L-Dehydroascorbic acid

Names

[ CAS No. ]:
490-83-5

[ Name ]:
L-Dehydroascorbic acid

[Synonym ]:
L-threo-2,3-Hexodiulosonic Acid g-Lactone
(5R)-5-[(1S)-1,2-Dihydroxyethyl]-2,3,4(5H)-furantrion
MFCD00066467
(5R)-5-[(1S)-1,2-Dihydroxyethyl]-2,3,4(5H)-furantrione
L-Dehydro Ascorbic Acid
DEHYDROASCORBIC ACID
EINECS 207-720-6
L-Dehydroascorbic acid
L-threo-2,3-Hexodiulosonic acid γ-lactone
(5R)-5-[(1S)-1,2-Dihydroxyéthyl]-2,3,4(5H)-furanetrione
(5R)-5-[(1S)-1,2-Dihydroxyethyl]furan-2,3,4(5H)-trione (non-preferred name)

Biological Activity

[Description]:

Dehydroascorbic acid, a blood-brain barrier transportable form of vitamin C, mediates potent cerebroprotection in experimental stroke.

[Related Catalog]:

Natural Products >> Acids and Aldehydes

Research Areas >> Neurological Disease

[Target]

Human Endogenous Metabolite

[In Vitro]

Neuronal injury in ischemic stroke is partly mediated by cytotoxic reactive oxygen species. Although the antioxidant ascorbic acid (AA) or vitamin C does not penetrate the blood-brain barrier (BBB), its oxidized form, dehydroascorbic acid (DHA), enters the brain by means of facilitative transport[1].

[References]

[1]. Huang J, et al. Dehydroascorbic acid, a blood-brain barrier transportable form of vitamin C, mediates potentcerebroprotection in experimental stroke. Proc Natl Acad Sci U S A. 2001 Sep 25;98(20):11720-4.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
389.3±38.0 °C at 760 mmHg

[ Melting Point ]:
228 °C (dec.)(lit.)

[ Molecular Formula ]:
C₆H₆O₆

[ Molecular Weight ]:
174.108

[ Flash Point ]:
170.0±20.3 °C

[ Exact Mass ]:
174.016434

[ PSA ]:
100.90000

[ LogP ]:
-2.32

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.570

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.