Compounds > diacylglycerol pyrophosphate
Page last updated: 2024-11-12

diacylglycerol pyrophosphate

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Description

1,2-dioctanoyl-sn-glycerol 3-diphosphate : A 1,2-diacyl-sn-glycerol 3-diphosphate in which both of the phosphatidyl acyl groups are specified as octanoyl. [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 CID10051843
CHEMBL ID191055
CHEBI ID77961
SCHEMBL ID17482446
MeSH IDM0363430

Synonyms (15)

Synonym
[(2r)-3-(hydroxy-phosphonooxyphosphoryl)oxy-2-octanoyloxypropyl] octanoate
dgpp 8:0
gtpl2916
dioctanoylglycerol pyrophosphate
dgpp
chebi:77961 ,
CHEMBL191055 ,
bdbm50170862
octanoic acid (s)-1-methyl-2-octanoyloxy-diphosphoric acid
1,2-dioctanoyl-sn-glycerol 3-diphosphate
(2r)-3-{[hydroxy(phosphonooxy)phosphoryl]oxy}propane-1,2-diyl dioctanoate
1,2-dioctanoyl-sn-glycerol 3-pyrophosphate
SCHEMBL17482446
[(2r)-3-[hydroxy(phosphonooxy)phosphoryl]oxy-2-octanoyloxypropyl] octanoate
Q27077071
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
1,2-diacyl-sn-glycerol 3-diphosphateAn sn-glycerol 3-phosphate having unspecified acyl groups at the 1- and 2-positions.
octanoate esterAny fatty acid ester in which the carboxylic acid component is octanoic acid (caprylic acid).
[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]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Lysophosphatidic acid receptor 1Homo sapiens (human)IC50 (µMol)5.50000.04601.18275.5000AID248441
Lysophosphatidic acid receptor 1Homo sapiens (human)Ki4.30000.40701.71074.3000AID239111
Lysophosphatidic acid receptor 3Homo sapiens (human)IC50 (µMol)0.45400.08500.56481.6000AID248443
Lysophosphatidic acid receptor 3Homo sapiens (human)Ki0.20200.03900.43961.6880AID239112
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (35)

Processvia Protein(s)Taxonomy
G protein-coupled receptor signaling pathwayLysophosphatidic acid receptor 1Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayLysophosphatidic acid receptor 1Homo sapiens (human)
activation of phospholipase C activityLysophosphatidic acid receptor 1Homo sapiens (human)
positive regulation of cytosolic calcium ion concentrationLysophosphatidic acid receptor 1Homo sapiens (human)
regulation of cell shapeLysophosphatidic acid receptor 1Homo sapiens (human)
negative regulation of neuron projection developmentLysophosphatidic acid receptor 1Homo sapiens (human)
oligodendrocyte developmentLysophosphatidic acid receptor 1Homo sapiens (human)
cerebellum developmentLysophosphatidic acid receptor 1Homo sapiens (human)
optic nerve developmentLysophosphatidic acid receptor 1Homo sapiens (human)
corpus callosum developmentLysophosphatidic acid receptor 1Homo sapiens (human)
bleb assemblyLysophosphatidic acid receptor 1Homo sapiens (human)
positive regulation of Rho protein signal transductionLysophosphatidic acid receptor 1Homo sapiens (human)
myelinationLysophosphatidic acid receptor 1Homo sapiens (human)
positive regulation of apoptotic processLysophosphatidic acid receptor 1Homo sapiens (human)
positive regulation of canonical NF-kappaB signal transductionLysophosphatidic acid receptor 1Homo sapiens (human)
positive regulation of MAPK cascadeLysophosphatidic acid receptor 1Homo sapiens (human)
negative regulation of cAMP-mediated signalingLysophosphatidic acid receptor 1Homo sapiens (human)
positive regulation of stress fiber assemblyLysophosphatidic acid receptor 1Homo sapiens (human)
cell chemotaxisLysophosphatidic acid receptor 1Homo sapiens (human)
positive regulation of dendritic spine developmentLysophosphatidic acid receptor 1Homo sapiens (human)
cellular response to oxygen levelsLysophosphatidic acid receptor 1Homo sapiens (human)
positive regulation of smooth muscle cell chemotaxisLysophosphatidic acid receptor 1Homo sapiens (human)
regulation of synaptic vesicle cycleLysophosphatidic acid receptor 1Homo sapiens (human)
calmodulin dependent kinase signaling pathwayLysophosphatidic acid receptor 1Homo sapiens (human)
regulation of postsynaptic neurotransmitter receptor internalizationLysophosphatidic acid receptor 1Homo sapiens (human)
negative regulation of cilium assemblyLysophosphatidic acid receptor 1Homo sapiens (human)
cellular response to 1-oleoyl-sn-glycerol 3-phosphateLysophosphatidic acid receptor 1Homo sapiens (human)
neurogenesisLysophosphatidic acid receptor 1Homo sapiens (human)
regulation of metabolic processLysophosphatidic acid receptor 1Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayLysophosphatidic acid receptor 1Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerLysophosphatidic acid receptor 3Homo sapiens (human)
positive regulation of cytosolic calcium ion concentrationLysophosphatidic acid receptor 3Homo sapiens (human)
chemical synaptic transmissionLysophosphatidic acid receptor 3Homo sapiens (human)
gene expressionLysophosphatidic acid receptor 3Homo sapiens (human)
bleb assemblyLysophosphatidic acid receptor 3Homo sapiens (human)
positive regulation of MAPK cascadeLysophosphatidic acid receptor 3Homo sapiens (human)
collateral sproutingLysophosphatidic acid receptor 3Homo sapiens (human)
positive regulation of collateral sproutingLysophosphatidic acid receptor 3Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayLysophosphatidic acid receptor 3Homo sapiens (human)
regulation of metabolic processLysophosphatidic acid receptor 3Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (7)

