CAS 14110-64-6|Cytochalasin A
| Common Name | Cytochalasin A | ||
|---|---|---|---|
| CAS Number | 14110-64-6 | Molecular Weight | 477.592 |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 725.1±60.0 °C at 760 mmHg |
| Molecular Formula | C29H35NO5 | Melting Point | 147 to 148'ºC |
| MSDS | USA | Flash Point | 392.3±32.9 °C |
| Symbol | GHS06, GHS08 | Signal Word | Danger |
Names
| Name | cytochalasin a |
|---|---|
| Synonym | More Synonyms |
Cytochalasin A BiologicalActivity
| Description | Cytochalasin A is a cell-permeable fungal toxin that is an oxidized derivative of cytochalasin B. Cytochalasin A is an inhibitor of HIV-1 protease (IC50=3 μM) and inhibits actin polymerization and interferes with microtubule assembly by reacting with sulfhydryl groups. Antibiotic and fungicidal activitives[1][2]. |
|---|---|
| Related Catalog | Research Areas >>InfectionSignaling Pathways >>Metabolic Enzyme/Protease >>HIV Protease |
| Target | HIV-1 protease[1] |
| References | [1]. Kerman K, et al. An electrochemical approach for the detection of HIV-1 protease. Chem Commun (Camb). 2007 Oct 7;(37):3829-31. [2]. Antonio Bottalico, et al. Cytochalasins: Structure-activity relationships. Phytochemistry Volume 29, Issue 1, 1990. |
Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 725.1±60.0 °C at 760 mmHg |
| Melting Point | 147 to 148'ºC |
| Molecular Formula | C29H35NO5 |
| Molecular Weight | 477.592 |
| Flash Point | 392.3±32.9 °C |
| Exact Mass | 477.251526 |
| PSA | 92.70000 |
| LogP | 2.83 |
| Vapour Pressure | 0.0±2.5 mmHg at 25°C |
| Index of Refraction | 1.590 |
| InChIKey | ZMAODHOXRBLOQO-TZVKRXPSSA-N |
| SMILES | C=C1C(C)C2C(Cc3ccccc3)NC(=O)C23OC(=O)C=CC(=O)CCCC(C)CC=CC3C1O |
| Storage condition | −20°C |
| Water Solubility | ethanol: 20 mg/mL, clear, colorless | Soluble in DMF, DMSO, ethanol and acetone. Insoluble in water. |
Safety Information
| Symbol | GHS06, GHS08 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H300-H310-H330-H361 |
| Precautionary Statements | P260-P264-P280-P284-P302 + P350-P310 |
| Personal Protective Equipment | Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges |
| Hazard Codes | T+: Very toxic;T: Toxic; |
| Risk Phrases | R26/27/28 |
| Safety Phrases | 28-36/37-45 |
| RIDADR | UN 1544 6.1/PG 2 |
| WGK Germany | 3 |
| Packaging Group | I |
| Hazard Class | 6.1(a) |
| HS Code | 29349990 |
Articles25
More Articles| Apical growth and mitosis are independent processes in Aspergillus nidulans. Protoplasma 222(3-4) , 211-5, (2003) It is well established that cytoplasmic microtubules are depolymerized during nuclear division and reassembled as mitotic microtubules. Mounting evidence showing that cytoplasmic microtubules were als... | |
| Roles of the actin cytoskeleton and an actin-binding protein in wheat resistance against Puccinia striiformis f. sp. tritici. Protoplasma 249(1) , 99-106, (2012) Elucidating resistance mechanisms of plant cells against pathogens is essential to develop novel strategies of disease control. The actin cytoskeleton was found intimately involved in plant defense. I... | |
| Preferential phosphorylation of focal adhesion kinase tyrosine 861 is critical for mediating an anti-apoptotic response to hyperosmotic stress. J. Biol. Chem. 282(14) , 10370-9, (2007) The results presented here demonstrate that focal adhesion kinase (FAK) Tyr-861 is the predominant tyrosine phosphorylation site stimulated by hyperosmotic stress in a variety of cell types, including... |
Synonyms
| cytochalasin a from helminthosporium dematioideum |
| (3E,11Z)-16-Benzyl-13-hydroxy-9,15-diméthyl-14-méthylène-6,7,8,9,10,12a,13,14,15,15a,16,17-dodécahydro-2H-oxacyclotétradécino[2,3-d]isoindole-2,5,18-trione |
| MFCD00005935 |
| 20-dehydro-phomin |
| 2H-Oxacyclotetradecino[2,3-d]isoindole-2,5,18-trione, 6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-13-hydroxy-9,15-dimethyl-14-methylene-16-(phenylmethyl)-, (3E,11Z)- |
| (3E,11Z)-16-Benzyl-13-hydroxy-9,15-dimethyl-14-methylene-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-2H-oxacyclotetradecino[2,3-d]isoindole-2,5,18-trione |
| 7(S)-Hydroxy-16(R)-methyl-10-phenyl-24-oxa(14)cytochalasa-6(12),13(E),21(E)-triene-1,20,23-trione |
| CytochalasinA from Drechslera dematioidea |
| Cytochalasin A |
| (3E,11Z)-16-benzyl-13-hydroxy-9,15-dimethyl-14-methylidene-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-2H-oxacyclotetradecino[2,3-d]isoindole-2,5,18-trione |
| Dehydrophomin |
| EINECS 237-964-9 |
| Cytochalasin dreschslera dematioidea |
| (3E,11Z)-16-Benzyl-13-hydroxy-9,15-dimethyl-14-methylen-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-2H-oxacyclotetradecino[2,3-d]isoindol-2,5,18-trion |
| 5,5-Didehydrophomin |
