MedKoo Cat#: 573874 | Name: D-Ibotenic Acid

Description:

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

D-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

D-Ibotenic Acid
D-Ibotenic Acid
CAS#25690-46-4

Theoretical Analysis

MedKoo Cat#: 573874

Name: D-Ibotenic Acid

CAS#: 25690-46-4

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.
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Synonym
D-Ibotenic Acid, Ibotenic acid, (R)-; Ibotenic acid, D-
IUPAC/Chemical Name
5-Isoxazoleacetic acid, alpha-amino-2,3-dihydro-3-oxo-, (alphaR)-
InChi Key
IRJCBFDCFXCWGO-SCSAIBSYSA-N
InChi Code
1S/C5H6N2O4/c6-4(5(9)10)2-1-3(8)7-11-2/h1,4H,6H2,(H,7,8)(H,9,10)/t4-/m1/s1
SMILES Code
c1c(o[nH]c1=O)[C@H](C(=O)O)N
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
2934.99.9001
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: Frydenvang K, Pickering DS, Greenwood JR, Krogsgaard-Larsen N, Brehm L, Nielsen B, Vogensen SB, Hald H, Kastrup JS, Krogsgaard-Larsen P, Clausen RP. Biostructural and pharmacological studies of bicyclic analogues of the 3-isoxazolol glutamate receptor agonist ibotenic acid. J Med Chem. 2010 Dec 9;53(23):8354-61. doi: 10.1021/jm101218a. Epub 2010 Nov 10. PubMed PMID: 21067182. 2: Lu J, Nelson LE, Franks N, Maze M, Chamberlin NL, Saper CB. Role of endogenous sleep-wake and analgesic systems in anesthesia. J Comp Neurol. 2008 Jun 1;508(4):648-62. doi: 10.1002/cne.21685. PubMed PMID: 18383504; PubMed Central PMCID: PMC4924624. 3: Hansson E. Metabotropic glutamate receptor activation induces astroglial swelling. J Biol Chem. 1994 Sep 2;269(35):21955-61. PubMed PMID: 7915278.