Tìm theo
Dehydroascorbic Acid
Các tên gọi khác (3) :
  • Dehydroascorbate
  • L-Dehydroascorbate
  • L-dehydroascorbic acid
Vitamin
Thuốc Gốc
Small Molecule
CAS: 490-83-5
CTHH: C6H6O6
PTK: 174.1082
Dehydroascorbic acid is made from the oxidation of ascorbic acid. This reaction is reversible, but dehydroascorbic acid can instead undergo irreversible hydrolysis to 2,3-diketogulonic acid. Dehydroascorbic acid as well as ascorbic acid are both termed Vitamin C, but the latter is the main form found in humans. In the body, both dehydroascorbic acid and ascorbic acid have similar biological activity as antivirals but dehydroascorbic acid also has neuroprotective effects. Currently dehydroascorbic acid is an experimental drug with no known approved indications.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C6H6O6
Phân tử khối
174.1082
Monoisotopic mass
174.016437924
InChI
InChI=1/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2/t2?,5-/s2
InChI Key
InChIKey=SBJKKFFYIZUCET-IDJHHGDLNA-N
IUPAC Name
(5R)-5-(1,2-dihydroxyethyl)oxolane-2,3,4-trione
Traditional IUPAC Name
(5R)-5-(1,2-dihydroxyethyl)oxolane-2,3,4-trione
SMILES
[H]C([H])(O)C(O)[C@H]1OC(=O)C(=O)C1=O
Độ tan chảy
Decomposes at 225°C (437°F)
Độ hòa tan
Soluble in water at 60°C
logP
-0.67
logS
0.04
pKa (strongest acidic)
1.56
pKa (Strongest Basic)
-3
PSA
100.9 Å2
Refractivity
33.55 m3·mol-1
Polarizability
14.12 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
5
H Bond Donor Count
2
Physiological Charge
-1
Number of Rings
1
Bioavailability
1
Rule of Five
true
pKa
3.90
Dược Lực Học : Dehydroascorbic acid has similar biological activity as ascorbic acid. Both compounds have been shown to have antiviral effects against herpes simplex virus type 1, influenza virus type A and poliovirus type 1 with dehydroascorbic acid having the stronger effect. In addition, unlike ascorbic acid, dehydroascorbic acid can cross the blood brain barrier and is then converted to ascorbic acid to enable retention in the brain. This is important because one study has found that after an ischemic stroke, dehydroascorbic acid has neuroprotective effects by reducing infarct volume, neurological deficits, and mortality.
Cơ Chế Tác Dụng : Dehydroascorbic acid is made from the oxidation of ascorbic acid. This reaction is reversible, but dehydroascorbic acid can instead undergo irreversible hydrolysis to 2,3-diketogulonic acid. Dehydroascorbic acid as well as ascorbic acid are both termed Vitamin C, but the latter is the main form found in humans. In the body, both dehydroascorbic acid and ascorbic acid have similar biological activity as antivirals but dehydroascorbic acid also has neuroprotective effects. Currently dehydroascorbic acid is an experimental drug with no known approved indications. 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.
Chỉ Định : There is no approved indication for dehydroascorbic acid, but it has potential therapeutic use in patients with certain viruses and ischemic stroke.
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB08830
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C05422
Wikipedia
http://en.wikipedia.org/wiki/Dehydroascorbic_acid
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