Modomics - A Database of RNA Modifications

pppG
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
See the molecule on the similarity map

Summary

Full nameguanosine-5'-triphosphate
Short namepppG
MODOMICS code new2000000553G
MODOMICS code553G
Nature of the modified residueNatural
Residue unique ID202
Found in RNAYes
Related nucleosides38
RCSB ligands

GTP


Chemical information

Sum formulaC10H11N5O14P3
Type of moietynucleotide
Degeneracynot aplicable
SMILES[C@H]1([n]2cnc3c2nc(nc3=O)N)[C@H](O)[C@H](O)[C@@H](CO[P@](O[P@@]([O-])(=O)OP([O-])([O-])=O)(=O)[O-])O1
logP-2.3965
TPSA333.67
Number of atoms32
Number of Hydrogen Bond Acceptors 1 (HBA1)15
Number of Hydrogen Bond Acceptors 2 (HBA2)19
Number of Hydrogen Bond Donors (HBD)3
InChIInChI=1S/C10H15N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,11,14,18)(H2,19,20,21)/p-4/t3-,5-,6-,9-/m1/s1
InChIKeyRAAAGMXZLKNBBU-UUOKFMHZSA-J
Search the molecule in external databases ChEMBL  PubChem Compound Database  Ligand Expo  WIPO 

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

QM Data:

Dipole Magnitude [D]:64.729987037
Energy [Eh]:-2739.16486688564
HOMO [eV]:-8.2733
LUMO [eV]:1.5658
Gap [eV]:9.8391

Download QM Data:

Charges   charge.txt

Download Structures

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


LC-MS Information

Monoisotopic massNone
Average mass518.141
[M+H]+ not available
Product ions not available
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.

Last modification of this entry: Sept. 15, 2025