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8-Hydroxyguanine

CAT: 0931-T19165-03Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-T19165-03Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
5614-64-2
Target
Endogenous Metabolite
Related Pathways
Metabolism
Purity
0.9972
Bioactivity
8-Hydroxyguanine (8 Hydroxyguanine) is the major premutagenic damage produced by reactive oxygen species. It causes G-T and A-C substitutions.8-Hydroxyguanine is a biomarker for RNA oxidation and oxidative DNA damage.8-Hydroxyguanine is mutagenic and carcinogenic and is commonly used in cancer experiments.8-Hydroxyguanine is a biomarker for RNA oxidation and oxidative DNA damage.
Smiles
NC1NC(C2=NC(NC2=N1)=O)=O
Molecular Formula
C5H5N5O2
Molecular Weight
167.13
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

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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