(5R)-5β-[(S)-1,2-Dihydroxyethyl]tetrahydrofuran-2,3,4-trione
dehydroascorbic acid
CAS: 490-83-5
Molecular Formula: C6H6O6
(5R)-5β-[(S)-1,2-Dihydroxyethyl]tetrahydrofuran-2,3,4-trione - Names and Identifiers
| Name | dehydroascorbic acid |
| Synonyms | C05422 Dehydroascorbate L-Dehydroascorbate DEHYDROASCORBIC ACID dehydroascorbic acid Oxidized Ascorbic Acid L-ASCORBIC ACID OXIDIZED L-threo-2,3-Hexodiulosonic Acid γ-Lactone (5R)-5β-[(S)-1,2-Dihydroxyethyl]tetrahydrofuran-2,3,4-trione |
| CAS | 490-83-5 |
| EINECS | 207-720-6 |
| InChI | InChI=1/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2/t2-,5+/m0/s1 |
(5R)-5β-[(S)-1,2-Dihydroxyethyl]tetrahydrofuran-2,3,4-trione - Physico-chemical Properties
| Molecular Formula | C6H6O6 |
| Molar Mass | 174.11 |
| Density | 1.743g/cm3 |
| Melting Point | 228℃ |
| Boling Point | 389.3°C at 760 mmHg |
| Flash Point | 170°C |
| Vapor Presure | 1.14E-07mmHg at 25°C |
| Storage Condition | -20℃ |
| Refractive Index | 1.569 |
| MDL | MFCD00066467 |
| Physical and Chemical Properties | Bioactive (L)-Dehydroascorbic acid (DHA) is an oxidized form of acid l-Ascorbic (AsA), which can effectively scavenge non-thermal plasma-induced hydroxyl radicals in the presence of thiols, but cannot scavenge hydroxyl radicals by itself. |
| Use | Application of dehydroascorbic acid has been used as a dietary supplement for vitamin C. As a cosmetic ingredient, dehydroascorbic acid is used to enhance the appearance of the skin. It can be used for the treatment of Perm and for tanning-free applications. In a cell culture medium, dehydroascorbic acid has been used to ensure that the cellular uptake of vitamin C does not contain the ascorbic acid transporter type. As an agent, several studies have shown that the management of dehydroascorbic acid can protect neurons from damage in a stroke. |
(5R)-5β-[(S)-1,2-Dihydroxyethyl]tetrahydrofuran-2,3,4-trione - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 22 - Harmful if swallowed |
(5R)-5β-[(S)-1,2-Dihydroxyethyl]tetrahydrofuran-2,3,4-trione - Upstream Downstream Industry
| Raw Materials | Ascorbic Acid L-threo-Hex-1-enofuranos-3-ulose |
(5R)-5β-[(S)-1,2-Dihydroxyethyl]tetrahydrofuran-2,3,4-trione - Nature
| specific rotation | D20 56° |
| boiling point | 389.3±38.0 °C(Predicted) |
| density | 1.743±0.06 g/cm3(Predicted) |
| storage conditions | -20°C |
| acidity coefficient (pKa) | 3.90(at 25℃) |
| Merck | 13,2886 |
Last Update：2024-04-09 18:58:34
(5R)-5β-[(S)-1,2-Dihydroxyethyl]tetrahydrofuran-2,3,4-trione - Uses and synthesis methods
introduction
Dehydroascorbic acid (DHA) is the oxidized form of ascorbic acid (vitamin C) and vitamin C enters the mitochondria in the form of DHA through the glucose transporter (GLUT1) and aggregates. It is a white solid with a melting point of 228°C (decomposition). Strong hygroscopicity, absorbing 2 molecular water can be obtained: dihydrate. Soluble in water, methanol, ethanol, insoluble in benzene, chloroform.
food sources
Dehydroascorbic acid is mainly found in vegetables, fruits and animal liver and spleen, and is easily reduced to ascorbic acid.
pharmacological action
dehydroascorbic acid reductase (Dehydroascorbate reductase,DHAR) reduces dehydroascorbic acid to reduced ascorbic acid through ascorbic acid-glutathione cycle, which plays an important role in recycling ascorbic acid and protecting cell components against oxidative damage.
Loss of dehydroascorbic acid
At pH7.7,37 ℃, dehydroascorbic acid will decompose into 2, 3-diketone-L-gulonic acid with a half-life of about 6.7 minutes. Superoxide reacts with dehydroascorbate to form oxalic acid and threonic acid. Therefore, when the system lacks a reducing agent capable of regenerating ascorbic acid from dehydroascorbic acid or ascorbate, loss of ascorbic acid will occur.
Last Update：2024-04-09 20:52:54
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Mobile: 86+15671228036
QQ: 2853786052
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Mobile: 18021002903
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Raw Materials for (5R)-5β-[(S)-1,2-Dihydroxyethyl]tetrahydrofuran-2,3,4-trione