Name: 2',3'-O-Isopropylidene adenosine
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HIT ID:HIT103514554
Cas No:362754;362-75-4
Common Name:2',3'-O-Isopropylidene adenosine
Common Name:2',3'-O-Isopropylidene adenosine
IUPAC:[(3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]methanol
IUPAC:[(3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]methanol
InChIKey:LCCLUOXEZAHUNS-WOUKDFQISA-N

Molecular Formula:C13H17N5O4
Molecular Weight:307.31
Hydrogen Bond Donor (HBD):2
Hydrogen Bond Acceptor (HBA):8
LogP:-0.957
SMILES:CC1(C)O[C@@H]2[C@@H](CO)O[C@H]([C@@H]2O1)n1cnc2c(N)ncnc12
SMILES:CC1(C)O[C@@H]2[C@@H](CO)O[C@H]([C@@H]2O1)n1cnc2c(N)ncnc12

2',3'-O-Isopropylidene adenosine is a synthetic adenosine analog featuring a protected ribose moiety that modifies its cellular metabolism. This compound exhibits enhanced membrane permeability compared to native adenosine, leading to more rapid cellular uptake and subsequent deamination. In cellular models, it resists cleavage by purine nucleoside phosphorylase, causing intracellular accumulation and eventual cell destruction. Researchers commonly use this analog to investigate nucleoside transport mechanisms, adenosine deaminase activity, and purine metabolism in comparative enzymatic studies.

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