Oxytetracycline | CAS# 79-57-2 | xxxx

MedKoo Cat#: 581151 | Name: Oxytetracycline

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Description:

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

Oxytetracycline is analog isolated from the actinomycete STREPTOMYCES rimosus and used in a wide variety of clinical conditions. Oxytetracycline works by interfering with the ability of bacteria to produce essential proteins. Without these proteins, the bacteria cannot grow, multiply and increase in numbers. Oxytetracycline therefore stops the spread of the infection and the remaining bacteria are killed by the immune system or eventually die. Oxytetracycline is a broad-spectrum antibiotic, active against a wide variety of bacteria. However, some strains of bacteria have developed resistance to this antibiotic, which has reduced its effectiveness for treating some types of infections.

Chemical Structure

Oxytetracycline

CAS#79-57-2 (free)

Theoretical Analysis

MedKoo Cat#: 581151

Name: Oxytetracycline

CAS#: 79-57-2 (free)

Chemical Formula: C22H24N2O9

Exact Mass: 460.1482

Molecular Weight: 460.44

Elemental Analysis: C, 57.39; H, 5.25; N, 6.08; O, 31.27

Price and Availability

Size	Price	Availability	Quantity
25g	USD 250.00
50g	USD 450.00
100g	USD 750.00

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Related CAS #

79-57-2 (free) 7179-50-2 (calcium)

Synonym

Oxytetracycline; Lenocycline; Oxymykoin; Liquamycin; Oxysteclin; Oxyterracin; Oxyterracine; Oxyterracyne; Tarosin;

IUPAC/Chemical Name

2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-

InChi Key

IWVCMVBTMGNXQD-UHFFFAOYSA-N

InChi Code

InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)

SMILES Code

O=C(C(C1=O)=C(O)C(N(C)C)C2C(O)C3C(C)(O)C4=C(C(C3=C(O)C21O)=O)C(O)=CC=C4)N

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

>2 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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Oxytetracycline is an antibiotic belonging to the tetracycline class.

In vitro activity:

Through screening, this study identified oxytetracycline, which showed significant inhibition activity of LCSC population without damage on hepatocytes. To determine whether oxytetracycline targets LCSC, this study examined whether oxytetracycline treatment could change the CD133 expression, spheroid forming ability as well as the levels of stem cell-related markers. Treatment of spheroid-forming LCSC with oxytetracycline effectively decreased the spheroid formation and the CD133+ cell population. oxytetracycline could suppress expression of CD133 without changing of expression of other stem cell-related markers. Reference: Sci Rep. 2018 Oct 31;8(1):16100. https://pubmed.ncbi.nlm.nih.gov/30382122/

In vivo activity:

The present work was carried out to evaluate the effect of naringenin on antioxidant and lipid peroxidation status in liver of oxytetracycline-intoxicated rats. Intraperitonial administration of oxytetracycline 200 mg/kg for 15 days resulted a significant elevation in serum hepatospecific markers such as aspartate transaminase, alanine transaminase, alkaline phosphatase, lactate dehydrogenase, and bilirubin and the levels of lipid peroxidation markers (thiobarbituric acid reactive substances (TBARS) and lipid hydroperoxides) in liver. Oxytetracycline also caused a significant reduction in the activities of superoxide dismutase, catalase, glutathione peroxidase, reduced glutathione (GSH), vitamin C and vitamin E in liver. Reference: Basic Clin Pharmacol Toxicol. 2006 May;98(5):456-61. https://pubmed.ncbi.nlm.nih.gov/16635103/

	Solvent	mg/mL	mM
Solubility
	DMF	0.3	0.65
	DMSO	48.3	104.97
	DMSO:PBS (pH 7.2) (1:1)	0.5	1.09
	Ethanol	10.0	21.72
	Water	0.7	1.46

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 460.44 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

Formulation protocol:

