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  3. Swinholide A

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.

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Swinholide A

Swinholide A 構造式

CAS 番号 : 95927-67-6

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製品説明

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].

Cellular Effect
Cell Line Type Value Description References
HepG2 IC50
20 1
Compound: 1
Antiproliferative activity against human HepG2 cells after 48 hrs by MTT assay
Antiproliferative activity against human HepG2 cells after 48 hrs by MTT assay
[PMID: 23830699]
HepG2 IC50
20 1
Compound: 1
Antiproliferative activity against human HepG2 cells after 48 hrs by MTT assay
Antiproliferative activity against human HepG2 cells after 48 hrs by MTT assay
[PMID: 23830699]
KB IC50
0.04 6
Compound: swinholide A
Cytotoxicity against human KB cells
Cytotoxicity against human KB cells
[PMID: 1812209]
KB IC50
0.04 6
Compound: swinholide A
Cytotoxicity against human KB cells
Cytotoxicity against human KB cells
[PMID: 1812209]
体外実験

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.

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.
分子量

1389.87

分子式

C78H132O20

CAS 番号
Appearance

Liquid (Density: 1.15±0.1 g/cm3)

Color

Colorless to light yellow

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

Structure Classification
Initial Source
輸送条件

Room temperature in continental US; may vary elsewhere.

保管条件
Pure form -20°C 3 years
In solvent -80°C 6 months
  -20°C 1 month
純度とドキュメンテーション

純度: 98.3%

参考文献
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製品名:
Swinholide A
製品番号:
HY-111009
数量:
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