Lipids

Applications An epoxy fatty acid found in Pneumocystis carinii lipids.
References Gibson, G., et al.: Xenobiotica, 19, 1123 (1989), Pellegrini, L., et al.: Plant Physiol., 103, 509 (1993), Scheller, U., et al.: J. Biol. Chem., 273, 32528 (1998), Tijet, N., et al.: Biochem. J., 332, 583 (1998),

Applications Perhydrofarnesyl Acetone is used as a flavor and fragrance agent, it is often used in jasmine compositions.
References Toda, H. et al.: Dev. Food Sci., 17, 181 (1988); Maggi, F. et al.: Food Chem., 113, 216 (2009); Maggi, F. et al.: Chem. Biodiv., 8, 2057 (2011);

Applications Glyceryl Triheptadecanoate is used in cosmetics that stimulates the growth of hair and skin.
References Adachi, K., et al.: Eur. Pat. Appl. (1985), EP 129778 A2 19850102.; Jpn. Kokai Tokkyo Koho (1984), JP 59027809 A 19840214

Applications Dehydroabietal is an essential oil and found in the composition of seed extractives from various Abies and Picea species.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Falsca, A., et al.: Biochem. Syst. Ecol., 69, 166-175 (2016); Wajs-Bonikowska, A., et al.: Chem. Biodivers., 13, 1194-1201 (2016)

Applications Taurocholic Acid Sodium Salt Hydrate is a choleretic; Its sodium salt is a lipase accelerator. Also used as a method for the quantitation of conjugated bile acids in dried blood spots using electrospray ionization-mass spectrometry.
References Mills, K.A., et al.: Pedatric Res., 43, 3 (1998).

Applications Methyl 9,10-dihydroxystearate is a component of Cardamin impatiens seed oil.
References Mikolajczak, K. L., et al.: J. Am. Oil. Chem. Soc., 42, 939 (1965);

Stability Light Sensitive
Applications 1,2-Dioleoyl-rac-glycerol is an analog of 1,3-Dioleoylglycerol (D484210) which is used in the synthesis of amphiphilic gadolinium complexes as MRI contrast agents.
References Accardo, A., et. al.: J. Mater. Chem. B., 1, 617 (2013)

Stability Hygroscopic
Applications A derivative of Deoxycholic acid (DC); the bile acid nor-DC showed considerable and continuing efflux into the perfusate; this involved mostly the unchanged acid. Nor-DC was not amidated but was metabolized to mostly ester glucuronides and hydroxylated derivatives.
References Haslewood, G., et al.: Biochem. J., 62, 637 (1956), Clayton, L. M., et al.: J. Pharmacol. Exp. Therap., 248, 1130 (1989), Aggarwal, S., et al.: Steroids, 57, 107 (1992), Batta, A., et al.: J. Lipid Res., 33, 1403 (1992),

Stability Hygroscopic, Temperature Sensitive
Applications 1,2-Diacetin is a derivative of Triacetin (T720850) which is used as a food additive and flavorings. Triacetin can be used as an excipient in pharmaceutical products where it is used as a humectant, a plasticizer, and as a solvent. Triacetin can also be used as a fuel additive as an antiknock agent.
References Mouret, A., et al.: Green Chem., 16 (1), 269 (2014); Snejdrova, E., et al.: Inter. J. Pharma., 458, 282 (2013)

Applications 1-Palmitoyl-2-oleoyl-sn-glycero-3-phospho-(1'-rac-glycerol) Sodium Salt is useful for various surfactant applications.
References Mansour, H., et al.: J. Pharm. Sci., et al.: 96, 377 (2006); Dudia, A., et al.: Nano Lett., 8, 1105 (2008)

Applications Stearoylcholine Chloride is used in the preparation of a viscoelastic-based surfactant as an oil displacement agent. Cationic lipid.
References Wang, K. et al.: RSC Adv., 6, 38437 (2016); Tarafdar, P. et al.: J. Phys. Chem., 117, 990 (2013);

Applications Phosphorylethanolamine is used in the synthesis of Sphingomyelin, a type of sphingolipid found in animal cell membrane.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Myller, A.T. et al.: Appl. Surf. Sci., 257, 1616 (2010);

Applications The sodium salt hydrate form of rac-Glycerophosphoric acid (G601598), which is a useful research chemical found in bacterial communities.
References Wang, K.; et al.: Journal of Hazardous Materials, 360, 471 (2018).

