Biologically Active Small Molecules, 1 mg, UN1170
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PAF C-16 Carboxylic Acid
Cayman ChemicalModified with a carboxylic acid group terminating the C-16 alkyl chain, providing a convenient site for chemical crosslinking.
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Docosahexaenoic Acid-d5
Cayman ChemicalAn internal standard for the quantification of DHA by GC- or LC-MS.
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10-Nitrolinoleate
Cayman ChemicalThe product of nitration of linoleate by NO-derived reactive species; activates PPARγ (Ki = 133 nM), inducing CD36 expression in macrophages, adipocyte differentiation, and glucose uptake; can also be metabolized to produce nitrite derivatives which in turn form NO, leading to increased cGMP production.
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4-hydroxy Nonenal
Cayman ChemicalA lipid peroxidation product derived from oxidized ω-6 PUFAs such as linoleic acid and arachidonic acid which is widely used as a marker of lipid peroxidation.
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CAY10704
Cayman ChemicalA potent inhibitor of HCV infection (EC50 = 17 nM) that displays low cytotoxicity of virally-infected human hepatoma Huh7.5.1 cells (CC50 = 21.3 µM); displays good pharmacokinetics in mice when delivered intraperitoneally, with preferential liver distribution without…
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(R)-(-)-Eicosapentaenyl-2'-Hydroxy-1'-Propylamide
Cayman ChemicalA homolog of EPEA, characterized by the addition of an (R)-β-methyl group at the terminal ethanolamine carbon.
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11ß-Prostaglandin F2a Ethanolamide
Cayman Chemical11β-PGF2α-EA is the theoretical hepatic metabolite of PGD2-EA, produced during COX-2 metabolism of the endogenous cannabinoid AEA which is found in brain, liver, and other mammalian tissues. AEA can be used directly by COX-2 and specific PG synthase to produce ethanolamide congeners of…
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Linolein Hydroperoxides
Cayman ChemicalLinolein hydroperoxides are a mixture of 132 possible isomers of mono-, di-, and tri-hydroperoxides produced from the autoxidation of trilinolein. Autoxidation of linoleic acid containing triglycerides (for example, trilinolein) in vivo could result in the formation of these hydroperoxides. Unlike…
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13(S)-HODE-biotin
Cayman Chemical13(S)-HODE is the LO metabolite of linoleic acid. 13(S)-HODE modulates the PAF, LTB4, and fMLP-induced calcium influx in human PMNL. The mechanism by which 13(S)-HODE elicits its inhibitory effect is still unclear. The use of biotinylated 15(S)-HETE as a probe for detecting binding proteins and/or…
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Stearidonic Acid ethyl ester
Cayman ChemicalAn ester of the free acid that is less water soluble, but more amenable for the formulation of stearidonate-containing diets and dietary supplements.
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cis-4,10,13,16-Docosatetraenoic Acid methyl ester
Cayman Chemicalcis-4,10-13,16-Docosatetraenoic acid methyl ester is a long chain PUFA. It is a minor fatty acid component of rat testis lipids. The methyl ester is a neutral, more lipophilic form of the free acid.
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ß-Nicotyrine
Cayman ChemicalAn alkaloid metabolite of nicotine as well as a major product of its pyrolysis; binds comparably to CYP2A6 and CYP2A13 (Kis = 7.5 and 5.6 µM, respectively), but appears to more effectively inactivate CYP2A6.
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(S)-(+)-Docosahexaenyl-2'-Hydroxy-1'-Propylamide
Cayman ChemicalA homolog of DHEA, characterized by the addition of an (S)-β-methyl group at the terminal ethanolamine carbon.
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5-Iodotubercidin
Cayman ChemicalInitiates glycogen synthesis in hepatocytes by causing inactivation of phosphorylase a and activation of glycogen synthase a (maximal effects with ~20 µM Itu); potent inhibitor of ERK2 (Ki = 525 nM).
