Demeclocycline
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Category | Antibiotics |
Catalog number | BBF-03477 |
CAS | 127-33-3 |
Molecular Weight | 464.85 |
Molecular Formula | C21H21ClN2O8 |
Purity | >98% by HPLC |
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Description
It is produced by the strain of Streptomuces aureofaciens var. 38-2-14. It shows broad spectrum antibacterial and antiprotozoan activity and acts by binding to the 30S and 50S ribosomal subunits, blocking protein synthesis.
Specification
Related CAS | 17146-81-5 (calcium salt) 64-73-3 (hydrochloride) |
Synonyms | Demethylchlortetracycline; 6-Demethylchlotetracycline; DMCT; 7-Chloro-6-demethyltetracycline; Ledermycin; RP 10192; Antibiotic 38-2-14 A; Novotriclina; Perciclina; Sumaclina |
Storage | Store at-20°C |
IUPAC Name | (4S,4aS,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide |
Canonical SMILES | CN(C)C1C2CC3C(C4=C(C=CC(=C4C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O)Cl)O |
InChI | InChI=1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-27,30,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14-,15-,21-/m0/s1 |
InChI Key | GUXHBMASAHGULD-SEYHBJAFSA-N |
Source | Streptomyces sp. |
Properties
Appearance | Yellow to orange solid |
Boiling Point | 787.1±60.0°C (Predicted) |
Melting Point | 220-223°C |
Density | 1.8±0.1 g/cm3 |
Solubility | Soluble in Ethanol, Methanol, DMF, DMSO |
LogP | 0.2 |
Toxicity
Carcinogenicity | No indication of carcinogenicity to humans (not listed by IARC). |
Mechanism Of Toxicity | Demeclocycline is a tetracycline antibiotic. 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. 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 = 2372 mg/kg (Oral, 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: C21H21ClN2O8
Molecular Weight (Monoisotopic Mass): 464.0986 Da
Molecular Weight (Avergae Mass): 464.853 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: C21H21ClN2O8
Molecular Weight (Monoisotopic Mass): 464.0986 Da
Molecular Weight (Avergae Mass): 464.853 Da
1H NMR Spectrum
Experimental Conditions
Nucleus: 1H
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