(2R)-2-amino-3-[(3-hydroxypropyl)sulfanyl]propanoic acid

• ChemBase编号: 72844
• 分子式: C6H13NO3S
• 平均质量: 179.23732
• 单一同位素质量: 179.06161428
• SMILES: [C@@H](C(=O)O)(CSCCCO)N
• Canonical SMILES: OCCCSC[C@@H](C(=O)O)N
• InChI: InChI=1S/C6H13NO3S/c7-5(6(9)10)4-11-3-1-2-8/h5,8H,1-4,7H2,(H,9,10)/t5-/m0/s1
• InChIKey: KINWYTAUPKOPCQ-YFKPBYRVSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-amino-3-[(3-hydroxypropyl)sulfanyl]propanoic acid
• IUPAC传统名: fudosteine
• 别名: Fudosteine; 3-[(3-Hydroxypropyl)thio]alanine; (-)-3-[(3-Hydroxypropyl)thio]-L-alanine; Cleanal; Fudosteine; SS 320A; Spelear; S-(3-Hydroxypropyl)-L-cysteine

登记号

• CAS号: 13189-98-5
• MDL号: MFCD00899873
• PubChem SID: 162037765
• PubChem CID: 134669

理论计算性质

• Acid pKa: 2.3556938
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -3.1388693
• LogD (pH = 7.4): -3.1458898
• Log P: -3.1388948
• 摩尔折射率: 44.0815 cm^3
• 极化性: 17.567696 Å^3
• 极化表面积: 83.55 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol; Water
• 外观: White to Off-White Solid
• 熔点: >190°C (dec.)

安全信息

• 保存条件: -20°C; -20°C Freezer

产品相关信息

• 纯度: 95+%
• 成盐信息: Free Base

详细说明

Selleck Chemicals - S2129

Research Area: Respiratory Diseases
Biological Activity:
Fudosteine is a novel mucoactive agent and a MUC5AC mucin hypersecretion inhibitor. MUC5AC mucin synthesis and the expression of the MUC5AC gene were increased by LPS in rats or TNF-α in NCI-H292 cells; these effects were inhibited by fudosteine treatment. Fudosteine inhibits MUC5AC mucin hypersecretion by reducing MUC5AC gene expression and the effects of fudosteine are associated with the inhibition of extracellular signal-related kinase and p38 mitogen-activated protein kinase in vivo and extracellular signal-related kinase in vitro. [1]

Toronto Research Chemicals - H952575

An antiinflammatory expectorant used in the treatment of MUC5 mucin obstructive pulmonary disease.

参考文献

• Antonela Antoniu S. Expert Opin Investig Drugs
• Takeyama, K., et al.: J. Immunol.,164, 1546 (2000)
• Komatsu, H., et al.: Pulm. Pharmacol. Ther., 18, 121 (2000)
• Rhee, C., et al.: Eur. Respir. J., 32, 1195 (2000)