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8-Hydroxyguanine

CAT: 0013-GTR19202806-04Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19202806-04Size:25 mg
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Description
8-Hydroxyguanine is a major premutagenic lesion generated by oxidative stress, leading to G-T and A-C transversions. It serves as a key biomarker for oxidative damage to both DNA and RNA and is extensively utilized in mutagenesis and carcinogenesis studies, including in vitro and in vivo cancer research models.
CAS Number
5614-64-2
Product Name Alternative
2-Amino-6,8-dihydroxypurine, 8 Hydroxyguanine, 7,8-dihydro-8-oxoguanine, 8-Hydroxyguanine, Endogenous Metabolite, EndogenousMetabolite, Human Endogenous Metabolite
Field of Research
Metabolism Research
Purity
90.00% (May vary between batches)
Solubility
H2O:3.34 mg/mL (19.98 mM) ; DMSO:< 1 mg/mL (insoluble or slightly soluble) ; Ethanol:< 1 mg/mL (insoluble or slightly soluble)
Smiles
NC1NC (C2=NC (NC2=N1) =O) =O
Molecular Formula
C5H5N5O2
Molecular Weight
167.13
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

8-Oxoguanine

7,8-dihydro-8-oxoguanine is an oxopurine that is guanine in which the hydrogen at position 8 is replaced by an oxo group and in which the nitrogens at positions 7 and 9 each bear a hydrogen. It is functionally related to a guanine.

CAS Number5614-64-2
PubChem CID135420630
IUPAC Name2-amino-7,9-dihydro-1H-purine-6,8-dione
Molecular FormulaC5H5N5O2
Molecular Weight167.13
XLogP-2.2
Topological Polar Surface Area109
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Heavy Atom Count12
Formal Charge0
Complexity342
SMILES
C12=C(NC(=O)N1)N=C(NC2=O)N
InChI
InChI=1S/C5H5N5O2/c6-4-8-2-1(3(11)10-4)7-5(12)9-2/h(H5,6,7,8,9,10,11,12)
InChIKey
CLGFIVUFZRGQRP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 8-Oxoguanine
CAS: 5614-64-2
CID: 135420630
Formula: C5H5N5O2
MW: 167.13
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight167.13
XLogP3-2.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass167.04432442
Monoisotopic Mass167.04432442
Topological Polar Surface Area109 Ų
Heavy Atom Count12
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 Count1
Compound Is CanonicalizedYes

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