dehydroascorbic acid

Description

dehydroascorbic acid · CAS 490-83-5 · C6H6O6. UNII Y2Z3ZTP9UM. Melting Point: Decomposes at 225°C (437°F); Dissociation Constants: 3.90; Collision Cross Section: 128.2 Ų [M-H]-.

Identification

CAS Registry Number	490-83-5
PubChem CID	440667
Molecular formula	C6H6O6
IUPAC name	(5R)-5-[(1S)-1,2-dihydroxyethyl]oxolane-2,3,4-trione
UNII (FDA)	Y2Z3ZTP9UM

Computed Descriptors

Molecular Weight	174.11
XLogP3	-1
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	2
Exact Mass	174.01643791
Monoisotopic Mass	174.01643791
Topological Polar Surface Area	101
Heavy Atom Count	12
Formal Charge	0

Physical & Chemical Properties

Melting Point	Decomposes at 225°C (437°F)
Dissociation Constants	3.90
Collision Cross Section	128.2 Ų [M-H]-

Physical description & handling notes

• Solid
• Soluble in water at 60°C
• 127.8 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
• 169.7 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

GHS Hazard Classification

Reported hazard statements	H302 (100%)

Documented Uses

• There is no approved indication for dehydroascorbic acid, but it has potential therapeutic use in patients with certain viruses and ischemic stroke.
• Organic substances that are required in small amounts for maintenance and growth, but which cannot be manufactured by the human body.
• Even though dehydroascorbic acid and ascorbic acid have similar effects, their mechanism of action seems to be different. The exact mechanism of action is still being investigated, but some have been elucidated. Concerning dehydroascorbic acid's antiviral effect against herpes simplex virus type 1, it is suggested that dehydroascorbic acid acts after replication of viral DNA and prevents the assembly of progeny virus particles.
• Aromatic L-Aminoacid Decarboxylase Deficiency
• Dopamine beta-hydroxylase deficiency
• Monoamine oxidase-a deficiency (MAO-A)

Synonyms

DEHYDROASCORBIC ACID; 490-83-5; L-Dehydroascorbic acid; DHAA; Dehydro-L-ascorbic acid; L-Threo-hexo-2,3-diulosono-1,4-lactone; (5R)-5-[(1S)-1,2-dihydroxyethyl]oxolane-2,3,4-trione; L-threo-2,3-Hexodiulosonic acid, gamma-lactone; Y2Z3ZTP9UM; CHEBI:27956; DTXSID00912316; (5R)-5-[(1S)-1,2-dihydroxyethyl]furan-2,3,4(5H)-trione; (5R)-5-((1S)-1,2-DIHYDROXYETHYL)FURAN-2,3,4(5H)-TRIONE; Acid, Dehydroascorbic; CHEBI:17242; (5R)-5-((1S)-1,2-dihydroxyethyl)oxolane-2,3,4-trione

Frequently Asked Questions

What are the CAS number and molecular formula of dehydroascorbic acid?

CAS 490-83-5; molecular formula C6H6O6; molecular weight — g/mol.

What other names is dehydroascorbic acid known by?

DEHYDROASCORBIC ACID, 490-83-5, L-Dehydroascorbic acid, DHAA, Dehydro-L-ascorbic acid, L-Threo-hexo-2,3-diulosono-1,4-lactone.

Is dehydroascorbic acid classified as hazardous?

Hazard statements reported: H302.

What are the key physical properties of dehydroascorbic acid?

Melting Point: Decomposes at 225°C (437°F); Dissociation Constants: 3.90; Collision Cross Section: 128.2 Ų [M-H]-.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.