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Adenosine 5'-monophosphate monohydrate

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Category Herpes simplex Virus (HSV)
CAS 18422-05-4
Description Adenosine 5'-monophosphate monohydrate (5'-AMP) is an activator of a class of protein kinases known as AMP-activated protein kinase (AMPK).
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Product Information

Synonyms [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate;hydrate
IUPAC Name [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate;hydrate
Molecular Weight 365.24
Molecular Formula C10H14N5O7P·H2O
Canonical SMILES C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)O)O)O)N.O
InChI InChI=1S/C10H14N5O7P.H2O/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20;/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20);1H2/t4-,6-,7-,10-;/m1./s1
InChIKey ZOEFQKVADUBYKV-MCDZGGTQSA-N
Boiling Point 798.5°C at 760mmHg
Melting Point 183-188 °C (dec.)(lit.)
Flash Point 436.7°C
Purity ≥95%
Solubility In Vitro:
H2O : 5 mg/mL(13.69 mM;Need ultrasonic and warming)
Appearance Solid Powder
Storage Powder:
-20°C: 3 years
4°C: 2 years
In solvent:
-80°C: 6 months
-20°C: 1 month
Animal Admin For Adenosine 5'-monophosphate monohydrate (5'-AMP)-pretreated survival experiment, Adenosine 5'-monophosphate monohydrate (5 mg/20 g body weight i.p.) or PBS is administered to mice. For general experiment, WT mice are randomly divided into different groups (n=5 in each group). The liver of each mouse is removed immediately and then is kept at -80°C until analyzed.
Exact Mass 365.073639
In Vitro Adenosine 5'-monophosphate monohydrate (5'-AMP)-induced cell toxicity is negligible at concentrations of 25 to 400 μM in RAW264.7 cells. It significantly attenuates the mRNA expression of tumor necrosis factor-α (TNF-α) and interleukin (IL)-6 in RAW264.7 cells. Exposure of cells to Adenosine 5'-monophosphate monohydrate significantly reduces recruitment of NF-κB p65 to TNF-α, IL-6, and IL-1β gene promoters.
In Vivo C57BL/6J mice treated with Adenosine 5'-monophosphate monohydrate (5'-AMP) markedly increases hepatic adenosine level. Serum aspartate transaminase (AST) and alanine transaminase (ALT) levels are significantly lowered in the Adenosine 5'-monophosphate monohydrate group than in the vehicle group. The area and extent of necrosis is attenuated and the infiltration of inflammatory cells is reduced in the Adenosine 5'-monophosphate monohydrate group.
PSA 205.11000
Target Adenosine Receptor; HSV
Vapor Pressure 6.7E-27mmHg at 25°C

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