1,2-dimyristoyl-rac-glycerol

1,2-Dimyristoyl-rac-glycerol promotes interactions between proteins and lipids and can be used as a detergent or reagent. It can be used for cell biology experiments on glycerolipid metabolism and metabolic pathways.

1,2-Dimyristoyl-3-palmitoyl-rac-glycerol (MMP) is a triacylglycerol comprising myristic acid and palmitic acid [1].

(Rac)-Arnebin 1 (beta, beta-dimethylacrylshikonin) has anti-tumor, anti-inflammatory, anti-immune deficiency and protecting liver.

1-O-Hexadecyl-Rac-Glycerol (1-O-Hexadecylglycerol) is a marine derived natural products found in Tritoniella belli.

2H-Naphth[2′,1′:4,5]indeno[1,2-d][1,3]dioxole, pregn-4-ene-3,20-dione deriv showed high local anti-inflammatory potency and high lung selectivity when tested on Sprague Dawley rats.

1-Palmitoyl-sn-glycerol 3-phosphate (1-P-GPA), an endogenous metabolite, is utilized in the research of non-alcoholic fatty liver disease [1].

(Rac)-Neurodegenerative Disorder-Targeting Compound 1 is a calpain inhibitor.

1-Oleoyl-2-palmitoyl-rac-glycerol (1,2-OP) is a diacylglycerol containing oleic acid at the sn-1 position and palmitic acid at the sn-2 position. It enhances the inhibition of superoxide anion production by cytochalasin B when used at a concentration of 10 μM. The concentration of 1,2-OP decreases from 25.7 to 11.15% during the dry-curing process of Iberian ham.

1-Heptadecanoyl-rac-glycerol is a monoacylglycerol that contains heptadecanoic acid at the sn-1 position. It is active against the bacteria E. aerogens, E. cloacae, P. mirabilis, and S. faecalis (MIC = 78 μg/ml for all).1 1-Heptadecanoyl-rac-glycerol has been found in T. africana, I. sonorae, and wheat bran.1,2,3 |1. Kuete, V., Metuno, R., Ngameni, B., et al. Antimicrobial activity of the methanolic extracts and compounds from Treculia africana and Treculia acuminata (Moraceae). S. Afr. J. Bot. 74(1), 111-115 (2008).|2. Fernández-Galicia, E., Calada, F., Roman-Romos, R., et al. Monoglycerides and fatty acids from Ibervillea sonorae root: Isolation and hypoglycemic activity. Planta Med. 73(3), 236-240 (2007).|3. Prinsen, P., Gutiérrez, A., Faulds, C.B., et al. Comprehensive study of valuable lipophilic phytochemicals in wheat bran. J. Agric. Food Chem. 62(7), 1664-1673 (2014).

1-Palmitoyl-2-stearoyl-3-oleoyl-rac-glycerol is a triacylglycerol that contains palmitic , stearic , and oleic acid at the sn-1, sn-2, and sn-3 positions, respectively. It has been detected in RAW 264.7 cells by neutral loss MS. Increased serum levels of 1-palmitoyl-2-stearoyl-3-oleoyl-rac-glycerol are a potential biomarker for non-alcoholic fatty liver disease (NAFLD).

1,2,3-Trioctanoyl-rac-glycerol-13C3 is intended for use as an internal standard for the quantification of 1,2,3-trioctanoyl-rac-glycerol by GC- or LC-MS. 1,2,3-Trioctanoyl-rac-glycerol is a triacylglycerol that contains octanoic acid at the sn-1, sn-2, and sn-3 positions. Dietary administration of 1,2,3-trioctanoyl-rac-glycerol increases hippocampal levels of the glycolytic metabolites glucose 6-phosphate, fructose 6-phosphate, and β-hydroxybutyrate and the seizure threshold in the 6 Hz psychomotor seizure test in mice.1 Formulations containing 1,2,3-trioctanoyl-rac-glycerol have been used in cosmetic products as thickening and skin-conditioning agents.

