Page last updated: 2024-11-12

omdm 169

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Description

OMDM 169: has antinociceptive activity; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID14852550
CHEMBL ID458827
SCHEMBL ID9825136
MeSH IDM0533525

Synonyms (15)

Synonym
(1r)-1-{[(2s,3s)-3-hexyl-4-oxooxetan-2-yl]methyl}dodecyl n-formylglycinate
orlistat derivative, 15g
chembl458827 ,
(2s)-1-[(2s,3s)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl 2-formamidoacetate
orlistat derivative, 17c
bdbm24586
SCHEMBL9825136
omdm-169
(s)-1-((2s,3s)-3-hexyl-4-oxooxetan-2-yl)tridecan-2-yl formylglycinate
omdm169
omdm 69
omdm 169
130193-44-1
[(2s)-1-[(2s,3s)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl] 2-formamidoacetate
AKOS040749069
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (6)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Translocator proteinRattus norvegicus (Norway rat)IC50 (µMol)2.80000.00010.63934.8100AID389886
Cannabinoid receptor 1Homo sapiens (human)Ki10.00000.00010.50779.6000AID389888
Cannabinoid receptor 2 Homo sapiens (human)Ki10.00000.00000.415610.0000AID389889
Fatty acid synthaseHomo sapiens (human)IC50 (µMol)1.37000.00772.46245.8000AID1798446
Monoglyceride lipaseHomo sapiens (human)IC50 (µMol)0.89000.00091.126810.0000AID1455145
Diacylglycerol lipase-alphaHomo sapiens (human)IC50 (µMol)2.80000.00101.05385.0119AID389886
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (66)

