Metabolism

11(Z),14(Z),17(Z)-Eicosatrienoic acid methyl ester is the ester derivative of 11(Z),14(Z),17(Z)-eicosatrienoic acid, identified within lipid-producing microalgae Nannochloropsis, as well as in diesel-contaminated soils and residential wastewater.

SHP2-IN-18 (compound 183) is a potent SHP2 inhibitor, exhibiting an IC50 of 3 nM and applicable to glioblastoma research [1].

Cis-13-Octadecenoic acid, a monounsaturated fatty acid, is identified in bovine milk fat.

ATX inhibitor 21 is a potent inhibitor of ATX (IC50: 3490 nM).

6,9,12,15-Hexadecatetraenoic acid-ethyl ester, an n-1PUFA, demonstrates oral activity and has been shown to lower plasma triglyceride levels in mice when

3β,5α,6β-Trihydroxycholanic acid, a metabolite derived from 5α,6β-dihydroxycholestanol, exhibits elevated levels in dried blood spots of patients diagnosed with Niemann-Pick disease type C, a neurodegenerative disorder characterized by the accumulation of cholesterol and sphingolipids in lysosomes.

C2 Dihydro Ceramide (d18:0/2:0) (C2 Dihydroceramide) is a ceramide that is a precursor of ceramide synthesis and stimulates ABCA1-mediated cholesterol efflux.

1,2-Dioleoyl-3-α-linolenoyl-rac-glycerol, a triacylglycerol, features oleic acid at the sn-1 and sn-2 positions and α-linolenic acid at the sn-3 position. This compound has been identified in the fat body of male B. lapidarius bumblebees.

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

4-Methylumbelliferyl-α-D-Glucopyranoside (4MU-αGlc) is a fluorescence substrate for α-glucosidase, serving as a biomarker for Fabry disease and Pompe disease

2-Myristyldistearin (SMS), a triacylglycerol comprising myristic acid and stearic acid [1], showcases its intricate structural composition.

(2E,9Z)-Octadeca-2,9-dienoic acid, a polyunsaturated fatty acid, is utilized in the study of lipoxygenase-dependent metabolism [1].

Lansoprazole N-oxide is a potential impurity in lansoprazole bulk preparations, identified as a degradation product under acidic or basic conditions. This compound is related to lansoprazole, a proton pump inhibitor.

Windaus ketone functions as a vitamin D (VD) synthesis inhibitor.

11β-Prostaglandin F2αethanolamide (11β-PGF2α-EA), posited as the hepatic metabolite derived from PGD2-EA during COX-2 metabolism of AEA—an endogenous cannabinoid present in brain, liver, and various mammalian tissues—is synthesized directly from AEA via COX-2 and specific prostaglandin synthase, leading to ethanolamide versions of classical prostaglandins. Additionally, PGD2-EA formation occurs in activated RAW 264.7 cells upon AEA treatment.

1a,1b-Dihomo Prostaglandin F2α (1a,1b-dihomo PGF2α), a hypothetical product of adrenic acid in the COX pathway, is predominantly synthesized in the renal medulla, reflecting the selective distribution of adrenic acid in this region.

14S(15R)-EET methyl ester, an oxylipin derived from arachidonic acid through cytochrome P450 metabolism, demonstrates specific biological activities. It exhibits affinity for isolated guinea pig monocytes, evidenced by a competitive binding assay with a Ki value of 612.5 nM using [3H]14(15)-EET. This compound notably enhances the dilation of precontracted isolated canine epicardial arterioles (EC50= 4 pM) and denuded porcine subepicardial arterioles (EC50= 3 pM), indicating potent vasodilatory effects. Unlike its isomer 14R(15S)-EET, 14S(15R)-EET methyl ester does not inhibit COX activity in enzyme assays or affect isolated platelets, highlighting its distinct functional profile.

Enteropeptidase-IN-1: orally active, potent inhibitor, low systemic exposure, for anti-obesity research.

MK-8666, a partial GPCR agonist targeting GPR40, may treat type 2 diabetes by enhancing insulin secretion and lowering glucose safely.

12(Z),15(Z)-Heneicosadienoic acid, an ω-6 very long-chain polyunsaturated fatty acid, serves as a positional isomer of heneicosadienoic acid, which is scarcely found in living organisms.