(2R,3r,4S)-pentane-1,2,3,4,5-pentol

• ChemBase ID: 1672
• Molecular Formular: C5H12O5
• Molecular Mass: 152.14578
• Monoisotopic Mass: 152.06847348
• SMILES: OC[C@H](O)[C@@H](O)[C@H](O)CO
• Canonical SMILES: OC[C@H]([C@@H]([C@H](CO)O)O)O
• InChI: InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+
• InChIKey: HEBKCHPVOIAQTA-SCDXWVJYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3r,4S)-pentane-1,2,3,4,5-pentol
• IUPAC Traditional name: xylitol
• Synonyms: Xylite; Xylitol; Additive Screening Solution 38/Fluka kit no 78374; Xylitol solution; Xylitol 1 M solution; D-Xylitol; 1,2,3,4,5-PentahydroxypentaneXylite; Xylitol; 1,2,3,4,5-戊五醇; 木糖醇

Database IDs

• CAS Number: 488-81-3; 87-99-0
• EC Number: 201-788-0; 231-791-2
• MDL Number: MFCD00064292
• Beilstein Number: 1720523
• Merck Index: 1410085
• PubChem SID: 24871509; 46506507; 160965129; 24902034; 24902140
• PubChem CID: 6912
• CHEMBL: 96783
• Chemspider ID: 6646
• Unique Ingredient Identifier: VCQ006KQ1E
• Wikipedia Title: Xylitol
• E Number: E967

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.760078
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -3.099684
• LogD (pH = 7.4): -3.099686
• Log P: -3.099684
• Molar Refractivity: 32.4411 cm^3
• Polarizability: 13.261178 Å^3
• Polar Surface Area: 101.15 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.53
• LOG S: 0.64
• Solubility (Water): 6.64e+02 g/l

PROPERTIES

Physical Property

• Solubility: ~ 1.5 g/mL in water; H2O: soluble0.1 g/mL, clear, colorless
• Melting Point: 92–96 °C; 92-96°C; 94-96 °C; 94-97 °C(lit.)
• Boiling Point: 216 °C
• Density: 1.515; 1.52 g/cm3
• Sweetness: 1 × sucrose

Safety Information

• Storage Warning: Hygroscopic
• RTECS: ZF0800000
• German water hazard class: 2
• TSCA Listed: 是
• NFPA704:
  

  0

  1

  0
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC); ≥99%; ≥99.0%; 98%; 99%
• Grade: analytical standard; for biotechnological purposes
• Packaging: pkg of 1 g
• Ignition Residue: ≤0.05%; ≤0.2%
• Cation Traces: As: ≤0.1 mg/kg; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤50 mg/kg
• Loss on Drying: ≤0.5% loss on drying; ≤1% loss on drying
• Linear Formula: HOCH2[CH(OH)]3CH2OH

DETAILS

MP Biomedicals - 05219916

MP Biomedicals Rare Chemical collection

DrugBank - DB01904

• Drug Groups: experimental
• Description: A five-carbon sugar alcohol derived from xylose by reduction of the carbonyl group. It is as sweet as sucrose and used as a noncariogenic sweetener. [PubChem]

Sigma Aldrich - X3375

Biochem/physiol Actions
A sugar alcohol sweetener detectable by humans. Produced from hemicellulose hydrolysate fermentation.
Packaging
1 kg in poly bottle
10 mg in autosmp vl
5, 25, 100, 500 g in poly bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. X3375.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - W507930

Packaging
1 kg in poly bottle
1 sample in glass bottle
5, 10 kg in fiber drum