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C2618

Sigma-Aldrich

Cytochalasin D

Ready Made Solution, from Zygosporium mansonii, 5 mg/mL in DMSO

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Synonym(s):
Lygosporin A, Zygosporin A
Empirical Formula (Hill Notation):
C30H37NO6
CAS Number:
Molecular Weight:
507.62
Beilstein:
1632828
MDL number:
PubChem Substance ID:
NACRES:
NA.85

biological source

Zygosporium mansonii

Quality Level

form

solution

concentration

5 mg/mL in DMSO

antibiotic activity spectrum

fungi

Mode of action

enzyme | interferes

shipped in

wet ice

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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This Item
C8273K0254C9722
Cytochalasin D Ready Made Solution, from Zygosporium mansonii, 5 mg/mL in DMSO

Sigma-Aldrich

C2618

Cytochalasin D

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

Sigma-Aldrich

C8273

Cytochalasin D

form

solution

form

powder

form

liquid

form

lyophilized powder (from 0.2μm filtered solution)

concentration

5 mg/mL in DMSO

concentration

-

concentration

50 - 60 mg/mL in 0.9% NaCl

concentration

1 mg/mL

antibiotic activity spectrum

fungi

antibiotic activity spectrum

fungi

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria, mycoplasma

antibiotic activity spectrum

-

mode of action

enzyme | interferes

mode of action

DNA synthesis | interferes

mode of action

protein synthesis | interferes

mode of action

-

shipped in

wet ice

shipped in

-

shipped in

-

shipped in

ambient

Application

Cytochalasin D are isomeric metabolites of Metarrhizium anisopliae. Cytochalasin D possesses antibiotic and antitumor activity. It also impairs maintenance of long term potentiation (LTP) of actin filaments. It is implicated in promoting conditions favorable for depolymerizing actin.

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.

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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

188.6 °F - closed cup - Solvent

Flash Point(C)

87 °C - closed cup - Solvent

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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