Ibotenic Acid

Other Names a-amino (3-hydroxy-5-isoxazolyl)acetic acid, aamino- 2,3-dihydro-3-oxo-5-isoxazole-acetic acid, ibotenic acid, «pilzatropin;' pramuscimol Substance type: amino acid Ibotenic acid was first isolated in 1964 from the Japanese mushroom Amanita strobiliformis (Paul) Quel. The Japanese name for this mushroom is ibotengu- take ((warty tengu mushroom"), and ibotenic acid was named after it (Ott 1993, 341*; Takemoto et al. 1964). Ibotenic acid is also found in Amanita muscaria and Amanita pantherina (Eugster et al. 1965). It may also be present in members of the genus Botelus (porcini mushrooms). Ibotenic acid is structurally related to the neurotransmitter glutamate and may behave similarly in the nervous system. A psychoactive dose is regarded as 50 to 100 mg. Ibotenic acid is converted into muscimol when stored (Good et al. 1965).

Commercial Forms and Regulations Ibotenic acid is available from chemical suppliers and is a legal substance (Ott 1993,440*). Literature See also the entries for Amanita muscaria, Amanita pantherina, and muscimol. Eugster, C. H., G. F. R. Muller, and R. Good. 1965. Wirkstoffe aus Amanita muscaria: Ibotensaure und Muscazon. Tetrahedron Letters 23:1813-15. Gagneux, A. R., et al. 1965. Synthesis of ibotenic acid. Tetrahedron Letters 965:2081-84. Good, R., et al. 1965. Isolierung und Charakterisierung von Pramuscimol und Muscazon aus Amanita muscaria (1. ex Fr.) Hooker. Helvetica Chimica Acta 48 (4): 927-30. Romagnesi, M. H. 1964. Champignons toxiques au Japon. Bulletin de la Societe Mycologique de France 80 (1): iv-v. Takemoto, T., T. Nakajima, and R. Sakuma. 1964. Structure of ibotenic acid. Yakugaku Zasshi 84:1233.