2-amino-2-(3-oxo-2,3-dihydro-1,2-oxazol-5-yl)acetic acid hydrate

• ChemBase编号: 138821
• 分子式: C5H8N2O5
• 平均质量: 176.12742
• 单一同位素质量: 176.04332137
• SMILES: c1c(o[nH]c1=O)C(C(=O)O)N.O
• Canonical SMILES: OC(=O)C(c1o[nH]c(=O)c1)N.O
• InChI: InChI=1S/C5H6N2O4.H2O/c6-4(5(9)10)2-1-3(8)7-11-2;/h1,4H,6H2,(H,7,8)(H,9,10);1H2
• InChIKey: QVKQQLYSTODTJN-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-amino-2-(3-oxo-2,3-dihydro-1,2-oxazol-5-yl)acetic acid hydrate
• IUPAC传统名: ibotenic acid hydrate
• 别名: α-(3-羟基-5-异噁唑基)甘氨酸; α-氨基-3-羟基-5-异噁唑乙酸; 鹅膏蕈氨酸; 鹅膏氨酸 一水合物 来源于鹅膏 属; α-(3-Hydroxy-5-isoxazolyl)glycine; α-Amino-2,3-dihydro-3-oxo-5-isoxazoleacetic acid; α-Amino-3-hydroxy-5-isoxazoleacetic acid; Ibotenic acid monohydrate from Amanita sp.

登记号

• CAS号: 60573-88-8
• MDL号: MFCD00150903
• Beilstein号: 1075440
• PubChem SID: 162233072; 24880352
• PubChem CID: 43362

理论计算性质

• Acid pKa: 1.5552531
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -4.169774
• LogD (pH = 7.4): -4.810145
• Log P: -3.8928547
• 摩尔折射率: 33.9271 cm^3
• 极化性: 13.147214 Å^3
• 极化表面积: 101.65 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 1 M NH4OH: soluble50 mg/mL, clear, colorless to yellow
• 熔点: 148-151 °C

安全信息

• RTECS编号: NY2100000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 25
• 安全公开号: 36/37/39-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301
• GHS警示性声明: P301 + P310
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

产品相关信息

• 纯度: ≥99.0% (TLC); 97%
• Empirical Formula (Hill Notation): C5H6N2O4 · H2O

详细说明

Sigma Aldrich - 56720

Other Notes
Review1; Studies on the glutamate receptor2
Biochem/physiol Actions
Ibotenic acid, a 3-isoxazolol amino acid, is an AMPA subtype glutamate receptor agonist involved in signal activation and blockade. Ibotenic acid from mushrooms such as Amanita muscaria and pantherina is an inducer of the “pantherina” central nervous system poisoning syndrome.