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C2743

Cytochalasin B from Drechslera dematioidea

Ready Made Solution, 10 mg/mL in DMSO

Sinónimos:

Phomin

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Fórmula empírica (notación de Hill):
C29H37NO5
Número CAS:
14930-96-2
Peso molecular:
479.61
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
329774749
MDL number:
MFCD00077704
Beilstein/REAXYS Number:
1096207
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Quality Level

200

form

ready-to-use solution

concentration

10 mg/mL in DMSO

antibiotic activity spectrum

fungi

application(s)

advanced drug delivery

mode of action

cell membrane | interferes

storage temp.

−20°C

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

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

Application

Cytochalasin B is used to inhibit sugar transport in fibroblasts , decrease cytoskeletal actin and myosin in rabbit neutrophils , and to stimulate B lymphocytes .
Cytochalasin B from Drechslera dematioidea has been used:
  • to block cytokinesis, to obtain binucleated cells
  • as a specific glucose transporter inhibitor
  • to inhibit glucose transport by class I and III GLUTs to determine the 50% inhibitory concentration (IC50) in HCMV-infected and mock-infected cells

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.
Cytochalasin B can prevent cytoplasmic division without affecting nuclear division.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.

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pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H302,H330

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral

Clase de almacenamiento

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

wgk

WGK 2

flash_point_f

185.0 °F - closed cup - Solvent

flash_point_c

85 °C - closed cup - Solvent

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
0000508210
0000508210
0000425136
0000425136
0000407106

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