Lípidos

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),

Stability Hygroscopic
Applications 20(S)-Ginsenoside Rg2 is used as an aldose reductase inhibitor and my exert anti-inflammatory and immunomodulatory activity. It exists as a bioactive metabolite of the ginsenoside component of Panax ginseng.
References Cho, K. et al.: Biomol. Ther., 22, 55 (2014); Fatmawati, S. et al.: Bioorg. Med. Chem. Lett., 24, 4407 (2014);

Applications 20-HETE is a cytochrome P450 (CYP450) metabolite that may play an autacoid role in cerebral and renal vasculature.
References McGiff, J.C., et al.: Am J Physiol, 277, R607-R623 (1999);

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 Dihydrolanosterol, is a derivative of Lanosterol (L174580). It is also one of cytochrome P 450 lanosterol 14α-demethylase (CYP51), which is shown to have an important role in regulating meiosis and reproduction.
References Smiljanic, K., et. al.: Lipids, 48, 1069 (2013); Ma, L., et. al.: Food Chem., 139, 503 (2013);

Applications Polyunsaturaded fatty acid.

Applications 7-Keto Cholesterol is a metabolite of Cholesterol.
References Wang, J., et al.: Biochemistry, 43, 1010 (2004), Lemaire-Ewing, S., et al.: Cell Biol. Toxicol., 21, 97 (2005), Fuda, H., et al.: J. Lipid Res., 48, 1343 ( 2007), Sasaki, H., et al.: Metabolism, 56, 357 (2007),

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 3-Hydroxydodecanoic Acid Methyl Ester is a 3-hydroxyl fatty acid Me ester as methionine regulator.
References Akamatsu, Y., et al.: J. Biol. Chem., 245, 709 (1970); Alvarez, L., et al.: Biochem. J., 301, 557 (1994), Varbanova, M., et al.: Plant Cell, 19, 32 (2007), Atsumi, S., et al.: Nature, 451, 86 (2008),

Stability Unstable even at -20°C
Applications Derivative of α-Glucosidase inhibitory phosphatidic acids in wheat germ.
References Liu, L. et al.: Food Chem. 126, 553 (2011)

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 Propacetamol HCl (cas# 66532-86-3) is a useful research chemical.

Stability Light Sensitive, Temperature Sensitive
Applications 1,2-Dilinoleoyl-3-oleoyl-rac-glycerol is a triacylglycerol found in sesame oil.
References Lee, D., et al.: Analytica Chimica Acta, 429, 321 (2001); Jahaniaval, F., et al.: J. AM. Oil Chem. Soc., 77,847 (2000)

Stability Hygroscopic
Applications (3α,5β,7α)-7-Hydroxy-3-(sulfooxy)-cholan-24-oic Acid is the 3-monosulfate derivative of chenodeoxycholic acid (C291900), a major bile acid in many vertebrates, occurring as the N-glycine and/or N-taurine conjugate.
References Haslewood, E.S., et al.: Biochem. J., 155, 401 (1976); Parmentier, G., et al.: Steroids., 30, 583 (1977);

Applications Tetrahydro 11-Deoxycorticosterone is a metabolite of 11-Deoxycorticosterone (DOC) (D232590).
References Fedele, E., et al.: J. Neurochem., 75, 782 (2000), Adkins, C., et al.: J. Biol. Chem., 276, 38934 (2001), Erceg, S., et al.: Brain Res., 1036, 115 (2005),

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 A metabolite of Cholesterol. It is formed from Cholesterol by the drug-metabolizing enzyme cytochrome P 450 3A4. A potential ligand for the nuclear receptor LXR and also a new endogenous CYP3A marker.
References Breuer, O., et al.: J. Lipid Res., 36, 2275 (1995), Pikuleva, I., et al.: J. Biol. Chem., 273, 18153 (1998), Chawla, A., et al.: Science, 294, 1866 (2001), Bodin, K., et al.: J. Biol. Chem., 276, 38685 (2001),

Applications Glycidyl Myristate is formed from monoacylglycerols and are present in edible fats and oils.
References Zuzana, Z et al.: 77, 65 (2017);

Applications A metabolite of Cholesterol. Its membrane organizing properties could have implications in Altzheimer’s disease.
References Wang, J., et al.: Biochemistry, 43, 1010 (2004), Lemaire-Ewing, S., et al.: Cell Biol. Toxicol., 21, 97 (2005), Fuda, H., et al.: J. Lipid Res., 48, 1343 ( 2007), Sasaki, H., et al.: Metabolism, 56, 357 (2007); S.L. Regen et al.: J. Amer. Chem. Soc., 131, 12354 (2009)

