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

• ChemBase ID: 102230
• Molecular Formular: C5H12O5
• Molecular Mass: 152.14578
• Monoisotopic Mass: 152.06847348
• SMILES: C([C@H](C([C@@H](CO)O)O)O)O
• Canonical SMILES: OC[C@H](C([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-/m1/s1
• InChIKey: HEBKCHPVOIAQTA-QWWZWVQMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R)-pentane-1,2,3,4,5-pentol
• IUPAC Traditional name: arabitol
• Synonyms: D-(+)-Arabitol; D-Arabinitol; D-(+)-ARABITOL; Arabinitol; Lyxitol; Arabitol; L-(-)-Arabitol; L-(-)-阿拉伯醇

Database IDs

• CAS Number: 7643-75-6; 488-82-4
• EC Number: 207-686-2; 231-582-6
• MDL Number: MFCD00004709; MFCD00064290
• Beilstein Number: 1720521; 1720520
• Merck Index: 14762
• PubChem SID: 162088640; 24890762
• PubChem CID: 94154
• CHEBI ID: 18333
• Chemspider ID: 84971
• Wikipedia Title: Arabitol

CALCULATED PROPERTIES

• 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

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 g/mL, clear, colorless; Miscible in water
• Apperance: Prismatic crystals
• Melting Point: 101-104 °C; 103°C; 103-104°C; 98-103°C
• Optical Rotation: [α]20/D +11±1°, c = 5% in 8% borax solution; -11 (c=5 in 8% borax soln)
• Sweetness: 0.7 × sucrose

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• 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%; ≥99.0% (sum of enantiomers, HPLC); 98%
• Empirical Formula (Hill Notation): C5H12O5

DETAILS

MP Biomedicals - 02100711

Crystalline

Sigma Aldrich - A3381

Biochem/physiol Actions
Used to produce xylitol via biotransformation.1
Packaging
25, 100, 250 g in poly bottle
Application
D-Arabitol, a rare sugar alcohol, is a substrate used to identify, differentiate and characterize enzyme such as the gluconobacter oxydans dehydrogenase(s), Gox2181, hyperthermophilic D-arabitol dehydrogenase from Thermotoga maritime and NAD-dependent D-arabitoldehydrogenase from acetic acid bacterium, Acetobacter suboxydans.

Sigma Aldrich - 10880

Biochem/physiol Actions
Used to produce xylitol via biotransformation.1
Other Notes
Selective 1,3-O-benzylidenation2,3; Selective 2,3:4,5-O-diisopropylidenation4