2-(tetradecylsulfanyl)acetic acid

• ChemBase编号: 129778
• 分子式: C16H32O2S
• 平均质量: 288.48908
• 单一同位素质量: 288.21230126
• SMILES: O=C(O)CSCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCSCC(=O)O
• InChI: InChI=1S/C16H32O2S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-19-15-16(17)18/h2-15H2,1H3,(H,17,18)
• InChIKey: IPBCWPPBAWQYOO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(tetradecylsulfanyl)acetic acid
• IUPAC传统名: (tetradecylsulfanyl)acetic acid
• 别名: TTA; Tetradecylthioacetic acid; 1-(Carboxymethylthio)tetradecane; Tetradecylthioacetic acid; 1-Mono(carboxymethylthio)tetradecane

登记号

• CAS号: 2921-20-2
• MDL号: MFCD00128230
• PubChem SID: 24278726; 162224066
• PubChem CID: 114924
• Chemspider ID: 102869
• 维基百科标题: Tetradecylthioacetic_acid

理论计算性质

• Acid pKa: 4.5831404
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 5.0905914
• LogD (pH = 7.4): 3.3154533
• Log P: 6.0560365
• 摩尔折射率: 85.0567 cm^3
• 极化性: 33.774998 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 15
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO; DMSO: soluble ≥22 mg/mL; Ethanol
• 外观: white; White Solid
• 熔点: 63-66°C

安全信息

• 保存条件: -20°C Freezer
• 德国WGK号: 3
• 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 ... PPARA(5465)

产品相关信息

• 纯度: ≥97% (NMR)
• 线性分子式: C14H29-S-CH2COOH

详细说明

Sigma Aldrich - T1698

Biochem/physiol Actions
PPARα agonist; activation in ranking order: PPARδ > PPARα > PPARγ
包装
Packaged under nitrogen.

Toronto Research Chemicals - T292625

TTA is a novel thio-fatty acid which cannot undergo beta-oxidation. It induces apoptosis in IPC-81 leukemia cells via depolarization of mitochondrial membrane potential and inhibits glioma cell proliferation. TTA completely prevents high fat diet-induce

参考文献

• Madsen, L., et al.: J. Lipid Res., 43, 742 (2002)
• Kronstad, K.J., et al.: Chem. Biol., 10, 609 (2003, Berge, K., et al.: J. Lipid Res., 44, 118 (2002)