2'-o-methylguanosine profile

2'-O-methylguanosine : Guanosine with the hydrogen on the hydroxyl at position C-2' substituted with a methyl group. [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	135406950
CHEMBL ID	308370
CHEBI ID	19229
SCHEMBL ID	26515
MeSH ID	M0083637

Synonym
CHEMBL308370 ,
2-amino-9-((2r,3r,4s,5r)-4-hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one
2'-o-methyl guanosine
2-amino-9-[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-3-methoxy-tetrahydrofuran-2-yl]-1h-purin-6-one
2'-o-methylguanosine
2140-71-8
gm
gm19
2-amino-9-(2-o-methyl-beta-d-ribofuranosyl)-1,9-dihydro-6h-purin-6-one
2-amino-9-[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl]-1,9-dihydro-6h-purin-6-one
CHEBI:19229 ,
bdbm50144947
2-amino-9-((2r,3r,4r,5r)-4-hydroxy-5-hydroxymethyl-3-methoxy-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one
2-amino-9-[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]-3h-purin-6-one
guanosine, 2'-o-methyl
unii-w722h4pa1s
w722h4pa1s ,
AKOS016004412
2-o-methylguanosine
AM84746
HG1298
2'-o-methyl-guanosine
guanosine, 2'-o-methyl-
SCHEMBL26515
mfcd00057053
DTXSID80175669
AC-8217
2-amino-9-((2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)-1h-purin-6(9h)-one
2-amino-9-[(2r,3r,4r,5r)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]-1h-purin-6-one
DS-12216
Q15632796
CS-W013976
HY-W013260
PD053537
BP-58837

Role	Description
metabolite	Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role 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]

Class	Description
methylguanosine	Any guanosine carrying one or more methyl substituents.
[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	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
RNA-directed RNA polymerase		IC50 (µMol)	1.6000	0.0190	2.5279	8.8000	AID86858
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Histamine H1 receptor	Cavia porcellus (domestic guinea pig)	EC50 (µMol)	50.0000	0.0026	0.5334	1.2020	AID86857
RNA-directed RNA polymerase		EC50 (µMol)	50.0000	0.0018	0.2348	2.8000	AID86857
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
[Information is prepared from geneontology information from the June-17-2024 release]

