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8-Aminoadenosine

CAT: 0931-T40483Size: 2 mgDry Ice: NoHazardous: No
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CAT#:0931-T40483Size:2 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
3868-33-5
Target
DNA/RNA Synthesis, Others, Akt, Apoptosis, Autophagy, mTOR
Related Pathways
DNA Damage/DNA Repair, PI3K/Akt/mTOR signaling, Others, Autophagy, Apoptosis, Cell Cycle/Checkpoint, Cytoskeletal Signaling
Bioactivity
8-Aminoadenosine (8-NH2-Ado) is an RNA-directed nucleoside analogue that effectively diminishes cellular ATP levels and impedes mRNA synthesis. It also obstructs Akt/mTOR signaling, inducing autophagy and apoptosis in a p53-independent manner. Its significant antitumor activity underscores its therapeutic potential.
Smiles
NC=1N(C=2C(N1)=C(N)N=CN2)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
Molecular Formula
C10H14N6O4
Molecular Weight
282.26
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

8-Aminoadenosine
CAS Number3868-33-5
PubChem CID96851
IUPAC Name(2R,3R,4S,5R)-2-(6,8-diaminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Molecular FormulaC10H14N6O4
Molecular Weight282.26
XLogP-1.4
Topological Polar Surface Area166
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count2
Heavy Atom Count20
Formal Charge0
Complexity363
SMILES
C1=NC(=C2C(=N1)N(C(=N2)N)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N
InChI
InChI=1S/C10H14N6O4/c11-7-4-8(14-2-13-7)16(10(12)15-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,15)(H2,11,13,14)/t3-,5-,6-,9-/m1/s1
InChIKey
DVGWFQILDUEEGX-UUOKFMHZSA-N
Chemical Structure
2D Structure
2D structure of 8-Aminoadenosine
CAS: 3868-33-5
CID: 96851
Formula: C10H14N6O4
MW: 282.26
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight282.26
XLogP3-1.4
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count2
Exact Mass282.10765295
Monoisotopic Mass282.10765295
Topological Polar Surface Area166 Ų
Heavy Atom Count20
Formal Charge0
Complexity363
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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