Cytochalasin A

The cytochalasins are cell-permeable fungal metabolites which inhibit actin polymerization. This interferes with such diverse processes as cell movement, growth, phagocytosis, degranulation, and secretion. Cytochalasin A is an oxidized analog of cytochalasin B that uniquely inhibits HIV-1 protease (IC50 = 3 µM). Cytochalasins A and B differ from other cytochalasins in being able to rapidly and reversibly inhibit glucose transport by competitively binding glucose transporters (Ki = 4.0 and 0.6 µM, respectively). Cytochalasin A also induces the phosphorylation of the tyrosine phosphatase PTP3 of Dictyostelium, activating STATc.Formal Name: (3E,9R,11E,12aS,13S,15S,15aS,16S,18aS)-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-13-hydroxy-9,15-dimethyl-14-methylene-16-(phenylmethyl)-2H-oxacyclotetradecino[2,3-d]isoindole-2,5,18-trione. CAS Number: 14110-64-6. Synonyms: Dehydrophomin, NSC 174119, Phomin. Molecular Formula: C29H35NO5. Formula Weight: 477.6. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMF:PBS (pH 7.2) (1:20): 0.05 mg/ml, DMSO: 20 mg/ml, Ethanol: 20 mg/ml. SMILES: O=C1/C=C/[C@H](O)CCC[C@@H](C)C/C=C/[C@](C(C([C@@H](C)[C@@]2([H])[C@H](CC3=CC=CC=C3)NC4=O)=C)=O)([H])[C@@]24O1. InChi Code: InChI=1S/C29H35NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,23-24,26-27,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,23+,24+,26+,27-,29-/m1/s1. InChi Key: ZMAODHOXRBLOQO-TZVKRXPSSA-N.