Description
It is produced by the strain of Oxytetracycline or Methacycline. It is regarded as the third generation of tetracycline. It shows broad spectrum antibacterial and antiprotozoan activity and acts by binding to the 30S and 50S ribosomal subunits, blocking protein synthesis. Its antibacterial spectrum is similar to Tetracycline, its antibacterial activity is 2-8 times of Tetracycline, its plasma elimination half-life is as long as 18-22h, and it has little effect on renal function.
Synonyms
6-Deoxy-5-hydroxytetracycline; 6-Deoxyoxytetracycline; Doxytetracycline; Hydramycin; Medeomycin; Vibramycin; Doxycyclinum; Monodox; Oracea; Doxy-Caps; Vibravenos; 5-Hydroxy-alpha-6-deoxytetracycline; 6-alpha-Deoxy-5-oxytetracycline
IUPAC Name
(4S,4aR,5S,5aR,6R,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
Molecular Formula
C22H24N2O8
Canonical SMILES
CC1C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O
InChI
InChI=1S/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25-27,30,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1
InChIKey
SGKRLCUYIXIAHR-AKNGSSGZSA-N
Boiling Point
554.44 °C (Predicted)
Melting Point
206-209 °C (dec.)
Density
1.3809 g/cm3 (Predicted)
Solubility
Soluble in Ethanol, Methanol, DMF, DMSO
Appearance
Yellow to orange solid
Toxicity
LD50 = 262 mg/kg (I.P. in rat).