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Guanine

CAT: 0804-HY-Y1055-04Size: 5 gDry Ice: NoHazardous: No
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CAT#:0804-HY-Y1055-04Size:5 g
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Description
Guanine is one of the fundamental components of nucleic acids (DNA and RNA) . Guanine is a purine derivative, consisting of a fused pyrimidine-imidazole ring system with conjugated double bonds. Guanine has the potential to serve as a large-capacity N pool. Guanine has cytotoxic, antinociceptive and neuroprotective effects[1][2][3][4].
CAS Number
73-40-5
UNSPSC
12352005
Hazard Statement
H315, H319, H335
Target
DNA/RNA Synthesis; Endogenous Metabolite
Type
Natural Products
Related Pathways
Cell Cycle/DNA Damage; Metabolic Enzyme/Protease
Applications
Cancer-programmed cell death
Field of Research
Cancer; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Guanine.html
Purity
98.0
Solubility
DMSO : 0.15 mg/mL (ultrasonic; warming) |H2O : < 0.1 mg/mL
Smiles
O=C1N=C(N)NC2=C1NC=N2
Molecular Formula
C5H5N5O
Molecular Weight
151.13
Precautions
H315, H319, H335
References & Citations
[1]Mojzeš P, et al. Guanine, a high-capacity and rapid-turnover nitrogen reserve in microalgal cells. Proc Natl Acad Sci U S A. 2020 Dec 22;117 (51) :32722-32730. |[2]Chauhan V, et al. In Silico Discovery and Validation of Amide Based Small Molecule Targeting the Enzymatic Site of Shiga Toxin. J Med Chem. 2016 Dec 8;59 (23) :10763-10773. |[3]Messina E, et al. Guanine nucleotide depletion triggers cell cycle arrest and apoptosis in human neuroblastoma cell lines. Int J Cancer. 2004 Mar 1;108 (6) :812-7.|[4]de Oliveira ED, et al. Mechanisms involved in the antinociception induced by spinal administration of inosine or guanine in mice. Eur J Pharmacol. 2016 Feb 5;772:71-82.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
Phase 3
Isoform
Human Endogenous Metabolite; Microbial Metabolite

Chemical Information

Guanine

Guanine is a 2-aminopurine carrying a 6-oxo substituent. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, a human metabolite and an algal metabolite. It is a member of 2-aminopurines, an oxopurine and a purine nucleobase. It derives from a hydride of a 9H-purine.

CAS Number73-40-5
PubChem CID135398634
IUPAC Name2-amino-1,7-dihydropurin-6-one
Molecular FormulaC5H5N5O
Molecular Weight151.13
XLogP-1.1
Topological Polar Surface Area96.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Heavy Atom Count11
Formal Charge0
Complexity225
SMILES
C1=NC2=C(N1)C(=O)NC(=N2)N
InChI
InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)
InChIKey
UYTPUPDQBNUYGX-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Guanine
CAS: 73-40-5
CID: 135398634
Formula: C5H5N5O
MW: 151.13
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight151.13
XLogP3-1.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass151.04940980
Monoisotopic Mass151.04940980
Topological Polar Surface Area96.2 Ų
Heavy Atom Count11
Formal Charge0
Complexity225
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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