A tetracycline antibiotic
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Meclocycline

Item No. 27940

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4S,4aR,5S,5aR,12aS)-7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide
CAS Number
2013-58-3
Synonyms
  • GS-2989
  • NSC 78502
Molecular Formula
C22H21ClN2O8
Formula Weight
476.9
Purity
≥85%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
λmax
244, 354 nm
SMILES
OC([C@@](C(C(C(N)=O)=C(O)[C@H]1N(C)C)=O)(O)[C@@]1([H])[C@H]2O)=C([C@@]2([H])C3=C)C(C4=C3C(Cl)=CC=C4O)=O
InChi Code
InChI=1S/C22H21ClN2O8/c1-6-9-7(23)4-5-8(26)11(9)16(27)12-10(6)17(28)14-15(25(2)3)18(29)13(21(24)32)20(31)22(14,33)19(12)30/h4-5,10,14-15,17,26,28-30,33H,1H2,2-3H3,(H2,24,32)/t10-,14-,15+,17+,22+/m1/s1
InChi Key
GGQJXCQBBONZFX-IWVLMIASSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Meclocycline is a tetracycline antibiotic.1 It has broad antimicrobial activity in vitro, including growth inhibition of the bacterium S. epidermidis when used at a concentration of 0.8 µg/ml.1,2 Meclocycline inhibits lactate dehydrogenase (LDH) release and cell toxicity induced by expression of htt-N63-148Q, a mutant form of the huntingtin gene, without altering htt-N63-148Q protein levels in PC12 cells.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Blackwood, R.K., Rennhard, H.H., Beereboom, J.J., et al. 6-Methylenetetracyclines. I. A new class of tetracycline antibiotics. J. Am. Chem. Soc. 83(12), 2773-2775 (1961).

    2. Pulverer, G., and Jeljaszewicz, J. Susceptibility of Staphylococcus epidermidis to lysostaphin and major antimicrobial agents. Chemotherapy 19(2), 109-114 (1973).

    3. Wang, W., Duan, W., Igarashi, S., et al. Compounds blocking mutant huntingtin toxicity identified using a Huntington’s disease neuronal cell model. Neurobiol. Dis. 20(2), 500-508 (2005).