C2149

Cytochalasin E aus Aspergillus clavatus

• Empirische Formel (Hill-System): C₂₈H₃₃NO₇
• CAS-Nummer: 36011-19-5
• Molekulargewicht: 495.56
• Beilstein: 1096975
• EG-Nummer: 252-835-7
• MDL-Nummer: MFCD00005178
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 24892467
• NACRES: NA.77

Eigenschaften

• Form: powder
• Lagertemp.: −20°C
• SMILES String: C[C@H]1C\C=C\[C@H]2[C@@H]3O[C@]3(C)[C@@H](C)[C@H]4[C@H](Cc5ccccc5)NC(=O)[C@@]24OC(=O)O\C=C\[C@@](C)(O)C1=O
• InChI: 1S/C28H33NO7/c1-16-9-8-12-19-23-27(4,35-23)17(2)21-20(15-18-10-6-5-7-11-18)29-24(31)28(19,21)36-25(32)34-14-13-26(3,33)22(16)30/h5-8,10-14,16-17,19-21,23,33H,9,15H2,1-4H3,(H,29,31)/b12-8+,14-13+/t16-,17-,19-,20-,21-,23-,26+,27+,28+/m0/s1
• InChIKey: LAJXCUNOQSHRJO-ZYGJITOWSA-N

Beschreibung

Anwendung

Cytochalasin E has been used as:

• a toxin to study its effects on avocado plants[1]
• a component of the incubating medium in feline junctional adhesion molecule 1 (fJAM-1) expression assay[2]
• an inhibitor of actin polymerization to study its effects on mitochondria uptake by mice endothelial cells[3]

Biochem./physiol. Wirkung

Cytochalasin E is a cell-permeable fungal toxin that inhibits actin polymerization stimulated by F-actin. Cytochalasin E does not inhibit glucose transport.

Cytochalasin E is an epoxide[4] that exhibits anti-proliferative activity in endothelial cells in vitro. It also participates in inhibiting tumor growth and angiogenesis in vivo.[5] Cytochalasin E also possesses antimicrobial and antiviral properties.[4]

Sicherheitshinweise

• Piktogramme: GHS06,GHS08
• Signalwort: Danger
• H-Sätze: H300 + H310 + H330,H361
• P-Sätze: P202 - P260 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Gefahreneinstufungen: Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Repr. 2
• Lagerklassenschlüssel: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges