beta-Apooxytetracycline

beta-Apooxytetracycline is a potential impurity found in commercial preparations of oxytetracycline. beta-Apooxytetracycline is a degradation product formed from oxytetracycline (Cay-18076) via acid hydrolysis. It has a relative potency of 0.1 compared with oxytetracycline for inhibiting the growth of aerobic sludge bacteria, an MIC50 value of 32 mg/L for tetracycline-sensitive strains of Pseudomonas, and MIC50 values of greater than 32 mg/L for tetracycline-sensitive strains of Agrobacterium, Moraxella, and Bacillus, as well as tetracycline-resistant strains of E. coli. beta-Apooxytetracycline (10 mg/kg) is toxic to rats, decreasing body weight, disrupting blood cell counts, and inducing hepatocyte necrosis.Formal Name: (3S,4S,5R)-4-[(3R)-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. CAS Number: 18751-99-0. Synonyms: beta-Apo-Oxytetracycline, beta-Apoterramycin. Molecular Formula: C22H22N2O8. Formula Weight: 442.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 12 mg/ml, DMSO: 20 mg/ml, Ethanol: 5 mg/ml, PBS (pH 7.2): 0.2 mg/ml. lambdamax: 215, 244, 321, 373 nm. SMILES: OC1=CC=CC2=C1C(O)=C3C([C@]([C@]4([H])[C@@H](O)C(C(C(N)=O)=C(O)[C@H]4N(C)C)=O)([H])OC3=O)=C2C. InChi Code: 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)/t13-,15-,18+,20-/m0/s1. InChi Key: DRKMHDAKULCOKQ-VPZFNDQJSA-N.