3-methylguanine profile

3-Methylguanine (3MeG) is a modified guanine base found in DNA. It is formed by the methylation of guanine at the N3 position. 3MeG can be generated by endogenous sources, such as the enzyme S-adenosylmethionine decarboxylase, or by exogenous sources, such as alkylating agents used in chemotherapy. 3MeG can induce mutations and has been implicated in the development of cancer. It is also a substrate for DNA repair enzymes, such as the methylguanine methyltransferase (MGMT) pathway. 3MeG is studied to understand its role in DNA damage and repair, its potential as a biomarker for cancer, and its possible use in developing new therapeutic strategies.'

3-methylguanine : A methylguanine carrying the methyl substituent at position 3. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

2-amino-3-methyl-3,9-dihydro-6H-purin-6-one : A 3-methylguanine that is 3,9-dihydro-6H-purin-6-one substituted by an amino group at position 2 and a methyl group at position 3. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

2-imino-3-methyl-1,2,3,9-tetrahydro-6H-purin-6-one : A 3-methylguanine that is 1,2,3,9-tetrahydro-6H-purin-6-one substituted by an imino group at position 2 and a methyl group at position 3. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

2-amino-3-methyl-3,7-dihydro-6H-purin-6-one : A 3-methylguanine that is 3,7-dihydro-6H-purin-6-one substituted by an amino group at position 2 and a methyl group at position 3. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	76292
CHEBI ID	46893
CHEBI ID	27564
CHEBI ID	46892
SCHEMBL ID	48433
SCHEMBL ID	10379715
MeSH ID	M0129925

Synonym
unii-feq5689emb
nsc 62622
feq5689emb ,
guanine, 3-methyl- (van)
6h-purin-6-one, 2-amino-3,7-dihydro-3-methyl-
einecs 220-988-9
nsc-62622
n3-methylguanine
nsc62622
guanine, 3-methyl-
2958-98-7
C02230
2-amino-3,7-dihydro-3-methyl-6h-purin-6-one
3-methylguanine
2-imino-3-methyl-1,2,3,9-tetrahydro-6h-purin-6-one
CHEBI:46893
CHEBI:27564
n(3)-methylguanine
CHEBI:46892
2-amino-3-methyl-3,7-dihydro-6h-purin-6-one
2-amino-3-methyl-3,9-dihydro-6h-purin-6-one
2-amino-3-methyl-7h-purin-6-one
3-meg
AKOS006230273
FT-0648527
SCHEMBL48433
AKOS022636953
SCHEMBL10379715
2-amino-3-methyl-3,7-dihydro-6h-purin-6-one #
XHBSBNYEHDQRCP-UHFFFAOYSA-N
2-amino-3-methyl-6,7-dihydro-3h-purin-6-one
DTXSID90183755
3-methyl-guanine (van) (8ci)
7-dihydro-3-methyl-2-amino-3-6h-purin-6-one
7-dihydro-3-methyl-2-amino-3-6h-purin-6-one (9ci)
Q38133599
2-amino-3,9-dihydro-3-methyl-6h-purin-6-one
6h-purin-6-one, 2-amino-3,9-dihydro-3-methyl-

Excerpt	Reference	Relevance
" We show that Aag protects against the toxic and clastogenic effects of 1,3-bis(2-chloroethyl)-1-nitrosourea and mitomycin C (MMC), as measured by cell killing, sister chromatid exchange, and chromosome aberrations."	( Mammalian 3-methyladenine DNA glycosylase protects against the toxicity and clastogenicity of certain chemotherapeutic DNA cross-linking agents. Allan, JM; Dreslin, AJ; Engelward, BP; Samson, LD; Tomasz, M; Wyatt, MD, 1998)	0.3

