tripotassium (1R,2R,3S,4R,5R,6S)-2,4-bis(hydrogen phosphonatooxy)-3,5,6-trihydroxycyclohexyl hydrogen phosphate

• ChemBase编号: 105075
• 分子式: C6H12K3O15P3
• 平均质量: 534.366663
• 单一同位素质量: 533.83002461
• SMILES: [K+].[K+].[K+].O[C@@H]1[C@H](O)[C@@H](OP(=O)(O)[O-])[C@H](OP(=O)(O)[O-])[C@@H](O)[C@@H]1OP(=O)(O)[O-]
• Canonical SMILES: O[C@@H]1[C@@H](OP(=O)(O)[O-])[C@H](OP(=O)(O)[O-])[C@H]([C@@H]([C@@H]1O)OP(=O)(O)[O-])O.[K+].[K+].[K+]
• InChI: InChI=1S/C6H15O15P3.3K/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12;;;/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18);;;/q;3*+1/p-3/t1-,2+,3+,4-,5-,6-;;;/m1.../s1
• InChIKey: MQMSEISCCNPXIL-ZKVWPJASSA-K

名称和登记号

名称

• IUPAC标准名: tripotassium (1R,2R,3S,4R,5R,6S)-2,4-bis(hydrogen phosphonatooxy)-3,5,6-trihydroxycyclohexyl hydrogen phosphate
• IUPAC传统名: tripotassium (1R,2R,3S,4R,5R,6S)-2,4-bis(hydrogen phosphonatooxy)-3,5,6-trihydroxycyclohexyl hydrogen phosphate
• 别名: D-myo-INOSITOL 1,4,5-TRISPHOSPHATE TRIPOTASSIUM SALT

登记号

• CAS号: 103476-24-0
• PubChem SID: 162091941
• PubChem CID: 71299709

理论计算性质

• Acid pKa: 0.5363206
• 质子受体: 12
• 质子供体: 6
• LogD (pH = 5.5): -11.57853
• LogD (pH = 7.4): -15.176788
• Log P: -4.1527076
• 摩尔折射率: 65.0286 cm^3
• 极化性: 28.739426 Å^3
• 极化表面积: 269.46 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

安全信息

• 保存条件: -20°C, Store Under Nitrogen

详细说明

MP Biomedicals - 02158354

Tripotassium Salt
Ins (1,4,5)P₃
Synthetic
Enantiomerically pure. Greater than 99% pure as per ^1 H and ^31 P NMR
Functions as a second messenger in the release of calcium from intracellular organelles; has been implicated as a mediator of phototransduction in Limulus photoreceptors where it effects changes in ion permeability and sodium ion currents.
Soluble in water.

参考文献

• Berridge, M.J. and Irvine, R.F., Nature , 312 : 315, (1984).
• Brown, J.E., et al., Nature , 311 : 160, (1984).
• Grado, C. and Ballou, C.E., J. Biol. Chem. , 236 : 54, (1961).
• Tomlinson, R.V. and Ballou, C.E., J. Biol. Chem. , 236 : 1902, (1961).
• Brockerhoff, H. and Ballou, C.E., J. Biol. Chem. , 236 : 1907, (1961).