Page last updated: 2024-11-08

geranylgeranyl pyrophosphate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

geranylgeranyl pyrophosphate: RN given refers to (E,E,E)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

geranylgeranyl diphosphate : A polyprenol diphosphate having geranylgeranyl as the polyprenyl component. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

2-trans,6-trans,10-trans-geranylgeranyl diphosphate : The all-trans-isomer of geranylgeranyl diphosphate. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID447277
CHEMBL ID1229266
CHEBI ID48861
CHEBI ID15831
SCHEMBL ID155330
SCHEMBL ID155328
MeSH IDM0043820

Synonyms (47)

Synonym
CHEMBL1229266
gtpl3052
2,6,10,14-hexadecatetraen-1-ol, 3,7,11,15-tetramethyl-, trihydrogen pyrophosphate, (e,e,e)-
diphosphoric acid, mono(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl) ester, (e,e,e)-
geranylgeraniol pyrophosphate
diphosphoric acid, mono[(2e,6e,10e)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl] ester
6699-20-3
all-trans-geranylgeranyl pyrophosphate
all-trans-geranylgeranyl diphosphate
2-trans,6-trans,10-trans-geranylgeranyl diphosphate
geranylgeranyl diphosphate
GERANYLGERANYL-PP ,
C00353
geranylgeranyl pyrophosphate
geranylgeranyl-diphosphate
geranylgeraniol diphosphate
(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl trihydrogen diphosphate
CHEBI:48861 ,
ggdp
3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl trihydrogen diphosphate
CHEBI:15831
3,7,11,15-tetramethyl-2z,6z,10z,14-hexadecatetraen-1-ol diphosphate
LMPR0104010001
phosphono [(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl] hydrogen phosphate
DB07841
phosphono 3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl hydrogen phosphate
n21t0d88lx ,
diphosphoric acid, mono((2e,6e,10e)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl) ester
unii-n21t0d88lx
geranylgeranyl pyrophosphate ammonium salt
BRD-A14999564-001-01-0
SCHEMBL155330
SCHEMBL155328
diphosphoric acid, p-((2e,6e,10e)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraen-1-yl) ester
OINNEUNVOZHBOX-QIRCYJPOSA-N
diphosphoric acid, p-[(2e,6e,10e)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraen-1-yl] ester
AKOS027380256
3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl diphosphate
geranylgeranyldiphosphat
3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl pyrophosphate ammonium salt
Q774795
geranylgeranyl diphosphate (ggpp)
geranylgaranyl pyrophosphate
DTXSID90863929
CS-0103077
HY-126370
(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yltrihydrogendiphosphate

Research Excerpts

Treatment

ExcerptReferenceRelevance
"Cotreatment with geranylgeranyl pyrophosphate also attenuated the effect of cerivastatin on [14C]phenylalanine incorporation, but cotreatment with farnesyl pyrophosphate or squalene did not."( Cerivastatin, a hydroxymethylglutaryl coenzyme A reductase inhibitor, inhibits cardiac myocyte hypertrophy induced by endothelin.
Akimoto, K; Asakawa, H; Horio, T; Matsuoka, H; Minamino, N; Mori, Y; Nishikimi, T; Tadokoro, K; Wang, X; Yoshihara, F, 2002
)
0.64

Toxicity

ExcerptReferenceRelevance
"Statins and fibrates are frequently used to treat hyperlipidemia; however, these drugs may have adverse effects such as rhabdomyolysis."( Combination treatment with statins and bezafibrate induces myotoxicity via inhibition of geranylgeranyl pyrophosphate biosynthesis and Rho activation in L6 myoblasts and myotube cells.
Hoshida, T; Kimura, A; Maeda, A; Mastuda, T; Nishida, S; Takeda, T; Tanabe, K; Tsubaki, M; Yanae, M, 2022
)
0.94

Compound-Compound Interactions

ExcerptReferenceRelevance
" When combined with lovastatin, compound 5 prevented lovastatin-induced FPP depletion and impairment of protein farnesylation."( A novel bisphosphonate inhibitor of squalene synthase combined with a statin or a nitrogenous bisphosphonate in vitro.
Hohl, RJ; Shull, LW; Smits, JP; Wasko, BM; Wiemer, DF, 2011
)
0.37

Bioavailability

ExcerptReferenceRelevance
" Although improvement in NO bioavailability has been attributed to the lowering of serum cholesterol levels, recent studies suggest that HMG-CoA reductase inhibitors, statins, may have direct effects on NO bioavailability by little known mechanisms that are independent of serum cholesterol levels."( Cerivastatin potentiates nitric oxide release and enos expression through inhibition of isoprenoids synthesis.
Dobrucki, IT; Kalinowski, L; Malinski, T, 2002
)
0.31
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
geranylgeranyl diphosphateA polyprenol diphosphate having geranylgeranyl as the polyprenyl component.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (17)

PathwayProteinsCompounds
Metabolism of proteins1058144
Terpenoid Backbone Biosynthesis1322
Post-translational protein modification666112
RAB geranylgeranylation33
Chlorophyll a Biosynthesis II37
Phylloquinol Biosynthesis516
Plastoquinol-9 Biosynthesis616
Chlorophyll a Biosynthesis I310
Steroids metabolism ( Steroids metabolism )1627
Gibberellin A12 biosynthesis07
Lycopene biosynthesis010
Geranylgeranyldiphosphate biosynthesis II (plastidic)03
Chlorophyll a biosynthesis II14
Carotenoid biosynthesis525
Ent-kaurene biosynthesis04
GGPP biosynthesis II (plastidic)06
Momilactone biosynthesis44
Phytyl-PP biosynthesis14

Bioassays (3)

Assay IDTitleYearJournalArticle
AID1346823Human mevalonate kinase (Lanosterol biosynthesis pathway)1997Journal of lipid research, Nov, Volume: 38, Issue:11
Post-translational regulation of mevalonate kinase by intermediates of the cholesterol and nonsterol isoprene biosynthetic pathways.
AID1346874Human geranylgeranyl diphosphate synthase (Lanosterol biosynthesis pathway)2006The Journal of biological chemistry, Aug-04, Volume: 281, Issue:31
The crystal structure of human geranylgeranyl pyrophosphate synthase reveals a novel hexameric arrangement and inhibitory product binding.
AID1309375Ratio of Kcat to Km for recombinant GGTase1 (unknown origin) using dansyl-GCVLL as co-substrate assessed as protein prenylation by spectrofluorometric method2016Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15
Exploration of GGTase-I substrate requirements. Part 2: Synthesis and biochemical analysis of novel saturated geranylgeranyl diphosphate analogs.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (511)

TimeframeStudies, This Drug (%)All Drugs %
pre-199011 (2.15)18.7374
1990's68 (13.31)18.2507
2000's207 (40.51)29.6817
2010's182 (35.62)24.3611
2020's43 (8.41)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 41.77

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index41.77 (24.57)
Research Supply Index6.26 (2.92)
Research Growth Index5.36 (4.65)
Search Engine Demand Index62.22 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (41.77)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials3 (0.58%)5.53%
Reviews20 (3.86%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other495 (95.56%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]