Class	Description
3-methylguanine	A methylguanine carrying the methyl substituent at position 3.
3-methylguanine	A methylguanine carrying the methyl substituent at position 3.
3-methylguanine	A methylguanine carrying the methyl substituent at position 3.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	7 (43.75)	18.7374
1990's	6 (37.50)	18.2507
2000's	2 (12.50)	29.6817
2010's	1 (6.25)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	19 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
adenine [no description available]	8.68	10	6-aminopurines; purine nucleobase	Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
cytosine [no description available]	2.37	2	aminopyrimidine; pyrimidine nucleobase; pyrimidone	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
spermine [no description available]	1.98	1	polyazaalkane; tetramine	antioxidant; fundamental metabolite; immunosuppressive agent
xanthine 7H-xanthine : An oxopurine in which the purine ring is substituted by oxo groups at positions 2 and 6 and N-7 is protonated.. 9H-xanthine : An oxopurine in which the purine ring is substituted by oxo groups at positions 2 and 6 and N-9 is protonated.	2.07	1	xanthine	Saccharomyces cerevisiae metabolite
carmustine Carmustine: A cell-cycle phase nonspecific alkylating antineoplastic agent. It is used in the treatment of brain tumors and various other malignant neoplasms. (From Martindale, The Extra Pharmacopoeia, 30th ed, p462) This substance may reasonably be anticipated to be a carcinogen according to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985). (From Merck Index, 11th ed). carmustine : A member of the class of N-nitrosoureas that is 1,3-bis(2-chloroethyl)urea in which one of the nitrogens is substituted by a nitroso group.	1.99	1	N-nitrosoureas; organochlorine compound	alkylating agent; antineoplastic agent
netropsin Netropsin: A basic polypeptide isolated from Streptomyces netropsis. It is cytotoxic and its strong, specific binding to A-T areas of DNA is useful to genetics research.	2.01	1
mitomycin Mitomycin: An antineoplastic antibiotic produced by Streptomyces caespitosus. It is one of the bi- or tri-functional ALKYLATING AGENTS causing cross-linking of DNA and inhibition of DNA synthesis.. mitomycin : A family of aziridine-containing natural products isolated from Streptomyces caespitosus or Streptomyces lavendulae.	1.99	1	mitomycin	alkylating agent; antineoplastic agent
dimethylnitrosamine Dimethylnitrosamine: A nitrosamine derivative with alkylating, carcinogenic, and mutagenic properties. It causes serious liver damage and is a hepatocarcinogen in rodents.	1.96	1	nitrosamine	geroprotector; mutagen
methanesulfonic acid [no description available]	2.01	1	alkanesulfonic acid; one-carbon compound	Escherichia coli metabolite
dimethyl sulfate dimethyl sulfate: RN given refers to unlabeled cpd; structure. dimethyl sulfate : The dimethyl ester of sulfuric acid.	1.99	1	alkyl sulfate	alkylating agent; immunosuppressive agent
acrolein [no description available]	1.96	1	enal	herbicide; human xenobiotic metabolite; toxin
glyoxal [no description available]	1.96	1	dialdehyde	agrochemical; allergen; pesticide; plant growth regulator
methylnitrosourea Methylnitrosourea: A nitrosourea compound with alkylating, carcinogenic, and mutagenic properties.. N-methyl-N-nitrosourea : A member of the class of N-nitrosoureas that is urea in which one of the nitrogens is substituted by methyl and nitroso groups.	1.96	1	N-nitrosoureas	alkylating agent; carcinogenic agent; mutagen; teratogenic agent
5-methylcytosine 5-Methylcytosine: A methylated nucleotide base found in eukaryotic DNA. In ANIMALS, the DNA METHYLATION of CYTOSINE to form 5-methylcytosine is found primarily in the palindromic sequence CpG. In PLANTS, the methylated sequence is CpNpGp, where N can be any base.. 5-methylcytosine : A pyrimidine that is a derivative of cytosine, having a methyl group at the 5-position.	1.97	1	methylcytosine; pyrimidines	human metabolite
o-(6)-methylguanine O-(6)-methylguanine: structure. 6-O-methylguanine : A methylguanine in which the methyl group is positioned on the oxygen at position 6. Formed in DNA by alkylation of the oxygen atom of guanine, most often by N-nitroso compounds and sometimes due to methylation by other compounds such as endogenous S-adenosylmethionine, it base-pairs to thymine rather than cytidine, causing a G:C to A:T transition in DNA.. methylguanine : A 2-aminopurine that is guanine bearing a single methyl substituent.	3.22	6	methylguanine	mutagen
6-methyladenine 6-methyladenine: structure. 6-methyladenine : A methyladenine that is 9H-purin-6-amine substituted by a methyl group at the amino nitrogen.	1.97	1	6-alkylaminopurine; methyladenine	human metabolite
7-methyladenine 7-methyladenine: potential marker for monitoring exposure to methylatingcarcinogens. 7-methyladenine : Adenine substituted with a methyl group at position N-7.	2.07	1	methyladenine	metabolite
isopropyl thiogalactoside Isopropyl Thiogalactoside: A non-metabolizable galactose analog that induces expression of the LAC OPERON.. isopropyl beta-D-thiogalactopyranoside : An S-glycosyl compound consisting of beta-D-1-thiogalactose having an isopropyl group attached to the anomeric sulfur.	1.99	1	S-glycosyl compound
6-chloropurine [no description available]	2.07	1	purines
guanine [no description available]	4.12	16	2-aminopurines; oxopurine; purine nucleobase	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
guanosine ribonucleoside : Any nucleoside where the sugar component is D-ribose.	1.96	1	guanosines; purines D-ribonucleoside	fundamental metabolite
hypoxanthine [no description available]	1.97	1	nucleobase analogue; oxopurine; purine nucleobase	fundamental metabolite
3-methyladenine N3-methyladenine: structure in first source	8.59	9
7-methylguanine 7-methylguanine: RN given refers to unlabeled cpd; structure. 7-methylguanine : A methylguanine that is guanine substituted by a methyl group at position 7. It is a metabolite obtained during the methylation of DNA.. 2-imino-7-methyl-1,2,3,7-tetrahydro-6H-purin-6-one : A 7-methylguanine that is 1,2,3,7-tetrahydro-6H-purin-6-one substituted by an imino group at position 2 and a methyl group at position 7.. 2-amino-7-methyl-7H-purin-6-ol : A 7-methylguanine that is 7H-purine substituted by an amino group at position 2, a methyl group at position 7 and a hydroxy group at position 6.. 2-amino-7-methyl-1,7-dihydro-6H-purin-6-one : A 7-methylguanine that is 1,7-dihydro-6H-purin-6-one substituted by an amino group at position 2 and a methyl group at position 7.	8.59	9	7-methylguanine
methylnitronitrosoguanidine Methylnitronitrosoguanidine: A nitrosoguanidine derivative with potent mutagenic and carcinogenic properties.. N-methyl-N'-nitro-N-nitrosoguanidine : An N-nitroguanidine compound having nitroso and methyl substituents at the N'-position	1.97	1	nitroso compound	alkylating agent

3-methylguanine

Description

Cross-References

Synonyms (38)

Research Excerpts

Toxicity

Drug Classes (1)

Research

Studies (16)

Market Indicators

Research Demand Index: 16.54

Study Types