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Thioetheramide-PC
Cayman ChemicalThioetheramide-PC is a structurally modified phospholipid that functions as a competitive, reversible inhibitor of sPLA2. The IC50 value for thioetheramide-PC is 2 µM at a substrate concentration of 0.5 mM. In addition to binding to the catalytic site of sPLA2, thioetheramide-PC…
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DAN-1 EE (hydrochloride)
Cayman ChemicalDAN-1 EE is a fluorescent indicator for the bioimaging of NO. DAN-1 EE is a cell permeable derivative of DAN, a molecule which has been used extensively in the quantitation of nitrate and nitrite using fluorescence spectroscopy. Upon entry into the cell, DAN-1 EE is transformed into the less cell…
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N-Arachidonoyl-L-Serine
Cayman ChemicalAn endocannabinoid analog that does not bind to CB1, CB2, or TRPV1; at 5 mg/kg antagonizes the hypotensive effects of a 10 mg/kg IV bolus of abnormal cannabidiol (Abn-CBD) in an anesthetized rat blood pressure model; relaxes isolated rat mesenteric arteries and abdominal aorta, and increases the…
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L-902,688
Cayman ChemicalA potent and selective agonist of the human PGE2 receptor, EP4 with a Ki value of 0.38 nM and an EC50 value of 0.6 nM; induces thermal hyperalgesia when injected into guinea pig forepaw and increases vasodilation of human pulmonary vein.
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PPHP
Cayman ChemicalPPHP is a substrate for the measurement of peroxidase enzymes. PPHP has been used to quantitate the peroxidase activity of COX-1 and COX-2.
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13(S)-HpOTrE(y)
Cayman ChemicalA monohydroperoxy PUFA produced by the action of 15-LO on γ-linolenic acid.
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Iberin
Cayman ChemicalA natural isothiocyanate which induces the expression of phase II detoxification enzymes and activates Nrf2, promoting the expression of antioxidant and phase II genes; acts as a quorum sensing inhibitor, blocking acyl-homoserine lactone signaling in P. aeruginosa without affecting growth…
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2-Oleoyl Glycerol
Cayman ChemicalA natural monoacylglycerol that is metabolized by monoacylglycerol lipase; an agonist of GPR119 (EC50 = 2.5 µM), stimulating the release of glucagon-like peptide-1 from intestinal L-cells.
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a-Tocotrienol
Cayman ChemicalThe four tocopherols (α, β, .delta., and γ) and four tocotrienols (α, β, .delta., and γ) are forms of vitamin E, which is known for its antioxidant activity. Tocotrienols are found at high concentrations in palm oil and rice bran. Recent studies show tocotrienols…
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15(S)-Fluprostenol
Cayman Chemical(+)-15(R)-Fluprostenol isopropyl ester is a prodrug (Travoprost) which is converted by esterase enzymatic activity in the cornea to yield the corresponding free acid. The free acid, (+)-15(R)-fluprostenol, is a potent FP receptor agonist. The 15(R)-epimers of most PGs are about 100 times less…
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R-1 Methanandamide Phosphate
Cayman ChemicalA water soluble prodrug analog of AEA with similar activity to that of AEA in the growth inhibition of C6 glioma cells; also a structural variant of LPA, however, its effects on the various LPA receptors have not been tested.
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5(Z),11(Z),14(Z)-Eicosatrienoic Acid
Cayman Chemical5(Z),11(Z),14(Z)-Eicosatrienoic acid is a PUFA found in various natural sources including maritime pine (Pinus pinaster) seed oil (MPSO), gymnospermae leaves and seeds, and freshwater gastropods. A diet containing MPSO lowered HDL and ApoA1 levels in transgenic mice expressing human ApoA1. MPSO was…
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(S)-a-Methylbenzyl Ricinoleamide
Cayman ChemicalA fatty acid amide derived from ricinoleic acid and methyl benzylamine that demonstrates potent growth inhibition of glioma (U251), breast (MCF-7), ovarian (NCI-ADR/RES and OVCAR-3), kidney (786-0), non-small cell lung (NCI-H460), and prostate (PC-3) cancer cells with a mean GI50 value of 6.9 µM.
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Oleoyl Serotonin-d17
Cayman ChemicalAn internal standard for the quantification of oleoyl serotonin by GC- or LC-MS.
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(R)-(-)-Docosahexaenyl-2'-Hydroxy-1'-Propylamide
Cayman ChemicalA homolog of DHEA, characterized by the addition of an (R)-β-methyl group at the terminal ethanolamine carbon.
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Oleyloxyethyl Phosphorylcholine
Cayman ChemicalOleyloxyethyl phosphorylcholine is an inhibitor of PLA2 with an IC50 value of 6.2 µM for porcine pancreatic PLA2.
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Oleoyl Ethanolamide-d4
Cayman ChemicalAn internal standard for the quantification of OEA by GC- or LC-MS.