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 Misoprostol (M368750) impurity.
References Lee, H.K., et al.: J. Pharma. Sci., 73, 306 (1984),

Applications FTY720 is a sphingosine 1-phosphate receptor modular, ameliorates experimental autoimmune encephalomyelitis by inhibition of T cell infiltration. FTY720 Phosphate is the active metabolite of FTY720-phosphate.
References Chiba, K., et al.: J. Immunol., 160, 5037 (1998), Brinkmann, V., et al.: J. Biol. Chem., 277, 21453 (2002), Kiuchi, M., et al.: Bioorganic & Medicinal Chemistry, 13, 425 (2005

Applications Campesterol is a phytosterol that may inhibit the intestinal absorption of cholesterol.
References Fransen, H., et al.: J. Nut., 140, 1062 (2010), Kojoma, M., et al.: Plant Biotechnol., 27, 59 (2010), Orozco-Solano, M., et al.: J. Agric. Food Chem., 58, 7539 (2010),

Applications Acylglycerols and fatty acids in olive oil from pulp, seed, and whole fruit.
References Ninni, V., et al.: J. Sci. Food Agric., 79, 2113 (1999), Salas, J., et al.: Prog. Lipid Res., 39, 151 (2000), Mannina, L., et al.: J. Agric. Food Chem., 49, 2687 (2001),

Applications Glycerol Monoleate is used to synthesize water soluble drugs in need of sustained-release for drug delivery.
References Chang, C. et al.: Int. J. Pharm., 276, 83 (2004); Chang, C. et al.: Int. J. Pharm., 173, 51 (1998);

Applications 1-Myristoyl-sn-glycero-3-phosphocholine is a derivative of sn-Glycero-3-phosphocholine (G598700) and can be used as a biomarker in biological studies.
References Bowers, J., et al.: J. Chromatogr. B, 966, 154 (2014)

Applications A labelled metabolite of Cholesterol.
References Wang, J., et al.: Biochemistry, 43, 1010 (2004), Lemaire-Ewing, S., et al.: Cell Biol. Toxicol., 21, 97 (2005), Fuda, H., et al.: J. Lipid Res., 48, 1343 ( 2007), Sasaki, H., et al.: Metabolism, 56, 357 (2007),

Applications An intercellular lipid that benefits skin hydration and protects against SLS irritation.
References Yoshimura, Y., et al.: J. Biochem., 132, 229 (2002), Yilmaz, E., et al.: Int. J. Pharm., 307, 232 (2006), Huang, H., et al.: Int. J. Dermatol., 47, 812 (2008),

Applications Ceramide is one of the simplest sphingolipids, consisting of a sphingosine base N-linked to a fatty acid, and is a membrane mediator for cell-signaling events. N-Acyl chain length of membrane ceramides can influence bidimensional transitions, condensed domain morphology, and interfacial thickness.
References Shimshick, E., et al.: Biochemistry, 1973, 12, 2351 (1973), Kolesnick, R., et al.: J. Cell Physiol., 184, 285 (2000), Goni, F., et al.: Biochim. Biophys. Acta., 1758, 1902 (2006),

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 A fatty acid that when in complex acyl-CoA acts as an Acyltransferase enzyme. Found in mice after exposure to endocrine disruptors DEHP and Aroclor 1254.
References Zhang, J. et al.: J. Pharmaceut. Biomed., 66, 287 (2012); Holub, B.J.: BBA-Lipid. Lipid. Met., 664, 221 (1981)

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 Lauroylcholine Chloride (cas# 25234-60-0) is a compound useful in organic synthesis.

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 3-Hydroxylauric Acid is used in the study of Lipid A, a major constituent of the lipopolysaccharides, which are responsible for the toxicity of gram negative bacteria. Also used in the synthesis of olefins from β-hydroxy carboxylic acids.
References Ogawa, Y. et al.: Carb. Res., 220, 155 (1991); Hara, S. et al.: Tetrahedron Lett., 1545 (1975);

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

Applications 1,2-Dioleoyl-3-palmitoyl-rac-glycerol is a triacylglycerol present in vegetable oils.
References Mottram, H., et al.: Rapid Communications in Mass Spectrometry, 11, 1240 (1997)

