(L)-Dehydroascorbic acid - Moligand™, ≥95% , CAS No.490-83-5

CAS: 490-83-5 Cat. No.: L1374153 分子式: C₆H₆O₆ 分子量: 174.11 EC番号: 207-720-6

GRADE & PURITY Moligand™, ≥95%

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

概要

(L)-Dehydroascorbic acid (DHA) is a potent glycation agent that is produced by the oxidation of ascorbic acid (vitamin C). In vitro studies revealed that DHA is significantly more reactive than glucose and fructose in the glycation of lens proteins. Thus, DHA could be a critical precursor for the in vivo formation of advanced glycation end products (AGEs).
DHA is a dimer when it is solid, but when it is dissolved in a solution, it becomes a monomer.

Specifications

仕様と純度

Moligand™, ≥95%

生化学的・生理学的メカニズム

Oxidized form ofL-Ascorbic acid. Transported into cells through GLUT1. Selectively induces cell death inKRASandBRAFmutant cellsin vitro.

保管条件

Protected from light,Store at -20°C

入荷

Ice chest + Ice pads

この製品は冷冷この冷このこの製品の運送が必要です。地上およびその他の経済サービスは利用できません。

等級

Moligand™

純度

≥95%

名前と識別子

• カノニカル・スマイル: C(C(C1C(=O)C(=O)C(=O)O1)O)O
• IUPAC Name: (5R)-5-[(1S)-1,2-dihydroxyethyl]oxolane-2,3,4-trione
• InChIKey: SBJKKFFYIZUCET-JLAZNSOCSA-N
• 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
• 異性体SMILES: C([C@@H]([C@@H]1C(=O)C(=O)C(=O)O1)O)O
• WGKドイツ: 3
• 分子量: 174.11
• Reaxy-Rn: 1345285
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1345285&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • 分類 Lactones
      • Subclass Gamma butyrolactones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• 分類: Lactones
• Subclass: Gamma butyrolactones
• Intermediate Tree Nodes: Not available
• Direct Parent: Gamma butyrolactones
• Alternative Parents: Furanones Tetrahydrofurans Secondary alcohols Cyclic ketones Carboxylic acid esters 1,2-diols Oxacyclic compounds Monocarboxylic acids and derivatives Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: 3-furanone - Gamma butyrolactone - Tetrahydrofuran - 1,2-diol - Carboxylic acid ester - Cyclic ketone - Secondary alcohol - Ketone - Carboxylic acid derivative - Oxacycle - Monocarboxylic acid or derivatives - Alcohol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Carbonyl group - Primary alcohol - Organooxygen compound - Aliphatic heteromonocyclic compound
• 説明: This compound belongs to the class of organic compounds known as gamma butyrolactones. These are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.
• External Descriptors: dehydroascorbic acid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

化学的性質と物理的性質

• 溶解度: Solvent:water, Max Conc. mg/mL: 1.74, Max Conc. mM: 10 with gentle warming; Solvent:DMSO, Max Conc. mg/mL: 17.41, Max Conc. mM: 100
• 感度: Light sensitive
• 融点（°C）: 228 °C (dec.) (lit.)
• 分子量: 174.110 g/mol
• XLogP3: -1.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 174.016 Da
• Monoisotopic Mass: 174.016 Da
• Topological Polar Surface Area: 101.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 244.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

参考文献

1. Zhipeng Zhang, Qi Liu, Kecen Chen, Xiaoxing Li, Ruili Li, Xiaoqing Chen.  (2024)  Hydrogen Bonding-Induced Aggregation of Chiral Functionalized AuNS@Ag NPs for Photothermal Enantioanalysis.  ANALYTICAL CHEMISTRY,      [PMID:38597814] [10.1021/acs.analchem.3c05751]

2. Hao Lin Zou, Ling Yun Qin, Hong Qun Luo, Bang Lin Li, Nian Bing Li.  (2021)  High-valence Mo(VI) derived from in-situ oxidized MoS2 nanosheets enables enhanced electrochemical responses for nitrite measurements.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2021.129812]

3. Wang Yong, Liu Li-Na, Wei Shang-Hua, Wang Wei, Liu Cong-Jun, Gao Song, Yu Shu-Ping, Yao Ning, Wang Yu-Fei.  (2025)  Synthesis of Dehydroabietic Acid Derivatives with 1,2,3-Triazole Substituents and Their Antiproliferative Activity against HeLa, MCF-7, and HEK-293T Cells.  RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY,  51  (6): (2582-2592).  [PMID:] [10.1134/S1068162025600448]

よくある質問

What is the purity of this product?

This product is supplied at ≥95% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

What is Moligand??

Moligand? is one of Aladdin Scientific's premium product lines, formulated for high-purity applications across multiple workflows. Compared to standard grades in the same workflow, Moligand? products typically offer tighter specifications, more rigorous QC, and stronger lot-to-lot consistency.

How should this product be stored?

Store at ?20 °C, protected from light. The material is light-sensitive — keep it in its original opaque or amber container.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 490-83-5, the molecular formula is C6H6O6, and the molecular weight is 174.11 g/mol. InChIKey SBJKKFFYIZUCET-JLAZNSOCSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.