Terpenoids and Derivatives

Stability Light Sensitive, Temperature Sensitive
Applications A synthetic retinoid which is the major metabolite of etretinate (E938000).
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 Sato, T., et al.: J. Med. Chem., 51, 7705 (2008), Liu, X., et al.: Cancer Chemother. Pharmacol., 63, 167 (2008),

Stability Light Sensitive, Temperature Sensitive
Applications Echinenone is a protective carotenoid. Echinenone is an analogue of β-Carotene (C184250), the most important of the provitamins A. Widely distributed in the plant and animal kingdom. In plants it occurs almost always together with chlorophyll. Vitamin A precursor. Ultraviolet screen.
References Karrer, et al.: Helv. Chim. Acta, 12, 1142 (1929); Fischli, M., et al.: Helv. Chim. Acta, 58, 1584 (1975); Desmet, J., et al.: Biochem. Biophys. Acta, 912, 211 (1987); Tan, C., et al.: Food Chem., 92, 661 (2005); Chu, B., et al.: J. Agric. Food Chem., 55, 6754 (2007)

Applications Labelled Campesterol (C155360). A phytosterol, which 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 (20S)-Protopanaxadiol is used in the treatment of cerebral ischemic injury and the reversal of oxidative stress. A novel class of AMP-activated protein kinase (AMPK) inhibitors affecting glucose and lipid metabolism.
References Xu, H. et al.: Exp. Ther. Med., 7, 165 (2014); Liu, J. et al.: Eur. j. Med. Chem., 79, 340 (2014);

Stability Light and Temperature Sensitive
Applications An isomer of all-trans-Retinal (R240000).
References Nakayama, T.A., et al.: J. Biol. Chem., 265, 15762 (1990), Rando, R.R., et al.: Chem. Biol., 3, 255 (1996)

Applications (+)-Fenchone is a terpenoid with broad spectrum activity against infective agents. It is a constituent of the essential oil component of fennel fruit. Fenchone is widely used as a flavouring agent in food industries, and also for perfumery in cosmetics industries.
References Mafud, A. C., et al.: Chem. Biol. Interact., 244, 129 (2016); Kan, Y., et al.: Ankara Universitesi Eczacilik Fakultesi Dergisi, 35, 95 (2006); Kpoviessi, S., et al.; J. Ethnopharmacol., 151, 652 (2014)

Applications 13-Acetyl-9-dihydrobaccatin-III is an apoptosis inducer.

Impurity Docetaxel EP Impurity G
Applications Docetaxal (Docetaxel EP Impurity G) is an impurity of Docetaxel (D494420), a semisynthetic derivative of Paclitaxel (P132500). Docetaxel is an antimitotic agent that promotes the assembly of micro-tubules and inhibits their de-polymerization to free tubulin.
References Zhu, Q.Q., et al.: J. Med. Chem., 40, 4319 (1997); Burkhart, C.A., et al.: Cancer. Res., 54, 5779 (1994); Ringel, I., et al.: J. Natl. Cancer Inst., 83, 288 (1991), Extra, J.-M., et al.: Cancer Res., 53, 1037 (1993)

Stability Light Sensitive, Temperature Sensitive
Applications An oxo analogue of 9-cis,13-cis-Retinoic Acid (R245015): a major plasma metabolite of 9-cis Retinoic Acid (R245000).
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package

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.
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);

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

Applications An impurity of Docetaxel (D494420).
References Zamir, L., et al.: Tetrahedron Lett., 33, 5173 (1992), Gueritte-Voegelein, F., et al.: J. Med. Chem., 34, 992 (1993), Volk, K., et al.: J. Chromatogr., 696, 99 (1997),

Stability Hygroscopic
Applications Ginsenoside C-K is reported to exhibit anti-wrinkle effects. Also, it potentiates tumor necrosis factor (TNF)-related apotosis-inducing ligand (TRAIL)-induced apotosis in HCT116 colon cancer.
References Han, S., et al.: J. Cell. Biochem., (2017); Chen, L., et al.: Cell Death Diff., 7, 2334 (2016)

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).
References Baker, J.K., et al.: Pharmaceut. Res., 10, 662 (1993),

