(3S,4S,5R,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol

• ChemBase ID: 107771
• Molecular Formular: C6H12O6
• Molecular Mass: 180.15588
• Monoisotopic Mass: 180.0633881
• SMILES: O[C@H]1[C@@H](O)[C@H](OC(O)[C@H]1O)CO
• Canonical SMILES: OC[C@H]1OC(O)[C@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4+,5+,6?/m1/s1
• InChIKey: WQZGKKKJIJFFOK-WHZQZERISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,5R,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
• IUPAC Traditional name: D-talo-hexose; (3S,4S,5R,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
• Synonyms: D-(+)-Talose; D-TALOSE

Database IDs

• CAS Number: 2595-98-4
• EC Number: 219-996-5
• MDL Number: MFCD00135834
• Beilstein Number: 1724617
• PubChem SID: 162094873; 24888578
• PubChem CID: 441035

CALCULATED PROPERTIES

• Acid pKa: 11.298101
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.93254
• LogD (pH = 7.4): -2.932594
• Log P: -2.9325392
• Molar Refractivity: 35.9234 cm^3
• Polarizability: 15.155883 Å^3
• Polar Surface Area: 110.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 g/mL, clear, colorless
• Melting Point: 124-127 °C
• Optical Rotation: [α]20/D +21±1°, 3 hr, c = 1% in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (HPLC)
• Empirical Formula (Hill Notation): C6H12O6

DETAILS

MP Biomedicals - 05204981

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 86265

Application
D-Talose, a C-2 epimer of galactose, is used as a substrate to identify, differentiate and characterize ribose-5-phosphate isomerase(s) of Clostridia.