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Merck

250233

Cytochalasin B

from Helminthosporium dematioideum, ≥98% (HPLC), solid, cell-permeable fungal toxin, Calbiochem®

Synonym(s):

Cytochalasin B, Helminthosporium dematioideum

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About This Item

Empirical Formula (Hill Notation):
C29H37NO5
CAS Number:
14930-96-2
Molecular Weight:
479.61
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00077704
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, protect from light

Key Documents

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Product Name

Cytochalasin B, Helminthosporium dematioideum, Cell-permeable fungal toxin.

SMILES string

N1[C@H]([C@H]3[C@@]4(OC(=O)\C=C\[C@@H](CCC[C@H](C\C=C\[C@H]4[C@@H](C(=C)[C@H]3C)O)C)O)C1=O)Cc2ccccc2

InChI

1S/C29H37NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,22-24,26-27,31,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,22-,23+,24+,26+,27-,29-/m1/s1

InChI key

GBOGMAARMMDZGR-TYHYBEHESA-N

description

Merck USA index - 14, 2790

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

white

solubility

methanol: 20 mg/mL, DMSO: 50 mg/mL

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Related Categories

General description

Cell-permeable fungal toxin. Inhibits cytoplasmic division by blocking the formation of contractile microfilaments. Inhibits cell movement and induces nuclear extrusion. Shortens actin filaments by blocking monomer addition at the fast growing end of polymers. Inhibits glucose transport and platelet aggregation. Blocks adenosine-induced apoptotic body formation without affecting activation of endogenous ADP-ribosylation in leukemia HL-60 cells.

Biochem/physiol Actions

Product does not compete with ATP.
Reversible: no
Primary Target
Blocking the formation of contractile microfilaments
Cell permeable: yes

Preparation Note

Following reconstitution store in the refrigerator (4°C). Stock solutions are stable for up to 3 months at 4°C.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Tanaka, Y., et al. 1994. Exp. Cell Res. 213, 242.
Theodoropoulos, P.A., et al. 1994. Biochem. Pharmacol. 47, 1875.
Benya, P.D., and Padilla, S.R. 1993. Exp. Cell Res. 204, 268.
Cairns, M.T., et al. 1991. J. Biol. Chem.266, 8176.
Nowak, D. 1990. Biomed. Biochim. Acta49, 353.
Wang, F., et al. 1990. Biochem. Biophys. Res. Commun.171, 543.
Edwards, S.W., and Lloyd, D. 1988. FEBS Lett.227, 39.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Poor quality DMSO will cause degradation of the product, so high quality DMSO is recommended.
Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Repr. 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

250233-0MG: + 250233-MG: + 250233-50MG: + 250233-5MG:

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Certificates of Analysis (COA)

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The current Organisation for Economic Co-Operation and Development test guideline number 487 (OECD TG No. 487) provides instruction on how to conduct the in vitro micronucleus assay. This assay is one of the gold standard approaches for measuring the mutagenicity
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Tunneling nanotube (TNT), a dynamic cell-cell contact, is dependent on actin polymerization. TNTs are efficient in transporting ions, proteins and organelles intercellularly, which are important mechanisms in physiological and pathological processes. Reported studies on the existence and function of TNTs
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Global Trade Item Number

SKUGTIN
250233-5MGCN04055977199147

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