Processvia Protein(s)Taxonomy
positive regulation of acute inflammatory response to antigenic stimulusCannabinoid receptor 1Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerCannabinoid receptor 1Homo sapiens (human)
adenylate cyclase-modulating G protein-coupled receptor signaling pathwayCannabinoid receptor 1Homo sapiens (human)
spermatogenesisCannabinoid receptor 1Homo sapiens (human)
axonal fasciculationCannabinoid receptor 1Homo sapiens (human)
response to nutrientCannabinoid receptor 1Homo sapiens (human)
memoryCannabinoid receptor 1Homo sapiens (human)
positive regulation of neuron projection developmentCannabinoid receptor 1Homo sapiens (human)
negative regulation of serotonin secretionCannabinoid receptor 1Homo sapiens (human)
positive regulation of fever generationCannabinoid receptor 1Homo sapiens (human)
negative regulation of fatty acid beta-oxidationCannabinoid receptor 1Homo sapiens (human)
regulation of synaptic transmission, GABAergicCannabinoid receptor 1Homo sapiens (human)
response to lipopolysaccharideCannabinoid receptor 1Homo sapiens (human)
negative regulation of mast cell activationCannabinoid receptor 1Homo sapiens (human)
negative regulation of dopamine secretionCannabinoid receptor 1Homo sapiens (human)
response to nicotineCannabinoid receptor 1Homo sapiens (human)
cannabinoid signaling pathwayCannabinoid receptor 1Homo sapiens (human)
response to cocaineCannabinoid receptor 1Homo sapiens (human)
glucose homeostasisCannabinoid receptor 1Homo sapiens (human)
positive regulation of apoptotic processCannabinoid receptor 1Homo sapiens (human)
response to ethanolCannabinoid receptor 1Homo sapiens (human)
negative regulation of action potentialCannabinoid receptor 1Homo sapiens (human)
negative regulation of blood pressureCannabinoid receptor 1Homo sapiens (human)
positive regulation of blood pressureCannabinoid receptor 1Homo sapiens (human)
regulation of insulin secretionCannabinoid receptor 1Homo sapiens (human)
regulation of synaptic transmission, glutamatergicCannabinoid receptor 1Homo sapiens (human)
maternal process involved in female pregnancyCannabinoid receptor 1Homo sapiens (human)
regulation of feeding behaviorCannabinoid receptor 1Homo sapiens (human)
regulation of penile erectionCannabinoid receptor 1Homo sapiens (human)
retrograde trans-synaptic signaling by endocannabinoidCannabinoid receptor 1Homo sapiens (human)
regulation of presynaptic cytosolic calcium ion concentrationCannabinoid receptor 1Homo sapiens (human)
trans-synaptic signaling by endocannabinoid, modulating synaptic transmissionCannabinoid receptor 1Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayCannabinoid receptor 1Homo sapiens (human)
regulation of metabolic processCannabinoid receptor 1Homo sapiens (human)
response to amphetamineCannabinoid receptor 2 Homo sapiens (human)
inflammatory responseCannabinoid receptor 2 Homo sapiens (human)
immune responseCannabinoid receptor 2 Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerCannabinoid receptor 2 Homo sapiens (human)
leukocyte chemotaxisCannabinoid receptor 2 Homo sapiens (human)
negative regulation of synaptic transmission, GABAergicCannabinoid receptor 2 Homo sapiens (human)
response to lipopolysaccharideCannabinoid receptor 2 Homo sapiens (human)
negative regulation of mast cell activationCannabinoid receptor 2 Homo sapiens (human)
cannabinoid signaling pathwayCannabinoid receptor 2 Homo sapiens (human)
negative regulation of action potentialCannabinoid receptor 2 Homo sapiens (human)
regulation of metabolic processCannabinoid receptor 2 Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayCannabinoid receptor 2 Homo sapiens (human)
osteoblast differentiationFatty acid synthaseHomo sapiens (human)
glandular epithelial cell developmentFatty acid synthaseHomo sapiens (human)
fatty acid metabolic processFatty acid synthaseHomo sapiens (human)
fatty acid biosynthetic processFatty acid synthaseHomo sapiens (human)
inflammatory responseFatty acid synthaseHomo sapiens (human)
ether lipid biosynthetic processFatty acid synthaseHomo sapiens (human)
neutrophil differentiationFatty acid synthaseHomo sapiens (human)
monocyte differentiationFatty acid synthaseHomo sapiens (human)
mammary gland developmentFatty acid synthaseHomo sapiens (human)
modulation by host of viral processFatty acid synthaseHomo sapiens (human)
cellular response to interleukin-4Fatty acid synthaseHomo sapiens (human)
establishment of endothelial intestinal barrierFatty acid synthaseHomo sapiens (human)
fatty-acyl-CoA biosynthetic processFatty acid synthaseHomo sapiens (human)
lipid metabolic processMonoglyceride lipaseHomo sapiens (human)
fatty acid biosynthetic processMonoglyceride lipaseHomo sapiens (human)
inflammatory responseMonoglyceride lipaseHomo sapiens (human)
regulation of signal transductionMonoglyceride lipaseHomo sapiens (human)
arachidonic acid metabolic processMonoglyceride lipaseHomo sapiens (human)
triglyceride catabolic processMonoglyceride lipaseHomo sapiens (human)
acylglycerol catabolic processMonoglyceride lipaseHomo sapiens (human)
regulation of inflammatory responseMonoglyceride lipaseHomo sapiens (human)
regulation of sensory perception of painMonoglyceride lipaseHomo sapiens (human)
monoacylglycerol catabolic processMonoglyceride lipaseHomo sapiens (human)
regulation of endocannabinoid signaling pathwayMonoglyceride lipaseHomo sapiens (human)
monoacylglycerol biosynthetic processDiacylglycerol lipase-alphaHomo sapiens (human)
G protein-coupled glutamate receptor signaling pathwayDiacylglycerol lipase-alphaHomo sapiens (human)
neuroblast proliferationDiacylglycerol lipase-alphaHomo sapiens (human)
arachidonic acid metabolic processDiacylglycerol lipase-alphaHomo sapiens (human)
diacylglycerol catabolic processDiacylglycerol lipase-alphaHomo sapiens (human)
retrograde trans-synaptic signaling by endocannabinoidDiacylglycerol lipase-alphaHomo sapiens (human)
regulation of neuroinflammatory responseDiacylglycerol lipase-alphaHomo sapiens (human)
cannabinoid biosynthetic processDiacylglycerol lipase-alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (24)

