Dehydro-L-ascorbic acid | 490-83-5

• 物质功能分类: 原料药 - 维生素类与矿物质类药 - 其它维生素类药
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: Dehydro-L-ascorbic acid
• 英文别名: L-threo-2,3-Hexodiulosonic acid, gamma-lactone；(5R)-5-(1,2-dihydroxyethyl)oxolane-2,3,4-trione
• CAS: 490-83-5；5959-82-0；7723-73-1；19192-77-9；33124-69-5；34481-26-0；61586-47-8；106033-44-7；111399-75-8
• 化学式: C₆H₆O₆
• 分子量: 174.11
• InChiKey: SBJKKFFYIZUCET-DOAHDZERSA-N

物化性质

• 熔点：
  228 °C (dec.)(lit.)
• 比旋光度：
  D20 +56°
• 沸点：
  389.3±38.0 °C(Predicted)
• 密度：
  1.743±0.06 g/cm3(Predicted)
• 溶解度：
  DMSO（微溶，加热）、甲醇（微溶超声处理）
• LogP：
  -1.702 (est)
• 稳定性/保质期：
  按规格使用和贮存，不会发生分解，避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R22
• WGK Germany：
  3
• 储存条件：
  -20°C下按照规定使用和存储时，不会发生分解；应避免与氧化物接触。

SDS

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Section 1. Chemical Product and Company Identification
Dehydroascorbic acid Catalog
DE100
Common Name/
Number(s).
Trade Name
CAS# 490-83-5
Manufacturer
RTECS Not available.
SPECTRUM CHEMICAL MFG. CORP.
TSCA TSCA 8(b) inventory: No
products were found.
Commercial Name(s) Not available.
CI# Not available.
Synonym L-threo-2,3-Hexadiulosonic acid gamma-lactone
IN CASE OF EMERGENCY
Not available.
Chemical Name
Chemical Family Not available. CALL [phone]
C6H6O6
Chemical Formula
SPECTRUM CHEMICAL MFG. CORP.

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Section 2.Composition and Information on Ingredients
Exposure Limits
TWA (mg/m3) STEL (mg/m3) CEIL (mg/m3)
Name CAS # % by Weight
1) Dehydroascorbic acid 490-83-5 100
Toxicological Data Not applicable.
on Ingredients

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Section 3. Hazards Identification
Potential Acute Health Effects Hazardous in case of ingestion. Slightly hazardous in case of skin contact (irritant), of eye contact (irritant), of
inhalation.
Potential Chronic Health Hazardous in case of ingestion.
Slightly hazardous in case of skin contact (irritant), of eye contact (irritant), of inhalation.
Effects
CARCINOGENIC EFFECTS: Not available.
MUTAGENIC EFFECTS: Not available.
TERATOGENIC EFFECTS: Not available.
DEVELOPMENTAL TOXICITY: Not available.
Dehydroascorbic acid

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Section 4. First Aid Measures
Eye Contact No known effect on eye contact, rinse with water for a few minutes.
Skin Contact After contact with skin, wash immediately with plenty of water. Gently and thoroughly wash the contaminated skin
with running water and non-abrasive soap. Be particularly careful to clean folds, crevices, creases and groin.
Cover the irritated skin with an emollient. If irritation persists, seek medical attention. Wash contaminated
clothing before reusing.
Serious Skin Contact Not available.
Inhalation Allow the victim to rest in a well ventilated area. Seek immediate medical attention.
Serious Inhalation Not available.
Ingestion Do not induce vomiting. Loosen tight clothing such as a collar, tie, belt or waistband. If the victim is not
breathing, perform mouth-to-mouth resuscitation. Seek immediate medical attention.
Serious Ingestion Not available.

