Modomics - A Database of RNA Modifications

The molecule is shown in a ball-and-stick representation with the following colors for atoms :
Hydrogen (H): white Carbon (C): gray Oxygen (O): red Phosphorus (P): orange Nitrogen (N): blue Selenium (Se): gold Sulfur (S): yellow


Full name5-methylaminomethyl-2-geranylthiouridine
Short namemnm5ges2U
MODOMICS code new2000021511U
MODOMICS code21511U
Nature of the modified residueNatural
RNAMods codeh
Residue unique ID168
Found in RNAYes
Related nucleotides400
Enzymes MnmH (Escherichia coli)
Found in phylogenyEubacteria
Found naturally in RNA typestRNA

Chemical information

Sum formulaC21H33N3O5S
Type of moietynucleoside
Degeneracynot applicable
Number of atoms30
Number of Hydrogen Bond Acceptors 1 (HBA1)8
Number of Hydrogen Bond Acceptors 2 (HBA2)9
Number of Hydrogen Bond Donors (HBD)4
PDB no exac match , link to the most similar ligand MNU
HMDB (Human Metabolome Database) no exact match, link to the most similar ligand None
Search the molecule in external databases ChEMBL  ChemAgora  ChEBI  PubChem Compound Database  Ligand Expo  ChemSpider  WIPO 

* Chemical properties calculated with Open Babel - O'Boyle et al. Open Babel: An open chemical toolbox. J Cheminform 3, 33 (2011) (link)

Download Structures

2D   .png .mol .mol2 .sdf .pdb .smi
3D   .mol .mol2 .sdf .pdb

Predicted CYP Metabolic Sites

mnm5ges2U mnm5ges2U mnm5ges2U

* CYP Metabolic sites predicted with SMARTCyp. SMARTCyp is a method for prediction of which sites in a molecule that are most liable to metabolism by Cytochrome P450. It has been shown to be applicable to metabolism by the isoforms 1A2, 2A6, 2B6, 2C8, 2C19, 2E1, and 3A4 (CYP3A4), and specific models for the isoform 2C9 (CYP2C9) and isoform 2D6 (CYP2D6). CYP3A4, CYP2D6, and CYP2C9 are the three of the most important enzymes in drug metabolism since they are involved in the metabolism of more than half of the drugs used today. The three top-ranked atoms are highlighted. See: SmartCYP and SmartCYP - background; Patrik Rydberg, David E. Gloriam, Lars Olsen, The SMARTCyp cytochrome P450 metabolism prediction server, Bioinformatics, Volume 26, Issue 23, 1 December 2010, Pages 2988–2989 (link)

LC-MS Information

Monoisotopic mass439.2141
Average mass439.569
Product ions308
Normalized LC elution time * not available
LC elution order/characteristics not available

* normalized to guanosine (G), measured with a RP C-18 column with acetonitrile/ammonium acetate as mobile phase.


Present in position 34 in about 2.8-6.7% of E. coli tRNALysUUU and tRNAGluUUC.

Chemical groups contained


Reactions producing 5-methylaminomethyl-2-geranylthiouridine



Title Authors Journal Details PubMed Id DOI
Discovery and biological characterization of geranylated RNA in bacteria. Dumelin CE, Chen Y, Leconte AM, Chen YG, Liu DR... Nat Chem Biol [details] 22983156 -
A gain of function mutation in a protein mediates production of novel modified nucleosides. Chen P, Crain PF, Nasvall SJ, Pomerantz SC, Bjork GR... EMBO J [details] 15861125 -

Last modification of this entry: Sept. 22, 2023