Cytochalasin D

SIGMA/C8273 - from Zygosporium mansonii, ≥98% (TLC and HPLC), powder

Synonym: Lygosporin A; Zygosporin A

CAS Number: 22144-77-0
Empirical Formula (Hill Notation): C₃₀H₃₇NO₆
Molecular Weight: 507.62
EC Number: 244-804-1
MDL Number: MFCD00077706
Linear Formula: C₃₀H₃₇NO₆
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-C8273-1MG	1 mg	$168.00 1/EA	Add To Favorites
45-C8273-5MG	5 mg	$546.00 1/EA	Add To Favorites
45-C8273-10MG	10 mg	$1080.00 1/EA	Add To Favorites

Cytochalasin D inhibition of LPS induced macrophage spreading. Mouse bone marrow macrophages were plated and rested overnight. On the next day, macrophages were treated with 5 μg/mL of Cytochalasin D (Cat. No. C8273) followed by LPS stimulation (Cat. No. L2630) or stimulated only with LPS. 24 hours later, all cells were stained with CD11b antibody and nuclei were stained with DAPI (Cat. No. D8417). A) Cytochalasin D + LPS treated cells. B) LPS treated cells. C) Control, untreated cells. Kindly provided by Jens Wenzel and Roland Lang, Institute of Clinical Microbiology, University Hospital Erlangen.

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	fungi
assay	≥98% (TLC and HPLC)
biological source	Zygosporium mansonii
form	powder
InChI	1S/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9+,15-14+/t17-,18+,22-,23-,24+,25-,26+,29+,30+/m0/s1
InChI key	SDZRWUKZFQQKKV-JHADDHBZSA-N
mode of action	DNA synthesis \| interferes
Quality Level	300
SMILES string	[H][C@@]12[C@H](C)C(=C)[C@@H](O)[C@@H]3C=CC[C@H](C)C(=O)[C@](C)(O)C=C[C@@H](OC(C)=O)[C@@]13C(=O)N[C@H]2Cc4ccccc4
solubility	DMSO: soluble
	ethanol: soluble
storage temp.	−20°C

Application:	Cytochalasin D has been used: • to treat H9c2 cells to study the relationship between cell stiffness and the F-actin cytoskeleton • as inhibitor of receptor-mediated endocytosis to treat oligodendrocyte precursor cells (OPCs) to investigate the effect of inhibiting specific extracellular vesicle (EV) uptake pathways • in in vitro embryo culture to artificially activate oocytes
Biochem/physiol Actions:	Potent inhibitor of actin polymerization; disrupts actin microfilaments; activates the p53-dependent pathways; inhibits smooth muscle contraction; inhibits insulin-stimulated glucose transport.
General description:	Cytochalasin D (CytoD) is commonly used to inhibit actin dynamics and study its role in cellular processes. This fungal-derived small organic compound acts as an inhibitor of the interaction between G-actin and cofilin by binding to G-actin. Additionally, CytoD inhibits the binding of cofilin to F-actin and reduces the rate of actin polymerization and depolymerization in living cells.
General description:	Cytochalasin D is a cell-permeable fungal toxin. It disrupts actin microfilaments and activates the p53-dependent pathways causing arrest of the cell cycle at the G1-S transition. Cytochalasin D inhibits smooth muscle contraction and insulin-stimulated but not basal transport of glucose.
Packaging:	1, 5, 10 mg in serum bottle

Symbol	GHS06
Signal word	Danger
Hazard statements	H300
Precautionary statements	P264 - P270 - P301 + P310 - P405 - P501
Hazard Codes	T
Risk Statements	63-25
Safety Statements	36/37-45
RIDADR	UN 1544PSN1 6.1 / PGII
WGK Germany	WGK 3

Purity	≥98% (TLC and HPLC)
Storage Temp.	−20°C
UNSPSC	12352200

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