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Section 5. Fire and Explosion Data
Flammability of the Product May be combustible at high temperature.
Auto-Ignition Temperature Not available.
Flash Points Not available.
Flammable Limits Not available.
These products are carbon oxides (CO, CO2).
Products of Combustion
Fire Hazards in Presence of Not available.
Various Substances
Explosion Hazards in Presence Risks of explosion of the product in presence of mechanical impact: Not available.
of Various Substances Risks of explosion of the product in presence of static discharge: Not available.
Fire Fighting Media SMALL FIRE: Use DRY chemical powder.
and Instructions LARGE FIRE: Use water spray, fog or foam. Do not use water jet.
Special Remarks on Not available.
Fire Hazards
Special Remarks on Explosion Not available.
Hazards

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Section 6. Accidental Release Measures
Small Spill Use appropriate tools to put the spilled solid in a convenient waste disposal container. Finish cleaning by
spreading water on the contaminated surface and dispose of according to local and regional authority
requirements.
Large Spill
Use a shovel to put the material into a convenient waste disposal container. Finish cleaning by spreading water
on the contaminated surface and allow to evacuate through the sanitary system.
Dehydroascorbic acid

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Section 7. Handling and Storage
Precautions Keep away from heat. Keep away from sources of ignition. Empty containers pose a fire risk, evaporate the
residue under a fume hood. Ground all equipment containing material. Do not breathe dust.
Storage Keep container dry. Keep in a cool place. Ground all equipment containing material. Keep container tightly
closed. Keep in a cool, well-ventilated place. Combustible materials should be stored away from extreme heat
and away from strong oxidizing agents.

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Section 8. Exposure Controls/Personal Protection
Engineering Controls Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below
recommended exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to
airborne contaminants below the exposure limit.
Personal Protection Safety glasses. Lab coat. Dust respirator. Be sure to use an approved/certified respirator or equivalent. Gloves.
Personal Protection in Case of Splash goggles. Full suit. Dust respirator. Boots. Gloves. A self contained breathing apparatus should be used
a Large Spill to avoid inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist
BEFORE handling this product.
Exposure Limits Not available.

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Section 9. Physical and Chemical Properties
Physical state and appearance Solid. Not available.
Odor
Taste Not available.
Molecular Weight 174.11 g/mole
Color Not available.
pH (1% soln/water) Not available.
Boiling Point Not available.
Melting Point Decomposes. (225°C or 437°F)
Critical Temperature Not available.
Not available.
Specific Gravity
Vapor Pressure Not applicable.
Not available.
Vapor Density
Volatility Not available.
Not available.
Odor Threshold
Water/Oil Dist. Coeff. Not available.
Ionicity (in Water) Not available.
Not available.
Dispersion Properties
Solubility Not available.

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Section 10. Stability and Reactivity Data
Stability The product is stable.
Instability Temperature Not available.
Conditions of Instability Not available.
Incompatibility with various Not available.
substances
Corrosivity Non-corrosive in presence of glass.
Dehydroascorbic acid
Not available.
Special Remarks on
Reactivity
Not available.
Special Remarks on
Corrosivity
Polymerization No.

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Section 11. Toxicological Information
Routes of Entry Ingestion.
Toxicity to Animals LD50: Not available.
LC50: Not available.
Chronic Effects on Humans Not available.
Other Toxic Effects on
Hazardous in case of ingestion.
Humans Slightly hazardous in case of skin contact (irritant), of inhalation.
Special Remarks on
Not available.
Toxicity to Animals
Special Remarks on Not available.
Chronic Effects on Humans
Special Remarks on other Not available.
Toxic Effects on Humans

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Section 12. Ecological Information
Ecotoxicity Not available.
Not available.
BOD5 and COD
Possibly hazardous short term degradation products are not likely. However, long term degradation products may
Products of Biodegradation
arise.
Toxicity of the Products The products of degradation are more toxic.
of Biodegradation
Special Remarks on the Not available.
Products of Biodegradation

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Section 13. Disposal Considerations
Waste Disposal

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Section 14. Transport Information
DOT Classification Not a DOT controlled material (United States).
Identification Not applicable.
Not applicable.
Special Provisions for
Transport
DOT (Pictograms)
Dehydroascorbic acid

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Section 15. Other Regulatory Information and Pictograms
TSCA 8(b) inventory: No products were found.
Federal and State
Regulations
California
Proposition 65
Warnings
Other Regulations Not available..
WHMIS (Canada) Not controlled under WHMIS (Canada).
Other Classifications
DSCL (EEC) This product is not classified according
to the EU regulations.
Health Hazard
HMIS (U.S.A.) 1 National Fire Protection
1 Flammability
1 Association (U.S.A.)
Fire Hazard
1 0 Reactivity
Health
Reactivity
0
Specific hazard
Personal Protection
E
WHMIS (Canada)
(Pictograms)
DSCL (Europe)
(Pictograms)
TDG (Canada)
(Pictograms)
ADR (Europe)
(Pictograms)
Protective Equipment
Gloves.
Lab coat.
Dust respirator. Be sure to use an
approved/certified respirator or
equivalent.
Safety glasses.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

