Oxytetracycline

Category	Herpes simplex Virus (HSV)
CAS	79-57-2
Description	Oxytetracycline is a glycoside antibiotic produced by the strain of Streptomyces xanthophaeus. It can be used for infections caused by Gram-positive bacteria, Gram-negative bacteria, Mycoplasma, Chlamydia, Rickettsia and other pathogens. Especially for the prevention and treatment of porcine eperythropoiesis, toxoplasma, chlamydia and other pathogen infections.

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Synonyms	oxytetracycline;79-57-2;Terramycin;Oxyterracine;Oxytetracyclin;Oxymycin;Terrafungine;Oxyterracin;Oxytetracycline anhydrous;Oxitetraciclina;Oxitetracyclin;Adamycin;Biostat;Geomycin;Ryomycin;Oxytetracycline (anhydrous);Oxitetracyclinum;Oxytetracyclinum;5-Hydroxytetracycline;Oxyterracyne;Solkaciclina;Dabicycline;Fanterrin;Geotilin;Imperacin;Lenocycline;Oksisyklin;Proteroxyna;Riomitsin;Terramitsin;Ursocyclin;Ursocycline;Oxypam;Tarocyn;Tarosin;Teravit;Tetran;Antibiotic TM 25;Oxytetracycline amphoteric;Liquamycin LA 200;Biostat PA;Oxytetracycline [INN];Bisolvomycin;Oxysteclin;Oxymykoin;Vendarcin;Ossitetraciclina;Pennox 200;Oxy-Kesso-tetra;Oxytetracycline (Terramycin);Berkmycen;Mycoshield TMQTHC 20;Dalimycin;Oxacycline;Unimycin;NSC-9169;Oxytetracycline calcium;Stevacin;Macocyn;Medamycin;Mepatar;OTC (antibiotic);(4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide;MLS000069429;NSC 9169;SLF0D9077S;DTXSID1034260;Tetracycline, 5-hydroxy-;CHEBI:27701;Oxitetracycline;Terramycine;Nitox;Oxytetracycline (internal use);Stecsolin;Oxydon;TM 5;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-, (4S,4aR,5S,5aR,6S,12aS)-;Oxytetracid;E703;NCI-C56473;SMR000059000;Terramycin im;Terramycin Q50;Oxytetracycline (dihydrate);Ossitetraciclina [DCIT];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-;Terramycin, Liquamycin;Oxytetracyclinum [INN-Latin];Oxitetraciclina [INN-Spanish];Terramicina Oftalmica;79-57-2 (ANHYDROUS);Geomycin (Streptomyces vimosus);HSDB 3145;NSC-757262;EINECS 201-212-8;LA 200;BRN 2714587;UNII-SLF0D9077S;Embryostat;Galsenomycin;SR-01000003006;Hydroxytetracyclinum;(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;Oxytetracycline,(S);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-, (4S-(4alpha,4aalpha,5alpha,5aalpha,6beta,12aalpha))-;5-Hydroxy-Tetracycline;Spectrum_001055;Opera_ID_661;Oxytetracycline dehydrate;Oxytetracyclinum dihydras;Prestwick0_000307;Prestwick1_000307;Prestwick2_000307;Prestwick3_000307;Spectrum2_000988;Spectrum3_000536;Spectrum4_000466;Spectrum5_001148;SCHEMBL2899;CHEMBL1517;OXYTETRACYCLINE [MI];BSPBio_000274;BSPBio_002151;DOXYCYCLINE IMPURITY E;KBioGR_000912;KBioSS_001535;4-14-00-02633 (Beilstein Handbook Reference);DivK1c_000225;SCHEMBL560497;SPBio_001055;SPBio_002493;BPBio1_000302;CHEMBL461529;CHEMBL1401333;CHEMBL4280957;DTXCID9014260;NSC9169 (HCL);OXYTETRACYCLINE [WHO-DD];SCHEMBL13169109;SCHEMBL13782651;SCHEMBL26627996;GTPL10919;KBio1_000225;KBio2_001535;KBio2_004103;KBio2_006671;KBio3_001651;6153-64-6 (di-hydrate);NINDS_000225;BDBM241973;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-, (4S-(4.alpha.,4a.alpha.,5.alpha.,5a.alpha.,6.beta.,12a.alpha.))-;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;HY-B0275;2058-46-0 (mono-hydrochloride);Tox21_302380;LMPK07000005;MFCD00003700;s1773;AKOS015951277;AKOS015961254;1ST4111;CCG-269334;DB00595;CAS-79-57-2;IDI1_000225;NCGC00091268-04;NCGC00091268-05;NCGC00091268-06;NCGC00091268-07;NCGC00091268-08;NCGC00091268-09;NCGC00091268-10;NCGC00091268-11;NCGC00091268-12;NCGC00188956-01;NCGC00255168-01;AC-12777;AC-13466;PD132319;7179-50-2 (calcium (1:1) salt);OXYTETRACYCLINE (ANHYDROUS) [HSDB];SBI-0051473.P003;NS00000179;SW196796-3;15251-48-6;3,5,6,10,12,12a-hexahydroxy-6-methyl-;Oxytetracycline 100 microg/mL in Acetonitrile;C06624;E75911;Oxytetra Selective Supplement, for microbiology;Oxytetracycline 1000 microg/mL in Acetonitrile;AB00053514_04;AB00053514_05;AB01274728-01;AB01274728_02;6153-65-7 (di-hydrochloride salt, di-hydrate);A839720;Q411646;(4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-;DOXYCYCLINE HYCLATE IMPURITY E [EP IMPURITY];SR-01000003006-5;Q63393012;DOXYCYCLINE MONOHYDRATE IMPURITY E [EP IMPURITY];Z1515385075;1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene;Oxytetracycline, British Pharmacopoeia (BP) Reference Standard;Oxytetracycline, European Pharmacopoeia (EP) Reference Standard;(4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;(4S,4AR,5S,5AR,6S,12AS)-4-(DIMETHYLAMINO)-3,5,6,10,12,12AHEXAHYDROXY-6-METHYL-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDROTETRACENE-2-CARBOXAMIDE;2Z,4S,4aR,5S,5aR,6S,12aS)-2-[amino(hydroxy)methylidene]-4-(dimethylamino)-5,6,10,11,12a-pentahydroxy-6-methyl-4,4a,5,5a-tetrahydrotetracene-1,3,12-trione;
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
Molecular Weight	409.4
Molecular Formula	C17H19N3O7S
Canonical SMILES	CS(=O)(=O)O.C1=CC(=CC=C1CC(=O)O)OC(=O)C2=CC=C(C=C2)N=C(N)N
InChI	InChI=1S/C22H24N2O9/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)/t12-,13-,14+,17+,21-,22+/m1/s1
InChIKey	OWFJMIVZYSDULZ-PXOLEDIWSA-N
Boiling Point	839.6±65.0°C at 760 mmHg
Melting Point	184-185°C
Flash Point	394.0±32.9 °C
Purity	>98%
Density	1.634 g/cm3
Solubility	Soluble in Metanol, Water
Appearance	Solid
Storage	Store at -20°C
Complexity	1000
Exact Mass	460.14818035
Index Of Refraction	1.762
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	201.85000
Target	Bacterial; HSV; Endogenous Metabolite; Antibiotic
Vapor Pressure	0.0±2.5 mmHg at 25°C
XLogP3-AA	-1.6