β-Apo-oxytetracycline

• CAT Number: R013288
• CAS Number: 18751-99-0
• Molecular Formula: C22H22N2O8
• Molecular Weight: 442.424
• Purity: ≥95%
• Synonyms: 4-(1,3-Dihydro-4,5-dihydroxy-9-methyl-3-oxonaphtho[2,3-c]furan-1-yl)-3-(dimethylamino)-2,5-dihydroxy-6-oxo-1-cyclohexene-1-carboxamide; β-Apoterramycin
• Storage: Store at -20°C
• IUPAC Name: 4-(4,5-dihydroxy-9-methyl-3-oxo-1H-benzo[f][2]benzofuran-1-yl)-3-(dimethylamino)-2,5-dihydroxy-6-oxocyclohexene-1-carboxamide
• InChI: InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)20(32-22(12)31)13-15(24(2)3)17(27)14(21(23)30)19(29)18(13)28/h4-6,13,15,18,20,25-28H,1-3H3,(H2,23,30)
• InChIKey: DRKMHDAKULCOKQ-UHFFFAOYSA-N
• SMILES: CC1=C2C(OC(=O)C2=C(C3=C1C=CC=C3O)O)C4C(C(=C(C(=O)C4O)C(=O)N)O)N(C)C

β-apo-oxytetracycline (oxytetracycline related compound E) is an oxytetracycline metabolite. Unlike other related oxytetracycline metabolites, β-apo-oxytetracycline formation does not appear to be influenced by varying pH environments; however, it does form more rapidly with increasing temperature. Other oxytetracycline metabolites include 4-epi-oxytetracycline (oxytetracycline related compound A) and α-apo-oxytetracycline (oxytetracycline related compound D). β-apo-oxytetracycline is sparingly soluble in water (0.2 mg/mL).

Reference

Richeng, Xuan, et. al.. /Hydrolysis and Photolysis of Oxytetracycline in Aqueous Solution./ Journal of Environmental Science and Health 45 (2010): 73-81. Usda.gov. Web. 10 Apr. 2013.