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

• ChemBase编号: 132497
• 分子式: C6H12O5
• 平均质量: 164.15648
• 单一同位素质量: 164.06847348
• SMILES: C[C@@H]1[C@H]([C@@H]([C@H](C(O1)O)O)O)O
• Canonical SMILES: O[C@@H]1[C@@H](C)OC([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3-,4+,5-,6?/m1/s1
• InChIKey: SHZGCJCMOBCMKK-GASJEMHNSA-N

名称和登记号

名称

• IUPAC标准名: (3R,4S,5S,6R)-6-methyloxane-2,3,4,5-tetrol
• IUPAC传统名: quinovose
• 别名: D-Isorhamnose; Epifucose; Quinovose; 6-Deoxy-D-glucose

登记号

• CAS号: 7658-08-4
• EC号: 231-622-2
• MDL号: MFCD00061627
• Beilstein号: 1723317
• PubChem SID: 24858809; 24894327; 162226774
• PubChem CID: 439746

理论计算性质

• Acid pKa: 11.30218
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -1.8856299
• LogD (pH = 7.4): -1.8856835
• Log P: -1.8856293
• 摩尔折射率: 34.3797 cm^3
• 极化性: 14.43744 Å^3
• 极化表面积: 90.15 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: soluble10 mg/mL, clear, colorless

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPAE or TLC); ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C6H12O5

详细说明

Sigma Aldrich - D9761

Analysis Note
Identity: Consistent with structure by IR or H-NMR
Application
6-deoxy-D-glucose is used to study the role of the carbon 6 hydroxyl group in the biological functions of glucose.
Biochem/physiol Actions
A structral homolog of D-glucoose that is lacking a hydroxyl group at carbon 6 position.

Sigma Aldrich - 31065

Other Notes
Mechanism of glucose-mediated cAMP increase in yeast1