Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:29:20 UTC
Update Date2024-10-13 12:28:11 UTC
Metabolite IDMMDBc0032969
Metabolite Identification
Common Name2-trans,6-trans,10-trans-Geranylgeranyl diphosphate
Description2-trans,6-trans,10-trans-geranylgeranyl diphosphate, also known as geranylgeranyl pyrophosphate, geranylgeranyl-PP or GGPP, is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. This compound belongs to the family of acyclic diterpenes. These are diterpenes (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, GGPP is considered to be an isoprenoid lipid molecule. GGPP is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Synonyms
ValueSource
all-trans-Geranylgeranyl diphosphateChEBI
all-trans-Geranylgeranyl pyrophosphateChEBI
Geranylgeranyl diphosphateChEBI
Geranylgeranyl pyrophosphateChEBI
GGDPChEBI
(2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-yl diphosphateKegg
all-trans-Geranylgeranyl diphosphoric acidGenerator
all-trans-Geranylgeranyl pyrophosphoric acidGenerator
Geranylgeranyl diphosphoric acidGenerator
Geranylgeranyl pyrophosphoric acidGenerator
(2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-yl diphosphoric acidGenerator
2-trans,6-trans,10-trans-Geranylgeranyl diphosphateHMDB
3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetraenyl diphosphateHMDB
all-trans-Geranyl-geranyl-PPHMDB
Geranylgeranyl-diphosphateHMDB
Geranylgeraniol diphosphateHMDB
Geranylgeranyl pyrophosphate, (Z,e,e)-isomerHMDB
Nerylneryl diphosphateHMDB
GGPP DiphosphateHMDB
Geranylgeranyl pyrophosphate, 14C-labeled, (e,e,e)-isomerHMDB
GGPP CPDHMDB
Molecular FormulaC20H36O7P2
Average Mass450.4432
Monoisotopic Mass450.19362653
IUPAC Name{[hydroxy({[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy})phosphoryl]oxy}phosphonic acid
Traditional Namegeranylgeranyl diphosphate
CAS Registry Number6699-20-3
SMILES
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O
InChI Identifier
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+
InChI KeyOINNEUNVOZHBOX-QIRCYJPOSA-N