Applications 5α-Cholestan-3β-ol is a carbon stanol formed from biohydrogenation of Cholesterol (C432501) in the gut. Studies have also examined the conversion of 5α-Cholestan-3β-ol catalyzed by 3-β-hydroxysteroid dehydrogenase of rat liver.
References Serizawa, S., et al.: J. Biochem., 92, 547 (1982); Shefer, S., et al.: J. Lipid. Rsch. 7, 763 (1966);

Applications Ursodeoxycholic Acid (U850000) derivative. 24-norUrsodeoxycholic acid is superior to Ursodeoxycholic acid in the treatment of sclerosing cholangitis in Mdr2 (Abcb4) knockout mice.
References Seedorf, U., et al.: J. Biol. Chem., 269, 21277 (1994), Stolowich, N., et al.: Biochemistry, 36, 1719 (1997),

Applications A metabolite of Sertraline. N-Desmethyl sertraline is significantly less active analogue as compared to the methylated compound, Sertraline.
References Welch, W.M., et al.: J. Med. Chem. 27, 1508-1515 (1984)

Stability Temperature Sensitive
Applications Cell permeable lipid shown to mimic the effect of tumor-promoting phorbol diesters on mitogenesis and EGF binding and action in intact cells.
References Davis, R.J.: J. Biol. Chem., 250, 1562 (1985), Ferro, T.J., et al.: Am. J. Physiol., 264, L7 (1993), Natarajan, V., et al.: J. Lab. Clin. Med., 121, 337 (1993)

Applications C20 Dihydroceramide (cas# 121459-06-1) is a compound useful in organic synthesis.

Stability Temperature Sensitive. This compound can rearrange to the 1,3-isomer in solutio
Applications Activator of phospholipid-dependent protein kinase C; and stimulator of secretion and aggregation in blood platelets.x
References Nature, 306, 487 (1983), J. Biol. Chem., 258, 6701 (1983), Biochem. Biophys. Res. Comm., 115, 383 (1983), Benz, I., et al.: J. Membr. Biol., 130, 183 (1992), Haeffner, E.W., et al.: J. Lipid Mediat., 5, 237 (1992), Florin-Christensen, J., et al.: Biochem. J., 289, 783 (1993)

Applications 10-Hydroxy-2-decenoic acid

Applications 14,15-Dehydro Triamcinolone Acetonide is a derivative of Triamcinolone acetonide. A corticosteroid.

Applications May be used as a negative control for C2 Ceramide.
References Bielawska, A., et al.: J. Biol. Chem., 268, 26226 (1993)

Stability Temperature Sensitive
Applications A biologically active, cell permeable, but nonphysiologic ceramide analog. It induces phosphorylation on Thr-669 in A-431 cells by stimulation of ceramide-activated protein kinase. It stimulates IL-2 secretion and induces apoptosis.
References Mathias, S., et al.: Proc. Natl. Sci. USA, 88, 10009 (1991), Mathias, S., et al.: Science, 259, 519 (1993), Jarvis, W.D., et al.: Proc. Natl. Acad. Sci. USA, 91, 73 (1994)

Applications (E)-2-Octenoyl-L-carnitine Inner Salt is an L-carnitine metobolite which are often used to diagnose specific inherited metabolic diseases especially glucose related ones.
References Yang, S. et l.: J. Chrom. B., Anal. Tech. Biomed. Life Sci., 857, 251 (2007); Anderson, K. et al.: Mol. Endocrinol., 26, 281 (2012);

Applications Amphiphilic molecule used in the synthesis of artificial cell membranes for diagnostics and therapeutics.
References Deckert, A.A., et al.: Langmuir, 11, 643 (1995); Charych, D., and Nagy, J.O.: Chemtech, 26(9), 24 (1996); Pan, J.J. and Charych, D.: Langmuir, 13, 1365 (1997)

Applications (9Z,11E) Methyl Ester 9,11-Octadecadienoic Acid is a fatty acid methyl ester that can be found in olive leaves and in suet oil.
References Jiang, J., et al.:Int. J. Mol. Sci., 16, 2864 (2015); Xie, Pu., et al.: Linchan Huaxue Yu Gongye, 34, 97 (2014)

Applications Laurocapram is a useful intermediate.

Impurity Lovastatin EP Impurity E; Lovastatin USP Related Compound A
Applications 4a,5-Dihydro Lovastatin (Lovastatin EP Impurity E; Lovastatin USP Related Compound A) is an impurity in Lovastatin (L472225) bulk drug.
References Bone, E.A., et al.: Bioorg. Med. Chem. Lett., 2, 223 (1992), Houck, A., et al.: Talanta, 40, 491 (1993),

Applications Bodipy C12-Ceramide is a fluorescent substrate used for enzyme assays.
References Arbeloa, T.L., et al.: Chem. Phys. Lett., 299, 315 (1999); Drummen, G.P.C., et al.: Free Radical Biol. Med., 33, 473 (2002),

Applications An impurity of Calcitriol (C144500). The trans isomer of Calcitriol.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Myrtle, J.F., et al.: J. Biol. Chem., 245, 1190 (1970), Lawson, D.E.M., et al.: Nature, 230, 228 (1971), Norman, A.W., et al.: Science, 173, 51 (1971), Suda, T., et al.: Vitamins, 45, 175 (1972), Muindi, J.R., et al.: Clin. Pharmacol. Ther., 72, 648 (2002),

