Terpenoids and Derivatives

<p>Applications 7-Methyl Docetaxel is a metabolite of Docetaxel (D494420), a microtubule inhibitor that has the potential to be used in treating hormone refractory prostate cancer.<br>References Figg, W., et al.: Semin. Oncol., 28, 62 (2001); Kort, A., et al.: J. Chromatogr. B, 925, 117 (2013)<br></p>

<p>Applications O-Desmethyl Midostaurin-13C6 is the labelled analogue of O-Desmethyl Midostaurin (D291400), a metabolite of Midostaurin (M343760), a compound shown to possess antiproliferative characteristics via inhibition of protein kinase C, kinase insert domain receptor, and c-kit.<br>References Tahtouh, T., et al.: J. Med. Chem., 55, 9312 (2012); Pedeboscq, S., et al.: PLoS. One., 7, 36811 (2012);<br></p>

<p>Stability Light Sensitive<br>Applications One of the naturally occurring forms of Vitamin E. Most abundant Tocopherol in soybean and corn oils.<br>References Emerson, et al.: Science, 83, 421 (1936), Bieri, J.G., et al.: J. Nutr., 104, 850 (1974), Jiang, Q., et al.: Am. J. Clin. Nutr., 74, 714 (2001),<br></p>

<p>Applications The major human labelled metabolite of Paclitaxel.<br>References Monsarrat, B., et al.: Drug Metab. Dispos., 18, 895 (1990), Walle, T., et al.: Biochem. Pharm., 46, 1661 (1993), Harris, J., et al.: J. Med. Chem., 37, 706 (1994),<br></p>

<p>Applications Octinoxate is used in the preparation of polymer particles for the preparation of UV protective materials.<br>References Steeley, K. et al.: Dyes. Pigments. 105, 12 (2014); Couteau, C. et al.: Pharm. Dev. Tech., 19, 315 (2014); Chem. and Eng. News page 22, Aug. 6 (2018)<br></p>

<p>Stability Light Sensitive<br>Applications Maytansine inhibits in vitro polymerization of tubulin and is used in the treatment of advanced breast cancer.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Remillard, S., et. al.: Science, 189, 1002 (1975); Prota, A.E., et. al.: P. Natl. Acad. Sci. USA, 111, 13817 (2014)<br></p>

<p>Applications De-Boc Cabazitaxel is an impurity of Cabazitaxel (C046500) which is a novel semi-synthetic taxane with antitumor activity used for the treatment of castration-resistant prostate cancer.<br>References Agarwal, N. et al.: Fut. Oncol., 7, 15 (2011); Mita, A. et al.: Clin. Cancer Res., 15, 723 (2009); Figg, W.D. et al.: Cancer Biol. Ther., 10, 1233 (2010);<br></p>

<p>Applications Triptolide is a diterpenoid triepoxide with immunosuppressant and antitumor properties.<br>References Hikim, S., et al.: J. Androl., 21, 431 (2000), Chang, W.-T., et al.: J. Biol. Chem., 276, 222 (2001), Kiviharju, T.M., et al.: Clin. Cancer Res., 8, 2666 (2002), Leuenroth, S.J., et al.: Chem. Biol., 12, 1259 (2005),<br></p>

<p>Applications Docetaxel is an antimitotic Taxol analog antibiotic.<br></p>

<p>Applications 3-Phenoxybenzoic Acid, can be used in the preparation of widely used insecticides, such as Permethrin (P288500). which is a synthetic chemical, used as an insecticide, acaricide, and insect repellent.<br>References Elliott, M., et al.: Nature, 246, 169 (1973); Zheng, M., et al.: Zhongguo Ertong Baojian Zazhi, 20, 409 (2012);<br></p>

<p>Stability Hygroscopic<br>Applications Midostaurin-13C6 is the labelled analogue of Midostaurin (M343760), a compound shown to possess antiproliferative characteristics via inhibition of protein kinase C, kinase insert domain receptor, and c-kit.<br>References Tahtouh, T., et al.: J. Med. Chem., 55, 9312 (2012); Pedeboscq, S., et al.: PLoS. One., 7, 36811 (2012);<br></p>

<p>Applications Octocrylene is a UV-A and UV-B filter used in sunscreen and topical drug formulations.<br>References Lacatusu, I. et al.: Chem. Eng. J., 246, 311 (2014); Allen, J. et al.: Chem. Res. Tox., 9, 605 (1996);<br></p>

