(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol

• ChemBase ID: 1414
• Molecular Formular: C6H14O6
• Molecular Mass: 182.17176
• Monoisotopic Mass: 182.07903817
• SMILES: OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
• Canonical SMILES: OC[C@H]([C@H]([C@@H]([C@H](CO)O)O)O)O
• InChI: InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m1/s1
• InChIKey: FBPFZTCFMRRESA-JGWLITMVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol
• IUPAC Traditional name: D-sorbitol
• Synonyms: Sorbitolum liquidum non cristallisabile; Sorbitol F solution; Glucitol; Sorbitol(Glucitol); D-Glucitol; D-SORBITOL ANHYDROUS; D-Sorbitol; Sorbitol F solution; D-Sorbitol solution; D-Sorbitol; 非结晶山梨醇液; 山梨醇 F 液 溶液; D-山梨糖醇; D-Sorbitol solution; D-山梨糖醇; D-山梨醇

Database IDs

• CAS Number: 50-70-4
• EC Number: 200-061-5
• MDL Number: MFCD00004708
• Beilstein Number: 1721899
• Merck Index: 148725
• PubChem SID: 24899452; 24899755; 24899573; 46507030; 24901438; 24899683; 160964874; 24899498; 24888375; 24899777; 24858737; 24890396; 24871505
• PubChem CID: 5780
• FEMA ID: 3029
• Council of Europe Number: 81c
• E Number: E420

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.585201
• H Acceptors: 6
• H Donor: 6
• LogD (pH = 5.5): -3.7300189
• LogD (pH = 7.4): -3.7300217
• Log P: -3.7300189
• Molar Refractivity: 38.4036 cm^3
• Polarizability: 15.776147 Å^3
• Polar Surface Area: 121.38 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.68
• LOG S: 0.1
• Solubility (Water): 2.29e+02 g/l

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 g/mL, clear, colorless; H2O: soluble1 M at 20 °C, clear, colorless; H2O: soluble1 M, clear, colorless (room temperature); Soluble in water, methanol, acetone, DMF
• Apperance: liquid; Powder
• Melting Point: ~95 °C; 110-112 °C; 98-100 °C(lit.); 98-100°C
• Boiling Point: 105 °C
• Density: 1.28 g/mL at 25 °C; 1.47 g/ml at -5°C
• Refractive Index: n20/D 1.46
• Vapor Pressure: <0.1 mmHg ( 25 °C)
• Vapor Density: <1 (vs air)
• Optical Rotation: [α]20/D +104°, c = 0.4 in acidified ammonium molybdate; [α]20/D -1.5±0.3°, c = 10% in H2O
• Absorption Wavelength: λ: 260 nm Amax: 0.04; λ: 280 nm Amax: 0.045
• pH: 5.0-7.0 (25 °C, 1 M in H2O)

Safety Information

• Storage Condition: -20°C; Room Temperature (15-30°C); Room Temperature (15-30°C), Desiccate
• Storage Warning: Hygroscopic
• RTECS: LZ4290000
• German water hazard class: 2
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US); Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Regulation Compliance: FCC; FDA 21 CFR (175.300); FDA 21 CFR (175.320); FDA 21 CFR (176.180); FDA 21 CFR (176.210); FDA 21 CFR (182.90)

Product Information

• Purity: ≥98%; ≥97.0%; ≥98%; ≥98.0% (HPLC); ≥99.0%; ≥99.0% (HPLC); ≥99.5% (HPLC); 97%; 98%; 98-99%; 99%
• Concentration: 70 wt. % in H2O; 70% in H2O
• Grade: analytical standard; CP; for electrophoresis; for molecular biology; Kosher; NI; Ph Eur; SAJ first grade; SAJ special grade
• Salt Data: Free Base
• Packaging: pkg of 1 g
• Suitability: cell culture tested; plant cell culture tested
• Ignition Residue: <0.1%; ≤0.1% (as SO4)
• Impurities: <0.001% Phosphorus (P); <0.1% Insoluble matter; ≤1.0% water; ≤2% water; insoluble matter, passes filter test
• Cation Traces: Al: <0.0005%; Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: <0.0005%; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: <0.0005%; Cu: ≤5 mg/kg; Fe: <0.0005%; Fe: ≤5 mg/kg; K: <0.005%; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: <0.0005%; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: <0.005%; Na: ≤50 mg/kg; NH4+: <0.05%; Ni: ≤5 mg/kg; Pb: <0.001%; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: <0.0005%; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): <0.005%; chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): <0.01%; sulfate (SO42-): ≤50 mg/kg
• Foreign Activity: DNase, RNase, and protease, none detected; Proteinase, none detected
• Loss on Drying: ≤0.5% loss on drying, 20 °C (HV)
• Quality Level: PREMIUM
• Quality: crystallized
• λ: 1 M in H2O
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Product Line: BioUltra
• Pharmacopeia Traceability: traceable to PhEur S100000; traceable to USP 1617000
• Empirical Formula (Hill Notation): C6H10O6; C6H14O6

