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Merck

C6762

Cytochalasin B from Drechslera dematioidea

from drechslera dematioidea, ≥98% (HPLC), actin polymerization inhibitor, powder

Sinónimos:

Phomin

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About This Item

Fórmula empírica (notación de Hill):
C29H37NO5
Número CAS:
14930-96-2
Peso molecular:
479.61
NACRES:
NA.32
PubChem Substance ID:
24892890
UNSPSC Code:
12352202
EC Number:
239-000-2
MDL number:
MFCD00077704
Beilstein/REAXYS Number:
1096207

Nombre del producto

Cytochalasin B from Drechslera dematioidea, ≥98% (HPLC), powder

InChI key

GBOGMAARMMDZGR-TYHYBEHESA-N

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

SMILES string

C[C@@H]1CCC[C@@H](O)\C=C\C(=O)O[C@]23[C@@H](\C=C\C1)[C@H](O)C(=C)[C@@H](C)[C@H]2[C@H](Cc4ccccc4)NC3=O

assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: 10 mg/mL

antibiotic activity spectrum

fungi

mode of action

DNA synthesis | interferes

storage temp.

−20°C

Quality Level

300

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Categorías relacionadas

Biochem/physiol Actions

Cell permeable fungal toxin that disrupts contractile microfilaments by inhibiting actin polymerization. This, in turn, induces DNA fragmentation, inhibits cell division, and disrupts many cell processes. Inhibits glucose transport.
One of a group of fungal metabolites that interfere with a wide variety of cellular movements. Useful tool for characterizing some of the polymerization properties of actin, and in studies on cytokinesis. Probe for the two hexose-transport systems in rat L6 myoblasts.

General description

Cytochalasin B is a cell-permeable fungal toxin / mycotoxin that binds to the ′barbed′ end of actin / actin filaments. This binding leads to:
  • Disruption of actin filaments and of interaction of actin filaments in solution
  • Inhibition of actin polymerization
  • Inhibition of subunit association and dissociation
Cytochalasin B is widely used in studies of glucose transporters (GLUT). Cytochalasin B is also used as an integral part of various in vitro micronucleus assay protocols.

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

Clase de almacenamiento

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

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
0000488200
0000488200
0000177184
0000202366
0000202365

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