disodium (3R,4R)-1,3,4-trihydroxy-5-(phosphonatooxy)pentan-2-one

• ChemBase ID: 132404
• Molecular Formular: C5H9Na2O8P
• Molecular Mass: 274.073461
• Monoisotopic Mass: 273.98304244
• SMILES: C([C@H]([C@H](C(=O)CO)O)O)OP(=O)([O-])[O-].[Na+].[Na+]
• Canonical SMILES: OCC(=O)[C@@H]([C@@H](COP(=O)([O-])[O-])O)O.[Na+].[Na+]
• InChI: InChI=1S/C5H11O8P.2Na/c6-1-3(7)5(9)4(8)2-13-14(10,11)12;;/h4-6,8-9H,1-2H2,(H2,10,11,12);;/q;2*+1/p-2/t4-,5+;;/m1../s1
• InChIKey: NBEPTNUBEFMKAU-CIFXRNLBSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium (3R,4R)-1,3,4-trihydroxy-5-(phosphonatooxy)pentan-2-one
• IUPAC Traditional name: disodium ribulose 5-phosphate
• Synonyms: Ru-5-P; D-Ribulose 5-phosphate sodium salt; D-Ribulose 5-phosphate disodium salt

Database IDs

• CAS Number: 108321-99-9
• MDL Number: MFCD00056674
• PubChem SID: 162226681; 24899419; 24888153
• PubChem CID: 15756092

CALCULATED PROPERTIES

• Acid pKa: 1.4785529
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -5.1677957
• LogD (pH = 7.4): -6.070068
• Log P: -2.760263
• Molar Refractivity: 40.2288 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, light yellow

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90%; ≥96% (TLC)
• Impurities: <10% water; ≤1% methanol; ≤2% ethanol
• Empirical Formula (Hill Notation): C5H9Na2O8P

DETAILS

Sigma Aldrich - 83899

Application
Ribulose 5-phosphate, a component of both the pentose phosphate pathway (PPP) and the Calvin cycle, is used as a substrate to identify, differentiate and characterize phosphopentose isomerase(s) and epimerase(s).

Sigma Aldrich - R9875

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. R9875.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.