ChemicalBook > CAS DataBase List > CYTOCHALASIN E

CYTOCHALASIN E

Product Name: CYTOCHALASIN E
CAS No.: 36011-19-5
Chemical Name: CYTOCHALASIN E
Synonyms: CYTOCHALACINE;CYTOCHALICINE;CYTOCHALASIN E;CYTOCHALASIN 3;CYTOCHALASIN E(RG);CYTOCHALASIN E USP/EP/BP;LAJXCUNOQSHRJO-DXUWGLIISA-N;CYTOCHALASIN E(RG) Please Call;CYTOCHALASIN E, ASPERGILLUS CLAVATUS;CYTOCHALASIN E FROM ASPERGILLUSCLAVATUS
CBNumber: CB5192252
Molecular Formula: C28H33NO7
Formula Weight: 495.56
MOL File: 36011-19-5.mol

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CYTOCHALASIN E Property

Melting point:: 206 °C
Boiling point:: 587.59°C (rough estimate)
Density: 1.2415 (rough estimate)
refractive index: 1.6290 (estimate)
storage temp.: -20°C
solubility: DMF: 11 mg/ml; DMF:PBS (pH7.2) (1:30): 0.03 mg/ml; DMSO: 10 mg/ml; Ethanol: 2 mg/ml
form: White solid.
pka: 11.22±0.70(Predicted)
color: White to off-white
BRN: 1096975
LogP: 1.920 (est)

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Safety

Hazard Codes: T+,T
Risk Statements: 26/27/28-63
Safety Statements: 28-36/37-45
RIDADR: UN 1544 6.1/PG 2
WGK Germany: 3
RTECS: HA5360000
F: 10
HazardClass: 6.1(a)
PackingGroup: I
HS Code: 29349990
Hazardous Substances Data: 36011-19-5(Hazardous Substances Data)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H300Fatal if swallowed

H310Fatal in contact with skin

H330Fatal if inhaled

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P350IF ON SKIN: Gently wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C2149
Product name: Cytochalasin E from Aspergillus clavatus
Packaging: 1mg
Price: $275
Updated: 2022/05/15

Sigma-Aldrich

Product number: C2149
Product name: Cytochalasin E from Aspergillus clavatus
Packaging: 5mg
Price: $1080
Updated: 2022/05/15

Cayman Chemical

Product number: 11331
Product name: Cytochalasin E
Purity: ≥98%
Packaging: 1mg
Price: $67
Updated: 2024/03/01

Cayman Chemical

Product number: 11331
Product name: Cytochalasin E
Purity: ≥98%
Packaging: 5mg
Price: $266
Updated: 2024/03/01

Cayman Chemical

Product number: 11331
Product name: Cytochalasin E
Purity: ≥98%
Packaging: 10mg
Price: $498
Updated: 2024/03/01

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CYTOCHALASIN E Chemical Properties,Usage,Production

Description

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 E is an epoxide-containing analog of cytochalasin B which potently and selectively inhibits the growth of endothelial cells (IC₅₀ < 1 nM), impairing angiogenesis and tumor growth. This cytochalasin does not inhibit glucose transport or HIV-1 protease activity.

Chemical Properties

white powder

Uses

Cytochalasin E is one of a family of potent mycotoxins produced by a range of fungi. All members of the class exhibit profound effects on cytoskeletal proteins, resulting in pronounced morphogenic changes in animals and plants. Despite the common mode of action, there is evidence that individual members display diverse selectivity. Specifically, cytochalasin E acts as an angiogenesis inhibitor and, unlike other cytochalasins, does not inhibit glucose transport.

Uses

Cytochalasin E is a fungal metabolite which has been shown to exhibit antimicrobial and antibacterial effects. Cytochalasin E is a microfilament inhibitor enhancing the low-affinity Fc epsilon receptor (CD23) expression.

Uses

Cytochalasin E has been used as:

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

Definition

ChEBI: A natural product found in Arthrinium sacchari.

