Swinholide A
Names
[ CAS No. ]:
95927-67-6
[ Name ]:
Swinholide A
[Synonym ]:
isostearic acid N
MFCD01861928
isostearoyl chloride
isoswinholide A
Biological Activity
[Description]:
Swinholide A is the actin-binding marine polyketide and dimerizes actin with the Kd of ~ 50 nM[1]. Swinholide A is a microfilament disrupting marine toxin that stabilizes actin dimers and severs actin filaments. Swinholide A disrupts the actin cytoskeleton of cells.Antifungal activity[2].
[Related Catalog]:
[In Vitro]
Swinholide A, first isolated from the Okinawan marine sponge Theonella swinhoei, dimerizes actin[1]. Swinholide A, isolated from the marien sponge Theonella swinhoei, is highly cytotoxic to a variety of cancer cell lines[2]. Swinholide A disrupts the actin cytoskeleton of cells grown in culture, sequesters actin dimers in vitro in both polymerizing and non-polymerizing buffers with a binding stoichiometry of one swinholide A molecule per actin dimer, and rapidly severs F-actin in vitro with high cooperativity[2]. Cell Viability Assay[2] Cell Line: Balb/c 3T3 and Swiss 3T3 cells Concentration: 5-100 nM Incubation Time: 1-24 h Result: Exponentially growing cells exposed to 10 nM for 24 h became arborized with diffuse cytoplasmic staining and fluorescent punctate structures. Partial cell retraction or arborization and diminution of microfilament bundles began after 2-4 h, with complete loss of stress fibers by 5-7 h at concentrations of 10-50 nM. Caused rounding of cultured mouse embryo 3T3 fibroblast cells within 1 h at concentration of 80 nM.
[References]
Chemical & Physical Properties
[ Density]:
1.15 g/cm3
[ Boiling Point ]:
1249.8ºC at 760 mmHg
[ Molecular Formula ]:
C78H132O20
[ Molecular Weight ]:
1389.87
[ Flash Point ]:
307.3ºC
[ Exact Mass ]:
1388.93000
[ PSA ]:
288.28000
[ LogP ]:
9.96570
[ Index of Refraction ]:
1.549
Synthetic Route
Precursor & DownStream