C8273

Sigma-Aldrich

Cytochalasin D

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

Synonym(s):
Zygosporin A
Empirical Formula (Hill Notation):
C30H37NO6
CAS Number:
Molecular Weight:
507.62
Beilstein/REAXYS Number:
1632828
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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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.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 1544PSN1 6.1 / PGII

WGK Germany

WGK 3

Certificate of Analysis

Certificate of Origin

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