A polyether antibiotic
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Deethylindanomycin

Item No. 28089

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(αR,2R,5S,6R)-6-[(1E,3E)-1-ethyl-4-[(3aR,4S,5S,7aS)-2,3,3a,4,5,7a-hexahydro-4-(1H-pyrrol-2-ylcarbonyl)-1H-inden-5-yl]-1,3-butadien-1-yl]tetrahydro-α,5-dimethyl-2H-pyran-2-acetic acid
CAS Number
106803-22-9
Synonyms
  • A 83094A
  • 16-Deethylindanomycin
  • Omomycin
Molecular Formula
C29H39NO4
Formula Weight
465.6
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
O=C(C1=CC=CN1)[C@H]2[C@@]3([H])[C@](CCC3)([H])C=C[C@H]2/C=C/C=C(CC)/[C@@H]4O[C@]([C@@H](C)C(O)=O)([H])CC[C@@H]4C
InChi Code
InChI=1S/C29H39NO4/c1-4-20(28-18(2)13-16-25(34-28)19(3)29(32)33)8-5-10-22-15-14-21-9-6-11-23(21)26(22)27(31)24-12-7-17-30-24/h5,7-8,10,12,14-15,17-19,21-23,25-26,28,30H,4,6,9,11,13,16H2,1-3H3,(H,32,33)/b10-5+,20-8+/t18-,19+,21-,22+,23+,25+,26+,28+/m0/s1
InChi Key
HSZFOQSMGNAIJM-HXLIROMVSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Deethylindanomycin is a polyether antibiotic that has been found in S. setonii.1,2 It is active against a variety of Gram-positive bacteria, including various strains of S. aureus and Streptococcus, as well as one strain of S. pneumoniae (MICs = 4, 4, and 2 µg/ml, respectively).2 It is also active against coccidia in vitro, inhibiting E. tenella development, but is inactive against E. tenella infection in chicks when administered at a dose of 200 µg/g in the diet. Deethylindanomycin acts as an ionophore in lipid bilayer membranes and is more selective for potassium ions than calcium, magnesium, and sodium ions.1 It induces histamine release from rodent mast cells and human basophils in vitro in a calcium-dependent manner.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zebrev, A.I., Antonenko, Y.N., Gushchin, I.S., et al. Ionophore properties and histamine-releasing action of the polyether antibiotic omomycin (985-I). Biol. Membrany 3(12), 1224-1231 (1986).

    2. Larsen, S.H., Boeck, L.D., Mertz, F.P., et al. 16-Deethylindanomycin (A83094A), a novel pyrrole-ether antibiotic produced by a strain of Streptomyces setonii. Taxonomy, fermentation, isolation and characterization. J. Antibiot. (Tokyo) 41(9), 1170-1177 (1988).