Terpenoids and Derivatives

<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 Labelled Paclitaxel (P132500). An antineoplastic. Used in the study of structure and function of microtubles into tubulin.<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 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 Deltamethrin intermediate.<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 Kini, S., et al.: J. Enz. Inhibit. Med. Chem., 25, 730 (2010), Talele, T., et al.: Bioorg. Med. Chem., 18, 4630 (2010),<br></p>

<p>Impurity Docetaxel Impurity 20<br>Stability Hygroscopic<br>Applications 17-epi-10-Oxo-10-deacetyl Baccatin III is an impurity of Paclitaxel (P132500) and derivatives. Docetaxel Impurity 20.<br>References Hu, S., et al.: Biocatal. Biotransform., 14, 241 (1997), Sun, D., et al.: Bioorg. Med. Chem., 9, 1985 (2001),<br></p>

<p>Applications α-Tocopherol acetate is the most bioactive of the naturally occurring forms of Vitamin E. Richest sources are green vegetables, grains, and oils, particularly palm, safflower and sunflower oils.<br>References Bianchi, G., et al.: Eur. J. Lipid Sci. Technology, 105, 229 (2003), Sakouhi, F., et al.: Food Chem., 108, 833 (2008),<br></p>

<p>Applications The main metabolite of Docetaxel (D494420), an antineoplastic.<br>References Commercon, A., et al.: Tetrahedron, 50, 34, 10289 (1994)<br></p>

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

<p>Applications 10-O-[(2R,3S)-3-(Benzoylamino)-2-hydroxy-3-phenylpropanoyl]-10-O-deacetylpaclitaxel is an impurity in the synthesis of Paclitaxel (P132500), 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.<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 Nordihydrocapsaicin is a capsaicinoid and analog and congener of capsaicin in chili peppers.<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 Iwai, K., et al.: Agri. Biol. Chem., 43, 2493 (1979); Kozukue, N., et al.: J. Agr. Food Chem., 53, 9172 (2005)<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 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 Light Sensitive<br>Applications 4-Methoxy Fenretinide is an effective agent for the chemoprevention and growth modulation of oncogene-induced prostate cancer in the mouse prostate reconstitution model system and may be effective for the chemoprevention of human prostate cancer.<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 β-Selinene is a natural product found in essential oils from variety of plants. It is a functional antioxidant with antiradical and antimicrobial properties.<br>References Sacchetti, G., et al.: Food Chem., 91, 621 (2005); Bozin, B., et al.: J. Agric. Food Chem., 54, 1822 (2006);<br></p>

<p>Stability Hygroscopic<br>Applications Ginsenoside Rg1 protects against arthitis through osteoclast differentiation inhibition. Anti-tumor agent, inhibits the NF-kB-dependant MMP-expression in PMA (phorbol myristate acetate)-induced tumor cell invasion.<br>References Gu, Y. et al.: Med. Infl., 305071/14. (2014); Li, L. et al. Onc. Rep., 32, 1779 (2014);<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 β-Cyclocitral, Technical Grade (cas# 432-25-7) is a compound useful in organic synthesis. It has been in a biological study involving the analysis of aroma components with SSR markers in flue-cured tobacco.<br>References Wang, G. P., et al.: Zhiwu Yichuan Ziyuan Xuebao, 17, 671 (2016)<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 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>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 Light Sensitive<br>Applications A tetranortriterpinoid isolated from the seeds of the neem tree. Highly active insect feeding deterrent and growth regulator. Isolation from A. indica and identification as feeding inhibitor in locusts. Used experimentally as insect control agent. Azadirachtin is used in cannabis testing kits as a component of pesticide mixes (P698240).<br>References Gill, J.S., et al.: Nature, 232, 402 (1971), Klocke, J.A., et al.: Entomol. Exp. Appl., 32, 299 (1982), Kubo, I., Agric. Biol. Chem., 46, 1951 (1982),<br></p>

<p>Applications Tetradecane is a biomarker in dog hair for visceral leishmaniasis.<br>References Magalhaes-Junior, J.T., et. al.: Anal. Bioanal. Chem., 406, 6691 (2014)<br></p>

<p>Applications Thymol is an antimicrobial compound which can increase the efficacy of antibiotics involving drug resistant bacteria. It inhibits growth and lactate production as well as reduces cellular glucose uptake within the bacteria.<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 Palaniappan, K. et al.: Int. J. Food Microbio., 140, 164 (2010); Evans, J. et al.: Curr. Microbiol., 41, 336 (2000);<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 (-)-β-Sesquiphellandrene are found in Tanacetum vulgare plants. It is also an essential leaf and flower oils in Heracleum species.<br>References Clancy, M. V., et al.: Sci. Rep., 6, 38087 (2016); Usjak, L., et al.: Food Funct., 8, 278-290 (2017);<br></p>

