Biologically Active Small Molecules, Cayman Chemical, 25 µg
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Maresin 2
Cayman ChemicalA 13R,14S-dihydroxy DHA formed by recombinant human macrophage 12-LO and sEH co-incubated with DHA; reduces neutrophil infiltration in a mouse model of peritonitis and enhances human macrophage phagocytosis of zymosan A.
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Leptomycin B
Cayman ChemicalA potent anti-fungal antibiotic that can directly block nuclear transport by inhibiting the action of CRM1.
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Cylindrospermopsin
Cayman ChemicalA cyanobacterial toxin that targets protein and glutathione synthesis in hepatocytes (IC50s = 1.3 and 2.4 µM, respectively), inhibits uridine monophosphate synthase complex activity (Ki = 10 µM), and induces DNA damage.
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20-hydroxy N-Arachidonoyl Taurine
Cayman ChemicalA potential cytochrome P450 metabolite of N-arachidonoyl taurine that may activate TRPV1 and TRPV4.
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15(R)-HEDE
Cayman Chemical15(R)-HEDE is isolated by the chromatographic resolution of (±)15-HEDE. There are no reports of biological activity associated with 15(R)-HEDE in the literature.
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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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(±)11(12)-DiHET
Cayman ChemicalThe diol resulting from the sEH opening of (±)11(12)-EET; contracts artery rings with approximately 70% of the magnitude of (±)11(12)-EET.
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11-trans Leukotriene D4
Cayman Chemical11-trans LTD4 is a C-11 double bond isomer of LTD4. LTD4 undergoes slow temperature-dependent isomerization to 11-trans LTD4 during storage. 11-trans LTD4 retains about 10-25 % of the potency for contraction of guinea pig ileum, trachea and parenchyma compared to LTD4. It exhibits an ED50 ranging…
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13,14-dihydro-15-keto-tetranor Prostaglandin F1ß
Cayman ChemicalA major urinary metabolite of PGE2 that is excreted in guinea pig urine at a concentration range of 1.34-2.74.
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16(R)-HETE
Cayman ChemicalA minor CYP450 metabolite of arachidonic acid that stimulates vasodilation of rabbit kidney.
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Lipoxin B4
Cayman ChemicalA positional isomer of LXA4 produced by the metabolism of 15-HETE or 15-HpETE by human leukocytes; inhibits PMV migration stimulated by LTB4 at a concentration of 10-7 M and inhibits LTB4-induced adhesion of PMNs with an IC50 value of ~3 x 10-10 M.
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17-trans Prostaglandin E3
Cayman Chemical17-trans PGE3 is an isomer of PGE3 which could theoretically result from the COX metabolism of dietary trans-fatty acids. There are no published reports on the biological activity of this compound.
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8(S)-HETrE
Cayman Chemical8(S)-HETrE is a monohydroxy PUFA produced by rabbit neutrophil lipoxygenase when DGLA is used as a substrate. Although the biological activities of 8(S)-HETrE have not been well characterized, it is expected to behave similarly to 8(S)-HETE.
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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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(±)9-HETE
Cayman Chemical(±)9-HETE is one of the six monohydroxy fatty acids produced by the non-enzymatic oxidation of arachidonic acid. The individual R and S isomers of racemic HETEs have been separated and identified using chiral phase HPLC. The racemic HETEs have been quantified as an index of lipid…
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tetranor-12(S)-HETE
Cayman ChemicalMajor β-oxidation product resulting from peroxisomal metabolism of 12(S)-HETE
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15(R)-Lipoxin A4
Cayman ChemicalAn aspirin-triggered lipoxin that inhibits LTB4-induced chemotaxis, adherence, and transmigration of the neutrophils with twice the potency of LXA4 demonstrating activity in the nM range.
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KT 5823
Cayman ChemicalA potent, selective inhibitor of PKG (in vitro IC50 = 234 nM); cell-permeable and often used in intact cells to assess the role of PKG in signaling.
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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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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 1,2,3,4,5-13C
Cayman ChemicalAn isotopically enriched form of a PUFA with carbon-13 occurring at positions 1, 2, 3, 4, and 5; used to study metabolic processes related to arachidonic acid by means of mass spectrometry.
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Leukotriene A3 methyl ester
Cayman ChemicalBiosynthesis of LTA3 occurs from 5,8,11-eicosatrienoic acid via the 5-LO pathway{689} and it is the putative intermediate in the biosynthesis of 3-series leukotrienes. LTA3 as a free acid is highly unstable. The methyl ester is stable and can be readily hydrolyzed to the free acid as needed.
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19(R)-HETE
Cayman ChemicalA major CYP450 metabolite of arachidonic acid that is released from the kidney in response to angiotensin II; a potent vasodilator of renal preglomerular vessels; blocks 20-HETE-induced vasoconstriction of renal arterioles at 1 µM.
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(±)8-HETE
Cayman Chemical(±)8-HETE is one of the six monohydroxy fatty acids produced by the non-enzymatic oxidation of arachidonic acid.
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6-trans Leukotriene B4
Cayman ChemicalA non-enzymatic hydrolysis product of LTA4 with reduced activity compared to LTB4; also produced by oxidative decomposition of CysLTs such as LTC4 in the presence of myeloperoxidase and hypochlorous acid.
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5(S)-HETrE
Cayman Chemical5(S)-HETrE is produced by the action of 5-LO when mead acid is the substrate. There are no literature reports of the biological activity or further metabolic fate of 5(S)-HETrE.
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(±)14(15)-EpEDE
Cayman ChemicalAn EpEDE acid formed from DGLA, either by a strong oxidizing agent or by cytochrome P450 epoxygenases; biological properties are poorly understood.
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tetranor-PGDM
Cayman ChemicalA major metabolite of PGD2 found in human and mouse urine at levels of approximately 1.5 and 8.1 ng/mg creatinine, respectively.
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(±)18-HETE
Cayman ChemicalThe racemic version of a CYP450 metabolite of arachidonic acid that dose-dependently stimulates vasodilation of the rabbit kidney.
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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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(±)11-HETE
Cayman ChemicalOne of the six monohydroxy fatty acids produced by the non-enzymatic oxidation of arachidonic acid.
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15(S)-HETE Ethanolamide
Cayman ChemicalLess potent than AEA (Item No. 90050) at the CB1 receptor (Ki = 600 versus 90 nM); inhibits FAAH.