D-Ibotenic Acid

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

MedKoo CAT#: 573874

CAS#: 25690-46-4

Description: 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

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

Theoretical Analysis

MedKoo Cat#: 573874
Name: D-Ibotenic Acid
CAS#: 25690-46-4
Chemical Formula: C5H6N2O4
Exact Mass: 158.03
Molecular Weight: 158.110
Elemental Analysis: C, 37.98; H, 3.83; N, 17.72; O, 40.47

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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:

Biological target:
In vitro activity:
In vivo activity:

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.