1-methylguanine profile

1-Methylguanine (1-MeG) is a naturally occurring methylated guanine base. It is a product of the reaction between guanine and methylating agents, such as S-adenosyl methionine (SAM). 1-MeG is a significant biomarker of DNA methylation, a crucial epigenetic modification that regulates gene expression. Its presence can be indicative of both normal cellular processes and aberrant methylation patterns associated with various diseases, including cancer. Research on 1-MeG focuses on its role in DNA methylation, its potential as a therapeutic target, and its use as a diagnostic marker for diseases. Studies have explored the synthesis, effects, and importance of 1-MeG in various biological contexts. For example, the enzyme DNA methyltransferase (DNMT) catalyzes the transfer of a methyl group from SAM to the N1 position of guanine in DNA, resulting in the formation of 1-MeG. 1-MeG has been shown to be involved in regulating gene expression by influencing the binding of transcription factors and other proteins to DNA. Aberrant methylation patterns involving 1-MeG can be associated with various diseases, including cancer, cardiovascular diseases, and neurodevelopmental disorders. The study of 1-MeG is crucial for understanding the mechanisms of DNA methylation, its role in health and disease, and developing new therapeutic strategies targeting methylation pathways.'

ID Source	ID
PubMed CID	70315
CHEMBL ID	2396855
CHEBI ID	21803
SCHEMBL ID	20866
SCHEMBL ID	8660614
MeSH ID	M0068320

Synonym
1-methylguanine
938-85-2
nsc-50718
nsc50718
n1-methylguanine
guanine, 1-methyl-
2-amino-1-methyl-9h-purin-6-one
rrna containing n1-methylguanine
CHEBI:21803 ,
2-amino-1-methyl-1,9-dihydro-6h-purin-6-one ,
1-methylguanine, >=95%
2-amino-1-methyl-7h-purin-6-one
1-methyl-guanine
6h-purin-6-one, 2-amino-1,7-dihydro-1-methyl-
einecs 213-348-5
1aty0m8242 ,
unii-1aty0m8242
nsc 50718
2-amino-1,7-dihydro-1-methyl-6h-purin-6-one
tox21_202952
NCGC00260498-01
dtxcid1029336
dtxsid4049377 ,
cas-938-85-2
CHEMBL2396855
2-amino-6-hydroxy-1-methylpurine
6h-purin-6-one, 2-amino-1,9-dihydro-1-methyl-
SCHEMBL20866
2-amino-1-methyl-1,7-dihydro-6h-purin-6-one #
RFLVMTUMFYRZCB-UHFFFAOYSA-N
SCHEMBL8660614
2-amino-1-methyl-6,7-dihydro-1h-purin-6-one
1-methyl-(8ci)-guanine
1-methylguanin
7-me-gua
2-amino-1-methyl-1h-purin-6(9h)-one
FT-0706361
Q161646
2-amino-1-methyl-1,7-dihydro-6h-purin-6-one
CS-0311904
AS-83352

Class	Description
methylguanine	A 2-aminopurine that is guanine bearing a single methyl substituent.
[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]

Protein Targets (12)

Potency Measurements

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
RAR-related orphan receptor gamma	Mus musculus (house mouse)	Potency	27.0008	0.0060	38.0041	19,952.5996	AID1159521
AR protein	Homo sapiens (human)	Potency	67.8231	0.0002	21.2231	8,912.5098	AID1259243
nuclear receptor subfamily 1, group I, member 3	Homo sapiens (human)	Potency	48.0151	0.0010	22.6508	76.6163	AID1224838
retinoid X nuclear receptor alpha	Homo sapiens (human)	Potency	17.1806	0.0008	17.5051	59.3239	AID1159527
estrogen-related nuclear receptor alpha	Homo sapiens (human)	Potency	19.1151	0.0015	30.6073	15,848.9004	AID1224841
estrogen nuclear receptor alpha	Homo sapiens (human)	Potency	55.3083	0.0002	29.3054	16,493.5996	AID1259244; AID1259248
aryl hydrocarbon receptor	Homo sapiens (human)	Potency	22.7184	0.0007	23.0674	1,258.9301	AID743122
thyroid stimulating hormone receptor	Homo sapiens (human)	Potency	48.0151	0.0016	28.0151	77.1139	AID1259385
v-jun sarcoma virus 17 oncogene homolog (avian)	Homo sapiens (human)	Potency	54.3299	0.0578	21.1097	61.2679	AID1159526
Histone H2A.x	Cricetulus griseus (Chinese hamster)	Potency	99.6113	0.0391	47.5451	146.8240	AID1224845
Voltage-dependent calcium channel gamma-2 subunit	Mus musculus (house mouse)	Potency	67.8231	0.0015	57.7890	15,848.9004	AID1259244
Glutamate receptor 2	Rattus norvegicus (Norway rat)	Potency	67.8231	0.0015	51.7393	15,848.9004	AID1259244
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (1)

