{[(1R,2R,3S,4R,5R,6S)-4-({[(2R)-2,3-bis(octanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-3,5,6-trihydroxy-2-(phosphonooxy)cyclohexyl]oxy}phosphonic acid

• ChemBase编号: 133302
• 分子式: C25H49O19P3
• 平均质量: 746.566443
• 单一同位素质量: 746.20808924
• SMILES: CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[C@@H]1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1O)OP(=O)(O)O)OP(=O)(O)O)O)O)OC(=O)CCCCCCC
• Canonical SMILES: CCCCCCCC(=O)O[C@@H](COP(=O)(O[C@@H]1[C@H](O)[C@H](O)[C@H]([C@@H]([C@H]1O)OP(=O)(O)O)OP(=O)(O)O)O)COC(=O)CCCCCCC
• InChI: InChI=1S/C25H49O19P3/c1-3-5-7-9-11-13-18(26)39-15-17(41-19(27)14-12-10-8-6-4-2)16-40-47(37,38)44-23-20(28)21(29)24(42-45(31,32)33)25(22(23)30)43-46(34,35)36/h17,20-25,28-30H,3-16H2,1-2H3,(H,37,38)(H2,31,32,33)(H2,34,35,36)/t17-,20-,21+,22+,23-,24-,25-/m1/s1
• InChIKey: XLNCEHRXXWQMPK-MJUMVPIBSA-N

名称和登记号

名称

• IUPAC标准名: {[(1R,2R,3S,4R,5R,6S)-4-({[(2R)-2,3-bis(octanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-3,5,6-trihydroxy-2-(phosphonooxy)cyclohexyl]oxy}phosphonic acid
• IUPAC传统名: [(1R,2R,3S,4R,5R,6S)-4-{[(2R)-2,3-bis(octanoyloxy)propoxy(hydroxy)phosphoryl]oxy}-3,5,6-trihydroxy-2-(phosphonooxy)cyclohexyl]oxyphosphonic acid
• 别名: L-α-Phosphatidyl-D-myo-inositol 4,5-diphosphate, dioctanoyl

登记号

• MDL号: MFCD02259161
• PubChem SID: 162227579; 24898428
• PubChem CID: 9543520

理论计算性质

• Acid pKa: 0.62676716
• 质子受体: 13
• 质子供体: 8
• LogD (pH = 5.5): -5.695914
• LogD (pH = 7.4): -8.189437
• Log P: 1.6338252
• 摩尔折射率: 158.6976 cm^3
• 极化性: 65.17116 Å^3
• 极化表面积: 302.57 Å^2
• 可自由旋转的化学键: 26
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: H2O: soluble

安全信息

• 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: -20°C

详细说明

Sigma Aldrich - P3584

Substrates
Signaling lipid which apparently acts by binding to pleckstrin homology domains; direct activator of inward rectifier potassium channels; phospholipase C and PI3-kinase substrate; activates phospholipase D.