Oxytetracycline Hydrochloride | CAS#2058-46-0 | CAS#6153-64-6 | Antibacterial

MedKoo Cat#: 318450 | Name: Oxytetracycline Hydrochloride

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Description:

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

Oxytetracycline Hydrochloride is the hydrochloride salt form of oxytetracycline, a tetracycline derivative produced by Streptomyces rimosus exhibiting antimicrobial activity. Oxytetracycline Hydrochloride is an antibacterial compound isolated from the elaboration products of the actinomycete, Streptomyces rimosus, when grown on a suitable medium. Oxytetracycline hydrochloride interferes with binding of aminoacyl-tRNA to the mRNA-ribosome complex, thereby preventing peptide elongation and inhibiting protein synthesis. It is often used to treat skin conditions.

Chemical Structure

Oxytetracycline Hydrochloride

CAS#2058-46-0 (HCl)

Theoretical Analysis

MedKoo Cat#: 318450

Name: Oxytetracycline Hydrochloride

CAS#: 2058-46-0 (HCl)

Chemical Formula: C22H25ClN2O9

Exact Mass: 0.0000

Molecular Weight: 496.90

Elemental Analysis: C, 53.18; H, 5.07; Cl, 7.13; N, 5.64; O, 28.98

Price and Availability

Size	Price	Availability
5g	USD 350.00	2 Weeks
25g	USD 550.00	2 Weeks
100g	USD 950.00	2 Weeks

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Related CAS #

2058-46-0 (HCl) 6153-64-6 (dihydrate)

Synonym

Oxytetracycline Hydrochloride; Oxytetracycline HCl; Biosolvomycin; Oxytetracycline.HCl; Dalinmycin; Dalimycin; Oxytetracycline, Sodium Salt; Sodium Salt Oxytetracycline; Terramycin;

IUPAC/Chemical Name

(4S,4aR,5S,5aR,6S,12aR)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride

InChi Key

SVDOODSCHVSYEK-IFLJXUKPSA-N

InChi Code

InChI=1S/C22H24N2O9.ClH/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;/h4-6,12-14,17,25-26,28,30,32-33H,1-3H3,(H2,23,31);1H/t12-,13-,14+,17+,21-,22+;/m1./s1

SMILES Code

CC1(C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O.Cl

Appearance

Light yellow to yellow solid powder.

Purity

>95% (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, not in water

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 hydrochloride 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
	DMSO	299.5	602.74
	Water	99.0	199.24

