Lipids

Applications β-Sitosteryl Ferulate is used for purification and identification of components of γ-oryzanol in rice bran oill
References Xu, Z., et al.: J. Agric. Food Chem., 47, 2724 (1999);

Stability Hygroscopic
Applications 3-Oxo-7α,12α-hydroxy-5β-cholanoic Acid is a keto bile acid derivative.
References Bortolini, O. et al.: Tetra., 62, 4482 (2006); Bortolini, O. et al.: J. Org. Chem., 67, 5802 (2002); Iguchi, Y. et al.: Biol. Pharm. Bull., 34, 1 (2011);

Applications (S)-(-)-Canadine is a protoberberine alkaloid which potently block functional KATP channels natively expressed on midbrain dopamine neurons. Canadine is used for treatment of degenerative diseases or conditions associated with KATP channel signaling. (S)-(-)-Canadine has a strong central nervous system-depressing activity and is used in the preparation of tetrahydroprotoberberine derivatives as new antipsychotic agents.
References Sun, H. et al.: Bioorg. Med. Chem., 21, 856 (2013); Deeb, O., et al.: Chem. Biol. Drug Des., 76, 255 (2010); Sun., et al.: Br. J. Pharmcol., 158, 1302 (2009); Duchowicz, P., et al.: Bioorg. Med. Chem., 14, 5876 (2006); Yamahara, J. et al.: Chem. Pharm. Bull., 24, 1909 (1976)

Applications A metabolite of Ursodeoxycholic Acid, which is used as an anticholelithogenic.

Stability Hygroscopic
Applications (R)-Butyryl Carnitine is a potential prodrug of Carnitine, used for treating seizure disorders.
References Fei, Y., et al.: J. Biol. Chem., 275, 23707 (2000), Duran, J., et al.: J. Membr. Biol., 185, 65 (2002), Brown, A., et al.: J. Biol. Chem., 278, 11312 (2003), Gupta, N., et al.: Life Sci., 78, 2419 (2006),

Applications Glyceryl Trinonadecanoate is used in the study of Polymorphism and transformation energetics of saturated monoacid triglycerides.
References Hagemann, J., et al.: JAOCS, 60, 1123 (1983)

Applications One of two major component of bacterial Lipid A .
References Jenske, R., et al.: J. Agric. Food Chem., 56, 11578 (2008), Six, D., et al.: Biochem., 47, 8623 (2008),

Applications (2α,3β)-2,3-Dihydroxy-urs-12-en-28-oic Acid influences inflammatory gene expression regarding inflammatory bowel disease. In addition, its extracted from the plants Gentiana farreri and shows anti-tumor activity
References Mueller, D. et al.: Food Chem., 139, 339 (2013); Thilakarathna, S. et al.: Food Chem., 138, 463 (2013); Yang, A. et al.: Adv. Mat. Res., 554, 1682 (2012);

Applications (3β,5β)-3-Hydroxycholan-24-oic acid has been used for the study of the activation of β1 subunit-​containing BK channels with respect to the structure of monohydroxylated bile acids.
References Bukiya, A.N., ey al.: J. Lipid. Res., 49, 2441-2451 (2008)

Applications 8-Dehydrocholesterol is an intermediate in the synthesis of Zymostenol, which is the derivative of Zymosterol (Z701520), an sterol intermediate in the biosynthesis of cholesterol (C432501).
References Roland, E.D., et al.: J. Am. Chem. Soc., 111, 278 (1989); Echevarria, F., et al.: J. Biol. Chem., 265, 8484 (1990); Baranovskii, A.V., et al.: Russian. J. Bioorg. Chem., 28, 250 (2002); Schoenheimer, et al.: J. Biol. Chem., 105, 355 (1934);

Applications Sodium oleate (cas# 143-19-1) is a useful research chemical.

Applications Production of ceramide occurs upon hydrolysis of sphingomyelin by a specific isoform of phospholipase C, appropriately named sphingomyelinase.
References Gu, Q, et al.: Anal. Biochem., 244, 347 (1997), Perry, D.K., et al.: Trends Cardiovasc. Med., 6, 158 (1996), Clayton, R.B., et al.: J. Lipid Res., 15, 557 (1974),

Applications Cholesterol analog. Useful for treatment of hyperlipemia, arteriosclerosis, diabetes, obesity.
References Watson, K., et al.: J. Clin. Invest., 93, 2106 (1994), Wada, T., et al.: Circ. Res., 84, 166 (1999), Engelse, M., et al.: Cardiovasc. Res., 52, 281 (2001), Landis, M., et al.: J. Biol. Chem., 277, 4713 (2002),

