Anhydrotetracycline Hydrochloride

For research use only. Not for therapeutic Use.

  • CAT Number: R013284
  • CAS Number: 13803-65-1
  • Molecular Formula: C22H23ClN2O7
  • Molecular Weight: 462.88
  • Purity: ≥95%
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Anhydrotetracycline Hydrochloride(Cat No.:R013284)is a degradation product of tetracycline antibiotics, formed through the loss of a hydroxyl group. While it has reduced antibacterial activity compared to tetracycline, it is significant in pharmaceutical research for studying antibiotic stability, degradation pathways, and resistance mechanisms. Anhydrotetracycline Hydrochloride is also used as a chemical probe in gene regulation studies involving tetracycline-controlled expression systems. Its role in evaluating the stability and efficacy of tetracycline formulations highlights its importance in ensuring drug safety, quality control, and advancing antibiotic research.


Catalog Number R013284
CAS Number 13803-65-1
Synonyms

(4S,4aS,12aS)-4-(Dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide Hydrochloride;

Molecular Formula C22H23ClN2O7
Purity ≥95%
Target Antibiotic
Solubility Soluble in DMSO
Storage Store at -20°C
IUPAC Name (4S,4aS,12aR)-4-(dimethylamino)-1,10,11,12a-tetrahydroxy-6-methyl-3,12-dioxo-4a,5-dihydro-4H-tetracene-2-carboxamide;hydrochloride
InChI InChI=1S/C22H22N2O7.ClH/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28;/h4-6,11,16,25-26,29,31H,7H2,1-3H3,(H2,23,30);1H/t11-,16-,22-;/m0./s1
InChIKey SPFAOPCHYIJPHJ-WPJNXPDPSA-N
SMILES CC1=C2C=CC=C(C2=C(C3=C1C[C@H]4[C@@H](C(=O)C(=C([C@]4(C3=O)O)O)C(=O)N)N(C)C)O)O.Cl
Reference

Gossen, Manfred. /Anhydrotetracycline, a Novel Effector for Tetra./ <em>Nucleic Acids</em> Research 21.18 (1993): 4411-412. Ncbi.gov. Web. 3 May 2013.Skerra, Arne. /Use of the tetracycline promoter for the tightly regulated production of a murine antibody fragment in&lt; i&gt; Escherichia coli</span></p>

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