简介

脱氢抗坏血酸（DHA）是维生素C的氧化形式。它通过葡萄糖转运体（GLUT1）进入线粒体，并在大量自由基产生的环境中聚集。作为一种白色固体，其熔点为228℃（分解），吸湿性较强，在吸收两分子水后会形成二水合物。DHA能溶于水、甲醇和乙醇，但不溶于苯或氯仿。

食物来源

脱氢抗坏血酸主要存在于蔬菜、水果和动物肝脾中，并容易被还原为维生素C。

药理作用

脱氢抗坏血酸还原酶（Dehydroascorbate reductase, DHAR）通过参与抗坏血酸—谷胱甘肽循环，将DHA还原成还原型抗坏血酸。这一过程在细胞中起着保护细胞组分免受氧化损伤的重要作用。

应用

脱氢抗坏血酸作为一种维生素C膳食补充剂被广泛使用。它也被用作化妆品成分，有助于改善皮肤外观，并可用于烫发和免晒美黑的应用。此外，在细胞培养基中添加DHA可以确保细胞摄取的维生素C不含抗坏血酸转运类型。研究表明，脱氢抗坏血酸管理可能对减轻中风引起的神经元损伤有所帮助。

去氢抗坏血酸的损失

在pH值为7.7、温度37℃条件下，DHA会在约6.7分钟内分解成2,3-二酮-L-古洛糖酸。超氧化物与脱氢抗坏血酸盐反应可生成草酸和苏糖酸。因此，在缺乏能够从DHA或抗坏血酸根再生维生素C的还原剂的情况下，可能会导致维生素C的损失。

生物活性

（L）-脱氢抗坏血酸在硫醇的存在下可以有效清除非热等离子体诱导的羟基自由基，但自身不具备清除羟基自由基的能力。

反应信息

• 作为反应物：
  描述：

  Dehydro-L-ascorbic acid 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.5h， 生成 3-(L-threo-Glycerol-1-yl)-1-(1'-phthalazinyl)-4,5-pyrazoledione-4-(1'-phthalazinylhydrazone)
  参考文献：
  名称：

  Feid-Allah; Soliman, Pharmazie, 1981, vol. 36, # 7, p. 471 - 473

  摘要：

  DOI：

文献信息

• COMPOSITIONS AND METHODS FOR THERAPY FOR DISEASES CHARACTERIZED BY DEFECTIVE CHLORIDE TRANSPORT
  申请人：Fischer Horst

  公开号：US20100286256A1

  公开（公告）日：2010-11-11

  Compositions and methods for therapy of cystic fibrosis, asthma, and other conditions characterized by defective chloride transport are provided. The compositions comprise one or more compounds such as flavones and/or isoflavones, ascorbate and/or derivatives thereof capable of stimulating chloride transport in epithelial tissues. Therapeutic methods involve the administration (e.g., orally or via inhalation) of such compositions to a patient afflicted with cystic fibrosis, asthma, and/or another condition responsive to stimulation of chloride transport.
• US7335683B2
  申请人：——

  公开号：US7335683B2

  公开（公告）日：2008-02-26
• US7718694B2
  申请人：——

  公开号：US7718694B2

  公开（公告）日：2010-05-18
• US8138158B2
  申请人：——

  公开号：US8138158B2

  公开（公告）日：2012-03-20
• [EN] USE OF DEHYDROASCORBIC ACID AGAINST NEMATODE INFECTION IN PLANTS<br/>[FR] UTILISATION D'ACIDE DÉHYDROASCORBIQUE CONTRE UNE INFECTION PAR DES NÉMATODES CHEZ DES PLANTES
  申请人：UNIV GENT

  公开号：WO2021122933A1

  公开（公告）日：2021-06-24

  The present invention relates to the use of dehydroascorbic acid (DHA), or a functional analog, for protecting plants against pathogens, in particular against infection with nematodes. The invention also provides compositions comprising the same, methods of making the same, and methods of controlling plant disease.