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Ibotenic acid

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Name

Ibotenic acid

EINECS N/A
CAS No. 2552-55-8 Density 1.622 g/cm3
PSA 109.58000 LogP 0.16490
Solubility N/A Melting Point 141-147 °C
Formula C5H6N2O4 Boiling Point N/A
Molecular Weight 158.114 Flash Point N/A
Transport Information N/A Appearance White powder
Safety 45-38-36/37/39-28A-22-36 Risk Codes 23/24/25-25-40
Molecular Structure Molecular Structure of 2552-55-8 (IBOTENIC ACID) Hazard Symbols T,Xn
Synonyms

4-Isoxazoline-5-aceticacid, a-amino-3-oxo- (8CI);5-Isoxazoleacetic acid, a-amino-3-hydroxy- (7CI);(RS)-Ibotenic acid;DL-Ibotenic acid;NSC204850;

Article Data 8

Ibotenic acid Chemical Properties

IUPAC Name:  2-Amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid
Synonyms of Ibotenic acid (CAS NO.2552-55-8): 5-Isoxazoleacetic acid,a-amino-2,3-dihydro-3-oxo- ; Amanita muscaria ; alpha-Amino-2,3-dihydro-3-oxo-5-isoxazoleacetic acid ; 4-Isoxazoline-5-acetic acid, alpha-amino-3-oxo- (8CI)
CAS NO: 2552-55-8
Molecular Formula: C5H6N2O4 
Molecular Weight: 158.1121 
Molecular Structure:
H bond acceptors:  6 
H bond donors:  4 
Freely Rotating Bonds:  3 
Polar Surface Area:  59.08 Å2 
Index of Refraction:  1.588 
Molar Refractivity:  32.85 cm
Molar Volume:  97.4 cm3 
Surface Tension:  76.3 dyne/cm 
Density:  1.621 g/cm3 
Melting Point: 141-147 °C 
Storage temp:  -20°C 
SMILES: O=C1/C=C(\ON1)C(C(=O)O)N
InChI: InChI=1/C5H6N2O4/c6-4(5(9)10)2-1-3(8)7-11-2/h1,4H,6H2,(H,7,8)(H,9,10)
InChIKey: IRJCBFDCFXCWGO-UHFFFAOYAQ 
Std. InChI: InChI=1S/C5H6N2O4/c6-4(5(9)10)2-1-3(8)7-11-2/h1,4H,6H2,(H,7,8)(H,9,10)
Std. InChIKey: IRJCBFDCFXCWGO-UHFFFAOYSA-N
Product Categories: OXAZOLE;Plant Oils, Toxins, Phenolic Acids & Derivatives;Glutamate receptor;Glutamate

Ibotenic acid Uses

  Ibotenic acid (CAS NO.2552-55-8) is a powerful neurotoxin ,thus it is used as a "brain-lesioning agent". When "injected" directly into the brains of mice and ratsand, Ibotenic acid has shown to be highly neurotoxic.

Ibotenic acid Production

 Ibotenic acid is a chemical compound that is naturally occurring in the mushrooms Amanita muscaria and Amanita pantherina, among others. In 1960's, Ibotenic acid was originally isolated from Amanita ibotengutake in Japan.

Ibotenic acid Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 15mg/kg (15mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 311, 1968.
mouse LD50 oral 38mg/kg (38mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 311, 1968.
rat LD50 intravenous 42mg/kg (42mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 311, 1968.
rat LD50 oral 129mg/kg (129mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 311, 1968.

Ibotenic acid Safety Profile

Hazard Codes: ToxicT,HarmfulXn
Risk Statements: 23/24/25-40
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed. 
R40: Limited evidence of a carcinogenic effect.
Safety Statements: 45-38-36/37/39-28-22
S22: Do not breathe dust. 
S28: After contact with skin, wash immediately with plenty of soap-suds. 
S38: In case of insufficient ventilation, wear suitable respiratory equipment. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: 1544
RTECS: NY2100000
HazardClass: 6.1(b)
PackingGroup: III

Ibotenic acid Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage: Store in a tightly closed container. Deep freeze (below -20°C).

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