1,3-Distearoyl-2-oleoyl-rac-glycerol is a triacylglycerol that contains stearic acid at the sn-1 and sn-3 positions and oleic acid at the sn-2 position. It has been found in Kpangnana, Chinese tallow, and cocoa butters. 1,3-Distearoyl-2-oleoyl-rac-glycerol increases the phagocytic function of reticulo-endothelial cells in mice when administered at doses of 5 and 10 mg per animal.

1-Undecanoyl-rac-glycerol is a monoacylglycerol that contains undecanoic acid at the sn-1 position. It completely inhibits the growth of the bacteria B. cereus, B. subtilis, M. luteus, E. faecalis, and S. aureus when used at concentrations ranging from 250 to 1,500 mg/L.1 1-Undecanoyl-rac-glycerol (0.1 and 0.3 mg/ml) also has antifungal activity against K. marxianus, S. cerevisiae, and C. maltosa.2

1-Pentadecanoyl-rac-glycerol is a monoacylglycerol that contains pentadecanoic acid at the sn-1 position. It has been found in wheat bran extracts.1 1-Pentadecanoyl-rac-glycerol levels are increased in a HepaRG cell-based model of hepatic steatosis induced by BSA-conjugated palmitate.2 |1. Prinsen, P., Gutiérrez, A., Faulds, C.B., et al. Comprehensive study of valuable lipophilic phytochemicals in wheat bran. J. Agric. Food Chem. 62(7), 1664-1673 (2014).|2. Brown, M.V., Compton, S.A., Milburn, M.V., et al. Metabolomic signatures in lipid-loaded HepaRGs reveal pathways involved in steatotic progression. Obesity (Silver Spring) 21(12), E561-E570 (2013).

1,2-Dipalmitoyl-sn-glycerol 3-phosphate, a phosphatidic acid, is a human endogenous metabolite.

1-Stearoyl-3-oleoyl-rac-glycerol is a diacylglycerol that contains stearic acid at the sn-1 position and oleic acid at the sn-3 position. Intermittent fasting decreases skeletal muscle and hepatic levels of 1-stearoyl-3-oleoyl-rac-glycerol in New Zealand obese (NZO) mice.1 The concentration of 1-stearoyl-3-oleoyl-rac-glycerol decreases from 4.59 to 1.88% during the dry-curing process of Iberian ham.2References1. Baumeier, C., Kaiser, D., Heeren, J., et al. Caloric restriction and intermittent fasting alter hepatic lipid droplet proteome and diacylglycerol species and prevent diabetes in NZO mice. Biochim. Biophys. Acta 1851(5), 566-576 (2015).2. Narváez-Rivas, M., Vicario, I.M., Constante, E.G., et al. Changes in the concentrations of free fatty acid, monoacylglycerol, and diacylglycerol in the subcutaneous fat of Iberian ham during the dry-curing process. J. Agric. Food Chem. 55(26), 10953-10961 (2007). 1-Stearoyl-3-oleoyl-rac-glycerol is a diacylglycerol that contains stearic acid at the sn-1 position and oleic acid at the sn-3 position. Intermittent fasting decreases skeletal muscle and hepatic levels of 1-stearoyl-3-oleoyl-rac-glycerol in New Zealand obese (NZO) mice.1 The concentration of 1-stearoyl-3-oleoyl-rac-glycerol decreases from 4.59 to 1.88% during the dry-curing process of Iberian ham.2 References1. Baumeier, C., Kaiser, D., Heeren, J., et al. Caloric restriction and intermittent fasting alter hepatic lipid droplet proteome and diacylglycerol species and prevent diabetes in NZO mice. Biochim. Biophys. Acta 1851(5), 566-576 (2015).2. Narváez-Rivas, M., Vicario, I.M., Constante, E.G., et al. Changes in the concentrations of free fatty acid, monoacylglycerol, and diacylglycerol in the subcutaneous fat of Iberian ham during the dry-curing process. J. Agric. Food Chem. 55(26), 10953-10961 (2007).