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 Lauramine Oxide, is an frequently-used amine oxide surfactant. It is strongly hydrophilic , and it forms normal micelles and normal liquid crystalline phases.
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 Kocherbitov, v., et al.: J. Molec. Struct.: Theochem., 808, 111 (2007); Kocherbitov, v., et al.: J. Phys. Chem. B., 110 (27), 13649 (2006);

Applications Cetyl Stearate is a wax ester of stearic acid. Wax esters are esters between long chained fatty alcohols and fatty acids. Wax esters have significance in pharmaceutical and cosmetics applications and occur naturally in plants and animals. Stearate esters are used most frequently in the formulation of eye makeup, skin makeup, lipstick and skin care products.
References Wheatley, V., et al.: Biochem. J., 58, 167 (1954); Shichijo, S., et al.: Biochem. Med., 22, 256 (1979); Robosky, L., et al.: J. Lipid Res., 49, 686 (2008);

Applications Secondary metabolite of Cholesterol.
References Notaro, G., et al.: J. Nat. Prod., 55, 1588 (1992), Aydogmus, Z., et al.: Nat. Prod. Res., 18, 43 (2004), Mao, S., et al.: J. Nat. Prod ., 69, 1209 (2006), Shoji, T., et al.: J. Agric. Food Chem., 54, 884 (2006),

Applications 2-Stearoyl-rac-glycerol is a biomarker of metabolic responses to hepatotoxicants and carcinogens.
References Broadhurst, D., et al.: Metabolomics, 2, 171 (2006); Shi, J., et al.: Nat. Biotechnol., 25, 930 (2007)

Applications Taurochenodeoxycholic Acid Sodium Salt is a bile acid conjugate and metabolite Taurolithocholic Acid (T009100) with antiinflammatory activity. Taurochenodeoxycholic Acid has been shown to inhibit hepatocyte apoptosis through suppression of Bid translocation to mitochondria.
References Emerman, S. et al.: J. Biol. Chem., 242, 661 (1967); Takikawa, Y. et al.: Falk Symp., 120, 249 (2001); Li, P. et al.: Zhong. Shour. Xue., 28, 1317 (2008);

Applications 3-Hydroxytetradecanoic Acid is used in the preparation of liposomes coated with N-acylated molecular-weight. Also used in the synthesis of pseudomycin side-chain analogs. Also used in the study of Lipid A, a major constituent of the lipopolysaccharides, which are responsible for the toxicity of gram negative bacteria.
References Naberezhnykh, G. et al.: Chem. Nat. Comp., 46, 852 (2011); Chen, S. et al.: Bioorg. Med. Chem. Lett., 10, 2107 (2000); Carillo, S. et al.: Marine Drugs., 11, 184 (2013);

Applications 1,3-Dioctanoyl Glycerol is an cell permeable lipid used as probe for triacylglycerol metabolism study.
References Lei, Q., et al.: Eur. J. Lipid. Sci. Technol., 115, 232 (2013);

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

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 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 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)

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

Stability Hygroscopic, Light Sensitive
Applications 1,2-Dioleoyl-sn-glycero-3-phosphocholine is used in the generation of micelles and liposomes.
References Høyrup, P., et al.: Biochim. Biophys. Acta, 1515, 133 (2001); Heberle, F., et al.: Cold Spring Harb Perspect Biol., 3, 1 (2011)

Stability Hygroscopic
Applications L-Propionyl carnitine has been shown to improve the heart's mechanical recovery and other metabolic parameters after ischemia-reperfusion.
References Reznick, A.Z., et al.: Arch. Biochem Biophys., 296, 394 (1992),

Applications (-)-8-Prenylnaringin is a prenylflavonoid, a class on non-steroidal phytoestrogen that mimicks and/or modulating endogenous estrogens via estrogen receptor binding.
References Miyamoto, M. et al.: Planta Med., 64, 516 (1998); Kim, H.J. et al.: Arch. Pharm. Res., 31, 1241 (2008); Zierau, O. et al.: Mol. Cell. Endocrinol., 294, 92 (2008);

Applications A triglyceride for use in making human milk replacements.
References Nakaya, H., et al.: Biotechnology Techniques, 12, 881 (1998), Chen, M., et al.: J. Am. Oil Chemists’ Society, 91, 525 (2004),

Stability Hygroscopic
Applications 12β-Hydroxyisocholic Acid is a bile acid.
References Batta, A.K., et. al.: J. Lipid Res., 32, 977 (1991)