Swinholide A
Based on 1 Customer Validation
Swinholide A is the actin-binding marine polyketide and dimerizes actin with the Kd of ~ 50 nM. 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.
For research use only. We do not sell to patients.
- Purity: 98.3%
- CAS No.: 95927-67-6
- Formula: C78H132O20
- Molecular Weight:1389.87
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Storage:Pure form -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HepG2 | IC50 |
20 nM
Compound: 1
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Antiproliferative activity against human HepG2 cells after 48 hrs by MTT assay
Antiproliferative activity against human HepG2 cells after 48 hrs by MTT assay
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[PMID: 23830699] |
| KB | IC50 |
0.04 μg/mL
Compound: swinholide A
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Cytotoxicity against human KB cells
Cytotoxicity against human KB cells
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[PMID: 1812209] |
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].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:Balb/c 3T3 and Swiss 3T3 cells
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Concentration:5-100 nM
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Incubation Time:1-24 h
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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.
Chemical Information
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CAS No. 95927-67-6
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Appearance Liquid (Density: 1.15±0.1 g/cm3)
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Molecular Weight 1389.87
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Formula C78H132O20
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Color Colorless to light yellow
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SMILES
C[C@H]([C@](OC(/C=C/C(C)=C/C[C@@H](C[C@@](C=CC1)([H])O[C@]1([H])C[C@@H]([C@H]([C@H](C[C@H]([C@@H]2C)O)O)C)OC)O)=O)([H])[C@H]([C@@H](C[C@@H]([C@@H]([C@H](C[C@@]3([H])O[C@@](C[C@H](C/C=C(/C=C/C(O[C@]2([H])[C@@H](C)[C@@H](O)[C@@H](C)CC[C@H](O[C@H]4C)C[C@@H](C4)OC)=O)C)O)([H])C=CC3)OC)C)O)O)C)[C@@H](O)[C@@H](C)CC[C@H](O[C@H]5C)C[C@@H](C5)OC
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Pure form -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Purity & Documentation
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Data Sheet (280 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
[1]. Inji Shin,et al. Total Synthesis of Swinholide A: An Exposition in Hydrogen-Mediated C-C Bond Formation. J Am Chem Soc. 2016 Nov 2;138(43):14246-14249. [Content Brief]
[2]. M R Bubb, et al. Swinholide A is a microfilament disrupting marine toxin that stabilizes actin dimers and severs actin filaments. J Biol Chem. 1995 Feb 24;270(8):3463-6. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
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