Processvia Protein(s)Taxonomy
cannabinoid receptor activityCannabinoid receptor 1Homo sapiens (human)
protein bindingCannabinoid receptor 1Homo sapiens (human)
identical protein bindingCannabinoid receptor 1Homo sapiens (human)
G protein-coupled receptor activityCannabinoid receptor 1Homo sapiens (human)
protein bindingCannabinoid receptor 2 Homo sapiens (human)
cannabinoid receptor activityCannabinoid receptor 2 Homo sapiens (human)
RNA bindingFatty acid synthaseHomo sapiens (human)
[acyl-carrier-protein] S-acetyltransferase activityFatty acid synthaseHomo sapiens (human)
[acyl-carrier-protein] S-malonyltransferase activityFatty acid synthaseHomo sapiens (human)
3-oxoacyl-[acyl-carrier-protein] synthase activityFatty acid synthaseHomo sapiens (human)
3-oxoacyl-[acyl-carrier-protein] reductase (NADPH) activityFatty acid synthaseHomo sapiens (human)
(3R)-3-hydroxypalmitoyl-[acyl-carrier-protein] dehydratase activityFatty acid synthaseHomo sapiens (human)
protein bindingFatty acid synthaseHomo sapiens (human)
(3R)-3-hydroxymyristoyl-[acyl-carrier-protein] dehydratase activityFatty acid synthaseHomo sapiens (human)
(3R)-3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase activityFatty acid synthaseHomo sapiens (human)
fatty acyl-[ACP] hydrolase activityFatty acid synthaseHomo sapiens (human)
phosphopantetheine bindingFatty acid synthaseHomo sapiens (human)
cadherin bindingFatty acid synthaseHomo sapiens (human)
(3R)-3-hydroxybutanoyl-[acyl-carrier-protein] hydratase activityFatty acid synthaseHomo sapiens (human)
(3R)-3-hydroxyoctanoyl-[acyl-carrier-protein] dehydratase activityFatty acid synthaseHomo sapiens (human)
enoyl-[acyl-carrier-protein] reductase (NADPH) activityFatty acid synthaseHomo sapiens (human)
fatty acid synthase activityFatty acid synthaseHomo sapiens (human)
lysophospholipase activityMonoglyceride lipaseHomo sapiens (human)
protein bindingMonoglyceride lipaseHomo sapiens (human)
protein homodimerization activityMonoglyceride lipaseHomo sapiens (human)
acylglycerol lipase activityMonoglyceride lipaseHomo sapiens (human)
protein bindingDiacylglycerol lipase-alphaHomo sapiens (human)
metal ion bindingDiacylglycerol lipase-alphaHomo sapiens (human)
acylglycerol lipase activityDiacylglycerol lipase-alphaHomo sapiens (human)
lipoprotein lipase activityDiacylglycerol lipase-alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (26)

