CAS 36011-19-5|Cytochalasin E
| Common Name | Cytochalasin E | ||
|---|---|---|---|
| CAS Number | 36011-19-5 | Molecular Weight | 495.564 |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 705.1±60.0 °C at 760 mmHg |
| Molecular Formula | C28H33NO7 | Melting Point | 206ºC |
| MSDS | ChineseUSA | Flash Point | 380.2±32.9 °C |
| Symbol | GHS06, GHS08 | Signal Word | Danger |
Names
| Name | cytochalasin e |
|---|---|
| Synonym | More Synonyms |
Cytochalasin E BiologicalActivity
| Description | Cytochalasin E, an epoxide containing Aspergillus-derived fungal metabolite, inhibits angiogenesis and tumor growth. Cytochalasin E is a potent actin depolymerization agent, and it binds and caps the barbed end of actin filaments to prevent actin elongation[1][2]. |
|---|---|
| Related Catalog | Research Areas >>CancerSignaling Pathways >>Autophagy >>Autophagy |
| In Vitro | Cytochalasin E prominently inhibits the growth of A549 cells in a dose-dependent manner[3]. Cytochalasin E could induce the up-regulation of autophagy-related protein (LC3-II) and SQSTM1/p62[3]. |
| References | [1]. Udagawa T, et al. Cytochalasin E, an epoxide containing Aspergillus-derived fungal metabolite, inhibits angiogenesisand tumor growth. J Pharmacol Exp Ther. 2000 Aug;294(2):421-7. [2]. Lu QY, et al. Green tea extract modulates actin remodeling via Rho activity in an in vitro multistep carcinogenicmodel. Clin Cancer Res. 2005 Feb 15;11(4):1675-83. [3]. Takanezawa Y, et al. Variation in the activity of distinct cytochalasins as autophagy inhibitiors in human lung A549 cells. Biochem Biophys Res Commun. 2017 Dec 16;494(3-4):641-647. |
Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 705.1±60.0 °C at 760 mmHg |
| Melting Point | 206ºC |
| Molecular Formula | C28H33NO7 |
| Molecular Weight | 495.564 |
| Flash Point | 380.2±32.9 °C |
| Exact Mass | 495.225708 |
| PSA | 114.46000 |
| LogP | 1.92 |
| Vapour Pressure | 0.0±2.4 mmHg at 25°C |
| Index of Refraction | 1.608 |
| InChIKey | LAJXCUNOQSHRJO-PSAOVZEXSA-N |
| SMILES | CC1CC=CC2C3OC3(C)C(C)C3C(Cc4ccccc4)NC(=O)C23OC(=O)OC=CC(C)(O)C1=O |
| Storage condition | −20°C |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 9100 ug/kg
- TOXIC EFFECTS :
- Behavioral - ataxia Behavioral - coma Lungs, Thorax, or Respiration - cyanosis
- REFERENCE :
- TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 32,135,1975
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 2600 ug/kg
- TOXIC EFFECTS :
- Behavioral - ataxia Behavioral - coma Lungs, Thorax, or Respiration - cyanosis
- REFERENCE :
- TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 32,135,1975
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intratracheal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 1300 ug/kg
- TOXIC EFFECTS :
- Behavioral - ataxia Behavioral - coma Lungs, Thorax, or Respiration - cyanosis
- REFERENCE :
- TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 32,135,1975
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 2700 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. (Bethesda, MD) V.1-46, 1942-87. Volume(issue)/page/year: 38,438,1979
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - guinea pig
- DOSE/DURATION :
- 500 ug/kg
- TOXIC EFFECTS :
- Behavioral - ataxia Behavioral - coma Lungs, Thorax, or Respiration - cyanosis
- REFERENCE :
- TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 32,135,1975 ** REPRODUCTIVE DATA **
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- DOSE :
- 8100 ug/kg
- SEX/DURATION :
- female 7-9 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Embryo or Fetus - fetal death Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)
- REFERENCE :
- FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. (Bethesda, MD) V.1-46, 1942-87. Volume(issue)/page/year: 38,438,1979
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- DOSE :
- 3900 ug/kg
- SEX/DURATION :
- female 7-9 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Embryo or Fetus - fetal death
- REFERENCE :
- TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 25,11,1982
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- DOSE :
- 3600 ug/kg
- SEX/DURATION :
- female 7-9 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Specific Developmental Abnormalities - Central Nervous System
- REFERENCE :
- TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 25,11,1982
Safety Information
| Symbol | GHS06, GHS08 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H300-H310-H330-H361 |
| Precautionary Statements | P260-P264-P280-P284-P301 + P310-P302 + P350 |
| 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+,T |
| Risk Phrases | R26/27/28 |
| Safety Phrases | 28-36/37-45 |
| RIDADR | UN 1544 6.1/PG 2 |
| WGK Germany | 3 |
| RTECS | HA5360000 |
| Packaging Group | I |
| Hazard Class | 6.1(a) |
| HS Code | 29349990 |
Articles30
More Articles| Excessive expression of the plant kinesin TBK5 converts cortical and perinuclear microtubules into a radial array emanating from a single focus. Plant Cell Physiol. 48(5) , 753-61, (2007) TBK5 is a plant-specific kinesin constantly expressed in tobacco BY-2 cells. An analysis of the distribution of green fluorescent protein-tagged TBK5 (GFP-TBK5) transiently expressed in BY-2 protoplas... | |
| Cytochalasin E alters the cytoskeleton and decreases ENaC activity in Xenopus 2F3 cells. Am. J. Physiol. Renal Physiol. 307(1) , F86-95, (2014) Numerous reports have linked cytoskeleton-associated proteins with the regulation of epithelial Na(+) channel (ENaC) activity. The purpose of the present study was to determine the effect of actin cyt... | |
| Biosynthesis: A carbonate architect emerges. Nat. Chem. Biol. 10(7) , 486-7, (2014) |
Synonyms
| MFCD00005178 |
| EINECS 252-835-7 |
| (1Z)-14-Benzyl-6-hydroxy-4,6,15,15a-tetramethyl-3,13,14,14a,15,15a,16a,16b-octahydro[1,3]dioxacyclotridecino[4,5-d]oxireno[f]isoindole-5,10,12(4H,6H)-trione |
| [1,3]Dioxacyclotridecino[4,5-d]oxireno[f]isoindole-5,10,12(4H,6H)-trione, 3,13,14,14a,15,15a,16a,16b-octahydro-6-hydroxy-4,6,15,15a-tetramethyl-14-(phenylmethyl)-, (1Z)- |
| (1Z,7E)-14-Benzyl-6-hydroxy-4,6,15,15a-tetramethyl-3,13,14,14a,15,15a,16a,16b-octahydro[1,3]dioxacyclotridecino[4,5-d]oxireno[f]isoindole-5,10,12(4H,6H)-trione |
| [1,3]dioxacyclotridecino[4,5-d]oxireno[f]isoindole-5,10,12(4H,6H)-trione, 3,13,14,14a,15,15a,16a,16b-octahydro-6-hydroxy-4,6,15,15a-tetramethyl-14-(phenylmethyl)-, (1Z,7E)- |
| CYTOCHALACINE |
| CYTOCHALASIN 3 |
| CYTOCHALICINE |
| CYTOCHALASIN E,ASPERGILLUS CLAVATUS |
| (7s,13e,16s,18r,19e)-18-dimethyl-10-phenyl |