1. Song Y, Kim IK, Choi I, Kim SH, Seo HR. Oxytetracycline have the therapeutic efficiency in CD133+ HCC population through suppression CD133 expression by decreasing of protein stability of CD133. Sci Rep. 2018 Oct 31;8(1):16100. doi: 10.1038/s41598-018-34301-1. PMID: 30382122; PMCID: PMC6208387. 2. Rok J, Wrześniok D, Beberok A, Otręba M, Delijewski M, Buszman E. Phototoxic effect of oxytetracycline on normal human melanocytes. Toxicol In Vitro. 2018 Apr;48:26-32. doi: 10.1016/j.tiv.2017.12.008. Epub 2017 Dec 15. PMID: 29248593. 3. Jayanthi R, Subash P. Antioxidant effect of caffeic Acid on oxytetracycline induced lipid peroxidation in albino rats. Indian J Clin Biochem. 2010 Oct;25(4):371-5. doi: 10.1007/s12291-010-0052-8. Epub 2010 Oct 5. PMID: 21966107; PMCID: PMC2994573. 4. Pari L, Gnanasoundari M. Influence of naringenin on oxytetracycline mediated oxidative damage in rat liver. Basic Clin Pharmacol Toxicol. 2006 May;98(5):456-61. doi: 10.1111/j.1742-7843.2006.pto_351.x. PMID: 16635103.

In vitro protocol:

In vivo protocol:

1. Jayanthi R, Subash P. Antioxidant effect of caffeic Acid on oxytetracycline induced lipid peroxidation in albino rats. Indian J Clin Biochem. 2010 Oct;25(4):371-5. doi: 10.1007/s12291-010-0052-8. Epub 2010 Oct 5. PMID: 21966107; PMCID: PMC2994573. 2. Pari L, Gnanasoundari M. Influence of naringenin on oxytetracycline mediated oxidative damage in rat liver. Basic Clin Pharmacol Toxicol. 2006 May;98(5):456-61. doi: 10.1111/j.1742-7843.2006.pto_351.x. PMID: 16635103.