1,2,3-Trieicosapentaenoyl-rac-glycerol (EPA-TG) is a glycerol ester of eicosapentaenoic acid , which is an ω-3 fatty acid. An EPA-TG emulsion, administered i.v., lowers leukotriene B4 production by 40% in polymorphonuclear leukocytes from rabbits and reduces platelet aggregation. It suppresses natural killer cell activity both in vitro and in vivo, in human lymphocytes and murine spleens, respectively, with the in vivo effects lasting up to seven days.

1-Palmitoyl-2-oleoyl-3-arachidonoyl-rac-glycerol is a triacylglycerol that contains palmitic acid , oleic acid , and arachidonic acid at the sn-1, sn-2, and sn-3 positions, respectively. It has been found in lipid extracts from whole rat retina.1

1,3-Dipalmitoyl-2-octanoyl-rac-glycerol is a triacylglycerol that contains palmitic acid at the sn-1 and sn-3 positions and octanoic acid at the sn-2 position.

1,2,3-Trilinoelaidoyl-rac-glycerol is a triacylglycerol that contains linoelaidic acid at the sn-1, sn-2, and sn-3 positions. Dietary administration of 1,2,3-trilinoelaidoyl-rac-glycerol (0.6-6.3% w/w) lowers serum levels of thromboxane B2 , prostaglandin F2 (PGF2), and PGE in rats.1 |1. Bruckner, G., Goswami, S., and Kinsella, J.E. Dietary trilinoelaidate: Effects on organ fatty acid composition, prostanoid biosynthesis and platelet function in rats. J. Nutr. 114(1), 58-67 (1984).

1,3-Dipalmitoleoyl-rac-glycerol is a diacylglycerol with palmitoleic acid at the sn-1 and sn-3 positions. It selectively inhibits α-glucosidase from S. cerevisiae over rat enzyme (IC50s = 4.45 and 9,326.5 μM, respectively). 1,3-Dipalmitoleoyl-rac-glycerol has been used in the formation of lipid bilayers to study the effects of membrane composition and the ionophore valinomycin on membrane potential.

1,3-Dipalmitoyl-2-eicosapentaenoyl-rac-glycerol is a triacylglycerol that contains palmitic acid at the sn-1 and sn-3 positions and eicosapentaenoic acid at the sn-2 position. Dietary administration of 1,3-dipalmitoyl-2-eicosapentaenoyl-rac-glycerol decreases hepatic triacylglycerol levels in mice.

rac-1,2-bis-Palmitoyl-3-chloropropanediol is a 3-monochloropropane-1,2-diol (3-MCPD) ester.1It has been found as a contaminant in edible olive oils, with the lowest and highest concentrations in extra virgin and olive pomace oils, respectively.rac-1,2-bis-Palmitoyl-3-chloropropanediol has also been found in cottonseed and palm oils, as well as in shortening.2It induces renal tubular necrosis and a decrease in spermatids, but no gross pathological changes, in mice.3 1.Hung, W.-C., Peng, G.-J., Tsai, W.-J., et al.Identification of 3-MCPD esters to verify the adulteration of extra virgin olive oilFood Addit. Contam. Part B Surveill.10(3)233-239(2017) 2.MacMahon, S., Begley, T.H., and Diachenko, G.W.Occurrence of 3-MCPD and glycidyl esters in edible oils in the United StatesFood Addit. Contam. Part A. Chem. Anal. Control Expo. Risk Assess.30(12)2081-2092(2013) 3.Liu, M., Gao, B.-Y., Qin, F., et al.Acute oral toxicity of 3-MCPD mono- and di-palmitic esters in Swiss mice and their cytotoxicity in NRK-52E rat kidney cellsFood Chem. Toxicol.50(10)3785-3791(2012)

1-Phenyl-1, 2-ethanediol is O-benzyl oxime ether derivatives and used as pesticides.

