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C2743

Cytochalasin B from Drechslera dematioidea

Ready Made Solution, 10 mg/mL in DMSO

Synonym(s):

Phomin

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About This Item

Empirical Formula (Hill Notation):
C29H37NO5
CAS Number:
14930-96-2
Molecular Weight:
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

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 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

Cytochalasin B is used to inhibit sugar transport in fibroblasts , decrease cytoskeletal actin and myosin in rabbit neutrophils , and to stimulate B lymphocytes .

Biochem/physiol Actions

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

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

Storage Class

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

Regulatory Information

高风险级别生物产品--毒素类产品

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Certificates of Analysis (COA)

Lot/Batch Number
049M4147V
11181027
028M4156V
11171204
037M4083V

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The inhibition of sugar transport in chick embryo fibroblasts by cytochalasin B. Evidence for a membrane-specific effect.
R F Kletzien et al.
The Journal of biological chemistry, 248(2), 711-719 (1973-01-25)
Michael V Zuccaro et al.
Cell, 183(6), 1650-1664 (2020-10-31)
Correction of disease-causing mutations in human embryos holds the potential to reduce the burden of inherited genetic disorders and improve fertility treatments for couples with disease-causing mutations in lieu of embryo selection. Here, we evaluate repair outcomes of a Cas9-induced
[18 F] FDG PET signal is driven by astroglial glutamate transport
Zimmer ER, et al.
Nature Neuroscience, 20(3), 393-393 (2017)
View All Related Papers

Global Trade Item Number

SKUGTIN
C2743-200UL04061833484517