An inhibitor of V-ATPases
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Concanamycin C

Item No. 19616

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-18-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[(2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propen-1-yl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-9-ethyl-8,10-dihydroxy-3,17-dimethoxy-5,7,11,13-tetramethyl-oxacyclooctadeca-3,5,13,15-tetraen-2-one
CAS Number
81552-34-3
Synonyms
  • 4'-O-de(aminocarbonyl)-Concanamycin A
Molecular Formula
C45H74O13
Formula Weight
823.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: soluble
SMILES
C[C@H](/C=C(C)/C=C1\OC)[C@@H](O)[C@@H](CC)[C@@H](O)[C@H](C)C/C(C)=C\C=C\[C@H](OC)[C@]([C@@H](C)[C@@H](O)[C@H](C)[C@@](O)(C[C@@H](O[C@@]2([H])C[C@@H](O)[C@H](O)[C@@H](C)O2)[C@@H]3C)O[C@@H]3/C=C/C)([H])OC1=O
InChi Code
InChI=1S/C45H74O13/c1-13-16-34-28(7)37(56-38-22-33(46)42(50)31(10)55-38)23-45(52,58-34)30(9)41(49)29(8)43-35(53-11)18-15-17-24(3)19-26(5)39(47)32(14-2)40(48)27(6)20-25(4)21-36(54-12)44(51)57-43/h13,15-18,20-21,26-35,37-43,46-50,52H,14,19,22-23H2,1-12
InChi Key
XKYYLWWOGLVPOR-VGTMZCKHSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $689

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    Product Description

    Concanamycin C is a natural macrolide antibiotic first isolated from Streptomyces and identified as an inhibitor of T cell proliferation in response to concanavalin A (Item No. 14951).1,2 Concanamycin C is cytotoxic to fungi, including yeasts, through its ability to inhibit vacuolar-type ATPases.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kinashi, H., Someno, K., and Sakahguchi, K. Isolation and characterization of concanamycins A, B and C. J. Antibiot. (Tokyo) 37(11), 1333-1343 (1984).

    2. Dröse, S., and Altendorf, K. Bafilomycins and concanamycins as inhibitors of V-ATPases and P-ATPases. J. Exp. Biol. 200, 1-8 (1997).

    3. Bowman, E.J., and Bowman, B.J. Cellular role of the V-ATPase in Neurospora crassa: Analysis of mutants resistant to concanamycin or lacking the catalytic subunit A. J. Exp. Biol. 203(Pt 1), 97-106 (2000).

    4. Bowman, E.J., Graham, L.A., Stevens, T.H., et al. The bafilomycin/concanamycin binding site in subunit c of the V-ATPases from Neurospora crassa and Saccharomyces cerevisiae. The Journal of Biological Chemisty 279(32), 33131-33138 (2004).