(2S)-2-amino-4-(ethylcarbamoyl)butanoic acid

• ChemBase编号: 106191
• 分子式: C7H14N2O3
• 平均质量: 174.19766
• 单一同位素质量: 174.10044232
• SMILES: CCNC(=O)CC[C@H](N)C(=O)O
• Canonical SMILES: CCNC(=O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C7H14N2O3/c1-2-9-6(10)4-3-5(8)7(11)12/h5H,2-4,8H2,1H3,(H,9,10)(H,11,12)/t5-/m0/s1
• InChIKey: DATAGRPVKZEWHA-YFKPBYRVSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-4-(ethylcarbamoyl)butanoic acid
• IUPAC传统名: theanine
• 别名: N-gamma-Ethyl-L-glutamine; L-gamma-Glutamylethylamide; Theanin; L-THEANINE; N^5-Ethyl-L-glutamine; Theanine; Nγ-Ethyl-L-glutamine; L-Glutamic acid γ-(ethylamide); L-Theanine; N-Ethyl-L-glutamine; Suntheanine; Theanine; NSC 21308

登记号

• CAS号: 3081-61-6
• EC号: 221-379-0; 3081-61-6
• MDL号: MFCD00059653
• PubChem SID: 162093135; 24900389
• PubChem CID: 439378; 228398
• CHEBI ID: 17394
• Chemspider ID: 198778
• 医学主题词(MeSH): theanine
• 美国药典/FDA物质标识码: 8021PR16QO
• 维基百科标题: Theanine

理论计算性质

• Acid pKa: 2.3531113
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -3.4204123
• LogD (pH = 7.4): -3.4250932
• Log P: -3.4203734
• 摩尔折射率: 42.7552 cm^3
• 极化性: 16.951561 Å^3
• 极化表面积: 92.42 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Water
• 外观: White Solid
• 熔点: >190°C (dec.)

安全信息

• 保存条件: -20°C Freezer; 2-8°C
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 43
• 安全公开号: 28-36/37
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H317
• GHS警示性声明: P280
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

产品相关信息

• Empirical Formula (Hill Notation): C7H14N2O3

详细说明

Sigma Aldrich - T6576

Biochem/physiol Actions
Theanine is able to bind to AMPA, kainite, and NMDA glycine receptors in rat cortical neurons but with less affinity than glutamic acid.1 It has been studied as a glutamate transport inhibitor, preventing glutamate uptake by M5076 ovarian sarcoma-bearing mouse cells and increasing the effect of doxorubicin on tumor growth in M5076 mice.2
Other Notes
Theanine is an amino acid analog of glutamine, found in green tea.

Toronto Research Chemicals - T340500

A non-protein amino acid mainly found naturally in the green tea plant. It may have activity in modulating the metabolism of cancer chemotherapeutics agents.

参考文献

• Yokohoshi, H., et al.: Neurochem Res., 23, 667 (1998)
• Sugiyama, T., et al.: Clin Cancer Res., 5, 413 (1999)