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(±)-Ibotenic acid

(±)-Ibotenic acid structure

CAS No:
2552-55-8
Formula:
C5H6N2O4
Chemical Name:
(±)-Ibotenic acid
Synonyms:
5-Isoxazoleacetic acid,α-amino-2,3-dihydro-3-oxo-;4-Isoxazoline-5-acetic acid,α-amino-3-oxo-;5-Isoxazoleacetic acid,α-amino-3-hydroxy-;α-Amino-2,3-dihydro-3-oxo-5-isoxazoleacetic acid;Ibotenic acid;DL-Ibotenic acid;(RS)-Ibotenic acid;(±)-Ibotenic acid;NSC 204850;2-Amino-2-(3-oxo-2,3-dihydro-1,2-oxazol-5-yl)acetic acid;2-Amino-2-(3-hydroxyisoxazol-5-yl)acetic acid;2-Amino-2-(3-hydroxy-1,2-oxazol-5-yl)acetic acid;31758-99-3
Categories:
Biochemical Engineering > Amino Acids and Proteins

Description

Ibotenic acid has agonist activity at both the N-methyl-D-aspartate (NMDA) and trans-ACPD or metabolotropic quisqualate (Qm) receptor sites.

Ibotenic acid is a non-proteinogenic alpha-amino acid. It has a role as a neurotoxin.|A neurotoxic isoxazole (similar to KAINIC ACID and MUSCIMOL) found in AMANITA mushrooms. It causes motor depression, ataxia, and changes in mood, perceptions and feelings, and is a potent excitatory amino acid agonist.

(±)-Ibotenic acid Basic Attributes

Molecular Weight：

158.11

Exact Mass：

158.11

NSC Number：

204850

Characteristics

PSA：

109.58000

XLogP3：

-1.07

Appearance：

white

Density：

1.7±0.1 g/cm3

Melting Point：

151-152 °C (decomp) @ Solvent: Water

Boiling Point：

458.8±45.0 °C at 760 mmHg

Flash Point：

231.3±28.7 °C

Refractive Index：

1.610

Water Solubility：

H2O: soluble 1mg/mL, clear, colorless (with sonication)

Storage Conditions：

-20°C

Toxicity：

LD50 in mice, rats (mg/kg): 15, 42 i.v.; 38, 129 orally (Theobald)

Safety Information

Packing level：

III

Hazard category：

6.1(b)

Transport codes：

1544

wgk germany：

hazard class code：

23/24/25-25-40

safety instructions：

45-38-36/37/39-28A-22-36

RTECS Number：

NY2100000

Marks：

T,Xn

Precautionary statement(s)：

P301 + P310

Hazard Statements：

H301

GHS Classification：

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|Aggregated GHS information provided by 39 companies from 1 notifications to the ECHA C&L Inventory.|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory.

Drug Information

MeSH：

Drugs that bind to and activate excitatory amino acid receptors. (See all compounds classified as Excitatory Amino Acid Agonists.)

MeSH Entry Terms：

Acid, Ibotenic

(±)-Ibotenic acid Use and Manufacturing

Ibotenic 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.

Computed Properties

Molecular Weight:158.11
XLogP3:-3.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:158.03275668
Monoisotopic Mass:158.03275668
Topological Polar Surface Area:102
Heavy Atom Count:11
Complexity:235
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of (±)-Ibotenic acid

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Learn More Other Chemicals

(±)-Ibotenic acid

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