trisodium (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-(phosphonatooxy)hexanoate

• ChemBase ID: 134160
• Molecular Formular: C6H10Na3O10P
• Molecular Mass: 342.080671
• Monoisotopic Mass: 341.97046599
• SMILES: C([C@H]([C@H]([C@@H]([C@H](C(=O)[O-])O)O)O)O)OP(=O)([O-])[O-].[Na+].[Na+].[Na+]
• Canonical SMILES: O[C@@H]([C@H]([C@@H]([C@H](C(=O)[O-])O)O)O)COP(=O)([O-])[O-].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C6H13O10P.3Na/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12;;;/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15);;;/q;3*+1/p-3/t2-,3-,4+,5-;;;/m1.../s1
• InChIKey: CBQSOSFCUWVWAQ-CXKLNRRHSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-(phosphonatooxy)hexanoate
• IUPAC Traditional name: trisodium 6-phosphonatooxy-D-gluconate
• Synonyms: 6-Phosphogluconic acid trisodium salt; D-Gluconate 6-phosphate trisodium salt; D-Gluconate 6-phosphate 三钠盐; 6-Phosphogluconic acid 三钠盐

Database IDs

• CAS Number: 53411-70-4
• EC Number: 258-543-6
• MDL Number: MFCD00083681
• Beilstein Number: 3814212
• PubChem SID: 24898882; 162228437; 24898802
• PubChem CID: 16219886

CALCULATED PROPERTIES

• Acid pKa: 1.4859276
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -7.9830685
• LogD (pH = 7.4): -10.147999
• Log P: -3.5333104
• Molar Refractivity: 57.7376 cm^3
• Polarizability: 20.117926 Å^3
• Polar Surface Area: 193.47 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear, colorless

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%; ≥97% (enzymatic); ≥97.0% (calc. based on dry substance, enzymatic)
• Impurities: ≤0.05% glucose-6-phosphate; ≤16% water
• Empirical Formula (Hill Notation): C6H10Na3O10P

DETAILS

Sigma Aldrich - P7877

Preparation Note
Prepared by a modification of the procedure of Seegmiller, J.E., et al., J. Biol. Chem., 192, 175 (1951).
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P7877.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - P6888

包装
10 mg in autosmp vl
Preparation Note
Prepared enzymatically.

Sigma Aldrich - 79455

Other Notes
Studies on 6-phosphogluconate dehydrogenase1