Ibotenic Acid
Grundinformationen
- CAS
2552-55-8- Standard-SMILES
NC(C(=O)O)c1cc(=O)[nH]o1- InChIKey
IRJCBFDCFXCWGO-UHFFFAOYSA-N- Summenformel
- C5H6N2O4
- Durchschnittliche Molmasse
- 158,11 g/mol
- Monoisotopische Masse
- 158,03275668
Überblick
Ibotenic acid is a non-proteinogenic alpha-amino acid. It has a role as a neurotoxin.
Namen und Bezeichner
- Bevorzugter Name
- Ibotenic Acid
- IUPAC
- 2-amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid
- Englischer Name
- Ibotenic acid
- Summenformel
- C5H6N2O4
- Molmasse
- 158.11
Namen und Synonyme
Ibotenic acid2552-55-8DL-Ibotenic acid(RS)-Ibotenic acidAcid, Ibotenicalpha-Amino-2,3-dihydro-3-oxo-5-isoxazoleacetic acid2-amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid2-amino-2-(3-oxoisoxazol-5-yl)acetic acid44AS82FRSI5-Isoxazoleacetic acid, alpha-amino-2,3-dihydro-3-oxo-DTXSID408937714-Isoxazoline-5-acetic acid, alpha-amino-3-oxo-
Weitere Namen anzeigen
IBOTENIC ACID(RG)DL-Ibotenic acid.Ibotenic Acid (CRM)IBOTENIC ACID USP/EP/BPIbotenic acid in methanolIbotenic Acid [(RS)-Ibotenic acidIbotenic acid, excitotoxic agonist
NSC-2048502-Azaniumyl-2-(3-oxo-1,2-oxazol-5-yl)acetate(+-)-Ibotenic acidRefChem:789640DTXCID701323806637-415-7Ibotenate(+/-)-Ibotenic acid
Datenbank-Bezeichner
- CAS
2552-55-8、60573-88-8
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -3,9
- Polarare Oberfläche (TPSA)
- 102 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 11
- Formalladung
- 0
- Komplexität
- 235
Experimentelle und physikochemische Eigenschaften
DrugsDEA NFLIS-Drug Category -> Hallucinogens
Physikochemische Eigenschaften
- Schmelzpunkt
- 141 · 141-147 °C
- Dichte
- 1.621 · 1.621±0.06 g/cm3 (20 ºC 760 Torr)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- Löslichkeit
- 2 O: · H2O: soluble1mg/mL, clear, colorless (with sonication)
- Aggregatzustand
- White solid
- pka
- 2.16 · 2.16±0.10(Predicted)
- Farbe
- white
- Geruch (Odor)
- Practically odorless. Faint, meat-like, mild and sweet taste in aqueous dilutions.
- Wasserlöslichkeit
- 10 mM · Soluble to 10 mM in water and to 100 mM in 1.1eq. NaOH
- Stabilität
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 1 month.
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 1 notifications to the ECHA C&L Inventory.
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
Gefahrenhinweise
Hazard Classes and Categories
Acute Tox. 3 (100%)
Acute Tox. 3 (100%)
Toxikologische Informationen
Health EffectsIbotenic acid is neurotoxic. (L1141)
Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity Summary
A portion of ibotenic acid is metabolized to muscimol, a potent GABAA agonist, activating the receptor for the brain's major inhibitory neurotransmitter, GABA. Muscimol actually binds to the same binding site on the GABAA receptor complex as GABA itself, as opposed to other GABAergic drugs such as barbiturates and benzodiazepines which bind to separate regulatory sites. GABAA receptors are widely distributed in the brain, and so when muscimol is administered, it alters neuronal activity in multiple regions including the cerebral cortex, hippocampus, and cerebellum. However while muscimol is conventionally thought of as a selective GABAA agonist, it is also a potent partial agonist at the GABAC receptor, and so its effects profile results from a combined action at both targets. (L1142, L1672)
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological ClassificationDrugs that bind to and activate excitatory amino acid receptors.
Verwendung und Herstellung
UsesIbotenic acid is used as a brain lesioning agent in the medical environment. When injected intracranially, ibotenic acid causes the development of lesions of the brain. (L1141)
Anwendungen
VerwendenIbotenic acid is a neuroexcitatory amino acid originally isolated from Amanita species that functions as a NMDA and metabotropic glutamate receptor agonist. As a neurotoxin, ibotenic acid is often used to induce brain lesions in animals that model cognitive dysfunctions resulting from neurodegenerative diseases, traumatic brain injury, and stroke.
Darstellung
synthetischeIsolated from the Japanese fly mushroom. The acid can be produced synthetically.
Vor- und nachgelagerte Produkte
Nachgelagerte Produkte
Anbieter79 Anbieter
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
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