Oxytetracycline calcium

Category	Herpes simplex Virus (HSV)
CAS	7179-50-2
Description	Oxytetracycline calcium is an antibiotic belonging to the tetracycline class. Oxytetracycline calcium potently inhibits Gram-negative and Gram-positive bacteria. Oxytetracycline calcium is a protein synthesis inhibitor and prevents the binding from aminoacil-tRNA to the complex m-ribosomal RNA. Oxytetracycline calcium also possesses anti-HSV-1 activity.

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Synonyms	Calcium oxytetracycline;Oxytetracycline calcium;Oxytetracycline monocalcium;7179-50-2;M90SJ24J2X;EINECS 230-540-4;UNII-M90SJ24J2X;D05322;OXYTETRACYCLINE CALCIUM (1:1);RCSYGBTYTLWIRC-NXURVHCDSA-M;2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, calcium salt (1:1), (4S-(4-alpha,4a-alpha,5-alpha,5a-alpha,6-beta,12a-alpha))-;J252.983A;EPA PESTICIDE CHEMICAL CODE 006321;Q27283660;2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11, 12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, calciium salt (1:1), (4S-(4alpha,4aalpha,5alpha,6beta,12aalpha))-;2-NAPHTHACENECARBOXAMIDE, 4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,5,6,10,12,12A-HEXAHYDROXY-6-METHYL-1,11-DIOXO-, CALCIUM SALT (1:1), (4S,4AR,5S,5AR,6S,12AS)-;2-NAPHTHACENECARBOXAMIDE, 4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,5,6,10,12,12A-HEXAHYDROXY-6-METHYL-1,11-DIOXO-, CALCIUM SALT (1:1), (4S-(4.ALPHA.,4A.ALPHA.,5.ALPHA.,5A.ALPHA.,6.BETA.,12A.ALPHA.))-;CALCIUM (5S,5AR,6S,6AR,7S,10AR)-9-CARBAMOYL-7-(DIMETHYLAMINO)-5,6,10,10A-TETRAHYDROXY-5-METHYL-8,11-DIOXO-5A,6,6A,7-TETRAHYDROTETRACENE-1,12-DIOLATE;
IUPAC Name	calcium;(5S,5aR,6S,6aR,7S,10aR)-9-carbamoyl-7-(dimethylamino)-5,6,10,10a-tetrahydroxy-5-methyl-8,11-dioxo-5a,6,6a,7-tetrahydrotetracene-1,12-diolate
Molecular Weight	72.06
Molecular Formula	C3H4O2
Canonical SMILES	C1COC1=O
InChI	InChI=1S/C22H24N2O9.Ca/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);/q;+2/p-2/t12-,13-,14+,17+,21-,22+;/m1./s1
InChIKey	VNXGBFNHSOJJDT-IFLJXUKPSA-L
Purity	≥95%
Solubility	Soluble in DMSO
Appearance	Solid powder
Application	Anti-Bacterial Agents
Storage	Please store the product under the recommended conditions in the Certificate of Analysis.
Complexity	1000
Exact Mass	498.0951211
In Vitro	Oxytetracycline calcium is an important member of the bacterial aromatic polyketide family, which is a structurally diverse class of natural products. Oxytetracycline calcium 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) calcium for 10 days are species specific. Oxytetracycline calcium 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 calcium, 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 calcium 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	202.84000
Target	Bacterial; HSV; Antibiotic; Endogenous Metabolite