. 2018 Jun 25. pii: S0891-5849(18)31033-5. doi: 10.1016/j.freeradbiomed.2018.06.011. [Epub ahead of print] Review. PubMed PMID: 29953922. 5: Deng C, Tang S, Huang X, Gao J, Tian J, Zhou X, Xie Y, Liao M, Mo Z, Wang Q. Identification of three novel loci of ALDH2 Gene for Serum Folate levels in a Male Chinese Population by Genome-Wide Association Study. Gene. 2018 Jun 25. pii: S0378-1119(18)30741-8. doi: 10.1016/j.gene.2018.06.080. [Epub ahead of print] PubMed PMID: 29953918. 6: Hanmer KL, Mavri-Damelin D. Peroxidasin is a novel target of the redox-sensitive transcription factor Nrf2. Gene. 2018 Jun 25. pii: S0378-1119(18)30737-6. doi: 10.1016/j.gene.2018.06.076. [Epub ahead of print] PubMed PMID: 29953917. 7: Zhou P, Xu HS, Li MM, Chen XD, Wang J, Zhou HB, Chen L, Zhang N, Liu N. Mechanism of nitric oxide and acid-sensing ion channel 1a modulation of panic-like behaviour in the dorsal periaqueductal grey of the mouse. Behav Brain Res. 2018 Jun 25. pii: S0166-4328(18)30292-4. doi: 10.1016/j.bbr.2018.06.028. [Epub ahead of print] PubMed PMID: 29953907. 8: Flannery LE, Kerr DM, Finn DP, Roche M. FAAH inhibition attenuates TLR3-mediated hyperthermia, nociceptive- and anxiety-like behaviour in female rats. Behav Brain Res. 2018 Jun 25. pii: S0166-4328(18)30250-X. doi: 10.1016/j.bbr.2018.06.030. [Epub ahead of print] PubMed PMID: 29953903. 9: Rybak MY, Kovalenko OP, Tukalo MA. The Dual Role of the 2'-OH Group of A76 tRNA(Tyr) in the Prevention of D-Tyrosine Mistranslation. J Mol Biol. 2018 Jun 25. pii: S0022-2836(18)30665-X. doi: 10.1016/j.jmb.2018.06.036. [Epub ahead of print] PubMed PMID: 29953888. 10: Chou D, Peng HY, Lin TB, Lai CY, Hsieh MC, Wen YC, Lee AS, Wang HH, Yang PS, Chen GD, Ho YC. (2R,6R)-hydroxynorketamine rescues chronic stress-induced depression-like behavior through its actions in the midbrain periaqueductal gray. Neuropharmacology. 2018 Jun 25. pii: S0028-3908(18)30335-6. doi: 10.1016/j.neuropharm.2018.06.033. [Epub ahead of print] PubMed PMID: 29953886. 11: Sheikh IA, Jiffri EH, Ashraf GM, Kamal MA, Beg MA. Structural studies on inhibitory mechanisms of antibiotic, corticosteroid and catecholamine molecules on lactoperoxidase. Life Sci. 2018 Jun 25. pii: S0024-3205(18)30368-0. doi: 10.1016/j.lfs.2018.06.027. [Epub ahead of print] PubMed PMID: 29953881. 12: El-Bahy AAZ, Aboulmagd YM, Zaki M. Diabetex: A novel approach for diabetic wound healing. Life Sci. 2018 Jun 25. pii: S0024-3205(18)30361-8. doi: 10.1016/j.lfs.2018.06.020. [Epub ahead of print] PubMed PMID: 29953880. 13: van der Beek CM, Canfora EE, Kip AM, Gorissen SHM, Olde Damink SWM, van Eijk HM, Holst JJ, Blaak EE, Dejong CHC, Lenaerts K. The Prebiotic Inulin Improves Substrate Metabolism and Promotes Short-Chain Fatty Acid Production in Overweight to Obese Men. Metabolism. 2018 Jun 25. pii: S0026-0495(18)30151-3. doi: 10.1016/j.metabol.2018.06.009. [Epub ahead of print] PubMed PMID: 29953876. 14: Huang G, Yang J, Zhang L, Cao L, Zhang M, Niu X, Zhou Z, Zhang X, Li P, Liu J. Inhibitory effect of 11-carbonyl-beta-boswellic acid on non-small cell lung cancer H446 cells. Biochem Biophys Res Commun. 2018 Jun 25. pii: S0006-291X(18)31450-5. doi: 10.1016/j.bbrc.2018.06.137. [Epub ahead of print] PubMed PMID: 29953860. 15: Luan M, He X, Huang X, Zhang Q, Ma K. The peptide mimicking small extracellular loop domain of CD82 inhibits tumor cell migration, adhesion and induces apoptosis by inhibiting integrin mediated signaling. Biochem Biophys Res Commun. 2018 Jun 25. pii: S0006-291X(18)31452-9. doi: 10.1016/j.bbrc.2018.06.139. [Epub ahead of print] PubMed PMID: 29953857. 16: Zaman S, Chobrutskiy BI, Patel JS, Callahan BM, Tong WL, Blanck G. Mutant cytoskeletal and ECM peptides sensitive to the ST14 protease are associated with a worse outcome for glioblastoma multiforme. Biochem Biophys Res Commun. 2018 Jun 25. pii: S0006-291X(18)31454-2. doi: 10.1016/j.bbrc.2018.06.141. [Epub ahead of print] PubMed PMID: 29953855. 17: Omolo CA, Kalhapure RS, Agrawal N, Rambharose S, Mocktar C, Govender T. Formulation and Molecular Dynamics Simulations of a Fusidic Acid Nanosuspension for Simultaneously Enhancing Solubility and Antibacterial activity. Mol Pharm. 2018 Jun 28. doi: 10.1021/acs.molpharmaceut.8b00505. [Epub ahead of print] PubMed PMID: 29953816. 18: Sutiono S, Carsten J, Sieber V. Structure-Guided Engineering of α-Keto Acid Decarboxylase for the Production of Higher Alcohols at Elevated Temperature. ChemSusChem. 2018 Jun 28. doi: 10.1002/cssc.201800944. [Epub ahead of print] PubMed PMID: 29953730. 19: Touaibia M, Hébert MJG, Levesque NA, Doiron JA, Doucet MS, Jean-François J, Cormier M, Boudreau LH, Surette ME. Sinapic acid phenethyl ester as a potent selective 5-lipoxygenase inhibitor: synthesis and structure activity relationship. Chem Biol Drug Des. 2018 Jun 28. doi: 10.1111/cbdd.13360. [Epub ahead of print] PubMed PMID: 29953727. 20: Tera M, Glasauer S, Luedtke NW. Incorporation of azide groups into DNA using membrane-permeable nucleotide triesters in vivo. Chembiochem. 2018 Jun 28. doi: 10.1002/cbic.201800351. [Epub ahead of print] PubMed PMID: 29953711.

View History

L-Histidinyl-D-penicillaminatocobalt(III)

L-Histidinyl-D-penicillaminatocobalt(III)

JNJ-40413269

JNJ-40413269

ZINC32540717

ZINC32540717

Buciclovir

Buciclovir

NSC106477

NSC106477

IFM-2427

IFM-2427