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

• ChemBase ID: 127575
• Molecular Formular: C6H12O6
• Molecular Mass: 180.15588
• Monoisotopic Mass: 180.0633881
• SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@H](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-DVKNGEFBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
• IUPAC Systematic name: (2R,3S,4R,5R)-2,3,4,5,6-Pentahydroxyhexanal
• IUPAC Traditional name: α-glucose
• Synonyms: D-(+)-Glucose, anhydrous; D-(+)-Glucose; Glucose solution; alpha-D-Glucose; α-D-Glucose; Dextrose; Dextrin from corn; Blood sugar; Dextrose; Corn sugar; D-Glucose; Grape sugar; Glucose; Dextrin from potato starch; D-(+)-Glucose solution; D-(+)-Glucose; Dextrosum (Glucosum) anhydricum; D-(+)-Glucose solution; Glucose stock solution; D-(+)-葡萄糖, 无水的; α-D-葡萄糖; D-(+)-葡萄糖; 右旋糖; 糊精 来源于玉米; 糊精 来源于马铃薯淀粉; D-(+)-葡萄糖 溶液; 右旋糖; D-(+)-葡萄糖; 无水右旋糖（葡萄糖）

Database IDs

• CAS Number: 50-99-7; 9004-53-9; 492-62-6
• EC Number: 207-757-8; 231-791-2; 232-675-4; 200-075-1
• MDL Number: MFCD00063774; MFCD00081554
• Beilstein Number: 1724615; 1281604; 1281608
• Merck Index: 144459
• PubChem SID: 24872672; 24895228; 24895248; 24893590; 24858935; 24895121; 24893634; 24895199; 162221894; 24858939; 24895346; 24893670; 24895335; 24893904; 24894185; 24895351; 24895286; 24895209; 24850031; 24895314; 24894295; 24872363; 24895311; 24849781; 24870804
• PubChem CID: 79025; 5793
• CHEBI ID: 4167
• ATC CODE: V04CA02; V06DC01; B05CX01
• CHEMBL: 1222250
• Chemspider ID: 5589
• Gmelin ID: 83256
• KEGG ID: C00031
• MeSH Name: Glucose
• Unique Ingredient Identifier: 5SL0G7R0OK
• Wikipedia Title: Glucose

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: 91 g/100 mL in water; H2O: soluble0.1 g/mL, clear, colorless; H2O: soluble0.1 g/mL, clear, yellow to very deep yellow (hot); H2O: soluble0.13 g/mL; H2O: soluble1 M at 20 °C, clear, colorless; H2O: soluble1 M, clear, colorless
• Apperance: off-white to yellow powder; powder; solution; White powder; white powder; yellow powder
• Melting Point: 147-153°C; 150-152 °C(lit.); 153-156 °C(lit.); α-D-glucose: 146 °C; β-D-glucose: 150 °C
• Density: 1.54 g/cm^3
• Refractive Index: n20/D 1.362
• Optical Rotation: [α]20/D +52.5 to +53.3°, c = 10% in H2O (calc. on anhydrous subst.); [α]20/D +52°, c = 10 in H2O; [α]20/D +53±2°, 3 hr, c = 10 in H2O(lit.); [α]20/D +53±2°, 3 hr, c = 10% in H2O; [α]20/D +53±3°, 3 hr, c = 10% in H2O; [α]25/D +52.5 to +53.0°(lit.); +53 (c=10 in water, 3h)
• Absorption Wavelength: A1M/260, H2O ≤0.02; A1M/280, H2O ≤0.03; λ: 260 nm Amax: 0.02; λ: 260 nm Amax: 0.04; λ: 280 nm Amax: 0.03; λ: 280 nm Amax: 0.04
• Std enthalpy of combustion: -2805 kJ/mol
• Std enthalpy of formation: -1271 kJ/mol
• Std molar entropy: 209.2 J K^-1 mol^-1
• pH: 5.0-7.0 (25 °C, 1 M in H2O); 6.0-8.0 (25 °C)

Safety Information

• RTECS: HH9450000; LZ6600000
• German water hazard class: 1; 3; nwg
• TSCA Listed: 是
• EU Index: not listed
• NFPA704:
  

  1

  0

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• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US); Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... PYGM(5837)

