A tetracycline antibiotic
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Chlortetracycline

Item No. 23302

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide
CAS Number
57-62-5
Synonyms
  • 7-Chlortetracycline
Molecular Formula
C22H23ClN2O8
Formula Weight
478.9
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
λmax
234, 260, 376 nm
SMILES
OC([C@@](C(C(C(N)=O)=C(O)[C@H]1N(C)C)=O)(O)[C@@]1([H])C2)=C([C@@]2([H])[C@@]3(O)C)C(C4=C3C(Cl)=CC=C4O)=O
InChi Code
InChI=1S/C22H23ClN2O8/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31)/t7-,8-,15-,21-,22-/m0/s1
InChi Key
CYDMQBQPVICBEU-XRNKAMNCSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    5 mg

    $195

    Add

    25 mg

    $915

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    Chlortetracycline is a broad-spectrum antibiotic originally isolated from S. aureofaciens.1,2 It inhibits growth of both Gram-positive and Gram-negative bacteria at a range of 0.1-100 μg/ml against A. aerogenes, D. pneumoniae, E. coli, K. pneumoniae, P. morganii, and several species of Haemophilus, Neisseria, Salmonella, and Staphylococcus.2 Chlortetracycline protects mice from infection by various strains of S. aureus with protective doses (PD50s) of 0.2-7.5 mg/kg, and from infection by E. coli (PD50 = 3 mg/kg) and K. pneumoniae (PD50 = 75 mg/kg).3 It acts by inhibiting protein synthesis, and it binds to a single site on the 30S ribosome subunit.1 Chlortetracycline is an ionophore and is selective for calcium over sodium, potassium, magnesium, strontium, and barium.4 It transports calcium from an aqueous phase into an organic phase environment or into multilamellar vesicles. Chlortetracycline is also a fluorescent dye that can be used to monitor calcium flux.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chopra, I., Hawkey, P.M., and Hinton, M. Tetracyclines, molecular and clinical aspects. J. Antimicrob. Chemother. 29(3), 245-277 (1992).

    2. Paine, T.F., Jr., Collins, H.S., and Finland, M. Bacteriologic studies on aureomycin. J. Bacteriol. 56(4), 489-497 (1948).

    3. Cacciapuoti, A., Moss, E., Jr., Menzel, F., Jr., et al. In vitro and in vivo characterization of novel 8-methoxy derivatives of chlortetracycline. J. Antibiot. (Tokyo) 40(10), 1426-1430 (1987).

    4. White, J.R., and Pearce, F.L. Characterization of chlortetracycline (aureomycin) as a calcium ionophore. Biochemistry 21(24), 6309-6312 (1982).

    5. Cerella, C., Mearelli, C., De Nicola, M., et al. Analysis of calcium changes in endoplasmic reticulum during apoptosis by the fluorescent indicator chlortetracycline. Ann. N. Y. Acad. Sci. 1099, 490-493 (2007).