An actin depolymerizing macrolide
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Swinholide A

Item No. 19611

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,3S,5E,7E,11S,12S,13R,15S,16S,17S,19S,23R,25S,27E,29E,33S,34S,35R,37S,38S,39S,41S)-3,13,15,25,35,37-hexahydroxy-11,33-bis[(1S,2S,3S)-2-hydroxy-1,3-dimethyl-5-[(2S,4R,6S)-tetrahydro-4-methoxy-6-methyl-2H-pyran-2-yl]pentyl]-17,39-dimethoxy-6,12,16,28,34,38-hexamethyl-10,32,45,46-tetraoxatricyclo[39.3.1.119,23]hexatetraconta-5,7,21,27,29,43-hexaene-9,31-dione
CAS Number
95927-67-6
Molecular Formula
C78H132O20
Formula Weight
1389.9
Purity
≥97%
Formulation
An oil
Solubility(Learn about Variance in Solubility)
DMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
C[C@@H]([C@H]([C@H](CC[C@@H]1O[C@H](C[C@@H](OC)C1)C)C)O)C([C@@H](C)[C@H](O)C[C@H](O)[C@H](C)[C@@H](OC)C[C@]2(O[C@@]([H])(C=CC2)C[C@@H](O)C/C=C(C)/C=C/C(OC([C@H]3C)[C@H]([C@H]([C@H](CC[C@@H]4O[C@H](C[C@@H](OC)C4)C)C)O)C)=O)[H])OC(/C=C/C(C)=C/C[C@H](O)
InChi Code
InChI=1S/C78H132O20/c1-45-23-29-57(79)37-59-19-17-21-61(95-59)41-71(91-15)52(8)68(82)44-70(84)54(10)78(56(12)76(88)48(4)28-32-64-40-66(90-14)36-50(6)94-64)98-74(86)34-26-46(2)24-30-58(80)38-60-20-18-22-62(96-60)42-72(92-16)51(7)67(81)43-69(83)53(9)77
InChi Key
RJVBVECTCMRNFG-YHLTYWDBSA-N
Origin
Animal/Theonella swinhoei
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Swinholide A is a natural dimeric dilactone macrolide toxin that causes actin depolymerization in cells.1,2 It stabilizes actin dimers and also binds to and severs F-actin filaments.1,3 Swinholide A binds to G-actin in a 1:2 molar ratio and decreases the rate of nucleotide exchange in G-actin.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bubb, M.R., Spector, I., Bershadsky, A.D., et al. Swinholide A is a microfilament disrupting marine toxin that stabilizes actin dimers and severs actin filaments. The Journal of Biological Chemisty 270(8), 3463-3466 (1995).

    2. Saito, S.y., Watabem, S., Ozaki, H., et al. Actin-depolymerizing effect of dimeric macrolides, bistheonellide A and swinholide A. J. Biochem. 123(4), 571-578 (1998).

    3. Terry, D.R., Higa, T., and Bubb, M.R. Misakinolide A is a marine macrolide that caps but does not sever filamentous actin. The Journal of Biological Chemisty 272(12), 7841-7845 (1997).