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2-Cyanoadenosine

CAT: 0804-HY-152314-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-152314-02Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
2-Cyanoadenosine is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].
CAS Number
79936-11-1
UNSPSC
12352005
Target
Nucleoside Antimetabolite/Analog
Type
Oligonucleotides
Related Pathways
Cell Cycle/DNA Damage
Applications
Cancer-programmed cell death
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/2-cyanoadenosine.html
Solubility
10 mM in DMSO
Smiles
O[C@H]1[C@@H](O)[C@H](N2C(N=C(C#N)N=C3N)=C3N=C2)O[C@@H]1CO
Molecular Formula
C11H12N6O4
Molecular Weight
292.25
References & Citations
[1]Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18 (23) :3373-88.
Shipping Conditions
Room temperature
Scientific Category
Oligonucleotides
Clinical Information
No Development Reported

Chemical Information

2-Cyanoadenosine
CAS Number79936-11-1
PubChem CID11208563
IUPAC Name6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purine-2-carbonitrile
Molecular FormulaC11H12N6O4
Molecular Weight292.25
XLogP-1
Topological Polar Surface Area163
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count2
Heavy Atom Count21
Formal Charge0
Complexity444
SMILES
C1=NC2=C(N=C(N=C2N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)C#N)N
InChI
InChI=1S/C11H12N6O4/c12-1-5-15-9(13)6-10(16-5)17(3-14-6)11-8(20)7(19)4(2-18)21-11/h3-4,7-8,11,18-20H,2H2,(H2,13,15,16)/t4-,7-,8-,11-/m1/s1
InChIKey
OFQPWKHCCVUSEB-TZQXKBMNSA-N
Chemical Structure
2D Structure
2D structure of 2-Cyanoadenosine
CAS: 79936-11-1
CID: 11208563
Formula: C11H12N6O4
MW: 292.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight292.25
XLogP3-1
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count2
Exact Mass292.09200289
Monoisotopic Mass292.09200289
Topological Polar Surface Area163 Ų
Heavy Atom Count21
Formal Charge0
Complexity444
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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