<p>Applications (2R,3S)-N-Benzoyl-3-phenylisoserine ethyl ester is an intermediate in the preparation of potent anticancer drug Paclitaxel (P132500) used to study the location of the binding sites. (2R,3S)-N-Benzoyl-3-phenylisoserine ethyl ester shows cytotoxic, antiviral and immunomodulatory activity.<br>References Paal, K. et al.: Bioorg. Med. Chem., 15, 1323 (2007); Krawczyk, E. et al.: J. Pharm. Pharmacol., 57, 791 (2005);<br></p>

<p>Applications A precursor to Paclitaxel.<br></p>

<p>Applications 3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic Acid is a reagent used in the preparation of hapten and immunogen for the production of polyclonal antibodies, specific to Cypermethrin (C989000).<br>References Lee, N. et al.: J. Agri. Food Chem., 46, 520 (1998); Hongsibsong, S. et al.: Int. J. Agri. Biol., 14, 246 (2012);<br></p>

<p>Applications (3R,4R,4aS,7R,8S,8aR)-Hexahydro-3-hydroxy-4,7-dimethyl-8-(3-oxobutyl)-1,2-benzodioxin-8a(3H)-carboxaldehyde is an impurity of Artesunate (A777800).<br>References Baker, J.K., et al.: Pharmaceut. Res., 10, 662 (1993),<br></p>

<p>Applications Gibberellic Acid is a pentacyclic diterpene acid. Gibberellic Acid is a hormone that is found in plants which promotes the growth and elongation of cells. Gibberellic acid acts as a plant growth regulator on account of its physiological and morphological effects in extremely low concentrations. Generally Gibberellic acid affects only the plant parts above the soil surface.<br>References Bayle, J. et al.: Chem. Biol., 13, 99 (2006); Ihara, S. et al.: J. Cell Sci., 119, 500 (2006); Suh, B. et al.: Science, 314, 1454 (2006); Rinaudo, K. et al.: Nat. Biotechnol., 25, 795 (2007);<br></p>

<p>Stability Light Sensitive, Temperature Sensitive<br>Applications A metabolite of all-trans Retinoic acid (R250200).<br>References Idres, N., et al.: Cancer Res., 61, 700 (2001), Taimi, M., et al.: J. Biol. Chem., 279, 77 (2004), Vermot, J., et al.: Science, 308, 563 (2005),<br></p>

<p>Applications (2R,3S)-N-Benzoyl-3-phenyl Isoserine Methyl Ester is an intermediate in the preparation of potent anticancer drug Paclitaxel (P132500) used to study the location of the binding sites.<br>References Paal, K. et al.: Bioorg. Med. Chem., 15, 1323 (2007); Krawczyk, E. et al.: J. Pharm. Pharmacol., 57, 791 (2005);<br></p>

<p>Stability Light Sensitive<br>Applications Capsaicin analogue (C175680). It is used as a tool in neurobiological research. Prototype vanilloid receptor agonist. Topical analgesic.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Artursson., et al.: J. Pharma. Sci., 73, 1507 (1984), Fu., et al.: Pharma. Res., 2000, 17, 100 (2000),<br></p>

<p>Applications Gibberellenic Acid is a derivative of Gibberellic Acid (G377450) and is used for plant-growth stimulation.<br>References Pryce, R.J., et al.: Phytochemistry, 12, 507 (1973); Brian, P.W., et al.: Phytochemistry, 6, 1475 (1967)<br></p>

<p>Stability Light Sensitive, Temperature Sensitive<br>Applications Menaquinones are isoprenoid quinones of the naphthalene series and belongs to the K2 Vitamin homologs. Menaquinones were originally discovered as the anti-hemorrhagic factor and now encompasses a variety of physiological processes. Menaquinone 9 is a form of vitamin K2 which acts as a prothrombogenic agent and is also a functional electron transfer component in nitrate reductase.<br>References Hugenholtz, P., et al.: J. Bacteriol., 180, 4765 (1998), Ginet, N., et al.: Biochemistry, 40, 1812 (2001), Cape, J., et al.: J. Biol. Chem., 280, 34654 (2005),<br></p>

<p>Applications The major human metabolite of Paclitaxel.<br>References Walle, T., et al.: Biochem. Pharm., 46, 1661 (1993), Kumar, G., et al.: Drug Metab. Dispos., 22, 177 (1994),<br></p>

