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C8273 Sigma-Aldrich

Cytochalasin D

from Zygosporium mansonii, ≥98% (TLC and HPLC), powder

Synonym: Zygosporin A

  • CAS Number 22144-77-0

  • Empirical Formula (Hill Notation) C30H37NO6

  • Molecular Weight 507.62

  •  Beilstein/REAXYS Number 1632828

  •  EC Number 244-804-1

  •  MDL number MFCD00077706

  •  PubChem Substance ID 24893039

  •  NACRES NA.77

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Properties

Related Categories Actin Inhibitors and Probes, Antibiotics, Antibiotics A to Z, Antibiotics by Application, Antibiotics by Mechanism of Action,
Quality Level   300
biological source   Zygosporium mansonii
assay   ≥98% (TLC and HPLC)
form   powder
solubility   DMSO: soluble
  ethanol: soluble
Mode of action   DNA synthesis | interferes
antibiotic activity spectrum   fungi
storage temp.   −20°C
SMILES string   [H][C@@]12[C@H](C)C(=C)[C@@H](O)[C@@H]3\C=C\C[C@H](C)C(=O)[C@](C)(O)\C=C\[C@@H](OC(C)=O)[C@@]13C(=O)N[C@H]2Cc4ccccc4
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

Description

Packaging

1, 5, 10 mg in serum bottle

Biochem/physiol Actions

Cell permeable fungal toxin; potent inhibitor of actin polymerization. Disrupts actin microfilaments and activates the p53-dependent pathways causing arrest of the cell cycle at the G1-S transition. Inhibits smooth muscle contraction. Inhibits insulin-stimulated, but not basal, transport of glucose.

Potent inhibitor of actin polymerization; disrupts actin microfilaments; activates the p53-dependent pathways; inhibits smooth muscle contraction; inhibits insulin-stimulated glucose transport.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 1544PSN1 6.1 / PGII
WGK Germany 
WGK 3
RTECS 
GZ4850000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

LentiBrite™ for fluorescent cell imaging for Cytoskeleton Structure

Cell analysis of the dynamics of subcellular structures has been revolutionized in the past 15 years by the development and refinement of genetically-encoded fusions between fluorescent proteins (GFP...
Keywords: Apoptosis, Cloning, Fluorescent microscopy, Gene expression, Immunocytochemistry, Immunofluorescence, Microscopy, Rearrangements, Tagged proteins, Transduction, Transfection

Peer-Reviewed Papers
15

References

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C2618 Cytochalasin D, Ready Made Solution, from Zygosporium mansonii, 5 mg/mL in DMSO, 0.2 μm filtered

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