Biologically Active Small Molecules, UN1170
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2,3-dinor-11ß-Prostaglandin F2a
Cayman ChemicalKey urinary metabolite of PGD2; represents approximately 1% and 4% of the infused radiolabeled dose in monkeys and humans, respectively.
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Hydroxy Linoleins
Cayman ChemicalHydroxy linoleins are a mixture of 132 possible isomers of mono-, di-, and tri-hydroxy compounds produced by the autoxidation of trilinolein and subsequent reduction of the hydroperoxides. Autoxidation of linoleic acid containing triglycerides (i.e., trilinolein) in vivo could result in the…
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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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13(S)-HpOTrE(y)
Cayman ChemicalA monohydroperoxy PUFA produced by the action of 15-LO on γ-linolenic acid.
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(±)11-HETE
Cayman ChemicalOne of the six monohydroxy fatty acids produced by the non-enzymatic oxidation of arachidonic acid.
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Resolvin E1
Cayman ChemicalA proposed anti-inflammatory EPA metabolite that has been shown to promote inflammatory resolution in numerous disease models, including experimental colitis, asthma, atherosclerosis, type 2 diabetes, and HSV-1-induced stromal keratitis.
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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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Resolvin D3
Cayman ChemicalA DHA-derived product first identified in mouse inflammatory exudates; reduces neutrophil infiltration in vivo in both mouse peritonitis and dermal inflammation; enhances macrophage phagocytosis and efferocytosis.
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Primary COX and LOX LC-MS Mixture
Cayman ChemicalFeatures Each vial contains a mixture of standards packaged in amber ampules purged with argon >1 ml provided at the concentration specified in the insert Designed for direct snap and inject use in mass spectrometry applications Ideally suited for method development and as a…
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(±)-Jasmonic Acid
Cayman ChemicalA plant growth regulator involved in the signaling mechanisms for a variety of conditions including plant defense, wound healing, tuberization, fruit ripening, and senescence.
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PAF C-18:1
Cayman ChemicalA naturally occurring phospholipid produced by cells upon inflammatory stimulation; less potent than PAF C-16 and PAF C-18 in the induction of neutrophil chemotaxis, but is equipotent to PAF C-16 and PAF C-18 in promoting eosinophil migration.
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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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17-keto-7(Z),10(Z),13(Z),15(E),19(Z)-Docosapentaenoic Acid
Cayman ChemicalA metabolite of lipoxygenase-mediated oxidation of DPA; activates Nrf2-dependent antioxidant gene expression, acts as a PPARγ agonist (EC50 = ~200 nM), and inhibits pro-inflammatory cytokine and nitric oxide production at biological concentration ranges (5-25 µM).
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Eicosapentaenoyl Ethanolamide
Cayman ChemicalAn N-acylethanolamide that inhibits dietary-restriction-induced lifespan extension in wild type and TOR pathway mutant nematodes; also has anti-inflammatory properties, suppressing the expression of IL-6 and MCP-1 in 3T3-L1 adipocytes in response to lipopolysaccharide.
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ß-Tocotrienol
Cayman ChemicalAn isomer of Vitamin E that has less potent antioxidant properties than α-tocotrienol.
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13,14-dihydro-19(R)-hydroxy Prostaglandin E1
Cayman Chemical13,14-dihydro-19(R)-hydroxy PGE1 is the theoretical metabolite of 13,14-dihydro PGE1 by ω-1 hydroxylase. There are no known reports on its biosynthesis or biological activity.
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(±)11(12)-EpETE
Cayman ChemicalAn epoxygenase pathway product produced from EPA by CYP450 both in vitro and in vivo; its effects of remain to be determined.
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5-trans Fluprostenol isopropyl ester
Cayman ChemicalTravoprost is the Alcon trade name for fluprostenol isopropyl ester, an F-series prostaglandin analog which has been approved for use as an ocular hypotensive drug. Fluprostenol isopropyl ester is a prodrug which is converted by esterase enzymatic activity in the cornea to yield the corresponding…
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(±)14(15)DiHET-d11
Cayman ChemicalAn internal standard for the quantification of (±)14(15)-DiHET by GC- or LC-MS.
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(±)11(12)-EET-d11
Cayman ChemicalAn internal standard for the quantification of ±11(12)-EET by GC- or LC-MS.
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Linoleic Acid
Cayman ChemicalLinoleic acid is an essential fatty acid and one of the most abundant PUFAs in the western diet. Deficiencies in linoleic acid are linked to defective wound healing, growth retardation, and dermatitis. Linoleic acid is metabolized by 15-LO in both plants and animals to form 9- and 13-HODE.
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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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13,14-dihydro-15-keto-tetranor Prostaglandin D2
Cayman ChemicalA potential metabolite of PGD2, presumably produced from the known metabolite 13,14-dihydro-15-keto PGD2.
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Arachidonic Acid
Cayman ChemicalKeystone essential fatty acid that is converted by COX, LO, and epoxygenase enzymes into more than 150 potent metabolites in species ranging from fungi to plants to mammals.
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5-iPF2a-VI
Cayman ChemicalIsoprostanes are prostaglandin (PG)-like products of free-radical induced lipid peroxidation. Although the isoprostanes derived from arachidonic acid are the best characterized, many other polyunsaturated fatty acids can form isoprostanes. iPF2α-VI is one of dozens of possible stereo- and…
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Oleoyl Serotonin
Cayman ChemicalA hybrid molecule patterned after N-arachidonoyl serotonin; inhibits capsaicin-induced TRPV1 channel activation (IC50 = 2.57 μM) without blocking FAAH-mediated hydrolysis of arachidonoyl ethanolamine (IC50 > 50 μM).
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(±)10(11)-EpDPA
Cayman ChemicalA DHA epoxygenase metabolite detected in rat brain and spinal cord, as well as human serum, that acts as a substrate for sEH (Km = 5.1 µM); demonstrates antihyperalgesic activity in inflammatory and neuropathic pain models and potently inhibits angiogenesis and tumor growth in in vitro assays.
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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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Docosatrienoic Acid
Cayman ChemicalDocosatrienoic acid is a rare ω-3 fatty acid not readily detected in normal phospholipid PUFA pools. It inhibits [3H]-LTB4 binding to pig neutrophils at a concentration of 5 µM.
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(S)-(-)-Linoleyl-1'-Hydroxy-2'-Propylamide
Cayman ChemicalA homolog of LOEA, characterized by the addition of an (S)-α-methyl group at the methylene carbon adjacent to the amide nitrogen.