Processvia Protein(s)Taxonomy
G-protein alpha-subunit bindingLysophosphatidic acid receptor 1Homo sapiens (human)
G protein-coupled receptor activityLysophosphatidic acid receptor 1Homo sapiens (human)
protein bindingLysophosphatidic acid receptor 1Homo sapiens (human)
PDZ domain bindingLysophosphatidic acid receptor 1Homo sapiens (human)
lysophosphatidic acid bindingLysophosphatidic acid receptor 1Homo sapiens (human)
lysophosphatidic acid receptor activityLysophosphatidic acid receptor 1Homo sapiens (human)
protein bindingLysophosphatidic acid receptor 3Homo sapiens (human)
lipid bindingLysophosphatidic acid receptor 3Homo sapiens (human)
lysophosphatidic acid receptor activityLysophosphatidic acid receptor 3Homo sapiens (human)
G protein-coupled receptor activityLysophosphatidic acid receptor 3Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (14)

Processvia Protein(s)Taxonomy
endocytic vesicleLysophosphatidic acid receptor 1Homo sapiens (human)
endosomeLysophosphatidic acid receptor 1Homo sapiens (human)
plasma membraneLysophosphatidic acid receptor 1Homo sapiens (human)
cell surfaceLysophosphatidic acid receptor 1Homo sapiens (human)
presynaptic membraneLysophosphatidic acid receptor 1Homo sapiens (human)
neuronal cell bodyLysophosphatidic acid receptor 1Homo sapiens (human)
dendritic spineLysophosphatidic acid receptor 1Homo sapiens (human)
dendritic shaftLysophosphatidic acid receptor 1Homo sapiens (human)
postsynaptic membraneLysophosphatidic acid receptor 1Homo sapiens (human)
glutamatergic synapseLysophosphatidic acid receptor 1Homo sapiens (human)
GABA-ergic synapseLysophosphatidic acid receptor 1Homo sapiens (human)
cytoplasmLysophosphatidic acid receptor 1Homo sapiens (human)
plasma membraneLysophosphatidic acid receptor 1Homo sapiens (human)
plasma membraneLysophosphatidic acid receptor 3Homo sapiens (human)
axonLysophosphatidic acid receptor 3Homo sapiens (human)
synapseLysophosphatidic acid receptor 3Homo sapiens (human)
plasma membraneLysophosphatidic acid receptor 3Homo sapiens (human)
cytoplasmLysophosphatidic acid receptor 3Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID248650Inhibition of LPA-induced calcium transients in RH7777 rat hepatoma cells expressing LPA2 receptor; No effect2005Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15
Synthesis, structure-activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARgamma, and inhibitors of autotaxin.
AID248071Inhibitory concentration against LPA expressed in PC-3 cells; Not determined2005Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15
Synthesis, structure-activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARgamma, and inhibitors of autotaxin.
AID246419Inhibition of LPA-induced calcium transients in RH7777 rat hepatoma cells expressing LPA2 receptor; No effect2005Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15
Synthesis, structure-activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARgamma, and inhibitors of autotaxin.
AID246420Inhibition of LPA-induced calcium transients in RH7777 rat hepatoma cells expressing LPA3 receptor; No effect2005Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15
Synthesis, structure-activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARgamma, and inhibitors of autotaxin.
AID239112Binding affinity for Lysophosphatidic acid receptor 3 expressed in RH7777 rat hepatoma cells2005Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15
Synthesis, structure-activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARgamma, and inhibitors of autotaxin.
AID248441Inhibition of LPA-induced calcium transients in RH7777 rat hepatoma cells expressing LPA1 receptor2005Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15
Synthesis, structure-activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARgamma, and inhibitors of autotaxin.
AID246398Inhibition of LPA-induced calcium transients in RH7777 rat hepatoma cells expressing LPA1 receptor; Not effect2005Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15
Synthesis, structure-activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARgamma, and inhibitors of autotaxin.
AID239111Binding affinity for Lysophosphatidic acid receptor 1 expressed in RH7777 rat hepatoma cells2005Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15
Synthesis, structure-activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARgamma, and inhibitors of autotaxin.
AID246335Inhibition of LPA-induced calcium transients in PC-3 cells; Not determined2005Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15
Synthesis, structure-activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARgamma, and inhibitors of autotaxin.
AID248443Inhibition of LPA-induced calcium transients in RH7777 rat hepatoma cells expressing LPA3 receptor2005Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15
Synthesis, structure-activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARgamma, and inhibitors of autotaxin.
AID1345175Human GPR87 (Class A Orphans)2007Biochemical and biophysical research communications, Nov-23, Volume: 363, Issue:3
The orphan GPCR GPR87 was deorphanized and shown to be a lysophosphatidic acid receptor.
AID1346114Human LPA1 receptor (Lysophospholipid (LPA) receptors)2001Molecular pharmacology, Oct, Volume: 60, Issue:4
Short-chain phosphatidates are subtype-selective antagonists of lysophosphatidic acid receptors.
AID1346114Human LPA1 receptor (Lysophospholipid (LPA) receptors)2008Current medicinal chemistry, , Volume: 15, Issue:21
LPA and its analogs-attractive tools for elucidation of LPA biology and drug development.
AID1346181Human LPA3 receptor (Lysophospholipid (LPA) receptors)2003Molecular pharmacology, Oct, Volume: 64, Issue:4
Ki16425, a subtype-selective antagonist for EDG-family lysophosphatidic acid receptors.
AID1345463Human P2RY10 (Class A Orphans)2008Biochemical and biophysical research communications, Jul-11, Volume: 371, Issue:4
Identification of the orphan GPCR, P2Y(10) receptor as the sphingosine-1-phosphate and lysophosphatidic acid receptor.
AID1346181Human LPA3 receptor (Lysophospholipid (LPA) receptors)2001Molecular pharmacology, Oct, Volume: 60, Issue:4
Short-chain phosphatidates are subtype-selective antagonists of lysophosphatidic acid receptors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's6 (100.00)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 17.59