1: Attaie R, Bsharat M, Mora-Gutierrez A, Woldesenbet S. Short communication: Determination of withdrawal time for oxytetracycline in different types of goats for milk consumption. J Dairy Sci. 2015 Jul;98(7):4370-6. doi: 10.3168/jds.2014-8616. Epub 2015 May 7. PubMed PMID: 25958275. 2: Gberindyer AF, Okpeh ER, Semaka AA. Pharmacokinetics of Short- and Long-acting Formulations of Oxytetracycline After Intramuscular Administration in Chickens. J Avian Med Surg. 2015 Dec;29(4):298-302. doi: 10.1647/2015-076. PubMed PMID: 26771319. 3: Brentnall C, Cheng Z, McKellar QA, Lees P. Influence of oxytetracycline on carprofen pharmacodynamics and pharmacokinetics in calves. J Vet Pharmacol Ther. 2013 Aug;36(4):320-8. doi: 10.1111/jvp.12000. Epub 2012 Aug 23. PubMed PMID: 22913421. 4: Elia AC, Ciccotelli V, Pacini N, Dörr AJ, Gili M, Natali M, Gasco L, Prearo M, Abete MC. Transferability of oxytetracycline (OTC) from feed to carp muscle and evaluation of the antibiotic effects on antioxidant systems in liver and kidney. Fish Physiol Biochem. 2014 Aug;40(4):1055-68. doi: 10.1007/s10695-013-9905-4. Epub 2014 Jan 5. PubMed PMID: 24390127. 5: Seo HB, Kwon YS, Lee JE, Cullen D, Noh HM, Gu MB. A novel reflectance-based aptasensor using gold nanoparticles for the detection of oxytetracycline. Analyst. 2015 Oct 7;140(19):6671-5. doi: 10.1039/c5an00726g. PubMed PMID: 26334055. 6: Li RQ, Ren YW, Li J, Huang C, Shao JH, Chen XX, Wu ZX. Comparative pharmacokinetics of oxytetracycline in blunt-snout bream (Megalobrama amblycephala) with single and multiple-dose oral administration. Fish Physiol Biochem. 2015 Jun;41(3):803-9. doi: 10.1007/s10695-015-0047-8. Epub 2015 Mar 31. PubMed PMID: 25822587. 7: Lin Z, Li M, Gehring R, Riviere JE. Development and application of a multiroute physiologically based pharmacokinetic model for oxytetracycline in dogs and humans. J Pharm Sci. 2015 Jan;104(1):233-43. doi: 10.1002/jps.24244. Epub 2014 Nov 18. PubMed PMID: 25407474. 8: Brentnall C, Cheng Z, McKellar QA, Lees P. Pharmacokinetic-pharmacodynamic integration and modelling of oxytetracycline administered alone and in combination with carprofen in calves. Res Vet Sci. 2013 Jun;94(3):687-94. doi: 10.1016/j.rvsc.2013.01.012. Epub 2013 Feb 14. PubMed PMID: 23415880. 9: Berendsen BJ, Bor G, Gerritsen HW, Jansen LJ, Zuidema T. The disposition of oxytetracycline to feathers after poultry treatment. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2013;30(12):2102-7. doi: 10.1080/19440049.2013.843026. Epub 2013 Oct 28. PubMed PMID: 24160860. 10: Granados-Chinchilla F, Alfaro M, Chavarría G, Rodríguez C. Unravelling a vicious circle: animal feed marketed in Costa Rica contains irregular concentrations of tetracyclines and abundant oxytetracycline-resistant Gram-positive bacteria. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2014;31(6):1017-25. doi: 10.1080/19440049.2014.907504. Epub 2014 Apr 29. PubMed PMID: 24660748. 11: Ince B, Coban H, Turker G, Ertekin E, Ince O. Effect of oxytetracycline on biogas production and active microbial populations during batch anaerobic digestion of cow manure. Bioprocess Biosyst Eng. 2013 May;36(5):541-6. doi: 10.1007/s00449-012-0809-y. Epub 2012 Aug 21. PubMed PMID: 22903595. 12: Han H, Xiao H, Zhang K, Lu Z. Impact of 4-epi-oxytetracycline on the gut microbiota and blood metabolomics of Wistar rats. Sci Rep. 2016 Mar 15;6:23141. doi: 10.1038/srep23141. PubMed PMID: 26976662; PubMed Central PMCID: PMC4791543. 13: Elsayed EM, Prasher SO, Patel RM. Effect of nonionic surfactant Brij 35 on the fate and transport of oxytetracycline antibiotic in soil. J Environ Manage. 2013 Feb 15;116:125-34. doi: 10.1016/j.jenvman.2012.11.034. Epub 2013 Jan 5. PubMed PMID: 23295679. 14: Kahsay G, Shraim F, Villatte P, Rotger J, Cassus-Coussère C, Van Schepdael A, Hoogmartens J, Adams E. Development and validation of a reversed phase liquid chromatographic method for analysis of oxytetracycline and related impurities. J Pharm Biomed Anal. 2013 Mar 5;75:199-206. doi: 10.1016/j.jpba.2012.11.042. Epub 2012 Dec 5. PubMed PMID: 23277151. 15: Ziółkowski H, Jasiecka A, Zuśka-Prot M, Przybysz J, Grabowski T, Jaroszewski JJ. Metal ion-oxytetracycline pharmacokinetic interactions after oral co-administration in broiler chickens. Poult Sci. 2016 Aug 1;95(8):1927-33. doi: 10.3382/ps/pew121. Epub 2016 Apr 11. PubMed PMID: 27190106. 16: Hundt M, Schreiber B, Eckmann R, Lunestad BT, Wünneman H, Schulz R. The Effect of Water Hardness on Mortality of Zebrafish (Danio rerio) During Exposure to Oxytetracycline. Bull Environ Contam Toxicol. 2016 Feb;96(2):144-9. doi: 10.1007/s00128-015-1699-x. Epub 2015 Nov 19. PubMed PMID: 26585646. 17: Kong W, Li C, Dolhi JM, Li S, He J, Qiao M. Characteristics of oxytetracycline sorption and potential bioavailability in soils with various physical-chemical properties. Chemosphere. 2012 Apr;87(5):542-8. doi: 10.1016/j.chemosphere.2011.12.062. Epub 2012 Jan 14. PubMed PMID: 22245075. 18: Liu Y, He X, Fu Y, Dionysiou DD. Quantitative assessment on the contribution of direct photolysis and radical oxidation in photochemical degradation of 4-chlorophenol and oxytetracycline. Environ Sci Pollut Res Int. 2016 Jul;23(14):14307-15. doi: 10.1007/s11356-016-6561-0. Epub 2016 Apr 8. PubMed PMID: 27055892. 19: Pickens LB, Tang Y. Oxytetracycline biosynthesis. J Biol Chem. 2010 Sep 3;285(36):27509-15. doi: 10.1074/jbc.R110.130419. Epub 2010 Jun 3. Review. PubMed PMID: 20522541; PubMed Central PMCID: PMC2934616. 20: Ratasuk N, Boonsaner M, Hawker DW. Effect of temperature, pH and illumination on abiotic degradation of oxytetracycline in sterilized swine manure. J Environ Sci Health A Tox Hazard Subst Environ Eng. 2012;47(11):1687-94. doi: 10.1080/10934529.2012.687274. PubMed PMID: 22702830.