Date published: 2026-7-10

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4-Epianhydrotetracycline Hydrochloride (CAS 4465-65-0)

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Alternate Names:
(4R,4aS,12aS)-4-(Dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide Hydrochloride
Application:
4-Epianhydrotetracycline Hydrochloride is the epi- derivative of Tetracycline
CAS Number:
4465-65-0
Purity:
98% Enantiomeric excess 93% by HPLC at 429 nm
Molecular Weight:
462.88
Molecular Formula:
C22H22N2O7•HCl
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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4-Epianhydrotetracycline hydrochloride, a derivative of tetracycline antibiotics, has attracted considerable attention in scientific research due to its unique properties and potential applications in various fields. Mechanistically, 4-Epianhydrotetracycline hydrochloride functions as a potent inhibitor of bacterial protein synthesis by binding to the 30S ribosomal subunit. This interaction disrupts the attachment of aminoacyl-tRNA to the ribosome, thereby inhibiting the elongation of the peptide chain during translation. The inhibition of protein synthesis ultimately leads to bacterial growth suppression and bacteriostatic effects. Additionally, 4-Epianhydrotetracycline hydrochloride has been investigated for its potential role in elucidating the molecular mechanisms underlying antibiotic resistance in bacteria. Research has explored its interactions with various ribosomal subunits and bacterial enzymes involved in resistance mechanisms, providing insights into strategies for overcoming antibiotic resistance. Moreover, 4-Epianhydrotetracycline hydrochloride has been utilized as a valuable tool in structural biology studies to investigate the ribosomal machinery and explain the structural basis of antibiotic action. Furthermore, ongoing research continues to explore the diverse research applications of 4-Epianhydrotetracycline hydrochloride, offering promising avenues for understanding bacterial physiology, antibiotic resistance mechanisms, and drug discovery.


4-Epianhydrotetracycline Hydrochloride (CAS 4465-65-0) References

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  2. Bioconcentration, metabolism and the effects of tetracycline on multiple biomarkers in Chironomus riparius larvae.  |  Xie, Z., et al. 2019. Sci Total Environ. 649: 1590-1598. PMID: 30308927
  3. Developmental toxicity and transcriptome analysis of 4-epianhydrotetracycline to zebrafish (Danio rerio) embryos.  |  Wang, M., et al. 2020. Sci Total Environ. 734: 139227. PMID: 32450397
  4. Effects of two ecological earthworm species on tetracycline degradation performance, pathway and bacterial community structure in laterite soil.  |  Lin, Z., et al. 2021. J Hazard Mater. 412: 125212. PMID: 33524732
  5. Effects of 4-epianhydrotetracycline on oxidative stress in zebrafish (Danio rerio) embryos.  |  Wang, M., et al. 2021. Sci Total Environ. 796: 149047. PMID: 34280629
  6. Toxicity of single and combined 4-epianhydrotetracycline and cadmium at environmentally relevant concentrations on the zebrafish embryos (Danio rerio).  |  Lin, Y., et al. 2023. Environ Pollut. 316: 120543. PMID: 36341832
  7. Quantitative determination by thin-layer chromatography of anhydrotetracyclines in degraded tetracycline tablets.  |  Simmons, DL., et al. 1966. J Pharm Sci. 55: 1313-5. PMID: 4961421
  8. Separation and determination of anhydrotetracycline, 4-epianhydrotetracycline, tetracycline, and 4-epitetracycline in a tetracycline mixture.  |  Ascione, PP. and Chrekian, GP. 1970. J Pharm Sci. 59: 1480-2. PMID: 5471957
  9. Separation and quantitation of chlortetracycline, 4-epitetracycline, 4-epianhydrotetracycline, and anhydrotetracycline in tetracycline by high-performance liquid chromatography.  |  Muhammad, N. and Bodnar, JA. 1980. J Pharm Sci. 69: 928-30. PMID: 7400938
  10. The gelatinase inhibitory activity of tetracyclines and chemically modified tetracycline analogues as measured by a novel microtiter assay for inhibitors.  |  Paemen, L., et al. 1996. Biochem Pharmacol. 52: 105-11. PMID: 8678893

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-Epianhydrotetracycline Hydrochloride, 5 mg

sc-210036
5 mg
$320.00