Applications 4-Methylbenzylidene camphor (4-MBC) is an organic camphor derivative that is used in the cosmetic industry for its ability to protect the skin against UV, specifically UV B radiation. 4-MBC a UV-B ray filter, is an endocrine disruptors (ED).
References Schlumpf, M., et al.: Toxicology, 199, 109 (2004), Durrer, S., et al.: Endocrinology, 146, 2130 (2005), Seidlova-Wuttke, D., et al.: Toxicol. Appl. Pharmacol., 214, 1 (2006), Maerkel, K., et al.: Toxicol. Appl. Pharmacol., 218, 152 (2007),

Applications Ginsenoside Rh4 possesses inhibitory and antifungal activity.
References Xue, P., et al: RSC Adv., 7, 10939-10946 (2017)

Impurity Paclitaxel - In House Impurity
Stability Hygroscopic
Applications A metabolite of Paclitaxel (P132500). Paclitaxel - In House Impurity.
References Gut, I., et al.: Xenobiotica, 36, 772 ( 2006), Zhang, J., et al.: Drug Metab. Dispos., 36, 418 (2008), Li, S., et al.: J. Pharm. Biomed. Anal., 49, 81, (2009),

Stability Light and Temperature Sensitive
Applications A metabolite of Retinoic acid.
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 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),

Stability Light Sensitive, Temperature Sensitive
Applications A labelled metabolite of Retinoic acid in neuroblastoma.
References Andreola, F., et al.: J. Biol. Chem., 279, 3434 (2004), Armstrong, J., et al.: Biochem. Pharmacol., 69, 1299 (2005), Njar, V., et al.: Bioorg. Med. Chem., 14, 4323 (2006), Veal, G., et al.: Br. J. Cancer, 96, 424 (2007),

Applications Maytansinol is used in the preparation of site-specific trastuzumab maytansinoid antibody-drug conjugates with improved therapeutic activity.
References Pillow, T.H., et. al.: J. Med. Chem., 57, 7890 (2014)

Applications Cucurbitacin B is a tetracyclic triterpenoid, which can induce apoptosis in human hepatoma cells. It can also induce DNA damage and autophagy in MCF-7 breast cancer cells.In the wild, watermelons, cucumbers, and muskmelons produce bitter Cucurbitacins to defend against preditors. Humans have bred these fruits to eliminate these compounds thereby yielding fruits that are more appealing to our palate.
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 Sun, Y., et al.: Eur. J. Pharmacol. 768, 28 (2015); Ren, G., et al.: J. Nat. Med. 69, 522 (2015); C&E News p. 10, Dec. 5, 2016j

Applications Artemisic Acid is a derivative of Artemisinin (A777500), an antimalarial constituent of the tradional Chinese medicinal herb Artemisia annua L., Compositae, which has been known for almost 2000 years as Qinghao. Antimalarial.
References Klayman, D.L., et al.: Science, 228, 1049 (1985), Price, R.N., et al.: Expert Opin. Invest. Drugs, 9, 1815 (2000), Meshnick, S.R., et al.: Int. J., Parasitol., 32, 1655 (2002),

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.
References Tahtouh, T., et al.: J. Med. Chem., 55, 9312 (2012); Pedeboscq, S., et al.: PLoS. One., 7, 36811 (2012);

Stability Light Sensitive
Applications A dehydrogenated metabolite of Capsaicin (C175680).
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 Glinsukon, T., et al.: Toxicon, 18, 215 (1980), Obach, R., et al.: Drug Metab. Dispos., 29, 1599 (2001), Reilly, C., et al.: Toxicol. Sci., 73, 170 (2003),

Impurity Paclitaxel - In House Impurity
Applications Protected Baccatin III. Paclitaxel - In House Impurity.

Stability Hygroscopic
Applications 3-Hydroxy Midostaurin-13C6 is the labelled analogue of 3-Hydroxy Midostaurin (H939985), 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.
References Tahtouh, T., et al.: J. Med. Chem., 55, 9312 (2012); Pedeboscq, S., et al.: PLoS. One., 7, 36811 (2012);

Applications A metabolite of all-trans Retinoic acid.
References Omiecinski, C., et al.: Cancer Res., 50, 4315 (1990), Chapman, D., et al.: Biochem. Pharmacol., 48, 1807 (1994), White, J., et al.: J. Biol. Chem., 271, 29922 (1996), Chen, H., et al.: Drug Metab. Dispos., 28, 1051 (2000),