M1G

M₁G (pyrimido[1,2-a]purin-10(3H)-one) is a heterocyclic compound which is a by-product of base excision repair (BER) of a specific type of DNA adduct called M₁dG. The M₁dG adduct in turn is formed by a condensation reaction between guanosine nucleotides in DNA and either malondialdehyde (propanedial) ^[1] or acrolein.^[2] If not repaired, these adducts are mutagenic and carcinogenic.

Quick facts Names, Identifiers ...

M₁G

Names
IUPAC name Pyrimido[1,2-a]purin-10(3H)-one
Identifiers
CAS Number	103408-45-3 Y
3D model (JSmol)	Interactive image
ChemSpider	110673 N
MeSH	C107643
PubChem CID	124218
UNII	M1G1G9A3TZ N
CompTox Dashboard (EPA)	DTXSID60145820
InChI InChI=1S/C8H5N5O/c14-7-5-6(11-4-10-5)12-8-9-2-1-3-13(7)8/h1-4H,(H,10,11) N Key: ZREGNVKUSNORFO-UHFFFAOYSA-N N InChI=1/C8H5N5O/c14-7-5-6(11-4-10-5)12-8-9-2-1-3-13(7)8/h1-4H,(H,10,11) Key: ZREGNVKUSNORFO-UHFFFAOYAI
SMILES C1=CN2C(=O)C3=C(N=CN3)N=C2N=C1
Properties
Chemical formula	C8H5N5O
Molar mass	187.162 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

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Malondialdehyde is an end product of lipid peroxidation^[2] while acrolein is a result of DNA peroxidation.^[3]

M₁dG is the major endogenous DNA adduct in humans. M₁dG adducts have been detected in cell DNA in liver, leucocytes, pancreas and breast in concentrations of 1-120 per 10⁸ nucleotides.^[1] Detection and quantification of M₁dG adducts in the body as measured by free M₁G is a tool for detecting DNA damage that may lead to cancer. Free M₁G is also biomarker for oxidative stress.^[1]