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 496.90 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: Jacob MM, Ponnuchamy M, Roshin A, Kapoor A. Adsorptive removal of oxytetracycline hydrochloride using bagasse-based biochar powder and beads. Chemosphere. 2024 Aug 3;363:143016. doi: 10.1016/j.chemosphere.2024.143016. Epub ahead of print. PMID: 39103098. 2: Xiong ZW, Guo LN, Jiang H, Zhang Y, Gao Q, Li J, Chen S, Li X, Javaid MA, Li DQ, Xie H. A handy way for forming N-doped TiO2/carbon from pectin and d,l-serine hydrazide hydrochloride. Int J Biol Macromol. 2024 Aug 2:134155. doi: 10.1016/j.ijbiomac.2024.134155. Epub ahead of print. PMID: 39098462. 3: Zhang J, Xu H, Zheng Y, Shen Y, Mu C, Wang Y, Niyazi A, He Z, Zhang Z, Zhang L, Xue J. Visible light photocatalytic degradation of oxytetracycline hydrochloride using chitosan-loaded Z-scheme heterostructured material BiOCOOH/O-gC3N4. Int J Biol Macromol. 2024 Aug;275(Pt 2):133373. doi: 10.1016/j.ijbiomac.2024.133373. Epub 2024 Jun 30. PMID: 38945717. 4: Huang JY, Liu Q, Zhu H, Lin SF, Yang KX, He HL, Gu XG, Shen YH, Qin L. A fluorescent terbium-metal-organic framework material for high-sensitivity detection of vomitoxin and oxytetracycline hydrochloride in water. Luminescence. 2024 May;39(5):e4743. doi: 10.1002/bio.4743. PMID: 38692854. 5: Xu W, Wang Z, Lu B, Guo G, Zhao C, Zhao Y. Effect of different concentrations of gibberellins on attenuation of nutrient and antibiotics from aquaculture wastewater using microalgae-bacteria-fungi consortia system. Bioresour Technol. 2024 Mar;395:130369. doi: 10.1016/j.biortech.2024.130369. Epub 2024 Jan 23. PMID: 38272143. 6: Liu ZT, Sun YF, Fei ZH, Sha XL, Wen XJ, Qian BB, Chen J, Gu CG. [Adsorption Performance and Mechanism of Oxytetracycline in Water by KOH Modified Biochar Derived from Corn Straw]. Huan Jing Ke Xue. 2024 Jan 8;45(1):594-605. Chinese. doi: 10.13227/j.hjkx.202302120. PMID: 38216508. 7: Liu J, Wang Z, Zhao C, Lu B, Zhao Y. Phytohormone gibberellins treatment enhances multiple antibiotics removal efficiency of different bacteria- microalgae-fungi symbionts. Bioresour Technol. 2024 Feb;394:130182. doi: 10.1016/j.biortech.2023.130182. Epub 2023 Dec 10. PMID: 38081467. 8: Zhang C, Lu K, Li L, Lei W, Xia M, Wang F. A water-stabilized Tb-MOF can be used as a sensitive and selective fluorescence sensor for the detection of oxytetracycline hydrochloride. Spectrochim Acta A Mol Biomol Spectrosc. 2024 Jan 5;304:123379. doi: 10.1016/j.saa.2023.123379. Epub 2023 Sep 9. PMID: 37729814. 9: Johnson KB, Temple TN, Kc AN. Acidifying Spray Suspensions of Oxytetracycline and Kasugamycin Enhances Their Effectiveness for Fire Blight Control in Apple and Pear. Phytopathology. 2023 Dec;113(12):2205-2214. doi: 10.1094/PHYTO-04-23-0122-R. Epub 2023 Dec 23. PMID: 37530490. 10: Yang J, Shen Z, Qu P, Yang R, Shao A, Li H, Zhao A, Cheng C. Influences of Jujube Witches' Broom (JWB) Phytoplasma Infection and Oxytetracycline Hydrochloride Treatment on the Gene Expression Profiling in Jujube. Int J Mol Sci. 2023 Jun 18;24(12):10313. doi: 10.3390/ijms241210313. PMID: 37373459; PMCID: PMC10299734. 11: Yang L, Li H, Jin X, Chen Z. The origins of potentially superior properties and multifunctionalities of carbon-nano zero-valent iron in the carbonization pyrolysis process. J Environ Manage. 2023 Oct 15;344:118457. doi: 10.1016/j.jenvman.2023.118457. Epub 2023 Jun 21. PMID: 37352626. 12: Jiao G, Zhou H, Li X, Liu J, She D. Degradation of oxytetracycline by iron- manganese modified industrial lignin-based biochar activated peroxy-disulfate: Pathway and mechanistic analysis. Bioresour Technol. 2023 Sep;384:129357. doi: 10.1016/j.biortech.2023.129357. Epub 2023 Jun 17. PMID: 37336454. 13: Wei Z, Hou C, Gao Z, Wang L, Yang C, Li Y, Liu K, Sun Y. Preparation of Biochar with Developed Mesoporous Structure from Poplar Leaf Activated by KHCO3 and Its Efficient Adsorption of Oxytetracycline Hydrochloride. Molecules. 2023 Apr 3;28(7):3188. doi: 10.3390/molecules28073188. PMID: 37049949; PMCID: PMC10096365. 14: Kozak M, Stasiuk A, Vlizlo V, Ostapiv D, Bodnar Y, Kuz'mina N, Figurka N, Nosova N, Ostapiv R, Kotsumbas I, Varvarenko S, Samaryk V. Polyphosphate Ester- Type Transporters Improve Antimicrobial Properties of Oxytetracycline. Antibiotics (Basel). 2023 Mar 20;12(3):616. doi: 10.3390/antibiotics12030616. PMID: 36978483; PMCID: PMC10045294. 15: Ma Y, Wang R, Gao C, Han R. Carbon nanotube-loaded copper-nickel ferrite activated persulfate system for adsorption and degradation of oxytetracycline hydrochloride. J Colloid Interface Sci. 2023 Jun 15;640:761-774. doi: 10.1016/j.jcis.2023.03.001. Epub 2023 Mar 4. PMID: 36905888. 16: Alkayali MFMT, Badria FA, ElBaiomy AAB, Youssef JM. Effect of polycaprolactone nanofibers loaded with oxytetracycline hydrochloride and zinc oxide as an adjunct to SRP on GCF lipocalin-2 levels in periodontitis patients: A clinical and laboratory study. J Adv Periodontol Implant Dent. 2022 Nov 20;14(2):76-83. doi: 10.34172/japid.2022.024. PMID: 36714082; PMCID: PMC9871181. 17: Bueno MS, Longhi MR, Garnero C. Pharmaceutical Systems as a Strategy to Enhance the Stability of Oxytetracycline Hydrochloride Polymorphs in Solution. Pharmaceutics. 2023 Jan 5;15(1):192. doi: 10.3390/pharmaceutics15010192. PMID: 36678821; PMCID: PMC9862800. 18: Hindieh P, Yaghi J, Khoury AE, Chokr A, Atoui A, Louka N, Assaf JC. Lactobacillus rhamnosus and Staphylococcus epidermidis in gut microbiota: in vitro antimicrobial resistance. AMB Express. 2022 Oct 3;12(1):128. doi: 10.1186/s13568-022-01468-w. PMID: 36190582; PMCID: PMC9530110. 19: Zhang C, Xie X, Feng S, Lei W, Xia M, Wang F, Wang H. Sensitive fluorescent detection and micromechanism of Mn-doped CuS probe for oxytetracycline hydrochloride. Spectrochim Acta A Mol Biomol Spectrosc. 2023 Jan 5;284:121768. doi: 10.1016/j.saa.2022.121768. Epub 2022 Aug 24. PMID: 36049299. 20: Wang P, Wang J, Zhu Y, Shi R, Wang D, Yang P. Interface Nanoarchitectonics of TiO2/g-C3N4 2D/2D Heterostructures for Enhanced Antibiotic Degradation and Cr(VI) Reduction. Langmuir. 2022 Sep 13;38(36):11068-11079. doi: 10.1021/acs.langmuir.2c01711. Epub 2022 Aug 31. PMID: 36044677.