N7-METHYLGUANOSINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C11H15N5O5
Molecular Weight	297.2673
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C=[N+]([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C3=C1C(=O)NC([NH-])=N3

InChI

InChIKey=OGHAROSJZRTIOK-KQYNXXCUSA-N

InChI=1S/C11H15N5O5/c1-15-3-16(8-5(15)9(20)14-11(12)13-8)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2-,12,13,14,20)/t4-,6-,7-,10-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C11H15N5O5
Molecular Weight	297.2673
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Tsc/mTORC1 signaling in oocytes governs the quiescence and activation of primordial follicles.	2010-02-01	19843540
Pumilio 2 controls translation by competing with eIF4E for 7-methyl guanosine cap recognition.	2010-01	19933321
The Arc of synaptic memory.	2010-01	19690847
EBNA3C interacts with Gadd34 and counteracts the unfolded protein response.	2009-12-29	20040105
Regulation of mRNA cap methylation.	2009-12-23	20025612
Thermodynamic analysis of mRNA cap binding by the human initiation factor eIF4E via free energy perturbations.	2009-12-23	19924990
Influenza A: understanding the viral life cycle.	2009-12	20027280
The GTPase activity of Escherichia coli FtsZ determines the magnitude of the FtsZ polymer bundling by ZapA in vitro.	2009-11-24	19842714
Genome analysis of multi- and extensively-drug-resistant tuberculosis from KwaZulu-Natal, South Africa.	2009-11-05	19890396
Comparative analysis of an experimental subcellular protein localization assay and in silico prediction methods.	2009-10	20033263
Identification of gemin5 as a novel 7-methylguanosine cap-binding protein.	2009-09-14	19750007
TERRA: telomeric repeat-containing RNA.	2009-09-02	19629047
microRNA-mediated messenger RNA deadenylation contributes to translational repression in mammalian cells.	2009-08-27	19710908
Activated 4E-BP1 represses tumourigenesis and IGF-I-mediated activation of the eIF4F complex in mesothelioma.	2009-08-04	19603014
Mechanical and kinetic effects of shortened tropomyosin reconstituted into myofibrils.	2009-08	19255776
Ars2 links the nuclear cap-binding complex to RNA interference and cell proliferation.	2009-07-23	19632182
PcrA helicase tightly couples ATP hydrolysis to unwinding double-stranded DNA, modulated by the initiator protein for plasmid replication, RepD.	2009-07-14	19473041
Prediction of breast cancer by profiling of urinary RNA metabolites using Support Vector Machine-based feature selection.	2009-04-05	19344524
Phosphorothioate analogs of m7GTP are enzymatically stable inhibitors of cap-dependent translation.	2009-04-01	19269171
The RNA polymerase dictates ORF1 requirement and timing of LINE and SINE retrotransposition.	2009-04	19390602
Mechanisms employed by retroviruses to exploit host factors for translational control of a complicated proteome.	2009-01-24	19166625
The human Ago2 MC region does not contain an eIF4E-like mRNA cap binding motif.	2009-01-21	19159466
Diverse role of three tyrosines in binding of the RNA 5' cap to the human nuclear cap binding complex.	2009-01-16	19026660
Tissue microarray analysis of eIF4E and its downstream effector proteins in human breast cancer.	2009-01-09	19134194
MicroRNA profiling and head and neck cancer.	2009	19753298
Effect of the phosphate substrate on drug-inhibitor binding to human purine nucleoside phosphorylase.	2008-12-15	18938130
snoRNA, a novel precursor of microRNA in Giardia lamblia.	2008-11	19043559
The RACK1 signal anchor protein from Trypanosoma brucei associates with eukaryotic elongation factor 1A: a role for translational control in cytokinesis.	2008-11	18786142
Crystal structure of the RRM domain of poly(A)-specific ribonuclease reveals a novel m(7)G-cap-binding mode.	2008-10-17	18694759
Identifying intrinsic and extrinsic determinants that regulate internal initiation of translation mediated by the FMR1 5' leader.	2008-10-15	18922172
The RNA acetyltransferase driven by ATP hydrolysis synthesizes N4-acetylcytidine of tRNA anticodon.	2008-08-20	18668122
Evolutionary patterns in the sequence and structure of transfer RNA: a window into early translation and the genetic code.	2008-07-30	18665254
MicroRNA: An emerging therapeutic target and intervention tool.	2008-06	19325841
Synthesis and characterization of mRNA cap analogs containing phosphorothioate substitutions that bind tightly to eIF4E and are resistant to the decapping pyrophosphatase DcpS.	2008-06	18430890
Stacking efficiency and flexibility analysis of aromatic amino acids in cap-binding proteins.	2008-06	18186485
Degradation of several hypomodified mature tRNA species in Saccharomyces cerevisiae is mediated by Met22 and the 5'-3' exonucleases Rat1 and Xrn1.	2008-05-15	18443146
Motor step size and ATP coupling efficiency of the dsDNA translocase EcoR124I.	2008-05-07	18388857
Detection and localization of small nuclear ribonucleoproteins (snRNPs) in trypanosomatids using anti-m3G antibodies.	2008-03	18362394
Biochemical characterization of Yin Yang 1-RNA complexes.	2008-02	18364743
m7GTP alphaS is a strong and stable inhibitor of cap-dependent translation.	2008	18776368
Systematic identification of non-coding RNA 2,2,7-trimethylguanosine cap structures in Caenorhabditis elegans.	2007-09-29	17903271
MiRFinder: an improved approach and software implementation for genome-wide fast microRNA precursor scans.	2007-09-17	17868480
Transcriptional networking cap-tures the 7SK RNA 5'-gamma-methyltransferase.	2007-08-17	17707222
The major 5' end of HIV type 1 RNA corresponds to G456.	2007-08	17725422
Interactions of calf spleen purine nucleoside phosphorylase with formycin B and its aglycone - spectroscopic and kinetic studies.	2007	18066912
Solid-supported synthesis of 5'-mRNA CAP-4 from Trypanosomatids.	2007	18066778
Identification of modified residues in RNAs by reverse transcription-based methods.	2007	17673078
Non-adenine based purines accelerate wound healing.	2006-11	18404468
Mechanism and regulation of translation in C. elegans.	2006-01-28	18050488
Monitoring of urinary excretion of modified nucleosides in cancer patients using a set of six monoclonal antibodies.	1992-01-31	1739950

Patents

Substance Class	Chemical Created by `admin` on `Tue Apr 01 16:54:37 GMT 2025` Edited by `admin` on `Tue Apr 01 16:54:37 GMT 2025`
Record UNII	5290OM2I6G
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

M7G

Preferred Name

English

N7-METHYLGUANOSINE

Systematic Name

English

PURINIUM, 2-AMINO-1,6-DIHYDRO-7-METHYL-6-OXO-9-.BETA.-D-RIBOFURANOSYL-

Systematic Name

English

1H-PURINIUM, 2-AMINO-6,9-DIHYDRO-7-METHYL-6-OXO-9-.BETA.-D-RIBOFURANOSYL-

Systematic Name

English

7-METHYLGUANOSINE

Systematic Name

English

Code System Code Type Description

CHEBI

19702