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2′-O-Hexadecyl-adenosine

CAT: 0804-HY-154620Size: 1 EachDry Ice: NoHazardous: No
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Description
2′-O-Hexadecyl-adenosine is a purine nucleoside analog. 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
211690-85-6
UNSPSC
12352005
Target
Nucleoside Antimetabolite/Analog
Type
Oligonucleotides
Related Pathways
Cell Cycle/DNA Damage
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/2-o-hexadecyl-adenosine.html
Solubility
10 mM in DMSO
Smiles
O[C@H]1[C@@H](OCCCCCCCCCCCCCCCC)[C@H](N(C=N2)C3=C2C(N)=NC=N3)O[C@@H]1CO
Molecular Formula
C26H45N5O4
Molecular Weight
491.67
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 inverted exclamation marka-O-Hexadecyl-adenosine
CAS Number211690-85-6
PubChem CID168448531
IUPAC Name(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-hexadecoxy-2-(hydroxymethyl)oxolan-3-ol
Molecular FormulaC26H45N5O4
Molecular Weight491.7
XLogP7.2
Topological Polar Surface Area129
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count18
Heavy Atom Count35
Formal Charge0
Complexity560
SMILES
CCCCCCCCCCCCCCCCO[C@@H]1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)N)CO)O
InChI
InChI=1S/C26H45N5O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-34-23-22(33)20(17-32)35-26(23)31-19-30-21-24(27)28-18-29-25(21)31/h18-20,22-23,26,32-33H,2-17H2,1H3,(H2,27,28,29)/t20-,22-,23-,26-/m1/s1
InChIKey
XBKPDNRNALJIES-HUBRGWSESA-N
Chemical Structure
2D Structure
2D structure of 2 inverted exclamation marka-O-Hexadecyl-adenosine
CAS: 211690-85-6
CID: 168448531
Formula: C26H45N5O4
MW: 491.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight491.7
XLogP37.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count18
Exact Mass491.34715493
Monoisotopic Mass491.34715493
Topological Polar Surface Area129 Ų
Heavy Atom Count35
Formal Charge0
Complexity560
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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