Diacylglycerols (DAG) are generated through the hydrolysis of membrane phospholipids and function as lipid second messengers by activating protein kinase C (PKC) and modulating cell growth and apoptosis. Additionally, they act as precursors for DAG kinases in the synthesis of phosphatidic acid, a crucial lipid messenger. The compound 1-NBD-decanoyl-2-decanoyl-sn-glycerol incorporates a nitrobenzoxadiazole (NBD) fluorophore at the ω-end of its terminal decanoyl chain, using the structure of 1,2-didecanoyl-sn-glycerol as a model for diacylglycerol. This molecule is expected to exhibit excitation and emission peaks at roughly 470/541 nm, paralleling those of various NBD-labeled phospholipids. Fluorescently labeled lipids, such as this, are instrumental in exploring their interactions with proteins, their uptake by cells and liposomes, and in developing assays for lipid metabolism research.

Dilauroyl-rac-glycerol, a chemical compound, comprises C12:0 diglyceride racemates with acyl groups attached at either α, α- or α, β-positions. It serves in the investigation of biological and physicochemical relationships of membrane glycerides and is employed as an industrial surfactant and a building block for lipid derivatives synthesis.

DMPA, a derivative of phosphatidic acid (PA), constitutes a significant component of cellular membranes.

POL, a prevalent triglyceride component in various seed and vegetable oils such as olive, sesame, soybean, canola, corn, and hazelnut, is standardly utilized in the USP analysis of sesame oil for pharmaceutical applications.

1-Myristoyl-2-linoleoyl-3-oleoyl-rac-glycerol, a triacylglycerol, features myristic acid, linoleic acid, and oleic acid at the sn-1, sn-2, and sn-3 positions, respectively. This compound is prevalent in mature human milk, infant formula fats, and butterfat.

1-Palmitoyl-2-arachidoyl-3-oleoyl-rac-glycerol, a triacylglycerol, incorporates palmitic acid, arachidic acid, and oleic acid at the sn-1, sn-2, and sn-3 positions, respectively, and is identified in cod liver oil.

1,2-Diarachidoyl-rac-glycerol is a diacylglycerol featuring arachidic acid at both the sn-1 and sn-2 positions.

1,2-Distearoyl-3-palmitoyl-rac-glycerol, a triacylglycerol, features stearic acid at the sn-1 and sn-2 positions and palmitic acid at the sn-3 position. This compound is identified in cocoa butter, lard, and cod liver oil.

1-Palmitoyl-2-oleoyl-rac-glycerol, a diacylglycerol, features palmitic acid at the sn-1 position and oleic acid at the sn-2 position. Detected in crude sunflower lecithin, its levels elevate in RINm5F rat insulinoma cells following treatment with oleate, elaidate, or trans-vaccenate.

1,2-Dilauroyl-sn-glycero-3-phospho-(2R)-glycerol is a type of phosphoglycerol characterized by the presence of lauric acid at the sn-1 and sn-2 positions. [Matreya, LLC. Catalog No. 1443]

1,2-Dipalmitoyl-3-Octanoyl-rac-glycerol, a triacylglycerol, has palmitic acid at its sn-1 and sn-2 positions, and octanoic acid at the sn-3 position. Palmitic acid, a long-chain saturated fatty acid found in both animals and plants, can induce glucose-regulated protein 78 (GRP78) and CCAAT/enhancer binding protein homologous protein (CHOP) expression in mouse granulosa cells. Octanoic acid, an oily liquid with a slightly unpleasant rancid taste, is utilized in ester production for perfumery, dye manufacturing, and also serves as a tremor-suppressing agent [1] [2] [3] [4].

1,2-Dioleoyl-3-docosohexaenoyl-rac-glycerol, a triacylglycerol, consists of oleic acid at the sn-1 and sn-2 positions and docosahexaenoic acid at the sn-3 position. This compound has been identified in human breast milk.

4,4'-(Cyclopent-1-ene-1,2-diyl)bis(5-methylthiophene-2-carbaldehydE) is a useful organic compound for research related to life sciences and the catalog number is T64484.

1-Stearoyl-rac-glycerol is a monoacylglycerol that contains stearic acid at the sn-1 position. 1-Stearoyl-rac-glycerol levels are decreased in tumor tissue in a mouse model of azoxymethane-induced colorectal carcinogenesis. 1-Stearoyl-rac-glycerol has been used in the composition of transfersomes for transdermal delivery of doxorubicin in rats, leading to doxorubicin accumulation in lymph nodes, spleen, and heart.

