Cordycepin

Cordycepin

Names
IUPAC name 9-(3-Deoxy-β-D-ribofuranosyl)adenine
Other names Cordycepine 3'-Deoxyadenosine
Identifiers
CAS Registry Number	73-03-0 N
ChEMBL	ChEMBL305686 N
ChemSpider	6064 N
InChI InChI=1S/C10H13N5O3/c11-8-7-9(13-3-12-8)15(4-14-7)10-6(17)1-5(2-16)18-10/h3-6,10,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,10+/m0/s1 N Key: OFEZSBMBBKLLBJ-BAJZRUMYSA-N N
Jmol-3D images	Image Image
PubChem	6303
SMILES O[C@@H]1C[C@@H](CO)O[C@H]1N2C(N=CN=C3N)=C3N=C2 n2c1c(ncnc1n(c2)[C@@H]3O[C@@H](C[C@H]3O)CO)N
Properties
Molecular formula	C10H13N5O3
Molar mass	251.24 g·mol−1
Melting point	225.5 °C (437.9 °F; 498.6 K)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Cordycepin, or 3'-deoxyadenosine, is a derivative of the nucleoside adenosine, differing from the latter by the absence of oxygen in the 3' position of its ribose part. It was initially extracted from fungi of genus Cordyceps, but is now produced synthetically.

Because cordycepin is similar to adenosine, some enzymes cannot discriminate between the two. Therefore, it can participate in certain biochemical reactions (for example, be incorporated into an RNA molecule, thus causing the premature termination of its synthesis).^[1][2]

See also

• Deoxyadenosine

References