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Cytochalasin B from Drechslera dematioidea

SIGMA/C6762 - ≥98% (HPLC), powder

Synonym: Phomin

CAS Number: 14930-96-2
Empirical Formula (Hill Notation): C29H37NO5
Molecular Weight: 479.61
EC Number: 239-000-2
MDL Number: MFCD00077704
Linear Formula: C29H37NO5
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-C6762-1MG 1 mg
 $95.30
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45-C6762-5MG 5 mg
 $396.00
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45-C6762-10MG 10 mg
 $571.00
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45-C6762-25MG 25 mg
 $1130.00
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45-C6762-50MG 50 mg
 $1960.00
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antibiotic activity spectrum fungi
assay ≥98% (HPLC)
color white
form powder
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
mode of action DNA synthesis | interferes
Quality Level 300 
SMILES string C[C@@H]1CCC[C@@H](O)C=CC(=O)O[C@]23[C@@H](C=CC1)[C@H](O)C(=C)[C@@H](C)[C@H]2[C@H](Cc4ccccc4)NC3=O
solubility DMSO: 10 mg/mL
storage temp. −20°C
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.
Biochem/physiol Actions: 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.
Packaging: 1, 5, 10, 25, 50 mg in serum bottle
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352202

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