(2S,4S)-4-hydroxy-1-methylpyrrolidine-2-carboxylic acid

• ChemBase编号: 154630
• 分子式: C6H11NO3
• 平均质量: 145.15644
• 单一同位素质量: 145.07389322
• SMILES: CN1C[C@H](C[C@H]1C(=O)O)O
• Canonical SMILES: O[C@@H]1CN([C@@H](C1)C(=O)O)C
• InChI: InChI=1S/C6H11NO3/c1-7-3-4(8)2-5(7)6(9)10/h4-5,8H,2-3H2,1H3,(H,9,10)/t4-,5-/m0/s1
• InChIKey: FMIPNAUMSPFTHK-WHFBIAKZSA-N

名称和登记号

名称

• IUPAC标准名: (2S,4S)-4-hydroxy-1-methylpyrrolidine-2-carboxylic acid
• IUPAC传统名: (2S,4S)-4-hydroxy-1-methylpyrrolidine-2-carboxylic acid
• 别名: (4S)-4-羟基-1-甲基-L-脯氨酸; N-甲基-L-别羟脯氨酸; N-甲基-顺-4-羟基-L-脯氨酸; N-Me-cis-Hyp-OH; (4S)-4-Hydroxy-1-methyl-L-proline; N-Methyl-L-allohydroxyproline; N-Methyl-cis-4-hydroxy-L-proline

登记号

• CAS号: 67463-44-9
• MDL号: MFCD02094307
• PubChem SID: 162248768
• PubChem CID: 9860390

理论计算性质

• Acid pKa: 1.4843092
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -3.5919702
• LogD (pH = 7.4): -3.5938387
• Log P: -3.5919988
• 摩尔折射率: 34.6769 cm^3
• 极化性: 13.797867 Å^3
• 极化表面积: 60.77 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 比旋光度: [α]/D -68.5±2.5°, c = 1 in H2O

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36-43
• 安全公开号: 26-36/37
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H317-H319
• GHS警示性声明: P280-P305 + P351 + P338

产品相关信息

• 纯度: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C6H11NO3

详细说明

Sigma Aldrich - 80351

Biochem/physiol Actions
N-Methyl amino acids play an important role in investigations on prevention or therapy of Alzheimer′s disease1, neurofibrillary tangles or amyloid plaque are physiological characteristics of this disease and ?-amyloid(40) fibrillogenesis and disassembly of ?-amyloid(40) fibrils is inhibited by short ?-amyloid congeners containing N-methyl amino acids at alternate residue.