Processvia Protein(s)Taxonomy
mitochondrial outer membraneCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 1Homo sapiens (human)
actin cytoskeletonCannabinoid receptor 1Homo sapiens (human)
growth coneCannabinoid receptor 1Homo sapiens (human)
presynaptic membraneCannabinoid receptor 1Homo sapiens (human)
membrane raftCannabinoid receptor 1Homo sapiens (human)
glutamatergic synapseCannabinoid receptor 1Homo sapiens (human)
GABA-ergic synapseCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 1Homo sapiens (human)
cytoplasmCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 2 Homo sapiens (human)
dendriteCannabinoid receptor 2 Homo sapiens (human)
extrinsic component of cytoplasmic side of plasma membraneCannabinoid receptor 2 Homo sapiens (human)
perikaryonCannabinoid receptor 2 Homo sapiens (human)
endoplasmic reticulumCannabinoid receptor 2 Homo sapiens (human)
plasma membraneCannabinoid receptor 2 Homo sapiens (human)
cytoplasmCannabinoid receptor 2 Homo sapiens (human)
Golgi apparatusFatty acid synthaseHomo sapiens (human)
cytosolFatty acid synthaseHomo sapiens (human)
plasma membraneFatty acid synthaseHomo sapiens (human)
membraneFatty acid synthaseHomo sapiens (human)
melanosomeFatty acid synthaseHomo sapiens (human)
glycogen granuleFatty acid synthaseHomo sapiens (human)
extracellular exosomeFatty acid synthaseHomo sapiens (human)
cytoplasmFatty acid synthaseHomo sapiens (human)
endoplasmic reticulum membraneMonoglyceride lipaseHomo sapiens (human)
cytosolMonoglyceride lipaseHomo sapiens (human)
plasma membraneMonoglyceride lipaseHomo sapiens (human)
membraneMonoglyceride lipaseHomo sapiens (human)
membraneMonoglyceride lipaseHomo sapiens (human)
plasma membraneDiacylglycerol lipase-alphaHomo sapiens (human)
early endosome membraneDiacylglycerol lipase-alphaHomo sapiens (human)
dendrite membraneDiacylglycerol lipase-alphaHomo sapiens (human)
dendritic spine membraneDiacylglycerol lipase-alphaHomo sapiens (human)
varicosityDiacylglycerol lipase-alphaHomo sapiens (human)
postsynaptic density membraneDiacylglycerol lipase-alphaHomo sapiens (human)
dendrite membraneDiacylglycerol lipase-alphaHomo sapiens (human)
cytoplasmDiacylglycerol lipase-alphaHomo sapiens (human)
postsynaptic membraneDiacylglycerol lipase-alphaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID1455145Inhibition of recombinant human MAGL expressed in African green monkey COS7 cells using 2-arachidonoyl-[3H]-glycerol as substrate after 20 mins by scintillation counting analysis2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
Discovery of 1,5-Diphenylpyrazole-3-Carboxamide Derivatives as Potent, Reversible, and Selective Monoacylglycerol Lipase (MAGL) Inhibitors.
AID389888Displacement of [3H]CP-55940 from human recombinant CB1 receptor expressed in HEK293 cells by scintillation counting2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Tetrahydrolipstatin analogues as modulators of endocannabinoid 2-arachidonoylglycerol metabolism.
AID389889Displacement of [3H]CP-55940 from human recombinant CB2 receptor expressed in HEK293 cells by scintillation counting2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Tetrahydrolipstatin analogues as modulators of endocannabinoid 2-arachidonoylglycerol metabolism.
AID362906Inhibition of human recombinant fatty acid synthase thioesterase domain by fluorogenic assay2008Journal of medicinal chemistry, Sep-11, Volume: 51, Issue:17
Synthesis of novel beta-lactone inhibitors of fatty acid synthase.
AID389886Inhibition of human recombinant DAGL-alpha-mediated sn-1-[14C]oleoyl-2-arachidonoyl-glycerol hydrolysis to 2-AG overexpressed in african green monkey COS7 cell membrane by scintillation counting2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Tetrahydrolipstatin analogues as modulators of endocannabinoid 2-arachidonoylglycerol metabolism.
AID389895Selectivity ratio of IC50 for african green monkey MAGL over IC50 for human recombinant DAGLalpha2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Tetrahydrolipstatin analogues as modulators of endocannabinoid 2-arachidonoylglycerol metabolism.
AID389890Inhibition of FAAH-mediated [14C]anandamide hydrolysis in rat brain membrane2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Tetrahydrolipstatin analogues as modulators of endocannabinoid 2-arachidonoylglycerol metabolism.
AID362903Cytotoxicity against human Hs 58.Fs cells after 48 hrs by Cell titer assay2008Journal of medicinal chemistry, Sep-11, Volume: 51, Issue:17
Synthesis of novel beta-lactone inhibitors of fatty acid synthase.
AID1185868Inhibition of MGL in African green monkey COS7 cells cytosolic fraction assessed as reduction in 2-arachidonoyl-[3H]-glycerol hydrolysis at 1 uM by scintillation counting method2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Structure-affinity relationships and pharmacological characterization of new alkyl-resorcinol cannabinoid receptor ligands: Identification of a dual cannabinoid receptor/TRPA1 channel agonist.
AID389887Inhibition of MAGL-mediated [14C]2-arachidonoyl glycerol hydrolysis to [3H]arachidonic acid in african green monkey COS cell cytosolic fraction by scintillation counting2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Tetrahydrolipstatin analogues as modulators of endocannabinoid 2-arachidonoylglycerol metabolism.
AID389897Selectivity ratio of IC50 for african green monkey MAGL over Ki for human recombinant CB2 receptor2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Tetrahydrolipstatin analogues as modulators of endocannabinoid 2-arachidonoylglycerol metabolism.
AID389898Selectivity ratio of IC50 for african green monkey MAGL over IC50 for rat brain membrane FAAH2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Tetrahydrolipstatin analogues as modulators of endocannabinoid 2-arachidonoylglycerol metabolism.
AID389900Enhancement of ionomycin-induced stimulation of 2-AG biosynthesis in mouse N18TG2 cells at 1.5 uM2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Tetrahydrolipstatin analogues as modulators of endocannabinoid 2-arachidonoylglycerol metabolism.
AID362907Ratio of IC50 for human Hs 58.Fs cells to IC50 for human MDA-MB-435 cells2008Journal of medicinal chemistry, Sep-11, Volume: 51, Issue:17
Synthesis of novel beta-lactone inhibitors of fatty acid synthase.
AID362905Cytotoxicity against human MDA-MB-435 cells after 48 hrs by Cell titer assay2008Journal of medicinal chemistry, Sep-11, Volume: 51, Issue:17
Synthesis of novel beta-lactone inhibitors of fatty acid synthase.
AID389896Selectivity ratio of IC50 for african green monkey MAGL over Ki for human recombinant CB1 receptor2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Tetrahydrolipstatin analogues as modulators of endocannabinoid 2-arachidonoylglycerol metabolism.
AID1798446Fluorogenic Assay for Detection of FASTE Inhibition from Article 10.1021/jm800321h: \\Synthesis of novel beta-lactone inhibitors of fatty acid synthase.\\2008Journal of medicinal chemistry, Sep-11, Volume: 51, Issue:17
Synthesis of novel beta-lactone inhibitors of fatty acid synthase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (60.00)29.6817
2010's2 (40.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]