基本情報
- 標準SMILES
N[C@@H](Cn1oc(=O)[nH]c1=O)C(=O)O- InChIKey
ASNFTDCKZKHJSW-REOHCLBHSA-N- 分子式
- C5H7N3O5
- 平均分子量
- 189.13 g/mol
- 単同位体質量
- 189.03857032
概要
Quisqualic acid is a non-proteinogenic alpha-amino acid.
名称と識別子
- 優先名称
- Quisqualic Acid
- IUPAC
- (2S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
- 現地名
- (S)-2-アミノ-3-(3,5-ジオキソテトラヒドロ-1,2,4-オキサジアゾール-2-イル)プロピオン酸
- 英語名
- Quisqualic acid
- 分子式
- C5H7N3O5
- 分子量
- 189.13
名称と別名
名称をさらに表示
データベース識別子
- CAS
52809-07-1- PubChem CID
- 40539
- DTXSID
DTXSID20896927- ChEMBL
CHEMBL168279、CHEMBL279956- ChEBI
CHEBI:8734- UNII
- 8OC22C1B99
- EC Number
- 637-070-2
- Nikkaji
- J9.726H
物性
構造計算による物性
- XLogP
- -3.9
- 極性表面積
- 122 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 6
- 回転可能結合数
- 3
- 重原子数
- 13
- 形式電荷
- 0
- 複雑度
- 265
実験および物理化学的性質
物理化学的性質
- 融点
- 185 · 185-187°C dec.
- 比旋光度
- 20 · D20 +17.0° (c = 2.0 in 6M HCl)
- 沸点
- 324.36 °C · 324.36°C (rough estimate)
- 比重(密度)
- 1.6649 · 1.6649 (rough estimate)
- 屈折率
- 1.619 · 1.6190 (estimate)
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 4 OH · NH4OH 1 M: 20 mg/mL、無色透明
- 酸解離定数(Pka)
- 2.12 · 2.12±0.10(Predicted)
- 外見
- 粉
- 色
- ホワイトからオフホワイト
- 水溶解度
- エタノール、水に可溶。有機溶剤に不溶。
- Merck
- 13 · 13,8177
- BRN
- 1078734 · 1078734
- 安定性
- 安定。強力な酸化剤とは相容れない。
- InChI
- InChI=1/C5H7N3O5/c6-2(3(9)10)1-8-4(11)7-5(12)13-8/h2H,1,6H2,(H,9,10)(H,7,11,12)/t2-/s3
- InChIKey
- ASNFTDCKZKHJSW-NVFNTWQMNA-N
- SMILES
- N1(C[C@H](N)C(=O)O)OC(=O)NC1=O |&1:2,r|
化学的性質
化学的特性Off-White Solid
安全と法規制
GHS分類
GHS Classification
Warning
H302+H312+H332 (41.2%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 68 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
安全データ
- F
- 10
- wgk
- 3
- risk_code
- 20/21/22
- hazard_code
- Xn
- safety_code
- 26-36
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
応用分野
説明L-Quisqualic acid is a natural analog of glutamate that acts as an agonist at AMPA-selective and metabotropic glutamate receptors (EC50s = 170, 10, 40, and 29 nM at GluR-A, mGluR1, mGluR3, and mGluR5, respectively), as well as the ionotropic kainate receptor (GRIK4; Ki = 6.43 nM). L-Quisqualic acid is used to study receptor dynamics and as an excitotoxin to selectively destroy neurons in the brain or spinal cord.
使用Quisqualic acid is used to differentiate between mGluR-1 and mGluR-4. L-Quisqualic acid is an activator of GluR.
一般的な説明Quisqualate/ Quisqualic acid is obtained from the fruits and seeds of Quisqualis chinensis. It is an agonist at two subsets of excitatory amino acid receptors metabotropic receptors that indirectly mediate calcium mobilization from intracellular stores and, ionotropic receptors that directly control membrane channels. L-quisqualic acid is an agonist of the neurotransmitter L-glutamate.
調製方法
純化方法It has been purified by ion-exchange chromatography on Dowex 50W (x 8, H+ form); the desired fractions are lyophilised and recrystallised from H2O/EtOH. It has IR (KBr) : 3400-2750br, 1830s, 1775s, 1745s and 1605s cm-1;maxand 1H NMR (NaOD/D2O, pH 13) : 3.55-3.57 (1H m, X of ABX, H-2), 3.72-3.85 (2H, AB of ABX, H-3), 1 3C NMR (D2O) : 50.1t, 53.4d, 154.8s, 159.7s and 171.3s. [Baldwin et al. J Chem Soc, Chem Commun 256 1985.] It is a quasiqualate receptor agonist [Joels et al. Proc Natl Acad Sci USA 86 3404 1989].
サプライヤー50 社
関連反応
関連ノート
読み込み中…