<p>Stability Hygroscopic<br>Applications O-Desmethyl 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>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 Labelled Paclitaxel (P132500). An antineoplastic. Used in the study of structure and function of microtubles into tubulin.<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>Stability Hygroscopic<br>Applications 2-Debenzoyl-2-pentenoyldocetaxel is a related compound of Docetaxel (D494420), a chemotherapy drug that exhibits anti-mitotic properties and used for treating various metastatic cancers.<br>References Yokoyama, G., et al.: Int J Clin Oncol 10, 139 (2005); 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 Family of bioactive terpenes treating cardiovascular and cerebrovascular diseases. Specific platelet activating factor (PAF) antagonists.<br>References Korth, R., et al.: Eur. J. Pharmacol., 152, 101 (1988), Braquet, P., et al.: Med. Res. Rev., 11, 295 (1991), van Beek, T.A., et al.: Bioorg. Med. Chem., 13, 5001 (2005)<br></p>

<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 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>

<p>Applications Labelled 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 major metabolites 1 and 3 (diastereomers) of Docetaxel.<br>References Van Asperen, J., et al.: J. Pharm. Sci., 86, 881 (1997), Bradshaw, D.M., et al.: J. Clin. Oncol., 16, 3674 (1998),<br></p>

<p>Applications (R)-(-)-Carvone, is an antinociceptive monoterpene found as the main active constituent of essential oils obtained from plants of the genus Mentha. It is a novel agonist of TRPV1 channels. It can also be used as a chiral starting material.<br>References Goncalves, J.C., et al.: Cytometry part A., 83(2), 212 (2013); Liebigs ann., Chem., 403 (1993);<br></p>

<p>Applications Labelled 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., 17, 100 (2000),<br></p>

<p>Applications D-(+)-Carvone, is used for the synthesis of (-)-terpestacin, a fungal metabolite with anticancer activity.It is also found in the essential oils of the in vitro M. longifolia plantlets and callus, that can be used as a potential source of a safe flavouring agent.<br>References Jin , Y., et al.: Org. Biomol. Chem., 10(28), 5452 (12012); Morcia, C., et al.: Acta. Biochimica. Polonica., 58(4), 581 (2011);<br></p>

<p>Stability Light Sensitive, Temperature Sensitive<br>Applications An isotopically Labelled analog of retinoic acid. Physiological metabolite of vitamin A. Effects gene expression via nuclear retinoic acid receptors (RAR); mediates cellular growth and differentiation.A representative lot contains 11% d4, no d0 or d1 present.<br>References Kamm, J.J., et al.: J. Am. Acad. Dermatol., 6, 652 (1982), Warrel, R.P., et al.: Leukemia, 8, 929 (1994), Sasai, Y., et al.: J. Neurol., 249, 41 (2002),<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>Stability Light Sensitive, Temperature Sensitive<br>Applications Enzyme inhibitor.This product contains up 15% hexanes and up to 5% of the analogous dimer by NMR.<br>References Rowell, C.A., et al.: J. Biol. Chem., 272, 14093 (1997), Sebti, S.M., et al.: Pharmacol. Ther., 74, 103 (1997), Sun, J., et al.: Cancer Res., 59, 1919 (1999),<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>Paclitaxel breakdown product</p>

<p>Paclitaxel is an anticancer drug that belongs to the class of taxanes. Paclitaxel binds to cell membranes and interferes with cell division by preventing the polymerization of microtubule proteins. This drug can be prepared by high-performance liquid chromatography (HPLC) and has minimal toxicity in humans, but is highly toxic in rats. Paclitaxel also inhibits glucose uptake in breast cancer cells, leading to significant cytotoxicity. It has inhibitory properties against toll-like receptor 4, which may contribute to its anti-inflammatory effects.</p>

<p>4-Keto 13-cis-retinoic acid is a synthetic retinoid that was first synthesized in the 1970s. It is used for the treatment of ichthyosiform erythroderma and other skin diseases. 4-Keto 13-cis-retinoic acid binds to the retinoic acid receptor, which may be responsible for its effects on epidermal growth factor and cytosolic calcium. Treatment with 4-keto 13-cis-retinoic acid has been shown to inhibit the proliferation of hl-60 cells and squamous carcinoma cells in vitro, as well as reduce tumor size and metastasis in vivo. &gt;&gt;END</p>