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

• ChemBase编号: 73005
• 分子式: C6H14O6
• 平均质量: 182.17176
• 单一同位素质量: 182.07903817
• SMILES: OC[C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O
• 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-KVTDHHQDSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4R,5R)-hexane-1,2,3,4,5,6-hexol
• IUPAC传统名: mannitol
• 别名: 甘露蜜醇; D-甘露醇, ACS; D-甘露醇; 甘露醇; D-甘露糖醇; Mannitolum; D-Mannitol, ACS; Mannitol; Osmitrol; Osmofundin; D-Mannitol(Osmitrol); Manna sugar; Mannite; D-MANNITOL; 1,2,3,4,5,6-Hexahexol, Mannite; D-MANNITOL, ACS; Mannitol; D-Mannitol

登记号

• CAS号: 69–65–8; 69-65-8
• EC号: 200-711-8
• MDL号: MFCD00064287
• Beilstein号: 1721898
• 默克索引号: 145745
• PubChem SID: 24897341; 24897346; 24896586; 22435040; 24897257; 162037925; 24882728; 24896902; 24882727; 24860225; 24882729
• PubChem CID: 6251
• CHEBI ID: 16899
• ATC码: B05CX04; A06AD16; B05BC01; R05CB16
• CHEMBL: 689
• Chemspider ID: 6015
• DrugBank ID: DB00742
• KEGG ID: D00062
• 美国药典/FDA物质标识码: 3OWL53L36A
• 维基百科标题: Mannitol

理论计算性质

• Acid pKa: 12.585201
• 质子受体: 6
• 质子供体: 6
• LogD (pH = 5.5): -3.7300189
• LogD (pH = 7.4): -3.7300217
• Log P: -3.7300189
• 摩尔折射率: 38.4036 cm^3
• 极化性: 15.776147 Å^3
• 极化表面积: 121.38 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: H2O: soluble0.1 g/mL, clear, colorless; H2O: soluble1 M at 20 °C, clear, colorless; H2O: soluble1 M, clear, colorless; Soluble in water, alcohol, pyridine, aniline. Insoluble in ether
• 外观: Crystalline
• 熔点: 165°C; 165-167 °C; 165-167°C; 165-167°C; 165-168 °C; 166-168 °C; 167-169°C; 167-170 °C(lit.)
• 沸点: (at 3.5 mm) 290-295°C; 290-295°C/3.5mm; 295°C
• 密度: 1.489; 1.52 g/ml
• 比旋光度: [α]/D +24.0±1° in borax solution acc. to ACS; [α]20/D +23 to +25°, c = 8% in Na2B4O7; [α]20/D +24.0±1° in borax solution acc. to ACS; [α]20/D +24.0±1° in borax solution acc. to Ph Eur; [α]20/D +24±1° in borax solution acc. to Ph Eur; [α]22/D +141.0°, c = 0.4 in acidified ammonium molybdate; [α]25/D +137 to +145; [α]25/D +141°, c = 0.4 in acidified ammonium molybdate; [α]25/D +23.3 to +24.3°(lit.); +24 (in borax solution)
• 紫外吸收波长: λ: 260 nm Amax: 0.04; λ: 280 nm Amax: 0.04
• 电导率: 20 μS/cm at 20 °C
• pH值: 5.0-6.5 (25 °C, 1 M in H2O); 5-7.5 (20 °C, 10%)

安全信息

• 保存条件: -20°C; Room Temperature (15-30°C)
• RTECS编号: OP2060000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2; 3
• 危险公开号: R:36/37/38
• 安全公开号: S:20-25-26-37/39
• TSCA收录: 是
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 给药途径: Intravenous; Oral
• 生物利用度: ~7%
• 排泄: Renal: 90%
• 半衰期: 100 minutes
• 代谢: Hepatic, negligible.
• 妊娠期药物分类: C: (USA)

