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

• ChemBase ID: 130864
• 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-IOVATXLUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,5R)-oxane-2,3,4,5-tetrol
• IUPAC Traditional name: d-xylose
• Synonyms: D-(+)-Xylose; (3R,4S,5R)-oxane-2,3,4,5-tetrol; D-(+)-木糖

Database IDs

• CAS Number: 58-86-6
• EC Number: 200-400-7
• MDL Number: MFCD00064360
• Beilstein Number: 1562108
• PubChem SID: 24902132; 24902143; 162225142; 24870807; 24890196
• PubChem CID: 135191
• FEMA ID: 3606

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: soluble0.1 g/mL, clear, colorless; H2O: soluble1 M at 20 °C, clear, colorless; H2O: soluble1 M, clear, colorless
• Melting Point: 154-158 °C(lit.)
• Optical Rotation: [α]20/D +18.8°, c = 10 in H2O; [α]20/D +18.8°, c = 4 in H2O; [α]20/D +20.0±1°, 10 hr, c = 10% in H2O; [α]20/D +20±1°, 10 hr, c = 10% in H2O
• Absorption Wavelength: λ: 260 nm Amax: 0.05; λ: 280 nm Amax: 0.05
• Hydrophobicity(logP): -2.181
• pH: 4.0-6.0 (25 °C, 1 M in H2O)
• Organoleptic: smoky

Safety Information

• RTECS: ZF2285000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (sum of enantiomers, HPLC); ≥99%; ≥99.0% (sum of enantiomers, HPLC); 95%; 98.0-101.0%; 99%
• Grade: analytical standard; for biotechnological purposes; NI; SAJ special grade
• Packaging: ampule of 500 mg
• Ignition Residue: ≤0.1%; ≤0.2% (as SO4)
• Impurities: ≤0.0005% Phosphorus (P); ≤0.1% Insoluble matter; insoluble matter, passes filter test
• Cation Traces: Al: ≤0.0005%; Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤0.0005%; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤5 mg/kg; Fe: ≤0.0005%; Fe: ≤5 mg/kg; K: ≤0.005%; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤0.0005%; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤0.005%; Na: ≤50 mg/kg; NH4+: ≤0.05%; Ni: ≤5 mg/kg; Pb: ≤0.001%; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤0.05%; chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤0.05%; sulfate (SO42-): ≤50 mg/kg
• Loss on Drying: ≤0.2% loss on drying, 110 °C
• λ: 1 M in H2O
• Product Line: BioUltra
• Empirical Formula (Hill Notation): C5H10O5

DETAILS

Sigma Aldrich - 95729

Application
D-Xylose, an aldopentose, is used as a feed stock to produce the non-caloric sweetener, xylitol, and commercially valuable ethanol.

Sigma Aldrich - W360600

Features and Benefits
Smoky

Sigma Aldrich - 95730

Other Notes
D-Xylose can also be used as starting material in EPC synthesis1

Sigma Aldrich - X1500

包装
1 kg in poly bottle
10 mg in autosmp vl
500 g in poly bottle
Quality
白色至灰白色。

Sigma Aldrich - X3877

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. X3877.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.