(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal hydrate

• ChemBase ID: 130835
• Molecular Formular: C6H14O7
• Molecular Mass: 198.17116
• Monoisotopic Mass: 198.07395279
• SMILES: C([C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O)O.O
• Canonical SMILES: OC[C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O.O
• InChI: InChI=1S/C6H12O6.H2O/c7-1-3(9)5(11)6(12)4(10)2-8;/h1,3-6,8-12H,2H2;1H2/t3-,4+,5+,6+;/m0./s1
• InChIKey: SPFMQWBKVUQXJV-BTVCFUMJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal hydrate
• IUPAC Traditional name: (+)-glucose hydrate
• Synonyms: Dextrose monohydrate; D-(+)-Glucose monohydrate; Dextrosum (Glucosum) monohydricum; Dextrose monohydrate; D-(+)-葡萄糖 一水合物; 一水右旋糖（葡萄糖）; D-(+)-葡萄糖 一水合物; 右旋糖 一水合物; 右旋糖 一水合物

Database IDs

• CAS Number: 14431-43-7
• EC Number: 218-914-5
• MDL Number: MFCD00149450
• Beilstein Number: 5250278
• PubChem SID: 24872666; 162225113; 24850017; 24894307; 24872664
• PubChem CID: 22814120

CALCULATED PROPERTIES

• Acid pKa: 11.800943
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -3.5683608
• LogD (pH = 7.4): -3.5683777
• Log P: -3.5683606
• Molar Refractivity: 37.3456 cm^3
• Polarizability: 15.251392 Å^3
• Polar Surface Area: 118.22 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 g/mL, clear; H2O: soluble0.1 g/mL, clear, colorless; H2O: soluble1 M, clear, colorless
• Optical Rotation: [α]20/D +49±3°, 3 hr, c = 10% in H2O; [α]20/D +52.5 to +53.3°, c = 10% in H2O (calc. on anhydrous subst.)
• Absorption Wavelength: λ: 260 nm Amax: 0.03; λ: 280 nm Amax: 0.03
• pH: 5-7 (25 °C, 1 M 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: ≥98.0% (sum of enantiomers, HPLC); ≥99.0%; ≥99.0% (sum of enantiomers, HPLC); ≥99.5% (HPLC)
• Grade: for biotechnological purposes; for microbiology; Ph Eur
• Suitability: meets USP testing specifications
• Ignition Residue: ≤0.05% (as SO4); ≤0.1% (as SO4)
• Impurities: 7-9.5% water (Karl Fischer); insoluble matter, passes filter test; residual solvents, complies
• Cation Traces: Al: ≤0.5 mg/kg; Al: ≤5 mg/kg; As: ≤0.1 mg/kg; As: ≤1 mg/kg; Ba: ≤5 mg/kg; Ba:, in accordance; Bi: ≤5 mg/kg; Ca: ≤10 mg/kg; Ca: ≤200 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; Li: ≤5 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤0.5 mg/kg; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤100 mg/kg; chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤200 mg/kg; sulfate (SO42-): ≤50 mg/kg; sulfite (SO32-): ≤10 mg/kg
• Quality: meets analytical specification of Ph. Eur., BP, Ph Franç.
• λ: 1 M in H2O
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Product Line: BioUltra
• Empirical Formula (Hill Notation): C6H12O6 · H2O

DETAILS

Sigma Aldrich - 49158

Application
D-(+)-Glucose is a common natural sugar involved in processes such as energy production, glycosylation, and formation of glycans that provide structure to cells. Glucose is involved in a detrimentatl process in cells called glycation. Glucose is used as a supplement for cell culture and in numerous cellular processes.