产品相关信息

• 纯度: ~99%; ≥98%; ≥98% (calc. to the dried substance, HPLC); ≥98% (GC); ≥98.0% (sum of enantiomers, HPLC); ≥99%; ≥99.0%; ≥99.0% (sum of enantiomers, HPLC); ≥99.9999% (metals basis); 98%; 98.0-101.5% (calc. to the dried substance, HPLC); 99%
• 级别: ACS; ACS reagent; for biotechnological purposes; for microbiology; Ph Eur; puriss. p.a.; REAGENT; SAJ first grade; SAJ special grade; TraceSELECT®
• 成盐信息: Free Base
• 适用性: meets EP, FCC, USP testing specifications; passes test for identity (IR); plant cell culture tested
• 燃烧残渣: ≤0.01%; ≤0.01% (as SO4); ≤0.05% (as SO4); ≤0.1% (as SO4)
• 杂质: ≤0.0005% Phosphorus (P); ≤0.0008 meq/g Titratable acid; ≤0.0072% free acid (as CH3COOH); ≤0.01% Insoluble matter; ≤0.3% water (Karl Fischer); ≤0.5% water (Karl Fischer); insoluble matter, passes filter test; reducing sugars, complies; Reducing sugars, passes test
• 痕量阳离子: Ag: ≤0.01 mg/kg; Al: ≤0.0005%; Al: ≤0.05 mg/kg; Al: ≤5 mg/kg; As: ≤0.01 mg/kg; As: ≤0.1 mg/kg; As: ≤1 mg/kg; Au: ≤0.01 mg/kg; B: ≤0.05 mg/kg; Ba: ≤0.05 mg/kg; Ba: ≤5 mg/kg; Be: ≤0.01 mg/kg; Bi: ≤0.01 mg/kg; Bi: ≤5 mg/kg; Ca: ≤0.0005%; Ca: ≤0.2 mg/kg; Ca: ≤10 mg/kg; Cd: ≤0.01 mg/kg; Cd: ≤5 mg/kg; Ce: ≤0.01 mg/kg; Co: ≤0.01 mg/kg; Co: ≤5 mg/kg; Cr: ≤0.01 mg/kg; Cr: ≤5 mg/kg; Cs: ≤0.01 mg/kg; Cu: ≤0.0005%; Cu: ≤0.01 mg/kg; Cu: ≤5 mg/kg; Dy: ≤0.01 mg/kg; Er: ≤0.01 mg/kg; Eu: ≤0.01 mg/kg; Fe: ≤0.0005%; Fe: ≤0.05 mg/kg; Fe: ≤10 mg/kg; Fe: ≤5 mg/kg; Ga: ≤0.01 mg/kg; Gd: ≤0.01 mg/kg; Ge: ≤0.01 mg/kg; heavy metals (as Pb): ≤5 ppm; Hf: ≤0.01 mg/kg; Hg: ≤0.001 mg/kg; Ho: ≤0.01 mg/kg; In: ≤0.01 mg/kg; Ir: ≤0.01 mg/kg; K: ≤0.005%; K: ≤0.1 mg/kg; K: ≤50 mg/kg; La: ≤0.01 mg/kg; Li: ≤0.01 mg/kg; Li: ≤5 mg/kg; Lu: ≤0.01 mg/kg; Mg: ≤0.0005%; Mg: ≤0.05 mg/kg; Mg: ≤5 mg/kg; Mn: ≤0.01 mg/kg; Mn: ≤5 mg/kg; Mo: ≤0.01 mg/kg; Mo: ≤5 mg/kg; Na: ≤0.005%; Na: ≤0.5 mg/kg; Na: ≤50 mg/kg; Nb: ≤0.01 mg/kg; Nd: ≤0.01 mg/kg; NH4+: ≤0.05%; Ni: ≤0.01 mg/kg; Ni: ≤1 mg/kg; Ni: ≤5 mg/kg; Os: ≤0.01 mg/kg; Pb: ≤0.001%; Pb: ≤0.01 mg/kg; Pb: ≤1 mg/kg; Pb: ≤5 mg/kg; Pd: ≤0.01 mg/kg; Pr: ≤0.01 mg/kg; Pt: ≤0.01 mg/kg; Rb: ≤0.01 mg/kg; Re: ≤0.01 mg/kg; Rh: ≤0.01 mg/kg; Ru: ≤0.01 mg/kg; Sb: ≤0.01 mg/kg; Sc: ≤0.05 mg/kg; Se: ≤0.01 mg/mL; Sm: ≤0.01 mg/kg; Sn: ≤0.01 mg/kg; Sr: ≤0.01 mg/kg; Sr: ≤5 mg/kg; Ta: ≤0.01 mg/kg; Tb: ≤0.01 mg/kg; Te: ≤0.01 mg/kg; Th: ≤0.01 mg/kg; Ti: ≤0.05 mg/kg; Tl: ≤0.01 mg/kg; Tm: ≤0.01 mg/kg; U: ≤0.01 mg/kg; V: ≤0.01 mg/kg; W: ≤0.01 mg/kg; Y: ≤0.01 mg/kg; Yb: ≤0.01 mg/kg; Zn: ≤0.0005%; Zn: ≤0.01 mg/kg; Zn: ≤10 mg/kg; Zn: ≤5 mg/kg; Zr: ≤0.01 mg/kg
• 痕量阴离子: bromide (Br-): ≤1000 μg/kg; chloride (Cl-): ≤0.05%; chloride (Cl-): ≤1000 μg/kg; chloride (Cl-): ≤50 mg/kg; fluoride (F-): ≤1000 μg/kg; nitrate (NO3-): ≤1000 μg/kg; nitrite (NO2-): ≤1000 μg/kg; phosphate (PO43-): ≤1000 μg/kg; sulfate (SO42-): ≤0.05%; sulfate (SO42-): ≤100 mg/kg; sulfate (SO42-): ≤1000 μg/kg; sulfate (SO42-): ≤50 mg/kg
• 干燥失重: ≤0.05% loss on drying, 105°C; ≤0.05% loss on drying, 20 °C (HV); ≤0.3% loss on drying, 105 °C, 4 h
• 品质说明: meets analytical specification of Ph. Eur., USP, FCC, E421
• λ: 1 M in H2O
• 药典: testing & handling conforms to Pharmacopeia
• 产品线: BioUltra
• Pharmacopeia Traceability: traceable to PhEur M0200000; traceable to USP 1375105
• Empirical Formula (Hill Notation): C6H14O6