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index17.59 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.36 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (17.59)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (16.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
n-decyl phosphoric acid
n-decyl phosphoric acid: RN given refers to parent cpd		2.0210
sphingosine 1-phosphate
sphingosine 1-phosphate: RN given refers to (R-(R*,S*-(E)))-isomer; RN for cpd without isomeric designation not available 8/89. sphingosine 1-phosphate : A phosphosphingolipid that consists of sphingosine having a phospho group attached at position 1		2.0410sphingoid 1-phosphatemouse metabolite;
signalling molecule;
sphingosine-1-phosphate receptor agonist;
T-cell proliferation inhibitor;
vasodilator agent
lysophosphatidic acid
[no description available]		3.8330
jte 013
JTE 013: an Edg-5 antagonist. JTE-013 : A semicarbazide derivative that is semicarbazide in which the amino group at position 2 is replaced by a [1,3-dimethyl-4-(propan-2-yl)-1H-pyrazolo[3,4-b]pyridin-6-yl]amino group and the amino group adjacent to the carbonyl is replaced by a (2,6-dichloropyridin-4-yl)amino group. It is a potent S1P2 antagonist (IC50 = 17.6 nM).		2.0410chloropyridine;
pyrazolopyridine		anti-asthmatic agent;
anti-inflammatory agent;
antineoplastic agent;
osteogenesis regulator;
pro-angiogenic agent;
sphingosine-1-phosphate receptor 2 antagonist
ki16425
3-[({4-[4-({[1-(2-chlorophenyl)ethoxy]carbonyl}amino)-3-methyl-1,2-oxazol-5-yl]phenyl}methyl)sulfanyl]propanoic acid : A member of the class of isoxazoles that is the carbamate ester obtained by formal condensation of the carboxy group of 1-(2-chlorophenyl)ethyl hydrogen carbonate with the amino group of 3-({[4-(4-amino-3-methyl-1,2-oxazol-5-yl)phenyl]methyl}sulfanyl)propanoic acid.		2.7130carbamate ester;
isoxazoles;
monocarboxylic acid;
monochlorobenzenes;
organic sulfide
ConditionIndicatedRelationship StrengthStudiesTrials