disodium (2R,3R,4R)-2,3,4-trihydroxy-5-(phosphonatooxy)pentanal dihydrate

• ChemBase ID: 138624
• Molecular Formular: C5H13Na2O10P
• Molecular Mass: 310.104021
• Monoisotopic Mass: 310.00417181
• SMILES: C([C@H]([C@H]([C@H](C=O)O)O)O)OP(=O)([O-])[O-].O.O.[Na+].[Na+]
• Canonical SMILES: O=C[C@@H]([C@@H]([C@@H](COP(=O)([O-])[O-])O)O)O.O.O.[Na+].[Na+]
• InChI: InChI=1S/C5H11O8P.2Na.2H2O/c6-1-3(7)5(9)4(8)2-13-14(10,11)12;;;;/h1,3-5,7-9H,2H2,(H2,10,11,12);;;2*1H2/q;2*+1;;/p-2/t3-,4+,5-;;;;/m0..../s1
• InChIKey: ROFJYRUKQPRHKK-WFAHMUOKSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium (2R,3R,4R)-2,3,4-trihydroxy-5-(phosphonatooxy)pentanal dihydrate
• IUPAC Traditional name: disodium dihydrate ribose 5-phosphate
• Synonyms: D-Ribose 5-phosphate disodium salt dihydrate

Database IDs

• CAS Number: 207671-46-3
• MDL Number: MFCD00149349
• PubChem SID: 162232876; 24888150; 24857554
• PubChem CID: 71310163

CALCULATED PROPERTIES

• Acid pKa: 1.4910102
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -5.467744
• LogD (pH = 7.4): -6.3607407
• Log P: -3.0615916
• Molar Refractivity: 40.0126 cm^3
• Polarizability: 17.13357 Å^3
• Polar Surface Area: 150.18 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear, colorless
• Optical Rotation: [α]20/D +13.9°, c = 4 in H2O

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: ≥99% (TLC); 95%
• Impurities: ≤5% solvent (ethanol, methanol); 7-15% water
• Empirical Formula (Hill Notation): C5H9Na2O8P · 2H2O

DETAILS

Sigma Aldrich - 83875

Other Notes
For the synthesis of 5-phospho-D-ribosyl α-1-pyrophosphate1; Isolation of transketolase2
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 83875.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Packaging
1 g in poly bottle
250 mg in poly tube
Application
D-Ribose 5-phosphate is used as a substrate to identify, differentiate and characterize ribose-5-phosphate isomerase(s) and phosphopentomutase(s). Ribose 5-phosphate is used to study the processes and effects of glycation in vivo and in vitro.

Sigma Aldrich - 292060

Packaging
250 mg in glass bottle