Summary

Full name5' triphosphate end
Short namepppN
MODOMICS code553N
Nature of the modified residueNatural
RNAMods codeϖ
Residue unique ID147
Found in RNAYes
Found in phylogenyEukaryota

Chemical information

Sum formulaC5H8O13P3
Type of moietynucleotide
Degeneracyunspecified residue
SMILESO[C@@H]1[C@H](O)[C@@H](COP([O-])(OP([O-])(OP([O-])([O-])=O)=O)=O)O[C@@H]%911.[*]%91
logP0.4984
TPSA250.26
Number of atoms22
Number of Hydrogen Bond Acceptors 1 (HBA1)10
Number of Hydrogen Bond Acceptors 2 (HBA2)13
Number of Hydrogen Bond Donors (HBD)2
PDB no exac match , link to the most similar ligand CU0
HMDB (Human Metabolome Database) no exac match, link to the most similar ligand HMDB0060500
InChI
InChIKey

* 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

CYP3A4 CYP2D6 CYP2C9
pppN pppN pppN

* 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 mass157.917
Average mass369.031
[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.

Reactions starting from 5' triphosphate end

Name
pppN:mpppN
pppN:ppN
pppN:pN
pppN:NADpN
pppN:CoApN
pppN:ApppN
pppN:ApppppN
pppN:m6ApppN
pppN:m6AppppN
pppN:m6ApppppN
pppN:m7GppppN
pppN:AppppN

Last modification of this entry: Sept. 29, 2021


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