Assay ID	Title	Year	Journal	Article
AID658631	Inhibition of Hepatitis C virus NS5B RNA-dependent RNA polymerase	2012	Bioorganic & medicinal chemistry, May-15, Volume: 20, Issue:10	Hepatitis C RNA-dependent RNA polymerase inhibitors: a review of structure-activity and resistance relationships; different scaffolds and mutations.
AID86857	Inhibition HCV RNA replication	2004	Journal of medicinal chemistry, Apr-22, Volume: 47, Issue:9	Structure-activity relationship of purine ribonucleosides for inhibition of hepatitis C virus RNA-dependent RNA polymerase.
AID248115	Inhibitory concentration against hepatitis C virus NS5B-mediated RNA synthesis in HBI10A cells	2005	Journal of medicinal chemistry, Feb-24, Volume: 48, Issue:4	Synthesis and evaluation of S-acyl-2-thioethyl esters of modified nucleoside 5'-monophosphates as inhibitors of hepatitis C virus RNA replication.
AID86858	Inhibition HCV NS5B-mediated RNA synthesis	2004	Journal of medicinal chemistry, Apr-22, Volume: 47, Issue:9	Structure-activity relationship of purine ribonucleosides for inhibition of hepatitis C virus RNA-dependent RNA polymerase.
AID246380	Effective concentration against hepatitis C virus RNA replication in a subgenomic bicistronic replicon in HBI10A cells	2005	Journal of medicinal chemistry, Feb-24, Volume: 48, Issue:4	Synthesis and evaluation of S-acyl-2-thioethyl esters of modified nucleoside 5'-monophosphates as inhibitors of hepatitis C virus RNA replication.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	4 (17.39)	18.7374
1990's	3 (13.04)	18.2507
2000's	8 (34.78)	29.6817
2010's	7 (30.43)	24.3611
2020's	1 (4.35)	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	1 (4.35%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	22 (95.65%)	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]	2.4	2	6-aminopurines; purine nucleobase	Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
thymidine [no description available]	2.1	1	pyrimidine 2'-deoxyribonucleoside	Escherichia coli metabolite; human metabolite; metabolite; mouse metabolite
uridine [no description available]	8.1	5	uridines	drug metabolite; fundamental metabolite; human metabolite
cytidine [no description available]	2.96	4	cytidines	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
cordycepin [no description available]	2.02	1	3'-deoxyribonucleoside; adenosines	antimetabolite; nucleoside antibiotic
tryptophan Tryptophan: An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals.. tryptophan : An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3.	6.96	1	erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; tryptophan zwitterion; tryptophan	antidepressant; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite
methyl chloride Methyl Chloride: A hydrocarbon used as an industrial solvent. It has been used as an aerosal propellent, as a refrigerant and as a local anesthetic. (From Martindale, The Extra Pharmacopoeia, 31st ed, p1403). chlorocarbon : Compounds consisting wholly of chlorine and carbon.. chloromethane : A one-carbon compound that is methane in which one of the hydrogens is replaced by a chloro group.	2.01	1	chloromethanes; methyl halides	marine metabolite; mutagen; refrigerant
methyl iodide methyl iodide: RN given refers to unlabeled cpd with MF of CH3-I. iodomethane : A member of the class of iodomethanes that is methane in which one of the hydrogens is replaced by iodine.	2.05	1	iodomethanes; methyl halides	fumigant insecticide
diazomethane Diazomethane: A diazonium compound with the formula CH2N2.. diazomethane : The simplest diazo compound, in which a diazo group is attached to a methylene group.	2.03	1	diazo compound	alkylating agent; antineoplastic agent; carcinogenic agent; poison
methylphosphonic acid methylphosphonic acid : A one-carbon compound that is phosphonic acid in which the hydrogen attached to the phosphorus is substituted by a methyl group.	1.98	1	one-carbon compound; phosphonic acids
pseudouridine [no description available]	1.98	1	pseudouridines	fundamental metabolite
vidarabine adenine arabinoside : A purine nucleoside in which adenine is attached to arabinofuranose via a beta-N(9)-glycosidic bond.	2.02	1	beta-D-arabinoside; purine nucleoside	antineoplastic agent; bacterial metabolite; nucleoside antibiotic
zalcitabine Zalcitabine: A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by a hydrogen. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication at low concentrations, acting as a chain-terminator of viral DNA by binding to reverse transcriptase. Its principal toxic side effect is axonal degeneration resulting in peripheral neuropathy.. zalcitabine : A pyrimidine 2',3'-dideoxyribonucleoside compound having cytosine as the nucleobase.	2.02	1	pyrimidine 2',3'-dideoxyribonucleoside	antimetabolite; antiviral drug; HIV-1 reverse transcriptase inhibitor
isopentenyladenosine Isopentenyladenosine: N(6)-[delta(3)-isopentenyl]adenosine. Isopentenyl derivative of adenosine which is a member of the cytokinin family of plant growth regulators.. N(6)-(Delta(2)-isopentenyl)adenosine : A nucleoside analogue in which adenosine has been modified by substitution at the 6-amino nitrogen by a Delta(2)-isopentenyl group.	1.96	1	N-ribosyl-N(6)-isopentenyladenine; nucleoside analogue	antineoplastic agent; plant growth regulator; plant metabolite
sodium hydride [no description available]	2.05	1
1-methyladenosine [no description available]	2.41	2	methyladenosine	human metabolite
adenosine quinquefolan B: isolated from roots of Panax quinquefolium L.; RN not in Chemline 10/87; RN from Toxlit	8.63	9	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.	2.38	2	inosines	metabolite
1-methylguanine [no description available]	2.21	1	methylguanine
2-aminoadenosine [no description available]	2.03	1	purine nucleoside
5-methylcytidine [no description available]	2	1	methylcytidine
1-methylguanosine 1-methylguanosine : Guanosine substituted with a methyl group at position N-1.	2.38	2	methylguanosine	metabolite
2'-fluoro-2'-deoxyadenosine [no description available]	2.02	1
