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2'-C-Methylguanosine

CAT: 0804-HY-128139-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-128139-01Size:5 mg
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Description
2'-C-Methylguanosine (2'-C-beta-Methylguanosine) is a guanosine analogue. Some guanosine analogs have immunostimulatory activity. In some animal models, they also induce type I interferons, producing antiviral effects. Studies have shown that the functional activity of guanosine analogs is dependent on the activation of Toll-like receptor 7 (TLR7) [1].
CAS Number
374750-30-8
Product Name Alternative
2'-C-beta-Methylguanosine
UNSPSC
12352005
Hazard Statement
H301
Target
Nucleoside Antimetabolite/Analog
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage
Applications
Cancer-programmed cell death
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/2-c-methylguanosine.html
Solubility
10 mM in DMSO
Smiles
O[C@H]1[C@](O)(C)[C@H](N2C=NC3=C2N=C(NC3=O)N)O[C@@H]1CO
Molecular Formula
C11H15N5O5
Molecular Weight
297.27
Precautions
P264-P270-P330-P405-P501
References & Citations
[1]Lee J, et al. Molecular basis for the immunostimulatory activity of guanine nucleoside analogs: activation of Toll-like receptor 7. Proc Natl Acad Sci U S A. 2003 May 27;100 (11) :6646-51.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

2'-C-methylguanosine
CAS Number374750-30-8
PubChem CID135433495
IUPAC Name2-amino-9-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-1H-purin-6-one
Molecular FormulaC11H15N5O5
Molecular Weight297.27
XLogP-1.7
Topological Polar Surface Area155
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Heavy Atom Count21
Formal Charge0
Complexity488
SMILES
C[C@]1([C@@H]([C@H](O[C@H]1N2C=NC3=C2N=C(NC3=O)N)CO)O)O
InChI
InChI=1S/C11H15N5O5/c1-11(20)6(18)4(2-17)21-9(11)16-3-13-5-7(16)14-10(12)15-8(5)19/h3-4,6,9,17-18,20H,2H2,1H3,(H3,12,14,15,19)/t4-,6-,9-,11-/m1/s1
InChIKey
NVKAMPJSWMHVDK-GITKWUPZSA-N
Chemical Structure
2D Structure
2D structure of 2'-C-methylguanosine
CAS: 374750-30-8
CID: 135433495
Formula: C11H15N5O5
MW: 297.27
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight297.27
XLogP3-1.7
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Exact Mass297.10731860
Monoisotopic Mass297.10731860
Topological Polar Surface Area155 Ų
Heavy Atom Count21
Formal Charge0
Complexity488
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