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8-Hydroxyguanine (hydrochloride)

CAT: 0804-HY-113338ASize: 1 EachDry Ice: NoHazardous: No
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Description
8-Hydroxyguanine hydrochloride is a DNA damage product under oxidative stress, which is formed when hydroxyl radicals attack guanine in DNA. 8-Hydroxyguanine hydrochloride induces mutagenesis and leads to a transversion from G to T. 8-Hydroxyguanine hydrochloride is a marker of DNA oxidative damage[1][2].
CAS Number
1246818-54-1
Product Name Alternative
8-Oxoguanine (hydrochloride) ; 8-oxo-Gua (hydrochloride)
UNSPSC
12352005
Hazard Statement
H302-H315-H319-H335
Target
Endogenous Metabolite
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/8-hydroxyguanine-hydrochloride.html
Smiles
O=C1NC(NC(N)=N2)=C(N1)C2=O.Cl
Molecular Formula
C5H6ClN5O2
Molecular Weight
203.59
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
References & Citations
[1]Spencer JP, et al., DNA strand breakage and base modification induced by hydrogen peroxide treatment of human respiratory tract epithelial cells. FEBS Lett. 1995 Oct 30;374 (2) :233-6.|[2]Zhang W, et al. Effect of 8-Hydroxyguanine DNA Glycosylase 1 on the Function of Immune Cells. Antioxidants (Basel) . 2023 Jun 19;12 (6) :1300.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite

Chemical Information

8-Hydroxyguanine Hydrochloride
CAS Number1246818-54-1
PubChem CID136257790
IUPAC Name2-amino-7,9-dihydro-1H-purine-6,8-dione;hydrochloride
Molecular FormulaC5H6ClN5O2
Molecular Weight203.59
Topological Polar Surface Area109
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Heavy Atom Count13
Formal Charge0
Complexity342
SMILES
C12=C(NC(=O)N1)N=C(NC2=O)N.Cl
InChI
InChI=1S/C5H5N5O2.ClH/c6-4-8-2-1(3(11)10-4)7-5(12)9-2;/h(H5,6,7,8,9,10,11,12);1H
InChIKey
NZKRTEBHJIBRHK-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 8-Hydroxyguanine Hydrochloride
CAS: 1246818-54-1
CID: 136257790
Formula: C5H6ClN5O2
MW: 203.59
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight203.59
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass203.0210021
Monoisotopic Mass203.0210021
Topological Polar Surface Area109 Ų
Heavy Atom Count13
Formal Charge0
Complexity342
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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