Applications Involved in cell regulation, and transmembrane signaling. A putative lipid second messenger, connected via Protein Kinase C to the phosphatidylinositol-derived second messengers for signal transduction.
References Kratzer, B. and Schmidt, R.R.: Liebigs Ann., 955-963 (1995)

Applications (11Z)-11-Eicosenoic Acid, is a monostaturated fatty acid. The combined C20:1 isomers constitute 70% of the total fatty acid pool in jojoba seed oil isolated from plants in the Arizona desert.
References Miwa, T.K. et al.: J. Am. Chem. Soc. 48(6), 259-264 (1971).;

Applications 12-Hydroxystearic Acid is used in edible vegetable oils and organogels.
References Rogers, M. et al.: Soft. Matt., 4, 1483 (2008); Hughes, N. et al.: Trends. Food. Sci. Tech., 20, 470 (2009);

Applications A biologically active, cell permeable, but nonphysiologic ceramide analog. It stimulates protein phosphatase 2A at concentrations as low as 10 nM and activiates MAP kinase. It induces apoptosis and inhibits glycoproptein traffic by the secretory pathway.
References Liu, Z., et al.: J. Neurochem., 106, 2463 (2008), Heakal, Y., et al.: Mol. Cancer Res., 7, 724 (2009), Chen-Quay, S., et al.: J. Pharm. Sci., 98, 606 (2009), Mahdy, A., et al.: Mol. Ther., 17, 430 (2009),

Applications Labelled Sitosterol (S497050). A common sterol in plants. Isolated from wheat germ oil, corn oil. Antilipemic. Used in the treatment of prostatic adenoma.
References Tanaka, et al.: J. Biochem., 17, 483 (1933), Nigro, N.D., et al.: J. Natl. Cancer Inst., 69, 103 (1982),

Applications Allolithocholic acid is used as steroid compound as T regulatory lymphocyte modulators and uses for treatment of inflammatory or autoimmune disorders.
References Littman, D. R., et al.: PCT Int. Appl. 160pp. (2020)

Applications (R,S,R)-2-Acetyl-4-(1,2,3,4-tetrahydroxybutyl)-imidazole (THI) inhibits sphinogosine-1-phosphate (S1P) lyase for treatment of autoimmune disorders.
References Zhang, H., et al.: Tetrahedron, 69, 4041 (2013); Bagdanoff, J.T., et al.: J. Med. Chem., 53, 8650 (2010); Bagdanoff, J.T., et al.: J. Med. Chem., 52, 3941 (2009)

Applications Glycocholic Acid (cas# 475-31-0) is a useful research chemical.

Stability Hygroscopic, moisture sensitive
Applications Stearoyl L-α-Lysolecithin is an bioactive lysophosphatidylcholine derived compound found to be released by bronchial epithelial cells. Stearoyl L-α-Lysolecithin have also been utilized in the development of liposomes and michelles by drug transdermal delivery devices.
References Zhuge, Y., et al.: Allergy Asthma Immunol Res., 6, 66 (2014)

Stability Hygroscopic
Applications Decanoyl-L-carnitine Chloride is a metabolite of L-Carnitine (C184110); an essential cofactor of fatty acid metabolism. Also required for the transport of fatty acids through the inner mitochondrial membrane.
References Mitchell, M.E., et al.: Am. J. Clin. Nutr., 31, 293 (1978); Lango, R., et al.: Cardiovasc. Res., 51, 21 (2001); Vaz, F.M., et al.: Biochem. J., et al.: 361, 417 (2002); Karlic, H., et al.: Nutrition, 20, 709 (2004)

Applications A labelled cholic acid derivative as TGR5 modulator. Found in ox bile, human bile, rabbit bile, and in ox and pig gallstones.
References Brindle, J., et al.: Nat. Med., 12, 1439 (2002), Lindon, J., et al.: Biomarkers, 9, 1 (2004), Holmes, E., et al.: Cell, 134, 714 (2008),

Applications Phytantriol 74563-64-7 (cas# 74563-64-7) is a useful research chemical.

Stability Light Sensitive
Applications (5Z)​-5-​Dodecenoic acid is a fatty acid and a component of the essential oils of certain plants, such as Paeonia lactiflora Pall., and is used as biofuel.
References Liu, P.; et al.: Industrial Crops and Products, 107, 260 (2017); Xu, L.; et al.: Renewable Energy, 130, 910 (2019).

Applications A Cortisone derivative, a glucocorticoid.
References Mickelson, K., et al.: Biochemistry, 20, 6211 (1981), Westphal, U., et al.: J. Steroid Biochem., 19, 1 (1983),

Applications (-)-Maackiain (CAS# 2035-15-6) is a useful research chemical compound.

