A bacterial metabolite with diverse biological activities
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Bafilomycin C1

Item No. 19625

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2E-butenedioic acid-1-[(2R,4R,5S,6R)-tetrahydro-2-hydroxy-2-[(1S,2R,3S)-2-hydroxy-3-[(2R,3S,4E,6E,9S,10S,11R,12E,14Z)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxooxacyclohexadeca-4,6,12,14-tetraen-2-yl]-1-methylbutyl]-5-methyl-6-(1-methylethyl)-2H-pyran-4-yl] ester
CAS Number
88979-61-7
Synonyms
  • 2-Demethyl-2-methoxy-24-methyl-hygrolidin
  • L-681,110A1
Molecular Formula
C39H60O12
Formula Weight
720.9
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 5 mg/mlMethanol: 5 mg/ml
λmax
249, 287 nm
SMILES
C[C@H]([C@]1(O)O[C@H](C(C)C)[C@@H](C)[C@H](OC(/C=C/C(O)=O)=O)C1)[C@H](O)[C@@H]([C@](OC(/C(OC)=C/C(C)=C/[C@@H](C)[C@@H](O)[C@@H](C)C2)=O)([H])[C@H](/C=C/C=C2\C)OC)C
InChi Code
InChI=1S/C39H60O12/c1-21(2)36-26(7)31(49-33(42)16-15-32(40)41)20-39(46,51-36)28(9)35(44)27(8)37-29(47-10)14-12-13-22(3)17-24(5)34(43)25(6)18-23(4)19-30(48-11)38(45)50-37/h12-16,18-19,21,24-29,31,34-37,43-44,46H,17,20H2,1-11H3,(H,40,41)/b14-12+,16-15+
InChi Key
WUDBXVQNMOTFEE-ZXXPJKRZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Bafilomycin C1 is a bacterial metabolite that has been found in Streptomyces and has diverse biological activities.1,2,3,4,5,6 It inhibits the activities of vacuolar H+-ATPases (V-ATPases) and Na+/K+-ATPases in a concentration-dependent manner.2,3 Bafilomycin C1 (1 mg/ml) is active against a panel of 24 fungi in a disc assay.4 It inhibits angiogenesis in a chorioallantoic membrane (CAM) assay when used at concentrations of 0.03, 0.1, or 0.3 µM.5 Bafilomycin C1 reduces viral genome copy numbers in the culture supernatant of Vero E6 cells infected with H1N1 influenza A.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bowman, E.J., Siebers, A., and Altendorf, K. Bafilomycins: A class of inhibitors of membrane ATPases from microorganisms, animal cells, and plant cells. Proc. Natl. Acad. Sci. USA 85(21), 7972-7976 (1988).

    2. Papini, E., de Bernard, M., Bugnoli, M., et al. Cell vacuolization induced by Helicobacter pylori: Inhibition by bafilomycins A1, B1, C1 and D. FEMS Microbiol. Lett. 113(2), 155-159 (1993).

    3. Huang, L., Albers-Schonberg, G., Monaghan, R.L., et al. Discovery, production and purification of the Na+, K+ activated ATPase inhibitor, L-681,110 from the fermentation broth of Streptomyces sp. MA-5038. J. Antibiot. (Tokyo) 37(9), 970-975 (1984).

    4. Werner, G., Hagenmaier, H., Drautz, H., et al. Metabolic products of microorganisms. 224. Bafilomycins, a new group of macrolide antibiotics. Production, isolation, chemical structure and biological activity. J. Antibiot. 37(2), 110-117 (1984).

    5. Ishii, T., Hida, T., Iinuma, S., et al. TAN-1323 C and D, new concanamycin-group antibiotics; detection of the angiostatic activity with a wide range of macrolide antibiotics. J. Antibiot. (Tokyo) 48(1), 12-20 (1995).

    6. Xie, X., Lu, S., Pan, X., et al. Antiviral bafilomycins from a feces-inhabiting Streptomyces sp. J. Nat. Prod. 84(2), 537-543 (2021).