n-methyladenosine N-methyladenosine: is a inhibitor of cell differentiation. N(6)-methyladenosine : A methyladenosine compound with one methyl group attached to N(6) of the adenine nucleobase.	2.46	2	methyladenosine
2'-o-methyluridine [no description available]	1.98	1	methyluridine
2'-o-methyladenosine cordysinin B : A member of the class of adenosines that is adenosine in which the hydroxy group at position 2' is replaced by a methoxy group. It has been isolated from the mycelia of Cordyceps sinensis.	2.95	4	adenosines; ether	fungal metabolite
n-acetylcytidine N(4)-acetylcytidine : Cytidine in which one of the exocyclic amino hydrogens is substituted by an acetyl group.	2.21	1	acetamides; cytidines; secondary carboxamide	metabolite
3'-fluoro-3'-deoxyadenosine 3'-fluoro-3'-deoxyadenosine: structure given in first source	2.02	1
5-formylcytidine 5-formylcytidine: found at the first position of the anticodon of methionine tRNA from bovine liver mitochondria; structure given in first source	2.21	1
3'-deoxycytidine [no description available]	3.55	2
2'-o-methylcytidine [no description available]	4.25	5	methylcytidine
n(6)-(n-threonylcarbonyl)adenosine N(6)-(N-threonylcarbonyl)adenosine: anticodon adjacent nucleoside; occurs at3'end of anticodon in most tRNA's whih read codons beginning with adenosine;RN given refers to (L)-isomer. N-[(9-beta-D-ribofuranosylpurin-6-yl)carbamoyl]threonine : An N-(adenosin-N(6)-ylcarbonyl)threonine in which the threonine portion has L-configuration.	1.96	1	L-threonine derivative; N-(adenosin-N(6)-ylcarbonyl)threonine	Escherichia coli metabolite; human metabolite
n(6),n(6)-dimethyladenosine N(6),N(6)-dimethyladenosine : A methyladenosine compound with two methyl groups attached to N(6) of the adenine nucleobase.	2	1	hydrocarbyladenosine
ribothymidine ribothymidine : A methyluridine having a single methyl substituent at the 5-position on the uracil ring.	2.13	1	methyluridine	antigen; Escherichia coli metabolite; human metabolite
4'-azidocytidine 4'-azidocytidine: antiviral; structure in first source	3.17	1	N-glycosyl compound
3'-c-methyladenosine 3'-C-methyladenosine: structure in first source	2.02	1
2'-c-methyladenosine 2'-C-methyladenosine: antiviral	3.54	2
flavin-adenine dinucleotide Flavin-Adenine Dinucleotide: A condensation product of riboflavin and adenosine diphosphate. The coenzyme of various aerobic dehydrogenases, e.g., D-amino acid oxidase and L-amino acid oxidase. (Lehninger, Principles of Biochemistry, 1982, p972)	2.13	1	flavin adenine dinucleotide; vitamin B2	cofactor; Escherichia coli metabolite; human metabolite; mouse metabolite; prosthetic group
ribose ribopyranose : The pyranose form of ribose.	2.17	1	D-ribose; ribopyranose
hcv 796 HCV 796: inhibits HCV RdRp; structure in first source	3.17	1
oligonucleotides [no description available]	2.71	3
anticodon Anticodon: The sequential set of three nucleotides in TRANSFER RNA that interacts with its complement in MESSENGER RNA, the CODON, during translation in the ribosome.	2	1
3-methyluridine 3-methyluridine: isolated from normal human urine & is a minor constituent of tRNA form yeast, rat and human liver; structure	2.38	2
guanine [no description available]	2.21	1	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.	4.36	20	guanosines; purines D-ribonucleoside	fundamental metabolite
inosine [no description available]	2.38	2	inosines; purines D-ribonucleoside	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
folic acid folcysteine: used to promote fertility in chickens. vitamin B9 : Any B-vitamin that exhibits biological activity against vitamin B9 deficiency. Vitamin B9 refers to the many forms of folic acid and its derivatives, including tetrahydrofolic acid (the active form), methyltetrahydrofolate (the primary form found in blood), methenyltetrahydrofolate, folinic acid amongst others. They are present in abundance in green leafy vegetables, citrus fruits, and animal products. Lack of vitamin B9 leads to anemia, a condition in which the body cannot produce sufficient number of red blood cells. Symptoms of vitamin B9 deficiency include fatigue, muscle weakness, and pale skin.	2.13	1	folic acids; N-acyl-amino acid	human metabolite; mouse metabolite; nutrient
3-methyladenine N3-methyladenine: structure in first source	2.21	1
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.	2.21	1	7-methylguanine
2'-deoxy-2'-fluoroguanosine 2'-deoxy-2'-fluoroguanosine: has activity in human respiratory epithelial cells against both influenza A & B viruses	2.02	1
3-deoxyguanosine 3'-deoxyguanosine : A 3'-deoxyribonucleoside having guanine as the nucleobase.	3.82	3	3'-deoxyribonucleoside; guanosines	EC 2.7.7.48 (RNA-directed RNA polymerase) inhibitor
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
8-methylguanosine 8-methylguanosine: structure in first source	2.21	1
n(2),n(2)-dimethylguanosine N(2),N(2)-dimethylguanosine: elevated levels in urine of cancer patients. N(2),N(2)-dimethylguanosine : A guanosine where the hydrogens of the amine group at C-2 are substituted by methyl groups.	2.38	2	methylguanosine	human metabolite
3'-o-methylguanosine 3'-O-methylguanosine : Guanosine with the hydrogen on the hydroxyl at position C-3' substituted with a methyl group.	2.03	1	methylguanosine	metabolite

Condition	Relationship Strength	Studies
Abnormalities, Autosome [description not available]	2.02	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
Anorexia Nervosa An eating disorder that is characterized by the lack or loss of APPETITE, known as ANOREXIA. Other features include excess fear of becoming OVERWEIGHT; BODY IMAGE disturbance; significant WEIGHT LOSS; refusal to maintain minimal normal weight; and AMENORRHEA. This disorder occurs most frequently in adolescent females. (APA, Thesaurus of Psychological Index Terms, 1994)	1.96	1
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

2'-o-methylguanosine

Description

Cross-References

Synonyms (35)

Roles (1)

Drug Classes (1)

Protein Targets (2)

Inhibition Measurements

Activation Measurements

Ceullar Components (1)

Bioassays (5)

Research

Studies (23)

Study Types