Process	via Protein(s)	Taxonomy
plasma membrane	Glutamate receptor 2	Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Assay ID	Title	Year	Journal	Article
AID754271	Binding affinity to GST-tagged Grb2 SH3C domain (unknown origin) using biotinylated Gab2b peptide as substrate at 5 mM by SDS-PAGE analysis	2013	Bioorganic & medicinal chemistry, Jul-15, Volume: 21, Issue:14	Novel inhibitors of a Grb2 SH3C domain interaction identified by a virtual screen.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	6 (40.00)	18.7374
1990's	1 (6.67)	18.2507
2000's	3 (20.00)	29.6817
2010's	4 (26.67)	24.3611
2020's	1 (6.67)	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	15 (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]	7.99	4	6-aminopurines; purine nucleobase	Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
cytosine [no description available]	7.02	1	aminopyrimidine; pyrimidine nucleobase; pyrimidone	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
thymine [no description available]	2.73	3	pyrimidine nucleobase; pyrimidone	Escherichia coli metabolite; human metabolite; mouse metabolite
uracil 2,4-dihydroxypyrimidine: a urinary biomarker for bipolar disorder	1.99	1	pyrimidine nucleobase; pyrimidone	allergen; Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; prodrug; Saccharomyces cerevisiae metabolite
azacitidine Azacitidine: A pyrimidine analogue that inhibits DNA methyltransferase, impairing DNA methylation. It is also an antimetabolite of cytidine, incorporated primarily into RNA. Azacytidine has been used as an antineoplastic agent.. 5-azacytidine : An N-glycosyl-1,3,5-triazine that is 4-amino-1,3,5-triazin-2(1H)-one substituted by a beta-D-ribofuranosyl residue via an N-glycosidic linkage. An antineoplastic agent, it is used in the treatment of myeloid leukaemia.	1.96	1	N-glycosyl-1,3,5-triazine; nucleoside analogue	antineoplastic agent
1-methyladenosine [no description available]	2.63	2	methyladenosine	human metabolite
adenosine quinquefolan B: isolated from roots of Panax quinquefolium L.; RN not in Chemline 10/87; RN from Toxlit	2.63	2	adenosines; purines D-ribonucleoside	analgesic; anti-arrhythmia drug; fundamental metabolite; human metabolite; vasodilator agent
1-methylinosine 1-methylinosine : Inosine carrying a methyl substituent at position 1 on the hypoxanthine ring.	1.96	1	inosines	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.	1.99	1	methylguanine	mutagen
5-hydroxyuracil 5-hydroxyuracil: used in treatment of colonic adenocarcinoma	1.99	1	hydroxypyrimidine
1-methylthymine 1,5-dimethyluracil : A pyrimidone that is uracil with methyl group substituents at positions 1 and 5.	2.02	1	methylthymine	metabolite
1,n(6)-ethenoadenine 1,N(6)-ethenoadenine: biologically active fluorescent derivatives of this cpd potentially valuable in studies concerning interactions between adenine cpds & various enzymes for which they serve as substrates or co-factors; structure	2.05	1	imidazo[2,1-i]purine	mutagen
3-methylthymine 3,5-dimethyluracil : A pyrimidone that is uracil with methyl group substituents at positions 3 and 5.	2.46	2	methylthymine; pyrimidone	metabolite
1,(n2)-ethenoguanine 1,(N2)-ethenoguanine: formed from 2-halooxiranes; structure given in first source. 1,N(2)-ethenoguanine : A nucleobase analogue obtained by addition of an etheno group across positions 1 and N2 of guanine.	2.05	1	imidazopurine; nucleobase analogue
oligonucleotides [no description available]	2.05	1
echinomycin Echinomycin: A cytotoxic polypeptide quinoxaline antibiotic isolated from Streptomyces echinatus that binds to DNA and inhibits RNA synthesis.	2.15	1	cyclodepsipeptide
guanine [no description available]	4.01	14	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.	2.21	1	guanosines; purines D-ribonucleoside	fundamental metabolite
inosine [no description available]	1.96	1	inosines; purines D-ribonucleoside	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
1-methyladenine 1-methyladenine : Adenine substituted with a methyl group at position N-1.	7.46	2
3-methyladenine N3-methyladenine: structure in first source	2.53	2
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.	3.48	8	7-methylguanine
3-amino-1H-pyrazolo[4,3-c]pyridine-4,6-diol [no description available]	2.08	1	pyridone
2'-o-methylguanosine 2'-O-methylguanosine : Guanosine with the hydrogen on the hydroxyl at position C-2' substituted with a methyl group.	2.21	1	methylguanosine	metabolite
8-hydroxyguanine 7,8-dihydro-8-oxoguanine: was substituted for guanine at G(8), G(9), G(14), or G(15) in the human telomeric oligonucleotide 5'-d[AGGGTTAG(8)G(9)GTT AG(14)G(15)GTTAGGGTGT]-3'. 7,8-dihydro-8-oxoguanine : 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.	1.99	1	oxopurine
7-methylguanosine 7-methylguanosine : A positively charged methylguanosine in which a single methyl substituent is located at position 7.	2.21	1	methylguanosine; organic cation	metabolite
concanavalin a Concanavalin A: A MANNOSE/GLUCOSE binding lectin isolated from the jack bean (Canavalia ensiformis). It is a potent mitogen used to stimulate cell proliferation in lymphocytes, primarily T-lymphocyte, cultures.	2.37	2

