C2618

Cytochalasin D

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

• Synonym(s): Lygosporin A, Zygosporin A
• Empirical Formula (Hill Notation): C₃₀H₃₇NO₆
• CAS Number: 22144-77-0
• Molecular Weight: 507.62
• Beilstein/REAXYS Number: 1632828
• MDL number: MFCD00077706
• UNSPSC Code: 51102829
• PubChem Substance ID: 329775013
• NACRES: NA.85

Properties

• biological source: Zygosporium mansonii
• Quality Level: 300
• 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

Description

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.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 2
• flash_point_f: 188.6 °F - closed cup - Solvent
• flash_point_c: 87 °C - closed cup - Solvent
• ppe: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)