A bacterial metabolite with diverse biological activities
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Bafilomycin D

Item No. 19438

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3Z,5E,7R,8S,9S,11E,13E,15S,16R)-16-[(1S,2R,3S,5E,7S,8R)-2,8-dihydroxy-1,3,7,9-tetramethyl-4-oxo-5-decen-1-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-oxacyclohexadeca-3,5,11,13-tetraen-2-one
CAS Number
98813-13-9
Molecular Formula
C35H56O8
Formula Weight
604.8
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
C[C@H](C(/C=C/[C@H](C)[C@H](O)C(C)C)=O)[C@H](O)[C@@H]([C@](OC(/C(OC)=C/C(C)=C/[C@@H](C)[C@@H](O)[C@@H](C)C1)=O)([H])[C@H](/C=C/C=C1\C)OC)C
InChi Code
InChI=1S/C35H56O8/c1-20(2)31(37)23(5)15-16-28(36)26(8)33(39)27(9)34-29(41-10)14-12-13-21(3)17-24(6)32(38)25(7)18-22(4)19-30(42-11)35(40)43-34/h12-16,18-20,23-27,29,31-34,37-39H,17H2,1-11H3/b14-12+,16-15+,21-13+,22-18+,30-19-/t23-,24-,25+,26+,27-,29-,31+,32-,33-,34+/m0/s1
InChi Key
ZKOTUWJMGBWBEO-DTOYTSOJSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Bafilomycin D is a bacterial metabolite that has been found in Streptomyces and has diverse biological activities.1,2,1,3 It is an inhibitor of vacuolar H+-ATPases (V-ATPases; Ki = 20 nM in N. crassa vacuolar membranes) and is selective for V-ATPases over P-type ATPases (Ki = 20,000 nM for the E. coli enzyme).2 Bafilomycin D induces autophagosome accumulation in MCF-7 cells when used at concentrations ranging from 10 to 1,000 nM.1 It reduces viral genome copy numbers in the culture supernatant of Vero E6 cells infected with H1N1 influenza A.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Carr, G., Williams, D.E., Díaz-Marrero, A.R., et al. Bafilomycins produced in culture by Streptomyces spp. isolated from marine habitats are potent inhibitors of autophagy. J. Nat. Prod. 73(3), 422-427 (2010).

    2. Dröse, S., Bindseil, K.U., Bowman, E.J., et al. Inhibitory effect of modified bafilomycins and concanamycins on P- and V-type adenosinetriphosphatases. Biochemistry 32(15), 3902-3906 (1993).

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