(3R,4R)-2-(hydroxymethyl)oxolane-2,3,4-triol

• ChemBase ID: 131008
• Molecular Formular: C5H10O5
• Molecular Mass: 150.1299
• Monoisotopic Mass: 150.05282342
• SMILES: C1[C@H]([C@H](C(O1)(CO)O)O)O
• Canonical SMILES: OCC1(O)OC[C@H]([C@H]1O)O
• InChI: InChI=1S/C5H10O5/c6-2-5(9)4(8)3(7)1-10-5/h3-4,6-9H,1-2H2/t3-,4-,5?/m1/s1
• InChIKey: LQXVFWRQNMEDEE-ZZKAVYKESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-2-(hydroxymethyl)oxolane-2,3,4-triol
• IUPAC Traditional name: ribulose
• Synonyms: D-erythro-2-Ketopentose solution; D-erythro-2-Pentulose solution; D-Adonose solution; D-Arabinulose solution; D-Araboketose solution; D-Erythropentulose solution; D-Ribulose solution; D-Adonose; D-Ribulose; D-核酮糖 溶液

Database IDs

• CAS Number: 488-84-6
• EC Number: 207-687-8
• MDL Number: MFCD00004704
• Beilstein Number: 1723050
• PubChem SID: 162225286
• PubChem CID: 439203

CALCULATED PROPERTIES

• Acid pKa: 10.29264
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.1276715
• LogD (pH = 7.4): -2.1282196
• Log P: -2.1276643
• Molar Refractivity: 30.3983 cm^3
• Polarizability: 12.6405 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥97.0% (HPLC)
• Concentration: ~1 M in H2O
• Empirical Formula (Hill Notation): C5H10O5

DETAILS

Sigma Aldrich - 76512

Biochem/physiol Actions
Metabolite in pentose and glucuronate interconversions; it plays a role in the D-arabitol production of U. fabae1, its monophosphateD-ribulose 5-phosphate is an intermediate in the pentose phosphate pathway of glycolysis. D-Ribulose can be found in plants like algae, sugar beet leaves and barley seed leaves.