(2S)-1-hydroxy-3-(octanoyloxy)propan-2-yl octanoate

• ChemBase编号: 131596
• 分子式: C19H36O5
• 平均质量: 344.48614
• 单一同位素质量: 344.25627425
• SMILES: CCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCC
• Canonical SMILES: CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC)CO
• InChI: InChI=1S/C19H36O5/c1-3-5-7-9-11-13-18(21)23-16-17(15-20)24-19(22)14-12-10-8-6-4-2/h17,20H,3-16H2,1-2H3/t17-/m0/s1
• InChIKey: ZQBULZYTDGUSSK-KRWDZBQOSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-1-hydroxy-3-(octanoyloxy)propan-2-yl octanoate
• IUPAC传统名: (2S)-1-hydroxy-3-(octanoyloxy)propan-2-yl octanoate
• 别名: (S)-Glycerol 1,2-dioctanoate; 1,2-Dicapryloyl-sn-glycerol; D-α,β-Dicaprylin; DOG; 1,2-Dioctanoyl-sn-glycerol

登记号

• CAS号: 60514-48-9
• MDL号: MFCD00036835
• Beilstein号: 1714754
• PubChem SID: 162225874; 24893929
• PubChem CID: 148879

理论计算性质

• Acid pKa: 14.577784
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 4.889995
• LogD (pH = 7.4): 4.889995
• Log P: 4.889995
• 摩尔折射率: 94.0829 cm^3
• 极化性: 37.883293 Å^3
• 极化表面积: 72.83 Å^2
• 可自由旋转的化学键: 18
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: soluble
• 外观: yellow oil

安全信息

• RTECS编号: RH0764500
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• 保存温度: -20°C

产品相关信息

• 纯度: ≥96% (TLC)
• 运输包装: dry ice

详细说明

Sigma Aldrich - D5156

Caution
Some isomerization to the 1,3-isomer may occur in storage or in solution.
Other Notes
Synthetic 1,2-diglyceride of short chain fatty acid.
Biochem/physiol Actions
Cell-permeable, diacylglycerol (DAG) analog, and activator of protein kinase C (PKC). Shown to possess a lower affinity for the α isoform of PKC than for the other isoforms. Mimics the action of tumor-promoting phorbol esters, such as phorbol 12-myristate 13-acetate (PMA). Inhibits slow (L-type) Ca2+ current in rat heart cells independently of PKC activation and also inhibits the cGMP-gated channel in rod outer segments by a phosphorylation-independent mechanism.