Taleranol | CAS#42422-68-4 | metabolite

MedKoo Cat#: 584968 | Name: Taleranol

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Taleranol is a metabolite of Zearalenone which is a non-steroidal estrogenic lactone used as an anabolic compound in animal feed.

Chemical Structure

Taleranol

CAS#42422-68-4

Theoretical Analysis

MedKoo Cat#: 584968

Name: Taleranol

CAS#: 42422-68-4

Chemical Formula: C18H26O5

Exact Mass: 322.1780

Molecular Weight: 322.40

Elemental Analysis: C, 67.06; H, 8.13; O, 24.81

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

Taleranol; P1560; P-1560; P 1560

IUPAC/Chemical Name

1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, (3S-(3R*,7R*))

InChi Key

DWTTZBARDOXEAM-JSGCOSHPSA-N

InChi Code

InChI=1S/C18H26O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h10-12,14,19-21H,2-9H2,1H3/t12-,14-/m0/s1

SMILES Code

O=C1C2=C(O)C=C(O)C=C2CCCCC[C@H](O)CCC[C@H](C)O1

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 322.40 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Launay FM, Ribeiro L, Alves P, Vozikis V, Tsitsamis S, Alfredsson G, Sterk SS, Blokland M, Iitia A, Lövgren T, Tuomola M, Gordon A, Kennedy DG. Prevalence of zeranol, taleranol and Fusarium spp. toxins in urine: implications for the control of zeranol abuse in the European Union. Food Addit Contam. 2004 Sep;21(9):833-9. PubMed PMID: 15666976. 2: Bories GF, Perdu-Durand EF, Sutra JF, Tulliez JE. Evidence for glucuronidation and sulfation of zeranol and metabolites (taleranol and zearalanone) by rat and pig hepatic subfractions. Drug Metab Dispos. 1991 Jan-Feb;19(1):140-3. PubMed PMID: 1673387. 3: Yunin MA, Metalnikov PS, Komarov AA, Panin AN. Development of a rapid method for the analysis of trenbolone, nortestosterone, and zeranol in bovine liver using liquid chromatography tandem mass spectrometry. Anal Bioanal Chem. 2015 Jun;407(15):4363-71. doi: 10.1007/s00216-014-8346-y. Epub 2014 Dec 2. PubMed PMID: 25450054. 4: Matraszek-Zuchowska I, Wozniak B, Zmudzki J. Determination of zeranol, taleranol, zearalanone, α-zearalenol, β-zearalenol and zearalenone in urine by LC-MS/MS. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2013;30(6):987-94. doi: 10.1080/19440049.2013.787656. Epub 2013 May 24. PubMed PMID: 23705928. 5: Launay FM, Young PB, Sterk SS, Blokland MH, Kennedy DG. Confirmatory assay for zeranol, taleranol and the Fusarium spp. toxins in bovine urine using liquid chromatography-tandem mass spectrometry. Food Addit Contam. 2004 Jan;21(1):52-62. PubMed PMID: 14744680. 6: Ben Salem I, Prola A, Boussabbeh M, Guilbert A, Bacha H, Lemaire C, Abid-Essefi S. Activation of ER stress and apoptosis by α- and β-zearalenol in HCT116 cells, protective role of Quercetin. Neurotoxicology. 2016 Mar;53:334-342. doi: 10.1016/j.neuro.2015.11.004. Epub 2015 Nov 14. PubMed PMID: 26584763. 7: Dong G, Pan Y, Wang Y, Ahmed S, Liu Z, Peng D, Yuan Z. Preparation of a broad-spectrum anti-zearalenone and its primary analogues antibody and its application in an indirect competitive enzyme-linked immunosorbent assay. Food Chem. 2018 May 1;247:8-15. doi: 10.1016/j.foodchem.2017.12.016. Epub 2017 Dec 7. PubMed PMID: 29277231. 8: Echarte JM, Fernández DC, Chiacchio CA, Torres Leedham VM. Comparison of a Validated LC/MS/MS Method with a Validated GC/MS Method for the Analysis of Zeranol and its Related Mycotoxin Residues in Bovine Urine Samples Collected During Argentina's Residue Monitoring Control Program (2005-2012). J AOAC Int. 2014 Sep-Oct;97(5):1470-5. doi: 10.5740/jaoacint.13-283. PubMed PMID: 25903002. 