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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 of N7-METHYLGUANOSINE

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

PubMed

TitleDatePubMed
Monitoring of urinary excretion of modified nucleosides in cancer patients using a set of six monoclonal antibodies.
1992 Jan 31
Mechanism and regulation of translation in C. elegans.
2006 Jan 28
Non-adenine based purines accelerate wound healing.
2006 Nov
Interactions of calf spleen purine nucleoside phosphorylase with formycin B and its aglycone - spectroscopic and kinetic studies.
2007
Solid-supported synthesis of 5'-mRNA CAP-4 from Trypanosomatids.
2007
Identification of modified residues in RNAs by reverse transcription-based methods.
2007
The major 5' end of HIV type 1 RNA corresponds to G456.
2007 Aug
Transcriptional networking cap-tures the 7SK RNA 5'-gamma-methyltransferase.
2007 Aug 17
MiRFinder: an improved approach and software implementation for genome-wide fast microRNA precursor scans.
2007 Sep 17
Systematic identification of non-coding RNA 2,2,7-trimethylguanosine cap structures in Caenorhabditis elegans.
2007 Sep 29
m7GTP alphaS is a strong and stable inhibitor of cap-dependent translation.
2008
The RNA acetyltransferase driven by ATP hydrolysis synthesizes N4-acetylcytidine of tRNA anticodon.
2008 Aug 20
Effect of the phosphate substrate on drug-inhibitor binding to human purine nucleoside phosphorylase.
2008 Dec 15
Biochemical characterization of Yin Yang 1-RNA complexes.
2008 Feb
Evolutionary patterns in the sequence and structure of transfer RNA: a window into early translation and the genetic code.
2008 Jul 30
MicroRNA: An emerging therapeutic target and intervention tool.
2008 Jun
Synthesis and characterization of mRNA cap analogs containing phosphorothioate substitutions that bind tightly to eIF4E and are resistant to the decapping pyrophosphatase DcpS.
2008 Jun
Stacking efficiency and flexibility analysis of aromatic amino acids in cap-binding proteins.
2008 Jun
Detection and localization of small nuclear ribonucleoproteins (snRNPs) in trypanosomatids using anti-m3G antibodies.
2008 Mar
Degradation of several hypomodified mature tRNA species in Saccharomyces cerevisiae is mediated by Met22 and the 5'-3' exonucleases Rat1 and Xrn1.
2008 May 15
Motor step size and ATP coupling efficiency of the dsDNA translocase EcoR124I.
2008 May 7
snoRNA, a novel precursor of microRNA in Giardia lamblia.
2008 Nov
The RACK1 signal anchor protein from Trypanosoma brucei associates with eukaryotic elongation factor 1A: a role for translational control in cytokinesis.
2008 Nov
Identifying intrinsic and extrinsic determinants that regulate internal initiation of translation mediated by the FMR1 5' leader.
2008 Oct 15
Crystal structure of the RRM domain of poly(A)-specific ribonuclease reveals a novel m(7)G-cap-binding mode.
2008 Oct 17
MicroRNA profiling and head and neck cancer.
2009
The RNA polymerase dictates ORF1 requirement and timing of LINE and SINE retrotransposition.
2009 Apr
Phosphorothioate analogs of m7GTP are enzymatically stable inhibitors of cap-dependent translation.
2009 Apr 1
Prediction of breast cancer by profiling of urinary RNA metabolites using Support Vector Machine-based feature selection.
2009 Apr 5
Mechanical and kinetic effects of shortened tropomyosin reconstituted into myofibrils.
2009 Aug
microRNA-mediated messenger RNA deadenylation contributes to translational repression in mammalian cells.
2009 Aug 27
Activated 4E-BP1 represses tumourigenesis and IGF-I-mediated activation of the eIF4F complex in mesothelioma.
2009 Aug 4
Influenza A: understanding the viral life cycle.
2009 Dec
Regulation of mRNA cap methylation.
2009 Dec 23
Thermodynamic analysis of mRNA cap binding by the human initiation factor eIF4E via free energy perturbations.
2009 Dec 23
EBNA3C interacts with Gadd34 and counteracts the unfolded protein response.
2009 Dec 29
Diverse role of three tyrosines in binding of the RNA 5' cap to the human nuclear cap binding complex.
2009 Jan 16
The human Ago2 MC region does not contain an eIF4E-like mRNA cap binding motif.
2009 Jan 21
Mechanisms employed by retroviruses to exploit host factors for translational control of a complicated proteome.
2009 Jan 24
Tissue microarray analysis of eIF4E and its downstream effector proteins in human breast cancer.
2009 Jan 9
PcrA helicase tightly couples ATP hydrolysis to unwinding double-stranded DNA, modulated by the initiator protein for plasmid replication, RepD.
2009 Jul 14
Ars2 links the nuclear cap-binding complex to RNA interference and cell proliferation.
2009 Jul 23
The GTPase activity of Escherichia coli FtsZ determines the magnitude of the FtsZ polymer bundling by ZapA in vitro.
2009 Nov 24
Genome analysis of multi- and extensively-drug-resistant tuberculosis from KwaZulu-Natal, South Africa.
2009 Nov 5
Comparative analysis of an experimental subcellular protein localization assay and in silico prediction methods.
2009 Oct
Identification of gemin5 as a novel 7-methylguanosine cap-binding protein.
2009 Sep 14
TERRA: telomeric repeat-containing RNA.
2009 Sep 2
Tsc/mTORC1 signaling in oocytes governs the quiescence and activation of primordial follicles.
2010 Feb 1
Pumilio 2 controls translation by competing with eIF4E for 7-methyl guanosine cap recognition.
2010 Jan
The Arc of synaptic memory.
2010 Jan
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:45:10 GMT 2023
Edited
by admin
on Sat Dec 16 11:45:10 GMT 2023
Record UNII
5290OM2I6G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N7-METHYLGUANOSINE
Systematic Name English
M7G
Common 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
Created by admin on Sat Dec 16 11:45:10 GMT 2023 , Edited by admin on Sat Dec 16 11:45:10 GMT 2023
PRIMARY
PUBCHEM
6474236
Created by admin on Sat Dec 16 11:45:10 GMT 2023 , Edited by admin on Sat Dec 16 11:45:10 GMT 2023
PRIMARY
EPA CompTox
DTXSID30942368
Created by admin on Sat Dec 16 11:45:10 GMT 2023 , Edited by admin on Sat Dec 16 11:45:10 GMT 2023
PRIMARY
WIKIPEDIA
7-Methylguanosine
Created by admin on Sat Dec 16 11:45:10 GMT 2023 , Edited by admin on Sat Dec 16 11:45:10 GMT 2023
PRIMARY
CHEBI
20794
Created by admin on Sat Dec 16 11:45:10 GMT 2023 , Edited by admin on Sat Dec 16 11:45:10 GMT 2023
PRIMARY
FDA UNII
5290OM2I6G
Created by admin on Sat Dec 16 11:45:10 GMT 2023 , Edited by admin on Sat Dec 16 11:45:10 GMT 2023
PRIMARY
CAS
20244-86-4
Created by admin on Sat Dec 16 11:45:10 GMT 2023 , Edited by admin on Sat Dec 16 11:45:10 GMT 2023
PRIMARY
DRUG BANK
DB03493
Created by admin on Sat Dec 16 11:45:10 GMT 2023 , Edited by admin on Sat Dec 16 11:45:10 GMT 2023
PRIMARY