(2R)-2-amino-3-(1H-indol-3-yl)propanoic acid

• ChemBase编号: 2922
• 分子式: C11H12N2O2
• 平均质量: 204.22518
• 单一同位素质量: 204.08987763
• SMILES: N[C@H](Cc1c[nH]c2ccccc12)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](Cc1c[nH]c2c1cccc2)N
• InChI: InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1
• InChIKey: QIVBCDIJIAJPQS-SECBINFHSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-amino-3-(1H-indol-3-yl)propanoic acid
• IUPAC传统名: D-tryptophan(.); D-tryptophan
• 别名: D-色氨酸; D-Tryptophan; (R)-2-amino-3-(1H-indol-3-yl)propanoic acid; (R)-2-Amino-3-(3-indolyl)propionic acid; D-α-Amino-3-indolepropionic acid; D-Tryptophan; H-D-Trp-OH; (+)-Tryptophan; (R)-Tryptophan; (R)-α-Amino-3-indolepropionic Acid; (R)-α-Aminoindole-3-propanoic Acid; D-Tryptophane; NSC 97942

登记号

• CAS号: 153-94-6
• EC号: 205-819-9
• MDL号: MFCD00005647
• Beilstein号: 86198
• PubChem SID: 24889918; 46508031; 160966369; 24900598
• PubChem CID: 9060; 6305

理论计算性质

JChem

• Acid pKa: 2.5439286
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): -1.0856168
• LogD (pH = 7.4): -1.0892947
• Log P: -1.085457
• 摩尔折射率: 56.2028 cm^3
• 极化性: 23.092001 Å^3
• 极化表面积: 79.11 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -1.1
• LOG S: -2.18
• 溶解度: 1.36e+00 g/l

分子性质

理化性质

• 溶解度: DMSO; Water
• 外观: Off-White Solid
• 熔点: 258-260°C (dec.); 273°C dec.; 282-285 °C (dec.)(lit.)
• 比旋光度: [α]20/D +31.5±2°, c = 1% in H2O; +31.5 (c=1 in water)

安全信息

• 保存条件: Refrigerator
• 保存注意事项: IRRITANT
• RTECS编号: YN6129000
• 德国WGK号: 3
• TSCA收录: false; 是
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 相关基因信息: human ... GRINA(2907)mouse ... GRINA(66168)rat ... GRINA(266668)

产品相关信息

• 纯度: ≥98.0% (HPLC); ≥99.0% (NT); 95+%; 98%; 99%
• Empirical Formula (Hill Notation): C11H12N2O2

详细说明

DrugBank - DB03225

Drug information: experimental

Sigma Aldrich - T9753

Other Notes
Unnatural isomer of tryptophan.
包装
100 g in glass bottle
100 mg in glass bottle
25 g in poly bottle
5 g in glass bottle

Toronto Research Chemicals - T947205

An essential amino acid found in naturally produced peptides. Unlike its stereoisomer, L-tryptophan, it is not used in structural or enzyme proteins.

参考文献

• Karunakaran, S.et al.: Bochem. J., 414, 343 (2008)
• Pallaghy, P.K. et al.: Biochem., 38, 11553 (2008)