4-Epianhydrotetracycline Hydrochloride

• CAT Number: R013283
• CAS Number: 4465-65-0
• Molecular Formula: C22H23ClN2O7
• Molecular Weight: 462.88
• Purity: ≥95%
• Synonyms: (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
• Target: Apoptosis
• Storage: Store at -20°C
• IUPAC Name: (4R,4aS,12aR)-4-(dimethylamino)-1,10,11,12a-tetrahydroxy-6-methyl-3,12-dioxo-4a,5-dihydro-4H-tetracene-2-carboxamide;hydrochloride
• InChI: InChI=1S/C22H22N2O7.ClH/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28;/h4-6,11,16,25-26,29,31H,7H2,1-3H3,(H2,23,30);1H/t11-,16+,22-;/m0./s1
• InChIKey: SPFAOPCHYIJPHJ-MOMXNFOMSA-N
• SMILES: CC1=C2C=CC=C(C2=C(C3=C1C[C@H]4[C@H](C(=O)C(=C([C@]4(C3=O)O)O)C(=O)N)N(C)C)O)O.Cl

4-Epianhydrotetracycline Hydrochloride（Cat No.:R013283）is a derivative of tetracycline that forms through chemical modification, often as a degradation product. This compound retains some antibacterial properties, particularly against certain Gram-positive bacteria, though it is generally less potent than tetracycline itself. It acts by inhibiting bacterial protein synthesis, targeting the 30S ribosomal subunit to disrupt bacterial growth. In research, 4-Epianhydrotetracycline is often studied to understand tetracycline stability and degradation pathways. It is also valuable in examining the effects of tetracycline derivatives in pharmacology, microbiology, and drug resistance studies.

Reference

Benitz, K. F., and H. F. Diermeier. /Renal Toxicity of Tetracycline Degradation Products./ Experimental Biology and Medicine 115.4 (1964): 930-35. Rsmjournals.com. Web. 7 May 2013.Fike, Winston W., and Nicholas W. Brake. /Modified Method for Determining Tetracycline, 4-epitetracycline, and Anhydrotetracyclines in Tetracycline Base or Hydrochloride./ Journal of Pharmaceutical Sciences 61.4 (1972): 615-17. Onlinelibrary.com. Web. 7 May 2013.