1,2-Dimyristoyl-sn-glycero-3-phosphocholine (DMPC) (DMPC) is a synthetic phospholipid used in liposomes which is used for the study of lipid monolayers and bilayers[1].

(S)-1-(4-Hydroxyphenyl)ethane-1,2-diol, an active compound found in the aerial parts of Angelica sinensis, exhibits significant anti-growth properties against Aeromonas hydrophila. Additionally, it possesses anticoagulative and antibiotic activities [1].

threo-1-(4-Hydroxy-3-methoxyphenyl)propane-1,2-diol is a natural product for research related to life sciences. The catalog number is TN5142 and the CAS number is 848031-94-7.

1-O-Octadecyl-2-O-methyl-sn-glycerol is a metabolite of a phosphotidylinositol ether lipid analog (PIA). PIAs are known to target the pleckstrin homology domain of the serine/threonine kinase Akt and to induce apoptosis in cancer cell lines with high levels of endogenous Akt activity.

1,2-Dioleoyl-rac-glycerol-13C3 is intended for use as an internal standard for the quantification of 1,2-dioleoyl-rac-glycerol by GC- or LC-MS. 1,2-dioleoyl-rac-glycerol is a diacylglycerol that contains oleic acid at the sn-1 and sn-2 positions. It effectively binds the C1 domain to activate conventional protein kinase C forms and serves as a substrate for diacylglycerol kinases and multisubstrate lipid kinase.1,2,3 |1. Yamaguchi, Y., Shirai, Y., Matsubara, T., et al. Phosphorylation and up-regulation of diacylglycerol kinase γ via its interaction with protein kinase Cγ. J. Biol. Chem. 281(42), 31627-31637 (2006).|2. Zhou, Q.Z., Raynor, R.L., Wood, M.G., Jr., et al. Structure-activity relationship of synthetic branched-chain distearoylglycerol (distearin) as protein kinase C activators. Biochemistry 27(19), 7361-7365 (1988).|3. Epand, R.M., Shulga, Y.V., Timmons, H.C., et al. Substrate chirality and specificity of diacylglycerol kinases and the multisubstrate lipid kinase. Biochemistry 46(49), 14225-14231 (2007).

4-(1-Ethoxy-2-hydroxyethyl)benzene-1,2-diol is a useful organic compound for research related to life sciences and the catalog number is T126255.

1,2-Dipalmitoyl-sn-glycero-3-phospho-rac-glycerol sodium salt is a useful organic compound for research related to life sciences and the catalog number is T67071.

(2S,4R)-1-((9H-Fluoren-9-yl)methyl) 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate is a useful organic compound for research related to life sciences. The catalog number is T66076 and the CAS number is 122350-59-8.

1,2-Dipalmitoyl-sn-glycerol 3-phosphate sodium, a phosphatidic acid, is a human endogenous metabolite.

1-Linoleoyl Glycerol (Monolinolein) is fatty acid glycerol that has been isolated from Saururus Chinensis roots. The (R)-1-Linoleoyl Glycerol and (S)-1-Linoleoyl Glycerol exhibit Lipoprotein-associated phospholipase A2 (Lp-PLA2) inhibitory activities with IC50 values of 45.0 and 52.0 μM, respectively.

1,2-O-Dioctadecyl-rac-glycerol, a saturated dialkyl glyceryl ether featuring octadecyl groups at the sn-1 and sn-2 positions, closely resembles the structure of diacylglycerol. This similarity allows its use in model lipid bilayers to explore the dynamics of different biological membrane compositions.

1,2-Dioleoyl-3-lauroyl-rac-glycerol-13C3 is designed as an internal standard for the quantification of 1,2-dioleoyl-3-lauroyl-rac-glycerol, employable with GC- or LC-MS techniques. This compound is a type of triacylglycerol featuring oleic acid at the sn-1 and sn-2 positions, and lauric acid at the sn-3 position, and has been identified in date seed oil and the fat body of male B. lapidarius bumblebees.