<p>Applications Derivative of Artemisinin. Antimalarial.<br>References Zhao, Y., et al.: J. Nat. Prod., 49, 139 (1986), Lin, A.J., et al.: J. Med. Chem., 30, 2147 (1987), Price, R. N., et al.: Expert Opin. Invest. Drugs, 9, 1815 (2000),<br></p>

<p>Applications The natural isomer of the abscission-accelerating plant hormone.<br>References Krochko, J.E., et al.: Plant Physiol., 118, 849 (1998), Jacobsen, J.V., et al.: Psysiol. Plant., 115, 428 (2002),<br></p>

<p>Impurity Docetaxel EP Impurity C<br>Applications 7-Epi Docetaxel (Docetaxel EP Impurity C) is an isomer of Docetaxel (D494420). Docetaxel injection impurity C.<br>References Hanna, I., et al.: Cancer Res., 60, 3440 (2000), Bournique, B., et al.: Br. J. Clin. Pharmacol., 52, 53 (2001), McFadyen, M., et al.: Biochem. Pharmacol., 62, 207 (2001), Vasu Dev, R., et al.: J. Pharm. Biomed. Anal., 40, 614 (2006),<br></p>

<p>Stability Hygroscopic<br>Applications Corotenoid component of the visual pigments. All-trans retinal is converted to retinoic acid in vivo by the action of retinal dehydrogenase.<br>References Ball, et al.: Biochem. J., 42, 516 (1948), O’Brien, D.F., et al.: Science, 218, 961 (1982),<br></p>

<p>Applications Capsaicin (C175680) analog. A VR1 vaniloid receptor agonist.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Ralevic, V., et al.: Biochem. Pharmacol., 65, 143 (2003), Thompson, R., et al.: Anal. Bioanal. Chem., 381, 1432 (2005), Tuoya., et al.: Life Sci., 78, 1515 (2006),<br></p>

<p>Applications A novel semi-synthetic taxane with antitumor activity used for the treatment of castration-resistant prostate cancer. A microtubule inhibitor.<br>References Agarwal, N. et al.: Fut. Oncol., 7, 15 (2011); Mita, A. et al.: Clin. Cancer Res., 15, 723 (2009); Figg, W.D. et al.: Cancer Biol. Ther., 10, 1233 (2010);<br></p>

<p>Impurity Docetaxel EP Impurity D<br>Applications 7-Epi-10-oxo Docetaxel (Docetaxel EP Impurity D) is a Docetaxel (D494420) injection impurity D.<br>References Hanna, I., et al.: Cancer Res., 60, 3440 (2000), Bournique, B., et al.: Br. J. Clin. Pharmacol., 52, 53 (2001), McFadyen, M., et al.: Biochem. Pharmacol., 62, 207 (2001), Vasu Dev, R., et al.: J. Pharm. Biomed. Anal., 40, 614 (2006),<br></p>

<p>Applications A labelled novel semi-synthetic taxane with antitumor activity used for the treatment of castration-resistant prostate cancer. A microtubule inhibitor.<br>References Agarwal, N. et al.: Fut. Oncol., 7, 15 (2011); Mita, A. et al.: Clin. Cancer Res., 15, 723 (2009); Figg, W.D. et al.: Cancer Biol. Ther., 10, 1233 (2010);<br></p>

<p>Applications A labelled semisynthetic derivative of Paclitaxel. An antimitotic agent that promotes the assembly of micro-tubules and inhibits their de-polymerization to free tubulin. An antineoplastic.<br>References Ringel, I., et al.: J. Natl. Cancer Inst., 83, 288 (1991), Extra, J.-M., et al.: Cancer Res., 53, 1037 (1993)<br></p>

<p>Applications Used for oral gel patch or film containing herb extracts or Chinese medicine, fruit extract, spearmint, and menthol for smoking cessation.<br>References Gillet, Y., et al.: Lancet, 359, 753 (2002), Turos, E., et al.: Bioorg. Med. Chem. Lett., 2002, 12, 2229 (2002),<br></p>

<p>Stability Light Sensitive<br>Applications Permethrinic Acid Methyl Ester is an impurity of the insecticide Permethrin (P288500), which is synthetic pyrethroid insecticide with low mammalian toxicity. Permethrinic Acid Methyl Ester is also used as a reactant in preperation of β-ketoesters via sodium hydroxide catalyzed crossed Claisen condensation of ketene silyl acetals and methyl esters.<br>References Elliott, M., et al.: Nature, 246, 169 (1973); Nowell, L., et al.: Sci Total Environ, 476-477, 144 (2014); Iida, A., et al.: Chem Commun (Camb), 25, 3171 (2005)<br></p>

