[(2R)-2,3-bis(octadecanoyloxy)propoxy][3-({[(2R)-2,3-bis(octadecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphinic acid

• ChemBase编号: 3108
• 分子式: C81H158O17P2
• 平均质量: 1466.058542
• 单一同位素质量: 1465.09742686
• SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](CO[P@](=O)(O)OCC(O)CO[P@@](=O)(O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)O[C@@H](CO[P@@](=O)(OCC(CO[P@](=O)(OC[C@H](OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC)O)O)O)COC(=O)CCCCCCCCCCCCCCCCC
• InChI: InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t76-,77-/m1/s1
• InChIKey: XVTUQDWPJJBEHJ-KZCWQMDCSA-N

名称和登记号

名称

• IUPAC标准名: [(2R)-2,3-bis(octadecanoyloxy)propoxy][3-({[(2R)-2,3-bis(octadecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphinic acid
• IUPAC传统名: cardiolipin
• 别名: Diphosphatidyl Glycerol; CDL; Diphosphatidylglycerol; 1',3'-Bis(1,2-diacyl-sn-glycero-3-phospho)-sn-glycerol; Cardiolipin

登记号

• PubChem SID: 160966552; 46507093
• PubChem CID: 449005

理论计算性质

JChem

• Acid pKa: 1.5897377
• 质子受体: 9
• 质子供体: 3
• LogD (pH = 5.5): 22.566038
• LogD (pH = 7.4): 22.517506
• Log P: 27.269667
• 摩尔折射率: 406.9097 cm^3
• 极化性: 163.80548 Å^3
• 极化表面积: 236.95 Å^2
• 可自由旋转的化学键: 86
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 8.97
• LOG S: -7.35
• 溶解度: 6.62e-05 g/l

详细说明

DrugBank - DB03429

• Drug Groups: experimental
• Description: Cardiolipin (bisphosphatidyl glycerol) is an important component of the inner mitochondrial membrane, where it constitutes about 20% of the total lipid. It is typically present in metabolically active cells of the heart and skeletal muscle, in the membranes of their mitochondria, mostly in the inner membrane, and consists roughly 20% of its lipids. It has also been observed in certain bacterial membranes. It serves as an insulator and stabilizes the activity of protein complexes important to the electron transport chain. It also "glues" them together. Cardiolipin is a "double" phospholipid because it has four fatty acid tails, instead of the usual two. [Wikipedia]