NNG – 1-nitro-2-nitrosoguanidine

Name
WID	NNG
Name	1-nitro-2-nitrosoguanidine
Traditional name	1-nitro-2-nitrosoguanidine
IUPAC name	1-nitro-2-nitrosoguanidine
Cross references	PubChem: 37397457

Classification
Type	alkylating_byproduct_methylation

Structure
Empirical formula (pH 7.5)	H₃C₁N₅O₃
SMILES (pH 7.5)	C(=NN=O)(N)N[N+](=O)[O-]
Charge (pH 7.5)	0
Is hydrophobic	False
Molecular weight (Da)	133.07
van der Waals volume (pH 7.5; Å³ molecule^‑1)	92.37
pI	5.43
logP	-0.660
logD (pH 7.5)	-0.670

Function
Reaction participant	DNA base methylation (thymine ==> 2'-O-methylthymine; N-methyl-N'-nitro-N-nitrosoguanidine) [c]: MNNG + THY ⇒ NNG + O2mTHY DNA base methylation (adenine ==> 7-methyladenine; N-methyl-N'-nitro-N-nitrosoguanidine) [c]: AD + MNNG ⇒ m7AD + NNG DNA base methylation (guanine ==> 7-methylguanine; N-methyl-N'-nitro-N-nitrosoguanidine) [c]: GN + H + MNNG ⇒ m7GN + NNG DNA base methylation (thymine ==> 4'-O-methylthymine; N-methyl-N'-nitro-N-nitrosoguanidine) [c]: MNNG + THY ⇒ NNG + O4mTHY DNA base methylation (cytosine ==> 3-methylcytosine; N-methyl-N'-nitro-N-nitrosoguanidine) [c]: CSN + MNNG ⇒ m3CSN + NNG ... 5 more DNA base methylation (cytosine ==> 2'-O-methylcytosine; N-methyl-N'-nitro-N-nitrosoguanidine) [c]: CSN + MNNG ⇒ NNG + O2mCSN DNA base methylation (adenine ==> 3-methyladenine; N-methyl-N'-nitro-N-nitrosoguanidine) [c]: AD + MNNG ⇒ m3AD + NNG DNA base methylation (adenine ==> 1-methyladenine; N-methyl-N'-nitro-N-nitrosoguanidine) [c]: AD + H + MNNG ⇒ m1AD + NNG DNA base methylation (guanine ==> 6'-O-methylguanine; N-methyl-N'-nitro-N-nitrosoguanidine) [c]: GN + MNNG ⇒ NNG + O6mGN DNA base methylation (guanine ==> 3-methylguanine; N-methyl-N'-nitro-N-nitrosoguanidine) [c]: GN + MNNG ⇒ m3GN + NNG

Comments
Comments	byproduct of DNA methylation by MNNG

Metadata
Created	2012-10-01 15:07:04
Last updated	2012-10-01 15:12:24