Cytochalasin A

Modify Date: 2024-01-05 22:11:21

Cytochalasin A Structure
Cytochalasin A structure
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
GHS06, GHS08
Signal Word Danger

 Use of Cytochalasin A


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].

 Names

Name cytochalasin a
Synonym More Synonyms

 Cytochalasin A Biological Activity

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
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
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
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

 Precursor & DownStream

Precursor  2

DownStream  0

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 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