geranylgeranyl diphosphate   Click here for help

GtoPdb Ligand ID: 3052

Synonyms: all-trans-geranylgeranyl diphosphate | all-trans-geranylgeranyl-PP | geranylgeranyl pyrophosphate | geranylgeranyl-PP | GGPP
PDB Ligand
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 14
Topological polar surface area 132.91
Molecular weight 450.19
XLogP 3.71
No. Lipinski's rules broken 1
Click here for help
Isomeric SMILES C/C(=C\CC/C(=C/COP(=O)(OP(=O)(O)O)O)/C)/CC/C=C(/CCC=C(C)C)\C
InChI InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b18-11+,19-13+,20-15+
Natural/Endogenous Targets
geranylgeranyl diphosphate synthase
mevalonate kinase
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
geranylgeranyl diphosphate synthase
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
mevalonate kinase Ligand is endogenous in the given species Hs Inhibitor Feedback inhibition 7.2 pKi - 1
pKi 7.2 (Ki 5.9x10-8 M) [1]
Description: recombinant enzyme expressed in E coli cells. Spectrophotometric assay
Conditions: pH 7.0, 25°C. Saturating concentrations of substrates, 0.16-5mM ATP
geranylgeranyl diphosphate synthase Ligand is endogenous in the given species Hs Inhibitor Feedback inhibition 4.6 pKi - 2
pKi 4.6 (2.5x10-5 M) [2]
Description: recombinant human protein expressed in E coli, in vitro assay
Conditions: The concentration of GGPP varied between 0.4-40µM. pH 7.7, 37°C