trisodium hydrate (3S,4R,5R)-3,4,5-trihydroxy-2-oxo-6-(phosphonatooxy)hexyl hydrogen phosphate

• ChemBase编号: 153196
• 分子式: C6H13Na3O13P2
• 平均质量: 424.076452
• 单一同位素质量: 423.95244658
• SMILES: C([C@H]([C@H]([C@@H](C(=O)COP(=O)(O)[O-])O)O)O)OP(=O)([O-])[O-].O.[Na+].[Na+].[Na+]
• Canonical SMILES: O[C@@H]([C@H]([C@@H](C(=O)COP(=O)(O)[O-])O)O)COP(=O)([O-])[O-].O.[Na+].[Na+].[Na+]
• InChI: InChI=1S/C6H14O12P2.3Na.H2O/c7-3(1-17-19(11,12)13)5(9)6(10)4(8)2-18-20(14,15)16;;;;/h3,5-7,9-10H,1-2H2,(H2,11,12,13)(H2,14,15,16);;;;1H2/q;3*+1;/p-3/t3-,5-,6-;;;;/m1..../s1
• InChIKey: ISLNIFDAODOXHN-GNWSQLALSA-K

名称和登记号

名称

• IUPAC标准名: trisodium hydrate (3S,4R,5R)-3,4,5-trihydroxy-2-oxo-6-(phosphonatooxy)hexyl hydrogen phosphate
• IUPAC传统名: trisodium hydrate (3S,4R,5R)-3,4,5-trihydroxy-2-oxo-6-(phosphonatooxy)hexyl hydrogen phosphate
• 别名: D(+)Fructofuranose 1,6-diphosphate trisodium salt hydrate; Harden-Young ester; Hexose diphosphate trisodium salt hydrate; D-Fructose 1,6-bisphosphate trisodium salt hydrate

登记号

• CAS号: 38099-82-0(anhydrous)
• MDL号: MFCD03427650
• PubChem SID: 24894921; 162247335
• PubChem CID: 71311607

理论计算性质

• Acid pKa: 1.0062538
• 质子受体: 10
• 质子供体: 4
• LogD (pH = 5.5): -8.369056
• LogD (pH = 7.4): -10.380598
• Log P: -3.514164
• 摩尔折射率: 55.9425 cm^3
• 极化性: 24.197052 Å^3
• 极化表面积: 219.77 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

分子性质

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

产品相关信息

• 纯度: ≥98% (TLC)
• Empirical Formula (Hill Notation): C6H11Na3O12P2 · xH2O

详细说明

Sigma Aldrich - F6803

包装
10 mg in autosmp vl
Biochem/physiol Actions
Fructose-1,6-biphosphate (F1,6P) is a glycolytic intermediate produced by the transfer of a phosphate from ATP to fructose-6-phosphate by the enzyme phosphofructokinase. Fructose-1,6-biphosphate, along with fructose-2,6-biphosphate, modulates the activity of phosphofructokinase-1 (PFK-1), the rate-limiting step in glycolysis. During glycolysis, aldolase splits Fructose-1,6-biphosphate into dihydroxacetone phosphate (DHAP) and glyceraldehyde phosphate. Fructose-1,6-biphosphate is also an allosteric activator of the M2 isoform of Pyruvate Kinase (PK-M2), the predominant form of pyruvate kinase in cancer cells.