9: Vulic A, Lešic T, Kudumija N, Mikuš T, Pleadin J. Resorcylic Acid Lactones in Urine Samples of Croatian Farm Animals. J Anal Toxicol. 2018 Oct 6. doi: 10.1093/jat/bky069. [Epub ahead of print] PubMed PMID: 30295910. 10: Zhang L, Sun J, Wang Y, Wu H, Yu S. [Simultaneous determination of six zeranols in milk samples by immunoaffinity solid phase extraction coupled with ultra-performance convergence chromatography-tandem mass spectrometry]. Se Pu. 2018 Jun 8;36(6):566-572. doi: 10.3724/SP.J.1123.2018.02008. Chinese. PubMed PMID: 30136479. 11: Chichila TM, Silvestre D, Covey TR, Henion JD. Distribution of zeranol in bovine tissues determined by selected ion monitoring capillary gas chromatography/mass spectrometry. J Anal Toxicol. 1988 Nov-Dec;12(6):310-8. PubMed PMID: 2977419. 12: Jiang K, Huang Q, Fan K, Wu L, Nie D, Guo W, Wu Y, Han Z. Reduced graphene oxide and gold nanoparticle composite-based solid-phase extraction coupled with ultra-high-performance liquid chromatography-tandem mass spectrometry for the determination of 9 mycotoxins in milk. Food Chem. 2018 Oct 30;264:218-225. doi: 10.1016/j.foodchem.2018.05.041. Epub 2018 May 8. PubMed PMID: 29853368. 13: Matraszek-Zuchowska I, Wozniak B, Posyniak A. Resorcylic acid lactones in urine samples of slaughtered animals resulting from potential feed contamination with zearalenone. Food Addit Contam Part B Surveill. 2019 Feb 7:1-11. doi: 10.1080/19393210.2019.1566933. [Epub ahead of print] PubMed PMID: 30727848. 14: Baldwin RS, Williams RD, Terry MK. Zeranol: a review of the metabolism, toxicology, and analytical methods for detection of tissue residues. Regul Toxicol Pharmacol. 1983 Mar;3(1):9-25. Review. PubMed PMID: 6351181. 15: Zhang W, Wang H, Wang J, Li X, Jiang H, Shen J. Multiresidue determination of zeranol and related compounds in bovine muscle by gas chromatography/mass spectrometry with immunoaffinity cleanup. J AOAC Int. 2006 Nov-Dec;89(6):1677-81. PubMed PMID: 17225617. 16: Marin DE, Motiu M, Taranu I. Food contaminant zearalenone and its metabolites affect cytokine synthesis and intestinal epithelial integrity of porcine cells. Toxins (Basel). 2015 May 29;7(6):1979-88. doi: 10.3390/toxins7061979. PubMed PMID: 26035492; PubMed Central PMCID: PMC4488685. 17: Emídio ES, da Silva CP, de Marchi MR. Determination of estrogenic mycotoxins in environmental water samples by low-toxicity dispersive liquid-liquid microextraction and liquid chromatography-tandem mass spectrometry. J Chromatogr A. 2015 Apr 24;1391:1-8. doi: 10.1016/j.chroma.2015.02.067. Epub 2015 Mar 1. PubMed PMID: 25770896. 18: Zöllner P, Jodlbauer J, Kleinova M, Kahlbacher H, Kuhn T, Hochsteiner W, Lindner W. Concentration levels of zearalenone and its metabolites in urine, muscle tissue, and liver samples of pigs fed with mycotoxin-contaminated oats. J Agric Food Chem. 2002 Apr 24;50(9):2494-501. PubMed PMID: 11958611. 19: Pfeiffer E, Hildebrand A, Mikula H, Metzler M. Glucuronidation of zearalenone, zeranol and four metabolites in vitro: formation of glucuronides by various microsomes and human UDP-glucuronosyltransferase isoforms. Mol Nutr Food Res. 2010 Oct;54(10):1468-76. doi: 10.1002/mnfr.200900524. PubMed PMID: 20397195. 20: Blokland MH, Sterk SS, Stephany RW, Launay FM, Kennedy DG, van Ginkel LA. Determination of resorcylic acid lactones in biological samples by GC-MS. Discrimination between illegal use and contamination with fusarium toxins. Anal Bioanal Chem. 2006 Mar;384(5):1221-7. Epub 2006 Jan 14. PubMed PMID: 16416095.