Biochem/physiol Actions

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

References

[1] T UDAGAWA. Cytochalasin E, an epoxide containing Aspergillus-derived fungal metabolite, inhibits angiogenesis and tumor growth.[J]. Journal of Pharmacology and Experimental Therapeutics, 2000, 294 2: 421-427.
[2] R F KLETZIEN A S J F Perdue. Cytochalasin A and B. Inhibition of sugar uptake in cultured cells.[J]. The Journal of Biological Chemistry, 1972, 247 9: 2964-2966.
[3] J F GRIFFIN C Y J A L Rampal. Inhibition of glucose transport in human erythrocytes by cytochalasins: A model based on diffraction studies.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1982, 79 12: 3759-3763. DOI: 10.1073/pnas.79.12.3759
[4] Y.B. LOMBARDO . Long-term administration of a sucrose-rich diet to normal rats: Relationship between metabolic and hormonal profiles and morphological changes in the endocrine pancreas[J]. Metabolism: clinical and experimental, 1996, 45 12: Pages 1527-1532. DOI: 10.1016/s0026-0495(96)90183-3

CYTOCHALASIN E Preparation Products And Raw materials

Raw materials

Preparation Products

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CYTOCHALASIN E Suppliers

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36011-19-5, CYTOCHALASIN ERelated Search:

CYTOCHALASIN B, DIHYDRO cytochalasi CYTOCHALASIN D CYTOCHALASIN C CYTOCHALASIN A (R)-(-)-1-Amino-2-propanol TRANS-3-HEXEN-1-OL 2-AMINOHEPTANE TERT-AMYL METHYL ETHER N-(2-METHOXYETHYL)METHYLAMINE 4-(N-BUTYLAMINO)-1-BUTANOL isobutoxypropanol 4-AMINO-2-BUTANOL 2-METHOXY-2-METHYL-PROPYLAMINE N-SEC-BUTYL-N-PROPYLAMINE (S)-2-Aminooctane 2,3-EPOXY-2-METHYLBUTANE 2-AZACYCLONONANONE

(7S,13E,16S,18R,19E)-6,7-Epoxy-18-hydroxy-16,18-dimethyl-10-phenyl-21,23-dioxa[13]cytochalasa-13,19-diene-1,17,22-trione

[7β,13E,16S,18R,19E]-6,7-Epoxy-18-hydroxy-16,18-dimethyl-10-phenyl-21,23-dioxa[13]cytochalasa-13,19-diene-1,17,22-trione

(7s,13e,16s,18r,19e)-18-dimethyl-10-phenyl

21,23-dioxa(13)cytochalasa-13,19-diene-1,17,22-trione,6,7-epoxy-18-hydroxy-16,

6,7-epoxy-10-phenyl-5,6,16,18-tetramethyl-21,23-dioxa-[13]cytochalas-13,19-die

CYTOCHALASIN 3

CYTOCHALASIN E

CYTOCHALASIN E, ASPERGILLUS CLAVATUS

1,3Dioxacyclotridecino4,5-doxirenofisoindole-5,10,12(4H,6H)-trione, 3,13,14,14a,15,15a,16a,16b-octahydro-6-hydroxy-4,6,15,15a-tetramethyl-14-(phenylmethyl)-, (1E,4S,6R,7E,11aS,14S,14aS,15S,15aR,16aS,16bS)-

CYTOCHALASIN E(RG)

CYTOCHALASIN E(RG) Please Call

CYTOCHALACINE

CYTOCHALICINE

LAJXCUNOQSHRJO-DXUWGLIISA-N

Cytochalasin E, 99%, from Aspergillus clavatus

21,23-Dioxa[13]cytochalasa-13,19-diene-1,17,22-trione, 6,7-epoxy-18-hydroxy-16,18-dimethyl-10-phenyl-, (7S,13E,16S,18R,19E)-

CYTOCHALASIN E FROM ASPERGILLUSCLAVATUS

CYTOCHALASIN E FROM ASPERGILLUS &

CYTOCHALASIN E USP/EP/BP

Cytochalasin E, actin-polymerization inhibitor

Cytochalasin E from <i>Aspergillus clavatus</i>

36011-19-5

C28H33N1O7

C28H33NO7

Cell Biology

Cell Signaling and Neuroscience

Actin Inhibitors and Probes

BioChemical

Cytoskeleton and Extracellular Matrix

antibiotic

Actin Inhibitors and ProbesCell Signaling and Neuroscience

Cell Signaling and Neuroscience

Cytoskeleton and Extracellular Matrix

Mold

Toxins and Venoms