Applications A metabolite of Cholesterol. Cholesterol oxidation product having cytotoxicity effects.
References Higley, N., et al.: Food Chem. Toxicol., 22, 983 (1984), Emanuel, H., et al.: J. Food Sci., 56, 843 (1991), Kilsdonk, E., et al.: J. Lipid Res., 36, 505 (1995), Cantwell, H., et al.: Cell Biol. Toxicol., 14, 401 (1998),

Applications 10-Hydroxydecanoic Acid plays a crucial role in the cellular signal transduction in immune responses. Modulates innate immune response affecting the toll-like receptors (TLRs) which play a crucial role in the immunity and recognizing pathogen associated molecular patterns.
References Takahashi, K. et al.: Biomed. Res., 34, 205 (2013); O'Connor, S. et al.: Biomat., 34, 2710 (2013);

Applications Isodeoxycholic Acid is used for comprehensive bile acid profiling in hereditary intrahepatic cholestasis.
References Liu, T., et al.: Liver Int. 38, 1676 (2018)

Applications A triterpenoid known for its anti-inflammatory properties, is commonly present in several medicinal plants. Inhibits secretory phospholipase A2.
References Andrikopoulos, N., et al.: J. Med. Food, 5, 1 (2002), Lanteri, S., et al.: Food Chem., 76, 501 (2002), Rodriguez-Rodriguez, R., et al.: Br. J. Pharmacol., 155, 535 (2008), Sotiroudis, T., et al.: Eur. J. Nutr, 47, 69 (2008),

Applications 5β-Cholanic Acid-3α, 6β-Diol is a cholesterol derivative; Plasma lipophilic biomarkers in rats. Also, it is one of two major metabolites from the hydroxylation of hepatic lithocholic acid catalyzed by Cyp3a/Cyp3a11 enzymes in mice.
References Mayengbam, S., et al.: Eur. J. Nutr., 55, 1213-1223 (2016); Hrycay, E., et al.: Mol. Cell. Biochem., 389, 119-132 (2014)

Applications 7ß-Hydroxycholesterol-d7 is a standard used in the simultaneous measurement of F2-isoprostane, hydroxyoctadecadienoic acid, hydroxyeicosatetraenoic acid, and hydroxycholesterols in plasma and liver of hepatitis patients.
References Yoshida, Yasukazu., Analytical Biochemistry, 379, 105-115, (2008)

Applications A phytosterol found in canola oil, rapeseed oil, marine algae and shellfish. This compound has been shown to inhibit sterol Δ24-reductase, an enzyme involved in the mammalian cholesterol biosynthesis pathway.
References Bishop, G.J., et al.: Plant Cell Physiol. 42, 114, (2001), Fernandez, C., et al., Biochem. J. 366, 109 (2002),

Applications (±)-Tuberonic Acid can be used in biological activity and study for structure-activity relations of substituted, deleted or stereospecifically altered jasmonic acid in gene expression of barley leaves. It can be used and tested to find the structural requirements which induce the expression of jasmonate-responsive genes in barley.
References Miersch, O., et al.: Phytochemistry, 50, 353-361 (1998)

Applications 1-(2,4-Dihydroxyphenyl)-2-(4-hydroxyphenyl)propan-1-one is an antioxidant and also has anti cancer effects on human breast cancer MCF-7 cells and Hep3B human hepatocellular carcinoma cells.
References Choi, Eun Jeong, et al.: Mol. Med. Rep., 9(1), 328-332 (2014);Choi, Eun Jeong, et al.: Onco.Lett., 6(6), 1784-1788 (2013);Choi, Eun Jeong, et al.: Inter. J.of Mol. Med., 31(3), 726-730 (2013)

Applications Glycolithocholic Acid Sodium Salt is a bile salt and may induce calcium uptake in human erythrocytes.
References Oelberg, D.G., et al.: Hepatology, 7 245-52 (1987);

Applications (25R)-26-Hydroxy-cholest-4-en-3-one is an oxygenated sterol which has many important biological activities. (25R)-26-Hydroxy-cholest-4-en-3-one has been used as a reactant for the synthesis of other sterols.
References Li, S., et. al.: Chem. Phys. Lipids, 99, 33 (1999); Khripach, V., et. al.: Steroids, 70, 551 (2005)

Applications 24(R/S)-Hydroxycholesterol-d7 is used in the study of biochemical methods for quantitative detection of steroids containing quantitative charge tags and oxidizing agents and using mass spectroscopy for detection.
References Groffoths, Williams., US 20150233953, (2015)

Applications It is a potent and selective human CYP2C19 inhibitor.
References Suzuki, H., et al.: Drug Metab. Dispos., 30, 235 (2002), Robert, L., et al.: Drug Metab. Dispos., 31, 343 (2003),