Product Information

• Purity: ≥98.0%; ≥98.0% (sum of enantiomers, HPLC); ≥99% (GC); ≥99.0% (sum of enantiomers, HPLC); ≥99.5%; ≥99.5% (GC); ≥99.5% (sum of enantiomers, HPLC); 96%; 99%
• Concentration: ~20% in H2O; 1 mg/mL in 0.1% benzoic acid; 100 g/L in H2O; 1000 mg/dL; 45% in H2O
• Grade: ACS reagent; analytical standard; anhydrous; commercial grade; CP; for biotechnological purposes; for microbiology; for molecular biology; Hybri-Max™; JIS special grade; Ph Eur; SAJ first grade
• Packaging: ampule of 500 mg
• Suitability: complies for appearance of solution; meets EP, BP, JP, USP testing specifications; plant cell culture tested; suitable for cell culture; suitable for component for culture media; suitable for hybridoma; suitable for insect cell culture; suitable for mouse embryo; suitable for plant cell culture
• Ignition Residue: ≤0.02%; ≤0.1% (as SO4)
• Impurities: ≤0.001% sulfite (SO2); ≤0.002 meq/g Titratable acid; ≤0.005% Insoluble matter; ≤1% water (Karl Fischer); ≤5% Reducing sugar; acidity or alkalinity, complies; dextrine, complies; DNases, none detected; endotoxin, tested; foreign sugar, complies; Insoluble matter, passes filter test; insoluble matter, passes filter test; phosphatases, none detected; proteases, none detected; residual solvents, complies; RNases, none detected; soluble starch, complies; Starch, passes test
• Cation Traces: Al: ≤0.0005%; Al: ≤1 mg/kg; Al: ≤5 mg/kg; As: ≤0.0001%; As: ≤0.1 mg/kg; As: ≤1 mg/kg; Ba: ≤0.0005%; Ba: ≤1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤0.0005%; Bi: ≤1 mg/kg; Bi: ≤5 mg/kg; Ca: ≤0.001%; Ca: ≤10 mg/kg; Ca: ≤200 mg/kg; Ca: ≤5 mg/kg; Cd: ≤0.0005%; Cd: ≤1 mg/kg; Cd: ≤5 mg/kg; Co: ≤0.0005%; Co: ≤1 mg/kg; Co: ≤5 mg/kg; Cr: ≤0.0005%; Cr: ≤1 mg/kg; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤1 mg/kg; Cu: ≤5 mg/kg; Fe: ≤0.0005%; Fe: ≤1 mg/kg; Fe: ≤5 mg/kg; Fe: ≤5 ppm; heavy metals (as Pb): ≤5 ppm; K: ≤0.005%; K: ≤20 mg/kg; K: ≤50 mg/kg; Li: ≤0.0005%; Li: ≤1 mg/kg; Li: ≤5 mg/kg; Mg: ≤0.0005%; Mg: ≤1 mg/kg; Mg: ≤5 mg/kg; Mn: ≤0.0005%; Mn: ≤1 mg/kg; Mn: ≤5 mg/kg; Mo: ≤0.0005%; Mo: ≤1 mg/kg; Mo: ≤5 mg/kg; Na: ≤0.005%; Na: ≤20 mg/kg; Na: ≤50 mg/kg; Ni: ≤0.0005%; Ni: ≤1 mg/kg; Ni: ≤5 mg/kg; Pb: ≤0.0005%; Pb: ≤0.5 mg/kg; Pb: ≤1 mg/kg; Pb: ≤5 mg/kg; Sr: ≤0.0005%; Sr: ≤1 mg/kg; Sr: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤1 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤0.005%; chloride (Cl-): ≤0.01%; chloride (Cl-): ≤100 mg/kg; chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤0.005%; sulfate (SO42-): ≤200 mg/kg; sulfate (SO42-): ≤50 mg/kg; sulfate, sulfite (as SO42-): ≤0.005%
• Sterility: sterile-filtered
• Loss on Drying: ≤0.1% loss on drying; ≤0.1% loss on drying, 20 °C (HV); ≤0.2% loss on drying, 105°C
• Type: Type I; Type II; Type III; Type IV
• Quality Level: GMP; PREMIUM
• Quality: meets analytical specification of Ph. Eur., BP
• λ: 1 M in H2O; neat
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Product Line: BioUltra
• Pharmacopeia Traceability: traceable to PhEur G0350500; traceable to USP 1181302
• Linear Formula: (C6H12O6)x
• Empirical Formula (Hill Notation): C6H12O6

DETAILS

Sigma Aldrich - D2006

包装
1 kg in poly bottle
100, 500 g in poly bottle
Preparation Note
This grade is prepared by removing a minimum of 95% of the water-insolubles, and almost all of the alcohol-solubles.
Application
Dextrins from corn starch are used in nutrition studies to understand the effects of fiber in diets on energy levels, intestinal flora, digestion and other physiological processes.

Sigma Aldrich - G7528

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
包装
10 mg in autosmp vl

Sigma Aldrich - G7021

Application
Provides the primary energy source for cell metabolism.
Other Notes
Mixed anomers

Sigma Aldrich - G8769

Application
为细胞代谢提供初级能源。

Sigma Aldrich - 49139

Other Notes
Neutralizes growth inhibition by myxothiazol in Saccharomyces cerevisiae, Mucor hiemalis and Candida albicans1; Component of the liquid stationary phase in the GLC separation of nitroxylene and xylenol isomers2
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.

Sigma Aldrich - G6152

Other Notes
Mixed anomers
Application
This glucose has been qualified for use in mouse embryo in vitro work.

Sigma Aldrich - D4894

Analysis Note
Approx. 40% water-soluble; less than 2% alcohol-soluble
Application
Dextrins from potato starch are used in nutrition studies to understand the effects of fiber in diets on energy levels, intestinal flora, digestion and other physiological processes.

Sigma Aldrich - G8644

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Provides the primary energy source for cell metabolism.

Sigma Aldrich - 49163

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 and molecular biology applications.

Sigma Aldrich - G5146

Application
Provides the primary energy source for cell metabolism.
法律信息
Hybri-Max 商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - D2131

Application
Dextrins from corn starch are used in nutrition studies to understand the effects of fiber in diets on energy levels, intestinal flora, digestion and other physiological processes.

Sigma Aldrich - G5400

Analysis Note
已测试用作 M9 低盐培养基中 Escherichia coli (ATCC 25922) 的唯一碳源。

Sigma Aldrich - D2256

Analysis Note
Approx. 75% water-soluble.

Sigma Aldrich - G7520

Other Notes
Mixed anomers
Application
D-(+)-Glucose (G7520) is plant cell culture tested (15 mg/ml) and is appropriate for use in plant cell culture experiments.

Sigma Aldrich - G3285

Analysis Note
可溯源到 NIST 标准
Other Notes
葡萄糖 (GO) 测定试剂盒 (GAGO-20) 的组分。

Sigma Aldrich - 158968

Packaging
1, 2.5, 3 kg in poly bottle
25, 100, 500 g in poly bottle

Sigma Aldrich - G5767

包装
25, 500 g in poly bottle
5 kg in poly drum