Synonyms |
[4S-(4α,4aα,5α,5aα,6β,12aα]-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide Dihydrate; 5-Hydroxytetracycline Dihydrate |
IUPAC Name |
(4S,4aR,5S,5aR,6S,12aR)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;dihydrate |
Molecular Weight |
496.46 |
Molecular Formula |
C22H24N2O9.2H2O |
Canonical SMILES |
CC1(C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O.O.O |
InChI |
InChI=1S/C22H24N2O9.2H2O/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29;;/h4-6,12-14,17,25-26,28,30,32-33H,1-3H3,(H2,23,31);2*1H2/t12-,13-,14+,17+,21-,22+;;/m1./s1 |
InChIKey |
IMLJLCJZQLGHJS-JEKSYDDFSA-N |
Boiling Point |
845.6°C at 760 mmHg |
Melting Point |
181-182°C |
Flash Point |
465.2°C |
Purity |
>98% |
Solubility |
Slightly soluble in DMSO, Methanol, Water |
Appearance |
Yellow Crystalline Powder |
Application |
Anti-Bacterial Agents |
Storage |
Store at 2-8°C |
Complexity |
1000 |
Exact Mass |
496.16930971 |
In Vitro |
Oxytetracycline is an important member of the bacterial aromatic polyketide family, which is a structurally diverse class of natural products. Oxytetracycline is synthesized by a type II polyketide synthase that generates the poly-beta-ketone backbone through successive decarboxylative condensation of malonyl-CoA extender units, followed by modifications by cyclases, oxygenases, transferases, and additional tailoring enzymes. |
In Vivo |
The effects of administration a therapeutic dose of Oxytetracycline (82.8 mg/kg of bw to 1 % bw/day) for 10 days are species specific. Oxytetracycline increases the relative liver weight in Morone chrysops x M. saxatilis, the enzymatic activity of CYP3A4 in Ictalurus punctatus, protein expression of CYP3A4 in Oreochromis niloticus and depleted the hepatic CYP3A4 in the latter. For Oxytetracycline, the limits are 100 μg/kg in muscle and milk, 200 μg/kg in egg, 300 μg/kg in liver and 600 μg/kg in kidney. Oxytetracycline (OTC) is administered to fish as medicated feed at concentrations ranging from 35 to 75 mg a.i kg-1 biomass day-1 for 7-14 days. |
PSA |
220.31000 |
Target |
Bacterial; HSV; Antibiotic; Endogenous Metabolite |