Condition	Relationship Strength	Studies
Genetic Predisposition [description not available]	2.25	1
Chromosomal Instability An increased tendency to acquire CHROMOSOME ABERRATIONS when various processes involved in chromosome replication, repair, or segregation are dysfunctional.	2.15	1
Autism [description not available]	2.21	1
Autistic Disorder A disorder beginning in childhood. It is marked by the presence of markedly abnormal or impaired development in social interaction and communication and a markedly restricted repertoire of activity and interest. Manifestations of the disorder vary greatly depending on the developmental level and chronological age of the individual. (DSM-V)	2.21	1
Asphyxia Neonatorum Respiratory failure in the newborn. (Dorland, 27th ed)	1.96	1
Fetal Growth Restriction [description not available]	1.96	1
Fetal Growth Retardation Failure of a FETUS to attain expected GROWTH.	1.96	1
Pregnancy The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.	1.96	1
Cell Transformation, Neoplastic Cell changes manifested by escape from control mechanisms, increased growth potential, alterations in the cell surface, karyotypic abnormalities, morphological and biochemical deviations from the norm, and other attributes conferring the ability to invade, metastasize, and kill.	2.65	3
Abnormalities, Autosome [description not available]	2.36	2
Experimental Neoplasms [description not available]	2.36	2
Benign Neoplasms [description not available]	1.96	1
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.	1.96	1

1-methylguanine

Cross-References

Synonyms (41)

Drug Classes (1)

Protein Targets (12)

Potency Measurements

Ceullar Components (1)

Bioassays (1)

Research

Studies (15)

Market Indicators

Research Demand Index: 23.69

Study Types

1-methylguanine

Cross-References

Synonyms (41)

Drug Classes (1)

Protein Targets (12)

Potency Measurements

Ceullar Components (1)

Bioassays (1)

Research

Studies (15)

Market Indicators

Research Demand Index: 23.69

Study Types

Related Drugs (27)

Related Conditions (13)