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250255-M

Cytochalasin D

from Zygosporium mansonii, ≥98% (TLC), solid, fungal toxin, Calbiochem®

Synonym(s):

Cytochalasin D, Zygosporium mansonii

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About This Item

Empirical Formula (Hill Notation):
C30H37NO6
CAS Number:
22144-77-0
Molecular Weight:
507.62
UNSPSC Code:
12352200
MDL number:
MFCD00077706
NACRES:
NA.77
Assay:
≥98% (TLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, protect from light
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Product Name

Cytochalasin D, Zygosporium mansonii, Cytochalasin D, Zygosporium mansonii, CAS 22144-77-0, is a fungal toxin that is about 10-fold more potent than cytochalasin B in inhibiting actin filament function. Blocks cytoplasmic division.

Quality Level

100

description

Merck USA index - 14, 2790

assay

≥98% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

white

solubility

DMSO: 2 mg/mL, chloroform: 2 mg/mL

storage temp.

−20°C

SMILES string

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

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

General description

Cell-permeable fungal toxin. About 10-fold more potent than cytochalasin B in inhibiting actin filament function. Does not inhibit monosaccharide transport across cell membranes. Inhibits cytoplasmic division by blocking the formation of contractile microfilaments. Inactivates low conductance K+ channels. Also modulates CD4 cross-linking in T lymphocytes and increases intracellular Ca2+ levels. Exhibits antitumor activity. Also available as a 10 mM solution in DMSO (Cat. No. 504776).

Biochem/physiol Actions

Primary Target
Actin filament function

Preparation Note

Following reconstitution in chloroform, aliquot, dry under a stream of nitrogen, and freeze (-20°C). Reconstitute in DMSO just prior to use. Dried aliquots are stable for up to 3 months at -20°C.

Other Notes

Sasaki, H., et al. 1995. Proc. Natl. Acad. Sci. USA 92, 2026.
Blankson, H., et al. 1995. Exp. Cell Res.218, 522.
Melamed, I., et al. 1995. Biochem. Biophys. Res. Commun.209, 1102.
Verschueren, H., et al. 1995. Eur. J. Cell Biol.66, 335.
Aszalos, A., et al. 1994. Cell Immunol. 157, 81.
Wang, W.H., et al. 1994. Am. J. Physiol. 267, F592.
Betina, V., and Micekova, D. 1972. Chem. Abstr.77, 160508q.
Katagiri, K., and Matsuura, S. 1971. J. Antibiot. 24, 722.

Legal Information

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

Disclaimer

Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)

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pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

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

wgk

WGK 3

Regulatory Information

高风险级别生物产品-Merck

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Global Trade Item Number

SKUGTIN
250255-1MG07790788048952