DETAILS

MP Biomedicals - 02194851

Molecular Biology Reagent
Purity: >98%

MP Biomedicals - 02194742

Cell Culture Reagent
Anhydrous
Crystalline
Purity: 98-99%

MP Biomedicals - 02102938

Anhydrous
Crystalline
Purity: 98-99%

DrugBank - DB01638

• Drug Groups: experimental
• Description: A polyhydric alcohol with about half the sweetness of sucrose. Sorbitol occurs naturally and is also produced synthetically from glucose. It was formerly used as a diuretic and may still be used as a laxative and in irrigating solutions for some surgical procedures. It is also used in many manufacturing processes, as a pharmaceutical aid, and in several research applications. [PubChem]
• Elimination: Sorbitol will either be excreted in the urine by the kidneys, or metabolized to carbon dioxide and dextrose.
• External Links: Wikipedia

Selleck Chemicals - S2393

Research Area: Metabolic Disease
Biological Activity:
Sorbitol(Glucitol) is a sugar alcohol and a sugar substitute. It occurs naturally in many stone fruits and berries from trees of the genus Sorbus. It often is used in modern cosmetics as a humectant and thickener. It can be used as a non-stimulant laxative via an oral suspension or enema and works by drawing water into the large intestine, thereby stimulating bowel movements Too much sorbitol trapped in retinal cells, the cells of the lens, and the Schwann cells that myelinate peripheral nerves can damage these cells, leading to retinopathy, cataracts and peripheral neuropathy, respectively. [1]

Sigma Aldrich - S0900

Application
山梨醇已在等电聚焦中用于帮助尽可能地减小琼脂糖凝胶中的内渗透流，1并且已发现它可以提高聚焦蛋白质的溶解度。2还有人主张将山梨醇用于提高机械稳定性，改善凝胶与玻璃管壁的粘附性，以及降低 pH 梯度漂移。山梨醇的使用浓度通常为 10-12.5%。

Sigma Aldrich - S1876

Application
可用于洗涤原生质球1以及在等电聚焦中尽可能减小琼脂糖凝胶中的内渗透流。2可用于诱发渗透应力。
包装
1 kg in poly bottle
10 mg in autosmp vl
100, 500 g in poly bottle
5, 10 kg in poly drum

Sigma Aldrich - 240850

Application
May be used for washing spheroplasts1 and in isoelectric focusing to minimize endoosmotic flow in agarose gels.2 May be used to induce osmotic stress.
Packaging
100 g in poly bottle
5 g in glass bottle

Sigma Aldrich - S3755

Packaging
3 kg in poly bottle

Sigma Aldrich - S3889

Application
可用于洗涤原生质球1以及在等电聚焦中尽可能减小琼脂糖凝胶中的内渗透流。2可用于诱发渗透应力。

Sigma Aldrich - S7547

Application
可用于洗涤原生质球1以及在等电聚焦中尽可能减小琼脂糖凝胶中的内渗透流。2可用于诱发渗透应力。

Sigma Aldrich - S6021

Application
可用于洗涤原生质球1以及在等电聚焦中尽可能减小琼脂糖凝胶中的内渗透流。2可用于诱发渗透应力。

Sigma Aldrich - W302902

Packaging
1 kg in poly bottle
1 sample in glass bottle
10, 25 kg in fiber drum

Sigma Aldrich - 309532

Packaging
100, 500 mL in poly bottle

Sigma Aldrich - 85529

Biochem/physiol Actions
Allelic variation of the Tas1r3 gene affects behavioral taste responses to this sugar alcohol, suggesting that it is a T1R3 receptor ligand.
Other Notes
A plasmolyticum that reversibly inhibits the phenylalanine ammonia-lyase activity of protoplasts at concentrations exceeding 50 mM1; Synchronization of Plasmodium falciparum erythrocytic stages in culture2; Increases fungal α-amylase thermostability3.
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 85529.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Application
Sorbitol is a sugar alcohol and slowly metabolized sweetener. Sorbitol, a bacterial culture supplement, is used for the preparation of selective plating media to culture Sorbitol-fermenting bacteria including strains of Escherichia coli and Yersinia enterocolitica.

Sigma Aldrich - S8143

Application
可用于洗涤原生质球1以及在等电聚焦中尽可能减小琼脂糖凝胶中的内渗透流。2可用于诱发渗透应力。

REFERENCES

• http://en.wikipedia.org/wiki/Sorbitol