A5762
Adenine 9-β-D-arabinofuranoside
≥99%
Sinónimos:
9-β-D-Arabinofuranosyladenine, Ara-A, Vidarabine
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Fórmula empírica (notación de Hill):
C10H13N5O4
Número CAS:
Peso molecular:
267.24
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
EC Number:
226-893-9
Beilstein/REAXYS Number:
624881
MDL number:
Servicio técnico
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Permítanos ayudarleQuality Level
assay
≥99%
form
powder
antibiotic activity spectrum
viruses
mode of action
DNA synthesis | interferes, enzyme | inhibits
storage temp.
−20°C
SMILES string
Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O
InChI
1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7+,10-/m1/s1
InChI key
OIRDTQYFTABQOQ-UHTZMRCNSA-N
Gene Information
mouse ... Ahcy(269378)
General description
Adenine 9-β-D-arabinofuranoside (AraA) is a nucleoside analog. It is an antiviral drug and targets viral DNA polymerases and is majorly used for treating herpes simplex viral infection. It is a potent inhibitor of AMP-activated protein kinase (AMPK). It also inhibits cardiac type 5 adenylyl cyclase but does not improve pathology in cardiovascular diseases.
Application
Used to study the roles of AMP-activated protein kinase (AMPK) in cell signaling.
Adenine 9-β-D-arabinofuranoside has been used for the inhibition of 5′ AMP-activated protein kinase (AMPK) in liver, muscle and cardiac cells H9c2.
Biochem/physiol Actions
Cell-permeable adenylate cyclase inhibitor; in detergent-dispersed rat brain preparation, IC50 = 30 μM. Clinically significant antiviral agent, especially against herpes simplex (HSV), by inhibition of DNA polymerase.
Cell-permeable adenylyl cyclase inhibitor. IC50 = 30 μM in detergent-dispersed rat brain preparation.
signalword
Warning
hcodes
Hazard Classifications
Repr. 2
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
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