详细说明

MP Biomedicals - 02152540

ACS Reagent Grade

MP Biomedicals - 02102248

Crystalline
Purity: ~99%

Selleck Chemicals - S2381

Research Area: Cardiovascular Disease
Biological Activity:
D-Mannitol(Osmitrol) is an osmotic diuretic agent and a weak renal vasodilator. It is used clinically to reduce acutely raised intracranial pressure until more definitive treatment can be applied, e.g., after head trauma. It is also used to treat patients with oliguric renal failure. Mannitol can also be used as a facilitating agent for the transportation of pharmaceuticals directly into the brain. The arteries of the blood-brain barrier are much more selective than normal arteries. It is commonly used in the circuit prime of a heart lung machine during cardiopulmonary bypass. The presence of mannitol preserves renal function during the times of low blood flow and pressure, while the patient is on bypass. [1]

Sigma Aldrich - 63565

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。

Sigma Aldrich - M9546

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. M9546.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 63559

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。
Other Notes
Used in discontinuous gradient centrifugation for purification of plant protoplasts1. Plasmolyticum that reversibly inhibits phenylalanine ammonia-lyase activity of protoplasts at concentrations exceeding 50 mM2. Component of the liquid stationary phase in the GLC separation of nitroxylene and xylenol isomers3.
Application
D-Mannitol is used as an osmolyte and transport facilitator in a variety of biological in vivo and in vitro applications, such as improvement of blood-brain barrier transport and hyperosmolar therapy. D-Mannitol is used as a substrate to identify, differentiate and characterized enzymes such as mannitol dehydrogenase(s). D-Mannitol is used in identify mannitol metabolizing bacteria.

Sigma Aldrich - M1902

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。

Sigma Aldrich - M2357

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。

Sigma Aldrich - 33440

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。

Sigma Aldrich - 63560

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。
Other Notes
用于合成许多手性结构单元的重要原料1,2,3,4。

Sigma Aldrich - 15719

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。

Sigma Aldrich - M9647

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。
包装
1 kg in poly bottle
10 kg in poly drum
250, 500 g in poly bottle

Sigma Aldrich - 17311

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。

Sigma Aldrich - M4125

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。
包装
1 kg in poly bottle
10 mg in autosmp vl
100, 500 g in poly bottle
5 kg in poly drum

Sigma Aldrich - 78513

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。
法律信息
TraceSELECT 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - 43618

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。

Sigma Aldrich - 19-1070

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。

Sigma Aldrich - 240184

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。

Sigma Aldrich - 19-1080

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。

Sigma Aldrich - M8429

Biochem/physiol Actions
糖醇甜促味剂。用于甜味抑制研究。

参考文献

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