2-hydroxytetradecanoic acid

• ChemBase编号: 105373
• 分子式: C14H28O3
• 平均质量: 244.37032
• 单一同位素质量: 244.20384476
• SMILES: CCCCCCCCCCCCC(O)C(=O)O
• Canonical SMILES: CCCCCCCCCCCCC(C(=O)O)O
• InChI: InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-12-13(15)14(16)17/h13,15H,2-12H2,1H3,(H,16,17)
• InChIKey: JYZJYKOZGGEXSX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-hydroxytetradecanoic acid
• IUPAC传统名: 2-hydroxymyristic acid; α-hydroxymyristate
• 别名: α-HYDROXY-n-TETRADECYLIC ACID; 2-Hydroxy-tetradecanoic Acid; (+/-)-α-Hydroxymyristic Acid; NSC 18938; D,L-α-Hydroxy Myristic Acid; 2-Hydroxymyristic acid; DL-α-Hydroxymyristic acid; 2-Hydroxytetradecanoic acid; DL-α-Hydroxymyristic acid; 2-Hydroxytetradecanoic acid; 2-HYDROXYMYRISTIC ACID

登记号

• CAS号: 2507-55-3
• EC号: 219-714-0
• MDL号: MFCD00014342
• Beilstein号: 1725369
• PubChem SID: 162092630; 24895765
• PubChem CID: 1563

理论计算性质

• Acid pKa: 4.2555575
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 3.2301264
• LogD (pH = 7.4): 1.5014831
• Log P: 4.4963794
• 摩尔折射率: 69.3738 cm^3
• 极化性: 27.644499 Å^3
• 极化表面积: 57.53 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO: soluble4 mg/mL (with heating in a 70°C water bath); H2O: soluble5 mg/mL
• 外观: Off-White Solid; white
• 熔点: 70-72°C

安全信息

• 保存条件: 0°C; -20°C Freezer
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (capillary GC); 98%

详细说明

MP Biomedicals - 02159939

Purity: 98%
A posttranslational modification reagent which inhibits protein myristoylation after metabolic activation. A useful tool for differentiating myristoylation and palmitoylation of proteins. It prevents p56 mediated signal transduction and stops Varicella zoster virus replication.

MP Biomedicals - 05221025

MP Biomedicals Rare Chemical collection

Sigma Aldrich - H6771

Biochem/physiol Actions
An analog of myristic acid that becomes metabolically activated in cells to form 2-hydroxymyristoyl-CoA. Inhibitor of protein myristoylation.

Toronto Research Chemicals - H948500

A biological fatty Acid, used in cosmetics, skin treatments, and hair preparations.

参考文献

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• Spiegel, A.M., et al., Trends Biochem. Sci. , 16 : 338, (1991).
• Paige, L.A., et al., J. Biol. Chem. , 268 : 8669, (1993).
• Boisson, B., et al.: Anal. Biochem., 322, 116 (2003)
• Inglis, T., et al.: J. Clin. Microbiol., 41, 4812 (2003)
• Bohn, M., et al.: J. Plant Physiol., 164, 146 (2003)