Doxycycline
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Category | Antibiotics |
Catalog number | BBF-01768 |
CAS | 564-25-0 |
Molecular Weight | 444.44 |
Molecular Formula | C22H24N2O8 |
Purity | >98% by HPLC |
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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.
Specification
Related CAS | 10592-13-9 (hydrochloride) 17086-28-1 (hydrate) 24390-14-5 (hyclate) |
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 |
Storage | -20 °C |
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 |
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 |
InChI Key | SGKRLCUYIXIAHR-AKNGSSGZSA-N |
Source | Semi-synthetic |
Properties
Appearance | Yellow to orange solid |
Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
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 |
LogP | -0.02 |
Toxicity
Carcinogenicity | No indication of carcinogenicity to humans (not listed by IARC). |
Mechanism Of Toxicity | Doxycycline is in a class of tetracycline antibiotics. Tetracyclines target the 28S small subunit of the mitochondrial ribosome thereby deactivation mitochondrial protein synthesis. As a result tetracyclines are cytotoxic to the most metabolically active cells or tissues including the heart, liver, thymus and bone-marrow. (A7823). The likely target of most tetracyclines is the 12S rRNA molecule in the mitochondrial ribosome, which is analogous to the 16S rRNA in bacterial ribosomes. |
Toxicity | LD50 = 262 mg/kg (I.P. in rat). |
Reference Reading
Spectrum
Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive
Experimental Conditions
Ionization Energy: 70 eV
Chromatography Type: Gas Chromatography Column (GC)
Instrument Type: Single quadrupole, spectrum predicted by CFM-ID(EI)
Mass Resolution: 0.0001 Da
Molecular Formula: C22H24N2O8
Molecular Weight (Monoisotopic Mass): 444.1533 Da
Molecular Weight (Avergae Mass): 444.4346 Da
Predicted LC-MS/MS Spectrum - 10V, Positive
Experimental Conditions
Collision Energy: 10 eV
Instrument Type: QTOF (generic), spectrum predicted by CFM-ID
Mass Resolution: 0.0001 Da
Molecular Formula: C22H24N2O8
Molecular Weight (Monoisotopic Mass): 444.1533 Da
Molecular Weight (Avergae Mass): 444.4346 Da
13C NMR Spectrum
Experimental Conditions
Nucleus: 13C
Frequency: 100
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2