<p>Stability Light Sensitive<br>Applications A cannabinoid anticancer quinone, HU-331, is more potent and less cardiotoxic than Doxorubicin and thus it has a high potential for development as a new anticancer drug.<br>References Dana, B., et al.: J. Clin. Oncol., 11, 644 (1993), Feleszko, W., et al.: Clin. Cancer Res., 6, 2044 (2000), Kogan, N., et al.: J. Med. Chem., 47, 3800 (2004),<br></p>

<p>Applications Stigmasteryl Ferulate is used for purification and identification of components of γ-oryzanol in rice bran oil.<br>References Xu, Z., et al.: J. Agric. Food Chem., 47, 2724 (1999);<br></p>

<p>Applications A representative lot is a 5:1 E:Z mixture.Labelled Capsaicin (C175680). Has been isolated from paprika and cayenne. It is used as a tool in neurobiological research. Prototype vanilloid receptor agonist. Topical analgesic.Note this is a powerful irritant. One part in 100 000 can be tasted.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Molnar, et al.: Arzneim.-Forsch., 15, 718 (1965), Monsereenusorn,Y., et al.: Crit. Rev. Toxicol., 10, 321 (1982),<br></p>

<p>Applications Xanthorrhizol is a nautral sesquiterpenoid from the rhizome of Curcuma xanthorrhiza that induces apoptosis and growth arrest in HCT116 human colon cancer cells.<br>References Kang, Y.J., et al.: J. Pharmacol. Sci., 111, 276 (2009); Cheah, Y.H., et al.: Anticancer. Res., 26, 4527 (2006);<br></p>

<p>M02441 - Rolipram</p>

<p>Abietic Acid (Sylvic acid) is a diterpene extracted from Pimenta racemosavar. Cost-effective and quality-assured.</p>

<p>Applications 2,2-Dichloroethanol is a reagent in the preparation of tunable molecular catalysts via functionalizing methylene bridge of bis(N-heterocyclic carbene) ligands.<br>References Zhong, R., et al.: ChemPlusChem, 79, 1294-1303 (2014)<br></p>

<p>Stability Hygroscopic<br>Applications 3-Hydroxy Midostaurin is a metabolite of Midostaurin (M343760), a compound shown to possess antiproliferative characteristics via inhibition of protein kinase C, kinase insert domain receptor, and c-kit.<br>References Tahtouh, T., et al.: J. Med. Chem., 55, 9312 (2012); Pedeboscq, S., et al.: PLoS. One., 7, 36811 (2012);<br></p>

<p>Applications Labelled Campesterol (C155360). A phytosterol, which may inhibit the intestinal absorption of cholesterol.<br>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),<br></p>

<p>Applications Campesterol is a phytosterol that may inhibit the intestinal absorption of cholesterol.<br>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),<br></p>

<p>Applications An antineoplastic. Used in the study of structure and function of microtubles into tubulin. Paclitaxel is now used to treat patients with lung, ovarian, breast cancer, head and neck cancer, and advanced forms of Kaposi's sarcoma. Paclitaxel is a mitotic inhibitor used in cancer chemotherapy.<br>References Letourneau, P.C., et al.: J. Cell Biol., 98, 1355 (1984), Manfredi, J.J., et al.: Pharmacol. Ther., 25, 83 (1984), Danesi, R., et al.: Mol. Pharmacol., 47, 1106 (1995), Markman, M., et al.: Expert. Opin. Pharmacother., 3, 755 (2002), Stone, G.W., et al.: N. Engl. J. Med., 350, 221 (2004),<br></p>

<p>Applications 3H-4,7a-Methanocyclohept[3,3a]indeno[5,4-b]oxete Benzenepropanoic Acid derivative is an analogue of Paclitaxel (P132500) and has weak antimitotic activity.<br>References Chen, S.H., et. al.: Tetrahedron Lett., 33, 7679 (1992)<br></p>

<p>Impurity Paclitaxel Side Chain Impurity 1<br>Applications (2R,3S)-N-Benzoyl-3-phenylisoserine is an intermediate in the preparation of potent anticancer drug Paclitaxel (P132500) used to study the location of the binding sites. (2R,3S)-N-Benzoyl-3-phenylisoserine shows cytotoxic, antiviral and immunomodulatory activity. Paclitaxel Side Chain Impurity 1.<br>References Paal, K. et al.: Bioorg. Med. Chem., 15, 1323 (2007); Krawczyk, E. et al.: J. Pharm. Pharmacol., 57, 791 (2005);<br></p>

