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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
Pricing and availability is not currently available.
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Product Name

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

Quality Level

100

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

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

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)

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Cytochalasin B, Helminthosporium dematioideum Cell-permeable fungal toxin.

Sigma-Aldrich

250233

Cytochalasin B, Helminthosporium dematioideum

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Sigma-Aldrich

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Camptothecin, Camptotheca acuminata

form

solid

form

solid

form

powder

form

solid

assay

≥98% (HPLC)

assay

≥98% (TLC)

assay

≥98% (HPLC)

assay

≥95% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

300

Quality Level

100

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

-

manufacturer/tradename

Calbiochem®

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage condition

OK to freeze, protect from light

storage condition

OK to freeze, protect from light

storage condition

-

storage condition

OK to freeze

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

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
250233-5MG04055977199147

Questions

  1. Cytochalasin B, Helminthosporium dematioideum & other option is Dihydrocytochalasin B. What is the difference?

    1 answer

    1. There is a slight difference in the chemical structure of each compound. Cytochalasin B is a cell-permeable fungal toxin. It Inhibits cytoplasmic division by blocking the formation of contractile microfilaments, inhibits cell movement, and induces nuclear extrusion. Cytochalasin B shortens actin filaments by blocking monomer addition at the fast growing end of polymers. It also Inhibits glucose transport and platelet aggregation, blocks adenosine-induced apoptotic body formation without affecting activation of endogenous ADP-ribosylation in leukemia HL-60 cells. Dihydrocytochalasin B (DCB) is a member of the cytochalasin mycotoxin family that inhibits actin assembly. It has an effect on cell motility and morphology similar to that of cytochalasin B. However, it does not inhibit glucose transport. The following publication may be of interest:
      https://pubmed.ncbi.nlm.nih.gov/272649/

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