| Field | Specification |
|---|---|
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C29H39NO5 |
| Purity | |
| SMILES | |
| Form | Solid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
Dihydrocytochalasin B is an actin disruptor that breaks down actin microfilament bundles, inhibits actin polymerization, and alters intracellular actin cytoskeletal structures. It blocks the initiation of DNA synthesis, inhibits calcium transport, and inhibits cytokinesis while altering cell morphology. The compound can be used in studies related to rickets[1][2][3]. It is supplied as a white to off-white solid (C29H39NO5, MW 481.62) at 99.0% purity.
Physical & Chemical Properties
| CAS Number | 39156-67-7 |
|---|---|
| Molecular Formula | C29H39NO5 |
| Molecular Weight | 481.62 g/mol |
| Purity | 99.0% |
| Appearance | Solid |
| Color | White to off-white |
| SMILES | O=C1[C@]2(O3)[C@]([C@@H](C([C@@H](O)[C@]2([H])/C=C/C[C@@H](CCC[C@@H](O)CCC3=O)C)=C)C)([H])[C@H](CC4=CC=CC=C4)N1 |
| Signaling Pathway | Cytoskeleton; Cell Cycle/DNA Damage; Neuronal Signaling; Membrane Transporter/Ion Channel |
| Solubility | In Vitro: DMF: 30 mg/mL (62.29 mM; Requires sonication and warming) DMSO: ≥ 20 mg/mL (41.53 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO) * "≥" means soluble, but saturation unknown. |
| Storage | Powder: -20°C, 3 years. In solvent: -80°C, 6 months; -20°C, 1 month. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.
In Vitro
| Solvent | Solubility | Notes |
|---|---|---|
| DMF | 30 mg/mL (62.29 mM) | requires sonication and warming |
| DMSO | ≥ 20 mg/mL (41.53 mM) | use freshly opened DMSO (absorbed moisture lowers solubility) |
Aliquot the stock solution and store it at -80°C (up to 6 months) or -20°C (up to 1 month); avoid repeated freeze-thaw cycles.
Data provided by the manufacturer.
In Vitro
In serum-starved Swiss/3T3 mouse fibroblasts, Dihydrocytochalasin B (2-150×10-7 M; 24 h) reversibly blocks serum-induced initiation of DNA synthesis[1]. In proliferating Swiss/3T3 mouse fibroblasts, Dihydrocytochalasin B (1-7×10-7 M) leaves 3H-2-deoxyglucose uptake unaffected[1]. Dihydrocytochalasin B (2-10×10-7 M; 24 h) blocks serum-induced initiation of DNA synthesis in serum-starved Swiss/3T3 mouse fibroblasts, and the effect is fully reversible[1]. In everted ileal sacs of young rabbits, Dihydrocytochalasin B (5-25 μg/mL; 30-60 min) dose-dependently inhibits active calcium transport; after 60 min of incubation, 45Ca accumulation in mucosal scrapings rises significantly at 25 μg/mL[2]. In BALB/c 3T3 cells, Dihydrocytochalasin B (4-10 μM; 1 h) causes dose-dependent morphological changes identical to those caused by cytochalasin B (including cytoplasmic blebbing, nuclear extrusion, dendritization, and cell rounding), but with slightly lower potency, and it acts additively with cytochalasin B[3].
Immunofluorescence[1]
| Cell Line | serum-arrested Swiss/3T3 mouse fibroblasts |
|---|---|
| Concentration | 1×10-7 M, 2×10-7 M, 5×10-7 M, 7.8×10-7 M, 10×10-7 M |
| Incubation Time | 24 h |
| Result | Caused concentration-dependent disruption of actin microfilament bundles, loss of cell-substratum attachment sites, and progressive cell rounding. Detected no changes in actin structure or cell shape at 1×10-7 M. Made microfilament bundles fewer, thinner, and shorter, with cells assuming a rectangular shape at 2×10-7 M. Left only peripheral microfilament bundles remaining, with cells adopting a spindle shape at 5×10-7 M. Resulted in few to no actin microfilament bundles visible, with cells becoming rounded with blebby surfaces at 7.8 and 10×10-7 M. Increased the percentage of cells with disorganized actin structure with concentration: 11% at 1×10-7 M, 30% at 2×10-7 M, 43% at 5×10-7 M, 60% at 7.8×10-7 M, and 89% at 10×10-7 M. Showed correlation between actin disorganization and inhibition of DNA synthesis. |
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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