A potent and selective inhibitor of V-ATPases
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Concanamycin B

Item No. 15502

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-[[4-O-(aminocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propenyl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-8,10-dihydroxy-3,17-dimethoxy-5,7,9,11,13-pentamethyl-oxacyclooctadeca-3,5,13,15-tetraen-2-one
CAS Number
81552-33-2
Synonyms
  • 8-deethyl-8-methyl-Concanamycin A
  • MCH 210
Molecular Formula
C45H73NO14
Formula Weight
852.1
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
C[C@H](/C=C(C)/C=C1\OC)[C@H](O)[C@@H](C)[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](OC(N)=O)[C@@H](C)O2)[C@@H]3C)O[C@@H]3/C=C/C)([H])OC1=O
InChi Code
InChI=1S/C45H73NO14/c1-13-15-33-27(6)36(57-37-21-32(47)42(31(10)56-37)59-44(46)52)22-45(53,60-33)30(9)40(50)29(8)41-34(54-11)17-14-16-23(2)18-25(4)38(48)28(7)39(49)26(5)19-24(3)20-35(55-12)43(51)58-41/h13-17,19-20,25-34,36-42,47-50,53H,18,21-22H2,1-1
InChi Key
AQXXGIBOZQZSAT-NWNJCBABSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 µg

    $248

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    1 mg

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    Product Description

    Concanamycin B is a macrolide antibiotic originally isolated from Streptomyces that selectively inhibits vacuolar type H+-ATPases, also known as V-ATPases (IC50 = 5 nM).1,2 In this way, it blocks the acidification of vacuolar organelles as well as early to late endosomal transport.1,2,3 Concanamycin B interferes with bone resorption and maturation of CD8 T lymphocytes.2,3 It also prevents processing of major histocompatibility complex (MHC) class II precursors in human B cells, inhibiting the expression of MHC class II molecules on the cell surface.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yilla, M., Tan, A., Ito, K., et al. Involvement of the vacuolar H+-ATPases in the secretory pathway of HepG2 cells. The Journal of Biological Chemisty 268(25), 19092-19100 (1993).

    2. Woo, J.T., Ohba, Y., Tagami, K., et al. Concanamycin B, a vacuolar H+-ATPase specific inhibitor suppresses bone resorption in vitro. Biol. Pharm. Bull. 19(2), 297-299 (1996).

    3. Lee, M.H., Kataoka, T., Honjo, N., et al. In vivo rapid reduction of alloantigen-activated CD8+ mature cytotoxic T cells by inhibitors of acidification of intracellular organelles, prodigiosin 25-C and concanamycin B. Immunology 99(2), 243-248 (2000).

    4. Bénaroch, P., Yilla, M., Raposo, G., et al. How MHC class II molecules reach the endocytic pathway. EMBO J. 14(1), 37-49 (1995).

    5. Ito, K., Kobayashi, T., Moriyama, Y., et al. Concanamycin B inhibits the expression of newly-synthesized MHC class II molecules on the cell surface. J. Antibiot. (Tokyo) 48(6), 488-494 (1995).