(3S,4S,5R)-oxane-2,3,4,5-tetrol

• ChemBase ID: 144873
• Molecular Formular: C5H10O5
• Molecular Mass: 150.1299
• Monoisotopic Mass: 150.05282342
• SMILES: C1[C@H]([C@@H]([C@@H](C(O1)O)O)O)O
• Canonical SMILES: O[C@@H]1COC([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4+,5?/m1/s1
• InChIKey: SRBFZHDQGSBBOR-AGQMPKSLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,5R)-oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (3S,4S,5R)-oxane-2,3,4,5-tetrol
• Synonyms: D-Lyxose; D-Lyxopyranose; D-(-)-Lyxose; D-来苏糖; D-来苏糖; D-(-)-来苏糖

Database IDs

• CAS Number: 1114-34-7
• EC Number: 214-212-8
• MDL Number: MFCD00064362
• Beilstein Number: 1723083
• Merck Index: 145641
• PubChem SID: 24853173; 24882286; 162239085
• PubChem CID: 439240

CALCULATED PROPERTIES

• Acid pKa: 11.310624
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.3022048
• LogD (pH = 7.4): -2.3022575
• Log P: -2.3022044
• Molar Refractivity: 29.9609 cm^3
• Polarizability: 12.6405 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear, colorless
• Melting Point: 108-112 °C(lit.); 109-115°C
• Density: 1.545
• Optical Rotation: [α]20/D -14.0±0.5°, 1 hr, c = 6% in H2O; [α]25/D -13.8°, c = 4 in H2O

Safety Information

• Storage Warning: Hygroscopic
• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (sum of enantiomers, HPLC); 99%
• Empirical Formula (Hill Notation): C5H10O5

DETAILS

Sigma Aldrich - 220477

Packaging
5 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 220477.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 63010

Other Notes
Use as chiral building block1,2