<p>Applications A metabolite of all-trans Retinoic acid (R250200).<br>References Idres, N., et al.: Cancer Res., 61, 700 (2001), Taimi, M., et al.: J. Biol. Chem., 279, 77 (2004), Vermot, J., et al.: Science, 308, 563 (2005),<br></p>

<p>Impurity Paclitaxel - impurity G<br>Applications A semi-synthetic precursor of Paclitaxel. Paclitaxel - impurity G.<br></p>

<p>Applications The natural isomer of the abscission-accelerating plant hormone.<br>References Krochko, J.E., et al.: Plant Physiol., 118, 849 (1998), Jacobsen, J.V., et al.: Psysiol. Plant., 115, 428 (2002),<br></p>

<p>Applications Artemether- 13C, d3, is the labeled analogue of Artemether (A777400), which is a derivative of Artemisinin (A777500). Antimalarial, used to treat strains of malaria which are multi-drug resistant.<br>References Hombhanje, F., et al.: Pharma., 3, 3581 (2010), Michael, O., et al.: Malaria J., 9, 335 (2010), Cesar, I., et al.: J. Pharm. Biomed. Anal., 54, 114 (2011),<br></p>

<p>Stability Light and Temperature Sensitive<br>Applications A metabolite of Retinoic acid.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Hoyos, B., et al.: J. Exp. Med.,192, 835 ( 2000), Braungart, E., et al.: J. Invest. Dermatol.,116, 778 (2001), Fray, M., et al.: J. Med. Chem., 46, 3514 (2003), Ha, M., et al.: Exp. Dermatol., et al.: 13, 543 (2004),<br></p>

<p>Stability Hygroscopic<br>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.<br>References Cho, K. et al.: Biomol. Ther., 22, 55 (2014); Fatmawati, S. et al.: Bioorg. Med. Chem. Lett., 24, 4407 (2014);<br></p>

<p>Applications Artemisinin (A777500) is an effective antimalarial agent used to treat malaria. Artemisinic Aldehyde is converted into dihydroartemisinic aldehyde by Artemisinic aldehyde Δ11 (13) reductase (DBR2), which is involved in the biosynthetic pathway of artemisinin in Artemisia annua L.<br>References Yuan, Y., et al.: Biotechnol Appl Biochem 62, 17 (2015); Arjen, M. D., et al.: N Engl J Med 361, 455 (2009)<br></p>

<p>Applications Gibberellin A4 is a plant growth hormone that regulates growth and differentiation of plant cells for elongation, germination and enzyme induction.<br>References Zhang, R., et al.: Trees., 26, 1113 (2012); Sinska, I., et al.: Plant. Sci. Lett., 9, 163 (1977);<br></p>

<p>Impurity Paclitaxel - Impurity K<br>Applications Protected Paclitaxel. Paclitaxel - Impurity K.<br>References Kerns, E., et al.: J. Nat. Products, 57, 1391 (1994), Golik, J., et al.: Bioorg. Med. Chem. Lett., 6, 1837 (1996),<br></p>

<p>Applications 13-cis-Fenretinide, is an isomer of all-trans-Fenretinide (F250000), which is a synthetic analog of Vitamin A.<br>References Marth, C., et al.:J. Nat. Cancer Inst., 75, 871 (1985), Delia, D., et al.: Cancer Res., 53, 6036 (1993), Costa., A., et al.: Cancer Res., 54, Suppl., 2032s (1994), Decensi., A., et al.: Eur. J. Cancer Prev., 3, 377 (1994)<br></p>

<p>Applications Gamma Oryzanol is a mixture of 6 substances derived from rice bran oil, including sterols and ferulic acid, called Cycloartanyl Ferulate or Triterpene alcohol ferulate. It has been approved in Japan for several conditions, including menopausal symptoms, mild anxiety, stomach upset, and high cholesterol. In the US, it is widely used as a sports supplement, as well as for reducing cholesterol.Gamma Oryzanol is widely used as a food additive, pharmaceutical material. In cosmetic area, the application to creams and sunscreens exploiting its skin age resistor function and ultraviolet absorbing effect.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Somogyi, M., et al.: J. Biol. Chem., 195, 19 (1952), Wiseman, H., et al.: Biochemical. J., 313, 17 (1996), Banchuen, J., et al.: J. Agricul. Sci., 2009, 42, 191 (2009),<br></p>