Terpenoids and Derivatives

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),

Stability Light Sensitive
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.
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),

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

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),

Applications Docetaxel Hydroxy tert-Butylcarbamate-d6 is the labeled analogue of Docetaxel Hydroxy tert-Butylcarbamate (D494425), the main metabolite of Docetaxel (D494420), an antineoplastic.
References Commercon, A., et al.: Tetrahedron, 50, 34, 10289 (1994);

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 Fucosterol is a steroid for proteomics research.

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 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);

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)

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);

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),

Applications The major labelled metabolites 1 and 3 (diastereomers) of Docetaxel (D494420).
References Van Asperen, J., et al.: J. Pharm. Sci., 86, 881 (1997), Bradshaw, D.M., et al.: J. Clin. Oncol., 16, 3674 (1998),

Applications Triptolide O-Methyl Phosphate Dibenzyl Ester is a derivative of Triptolide (T815600), a prodrug used for treatment of cancer.

Applications (2’S, 3’R)-Cabazitaxel is a stereoisomer of Cabazitaxel (C046500), a novel tubulin binding taxane, that acts as a second-line treatment for those with castration-resistant prostate cancer.
References Paller, C. & Antonarakis, E.: Drug Des. Devel. Ther., 5, 117 (2011); Pal, S., et al.: Clin. Interv. Aging, 5, 395 (2010)

Applications Derivative of Artemisinin. Antimalarial.
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),

Applications 13-epi-10-Deacetyl Baccatin III is a new analog of 10-Deacetylbaccatin III (D198250).
References Gabetta, B., et al.: J. Natural Products, 58, 1508 (1995),

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.
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),

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);

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),

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 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),

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

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),

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

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),

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 (+)-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)

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

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)

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 DL-Camphene, is a minor constituent of many essential oils such as turpentine, cypress oil, camphor oil, citronella oil (C525020), neroli, ginger oil, and valerian. It can also be used in fragrances and as a food additive for flavoring.
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 Perino-Issartier, S., et al.: J. Chromatography A, 1305 (2013); Zhang, L., et al.; Shizhen Guoyi Guoyao, 23, 3061 (2012);

Stability Hygroscopic
Applications Olivetolic Acid is a precursor in the synthesis of primin and tetrahydrocannabinol.
References Schilmiller, A. L., et al.: Plant J., 54, 702 (2008)

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.

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 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);

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 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 Tetramethrin is a synthetic pyrethroid pesticide used in large-scale commercial agricultural applications as well as in consumer products for domestic purposes. Useful in cannabis testing kits as a component of pesticide mixes (P698230).
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 Anderson, J.F., et al.: J. Economic. Entomol., 105, 1789 (2012); Xu, S.M., et al.: Food. Chem., 135, 161 (2012);

N-Debenzoyl-N-hexanoylpaclitaxel (DHBPTx) is an analog of paclitaxel. It inhibits cell proliferation by binding to the diketone group at the C-10 position of baccatin III, which inhibits the synthesis of taxol and other natural products with a diketone group at this position. DHBPTx is effective against colorectal carcinoma cells in culture, but has not been tested in vivo. This drug has also been shown to be effective against breast cancer cells that express high levels of 10-deacetylase activity. It is metabolized into 10-deacetylbaccatin III, which binds to cellular protein kinase C and causes inhibition of mitosis and apoptosis. In addition, DHBPTx can be conjugated with other drugs such as doxorubicin or vincristine to increase their effectiveness.

Midostaurin Impurity 2 is a drug product that has been custom synthesized by our scientists. It is of high purity, and is used in analytical studies to understand its metabolism. This impurity also plays a role in drug development and pharmacopoeia. It can be found under CAS No. 155848-20-7, and has the molecular formula C10H16N4O2S. This compound has an analytical standard at HPLC, which can be used to make sure that it's purity meets FDA standards for research and development purposes.

7-O-(Triethylsilyl) paclitaxel is a synthetic Taxol analog. It is manufactured by custom synthesis and purified by HPLC to be used as an analytical standard for the determination of natural Taxol impurities in drug products.

Campesterol is a plant sterol that lowers cholesterol, has anti-cancer and anti-inflammatory properties, and can help with specific prostate conditions.

Fenchone (AI3-00736) is a monoterpene found in plants with anti-inflammatory, antioxidant, antifungal and anti-injury activities.

Terpineol possesses antifungal activity against Trichophyton mentagrophytes, it also exhibits strong antimicrobial activity against periodontopathic and cariogenic bacteria. α-Terpineol (Terpineol) shows anticonvulsant, and anti-inflammatory activities, it inhibits the gene expression of the IL-6 receptor.