(5R)-5-[(1S)-1,2-dihydroxyethyl]oxolane-2,3,4-trione

• ChemBase编号: 126883
• 分子式: C6H6O6
• 平均质量: 174.10824
• 单一同位素质量: 174.01643791
• SMILES: O=C1C(=O)C(=O)O[C@@H]1[C@@H](O)CO
• Canonical SMILES: OC[C@@H]([C@H]1OC(=O)C(=O)C1=O)O
• InChI: InChI=1S/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2/t2-,5+/m0/s1
• InChIKey: SBJKKFFYIZUCET-JLAZNSOCSA-N

名称和登记号

名称

• IUPAC标准名: (5R)-5-[(1S)-1,2-dihydroxyethyl]oxolane-2,3,4-trione
• IUPAC传统名: DHAA
• 别名: 脱氢抗坏血酸; Dehydroascorbic acid; Dehydroascorbic acid; Bis(dehydro-L-ascorbic acid); Bis-DHA; DHA; Dehydro-L-(+)-ascorbic acid dimer

登记号

• CAS号: 490-83-5; 72691-25-9
• EC号: 207-720-6
• MDL号: MFCD00066467
• Beilstein号: 84277
• PubChem SID: 24894191; 162221209; 24855820
• PubChem CID: 440667
• CHEBI ID: 27956
• Chemspider ID: 389547
• 维基百科标题: Dehydroascorbic_acid

理论计算性质

• Acid pKa: 1.5571897
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): -3.748775
• LogD (pH = 7.4): -3.8112833
• Log P: -0.67283064
• 摩尔折射率: 33.5458 cm^3
• 极化性: 13.592451 Å^3
• 极化表面积: 100.9 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 228 °C (dec.)(lit.)

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥80% (enzymatic)
• 运输包装: dry ice; wet ice
• Empirical Formula (Hill Notation): C12H12O12; C6H6O6

详细说明

Sigma Aldrich - D8132

Other Notes
Dimer in crystalline form; dihydrate in solution
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D8132.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Biochem/physiol Actions
L-Ascorbic acid (Vitamin C) is a water soluble molecule use in a wide variety of applications, including cell culture, as a reducing agent that helps reduce oxidative stress. L-Ascorbate can be regenerated from dehydroascorbic acid (DHA) by biological systems.

Sigma Aldrich - 261556

包装
1, 5 g in glass bottle
250 mg in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 261556.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 30790

Other Notes
Review1