Page last updated: 2024-09-25

dioctanoylphosphatidic acid

Description

dioctanoylphosphatidic acid: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID128167
CHEMBL ID202185
CHEBI ID79075
SCHEMBL ID417239
MeSH IDM0224533

Synonyms (27)

Synonym
pa(8:0/8:0)
LMGP10010021
1,2-dioctanoyl-sn-glycero-3-phosphatidic acid
octanoic acid, 1-[(phosphonooxy)methyl]-1,2-ethanediyl ester, (r)-
dioctanoylphosphatidic acid
dic8pa
102731-57-7
pa(16:0)
CHEMBL202185 ,
chebi:79075 ,
octanoic acid (r)-2-octanoyloxy-3-phosphonooxy-propyl ester
bdbm50176391
[(2r)-2-octanoyloxy-3-phosphonooxypropyl] octanoate
octanoic acid, 1-((phosphonooxy)methyl)-1,2-ethanediyl ester, (r)-
637nlp8r7j ,
unii-637nlp8r7j
SCHEMBL417239
1,2-dicapryloyl-sn-glycero-3-phosphate
(2r)-2,3-bis(octanoyloxy)propyl hydrogen phosphate
(2r)-3-(phosphonooxy)propane-1,2-diyl dioctanoate
J791.705H ,
DTXSID70145477
Q27105086
((2r)-2-octanoyloxy-3-phosphonooxypropyl) octanoate
1,1'-((1r)-1-((phosphonooxy)methyl)-1,2-ethanediyl) dioctanoate
octanoic acid, (1r)-1-((phosphonooxy)methyl)-1,2-ethanediyl ester
octanoic acid, 1,1'-((1r)-1-((phosphonooxy)methyl)-1,2-ethanediyl)ester

Drug Classes (2)

ClassDescription
1,2-diacyl-sn-glycerol 3-phosphateAn sn-glycerol 3-phosphate compound having unspecified O-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]

Pathways (30)

dioctanoylphosphatidic acid is involved in 30 pathway(s), involving a total of 150 unique proteins and 419 unique compounds

PathwayProteinsCompounds
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/8:0)513
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/22:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/15:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/16:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/12:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/14:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/10:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/17:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/21:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/19:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/18:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/13:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/20:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/a-13:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/a-15:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/a-17:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/a-21:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/a-25:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/i-12:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/i-13:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/i-14:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/i-15:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/i-16:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/i-17:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/i-18:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/i-19:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/i-20:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/i-21:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/i-22:0)514
De Novo Triacylglycerol Biosynthesis TG(8:0/8:0/i-24:0)514

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Ectonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)IC50 (µMol)1.64400.00111.095810.0000AID260483
Lysophosphatidic acid receptor 1Homo sapiens (human)IC50 (µMol)0.69200.04601.18275.5000AID260480
Lysophosphatidic acid receptor 1Homo sapiens (human)Ki0.40700.40701.71074.3000AID260480
Lysophosphatidic acid receptor 3Homo sapiens (human)IC50 (µMol)0.08500.08500.56481.6000AID260482
Lysophosphatidic acid receptor 3Homo sapiens (human)Ki0.03900.03900.43961.6880AID260482
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (46)

Processvia Protein(s)Taxonomy
chemotaxisEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
immune responseEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
phospholipid catabolic processEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
positive regulation of epithelial cell migrationEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
vesicle-mediated transportEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
sphingolipid catabolic processEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
regulation of cell migrationEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
phosphatidylcholine catabolic processEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
cell motilityEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
positive regulation of peptidyl-tyrosine phosphorylationEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
positive regulation of lamellipodium morphogenesisEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
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 (16)

Processvia Protein(s)Taxonomy
nucleic acid bindingEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
lysophospholipase activityEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
scavenger receptor activityEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
calcium ion bindingEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
zinc ion bindingEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
hydrolase activityEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
polysaccharide bindingEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
alkylglycerophosphoethanolamine phosphodiesterase activityEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
phosphodiesterase I activityEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
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 (15)

Processvia Protein(s)Taxonomy
extracellular spaceEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
plasma membraneEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
extracellular spaceEctonucleotide pyrophosphatase/phosphodiesterase family member 2Homo sapiens (human)
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 (4)

Assay IDTitleYearJournalArticle
AID260480Activity at LPA1 receptor transfected RH7777 cells2006Bioorganic & medicinal chemistry letters, Feb, Volume: 16, Issue:3
Synthesis and pharmacological evaluation of second-generation phosphatidic acid derivatives as lysophosphatidic acid receptor ligands.
AID260483Inhibition of recombinant ATX from transfected HEK293 cells2006Bioorganic & medicinal chemistry letters, Feb, Volume: 16, Issue:3
Synthesis and pharmacological evaluation of second-generation phosphatidic acid derivatives as lysophosphatidic acid receptor ligands.
AID260482Activity at LPA3 receptor transfected RH7777 cells2006Bioorganic & medicinal chemistry letters, Feb, Volume: 16, Issue:3
Synthesis and pharmacological evaluation of second-generation phosphatidic acid derivatives as lysophosphatidic acid receptor ligands.
AID260481Activity at LPA2 receptor transfected RH7777 cells2006Bioorganic & medicinal chemistry letters, Feb, Volume: 16, Issue:3
Synthesis and pharmacological evaluation of second-generation phosphatidic acid derivatives as lysophosphatidic acid receptor ligands.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's7 (53.85)18.2507
2000's4 (30.77)29.6817
2010's2 (15.38)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]