Applications A metabolite of Hydroxycholesterol and Hydroxysitosterol.
References Setchell, K., et al.: J. Clin. Invest., 102, 1690 (1998), Song, C., et al.: Endocrinology, 141, 4180 (2000), Bjorkhem, I., et al.: J. Biol. Chem., 276, 37004 (2001), Edwards, P., et al.: J. Lipid Res., 43, 2 (2002),

Applications A metabolite of Cholesterol (C432501).
References Smith, L.L. et al.: J. Am. Chem. Soc., 100, 6206 (1978); Smith, L.L. & Kulig, M.J.: J. Am. Chem. Soc., 98, 1027 (1976); Fieser, L.F. & Stevenson, R.: J. Am. Chem. Soc., 76, 1728 (1954)

Applications Dehydro Androsterone is an Androsterone (A637535) analogue.
References Amann, R., et al.: Life Sci., 49, 849 (1991), Bevan, S., et al.: Br. J. Pharmacol., 107, 544 (1992), Baulieu, E., et al.: J. Clin. Endocrinol. Metab., 81, 3147 (1996),

Applications Glycine conjugated Hyodeoxycholate, facilitates the biological transport of Hyodeoxycholate within the intestine
References Yang, L., et al.: Chem. Res. Toxicol. 21, 2280 (2008), Sato, H., et al.: J. Med. Chem., 51, 4849 (2008), Gnewuch, C., et al.: World J. Gastroenterol., 15, 3134 (2009),

Applications A lipid biomarker for stable and unstable heart disease.
References Gaziano, J., et al.: Circulation, 96, 2520 (1997), Thomas, A., et al.: Anal. Chem., 82, 6687 (2010),

Stability Light Sensitive
Applications all-trans-Retinyl Stearate is used for the preparation of cosmetic and dermatological compositions.
References Marchetti, M., et al.: Drug Metab. Dispos., 25, 637 (1997), Barua, A., et al.: Mol. Biotechnol., 10, 167 (1998), Liu, L., et al.: J. Biol. Chem., 280, 40226 (2005),

Applications Glyceryl Monothioglycolate is used as an ingredient of hair permanent wave-setting or straightening agents.
References Kuzuhara, A.: Jpn. Kokai Tokkyo Koho (2013), JP 2013249274 A 20131212.; Savaides, A., et al.: U.S. Pat. Appl. Publ. (2014), US 20140261518 A1 20140918

Applications A sterol, similar to cholesterol and is a substrate for the sterol 27-hydroxylase enzyme in the bile salt synthetic pathway. The accumulation of this compound in urine can manifest as jaundice or, in more extreme cases, is a sign of Xanthomatosis.
References Honda, A., et al.: J. Biol. Chem., 276, 34579 (2001), Krasowski, M., et al.: Mol. Endocrinol., 19, 1720 (2005), Mast, N., et al.: Biochem., 45, 4396 (2006),

Stability Store at -20°C
Applications 1-Palmitoyl-2-oleoyl-rac-glycerol is a monounsaturated diacylglycerol used to increase the activity of the ARF1 GTPase-activating protein on membrane-bound ARF1GTP.
References Antonny, B., et al.: J. Biol. Chem., 272, 30848 (1997)

Applications A metabolite in human hepatic bile. A lithocholic acid analog that inhibit sialyltransferase.
References Ishikawa, H., et al.: J. Lipid. Res., 40, 1920 (1999), Gustafsson, U., et al.: Eur. J. Clin. Invest., 30, 1099 (2000), Gowda, G., et al.: Lipids, 41, 591 (2006), Lindon, J., et al.: Pharm. Res., 23, 1075 (2006),

Applications A phytosterol content in plant food which showed hypocholesterolemic and hypotriglyceridemic effects in hypercholesterolemic overweight volunteers. Used in the treatment of metabolic disorders.
References Kasamo, K., et al.: Plant Physiol., 93, 1049 (1990), Davey, M., et al.: J. Sci. Food Agric., 80, 825 (2000), Nomura, T., et al.: J. Biol. Chem., 280, 17873 (2005), Matos, L., et al.: Food Chem., 102, 406 (2007),

Applications The major sphinganine from the ceramides phospholipids of Bacteroides melaninogenicus as arachidonate cascade inhibitor and blood platelet aggregation inhibitor.
References Dennis, R., et al.: Eur. J. Biochem., 146, 51 (1985), Dennis, R., et al.: J. Biol. Chem., 260,, 5370 (1985), Field, K., et al.: Science, 239, 748 (1988),

Applications Fatty acid ester with glycerol from banana fruit residues as source of valuable phytosterols.
References Banskota, A., ET AL.: Biol. Pharm. Bull., 23, 456 (2000), Luo, H., ET AL.: J. Nat. Prod., 68, 94 (2005), Oliveira, L., et al.: J. Agric. Food Chem., 54, 2598 (2006), Oliveira, L., et al.: Ind. Crops Prod., 26, 163 (2007),