CYTOCHALASIN D

ChemicalBook > CAS DataBase List > CYTOCHALASIN D

Product Name: CYTOCHALASIN D
CAS No.: 22144-77-0
Chemical Name: CYTOCHALASIN D
Synonyms: Nsc209835;ZYGOSPORIN A;Lygosporin a;Cytohalasin d;CYTOCHALACIND;CYTOCHALICIND;CYTOCHALASIN D;19-trien-17-one;CYTOCHALASIN D(RG);InSolution? Cytochalasin D,
CBNumber: CB2672937
Molecular Formula: C30H37NO6
Formula Weight: 507.62
MOL File: 22144-77-0.mol

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CYTOCHALASIN D Property

Melting point:: 255-260°C
Boiling point:: 595.84°C (rough estimate)
Density: 1.1764 (rough estimate)
refractive index: 1.6310 (estimate)
Flash point:: 87℃
storage temp.: −20°C
solubility: DMSO: soluble
pka: 11.95±0.70(Predicted)
form: White solid
color: White
BRN: 1632828
Stability:: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
LogP: 2.640 (est)
EPA Substance Registry System: Cytochalasin D (22144-77-0)

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Safety

Hazard Codes: T
Risk Statements: 25-63
Safety Statements: 36/37-45
RIDADR: UN 1544 6.1/PG 2
WGK Germany: 3
RTECS: GZ4850000
HazardClass: 6.1(a)
PackingGroup: I
HS Code: 29337900
Hazardous Substances Data: 22144-77-0(Hazardous Substances Data)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H300Fatal if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C2618
Product name: Cytochalasin D
Purity: Ready Made Solution, from Zygosporium mansonii, 5?mg/mL in DMSO, 0.2 μm filtered
Packaging: 200μL
Price: $217
Updated: 2024/03/01

Sigma-Aldrich

Product number: 5.04776
Product name: InSolution Cytochalasin D, Zygosporium mansonii - CAS 22144-77-0 - Calbiochem
Packaging: 1mg
Price: $158
Updated: 2024/03/01

Cayman Chemical

Product number: 11330
Product name: Cytochalasin D
Purity: ≥95%
Packaging: 1mg
Price: $65
Updated: 2024/03/01

Cayman Chemical

Product number: 11330
Product name: Cytochalasin D
Purity: ≥95%
Packaging: 5mg
Price: $260
Updated: 2024/03/01

Sigma-Aldrich

Product number: C8273
Product name: Cytochalasin D
Purity: from Zygosporium mansonii, ≥98% (TLC and HPLC), powder
Packaging: 1mg
Price: $163
Updated: 2024/03/01

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CYTOCHALASIN D Chemical Properties,Usage,Production

Description

Cytochalasin D (22144-77-0) is a potent inhibitor of actin polymerization which also causes the disruption of actin filaments. More potent that cytochalasin B (10-fold) and does not inhibit monosaccharide transport across cell membranes. Disruption of actin microfilaments leads to activation of p53. Cell permeable

Chemical Properties

Powder

Uses

A cell cycle arresting compound used in actin polymerization studies and cytological research

Uses

Cytochalasin D acts as an anti-hypertensive drug acting on human intestinal epithelial caco-2 cells. Also has activity in HMG-CoA reductase inhibitors used in the lowering of cholesterol. Actin inhib itor, actin polymerization inhibitor affecting cell movement, growth, phagocytosis and even secretion.

Uses

Cytochalasin D is the most studied of the cytochalasins. Like most of the members of this mycotoxin class, cytochalasin D exhibits potent inhibition of actin filament function leading to cell death by apoptosis. This led to early investigation of the metabolite as an antitumour agent. Cytochalasin D has become one of the standard cellular probes for investigating the role of actin in cell biology.

Definition

ChEBI: An organic heterotricyclic compound that is a mycotoxin produced by Helminthosporium and other moulds which is cell permeable and a potent inhibitor of actin polymerisation and DNA synthesis.

General Description

Needles or fluffy white powder.

Reactivity Profile

CYTOCHALASIN D may be sensitive to exposure to heat. CYTOCHALASIN D can react with strong oxidizing agents, strong acids and strong bases. .

Fire Hazard

Flash point data for CYTOCHALASIN D are not available; however, CYTOCHALASIN D is probably combustible.

Biological Activity

Potent disruptor of actin filament function. Alters tight junction permeability. Unlike cytochalasin B, does not inhibit monosaccharide transport across the plasma membrane.

Biochem/physiol Actions

Cell permeable fungal toxin; potent inhibitor of actin polymerization. Disrupts actin microfilaments and activates the p53-dependent pathways causing arrest of the cell cycle at the G1-S transition. Inhibits smooth muscle contraction. Inhibits insulin-stimulated, but not basal, transport of glucose.

Safety Profile

Poison by ingestion, subcutaneous, and intraperitoneal routes. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

target

p38MAPK | PI3K | Akt | Calcium Channel | ATPase

storage

Store at -20°C

References

1)) Goddetteand et al. (1986), Actin polymerization. The mechanism of action of cytochalasin D; J. Biol. Chem., 261 15974 2) Rubtsova et al. (1998), Disruption of actin microfilaments by cytochalasin D leads to activation of p53; FEBS Lett., 430 353

CYTOCHALASIN D Preparation Products And Raw materials

Raw materials

Preparation Products

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CYTOCHALASIN D Suppliers

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View Lastest Price from CYTOCHALASIN D manufacturers

Career Henan Chemical Co

Product: CYTOCHALASIN D 22144-77-0
Price: US $1.00/kg
Min. Order: 1g
Purity: 99%
Supply Ability: 100KG
Release date: 2018-12-24

22144-77-0, CYTOCHALASIN DRelated Search:

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CYTOCHALASIN D

CYTOCHALASIN D, ZYGOSPORIUM MANSONII

CYTOCHALASIN D, ZYGUSPORIUM MANSONII

(7S,13E,16S,18R,19E,21R)-21-(ACETYLOXY)-7,18-DIHYDROXY-16,18-DIMETHYL-10-PHENYL[11]CYTOCHALASA-6(12),13,19-TRIENE-1,17-DIONE

(11)cytochalasa-6(12),13,19-triene-1,17-dione,21-(acetyloxy)-7,18-dihydroxy-16

,12,15-decahydro-6,12,15-trihydroxy-4,10,12-trimethyl-5-methylene-,15-acetate

,18-dimethyl-10-phenyl-,(7s,13e,16s,18r,19e,21r)-

15-decahydro-6,12,15-trihydroxy-4,10,12-trimethyl-5-methylene-115-acetate

19-trien-17-one

1h-cycloundec(d)isoindole-1,11(2h)-dione,3-benzyl-3,3-alpha,4,5,6,6-alpha,9,10

1h-cycloundec(d)isoindole-1,11(2h)-dione,3-benzyl-3,3-alpha4,5,6,6-alpha,9,10,

7,18-dihydroxy-10-phenyl-5,16,18-trimethyl-[11]cytochalas-21-acetoxy-6(12),13,

ZYGOSPORIN A

cytochalasin D from zygosporium masonii

7(S),18(R)-dihydroxy-16(S),18-dimethyl-10-phenyl[11]cytochalasa-6(12),13(E),19(E)-triene-1,17-dione 21(R)-acetate

[11]Cytochalasa-6(12),13,19-triene-1,17-dione, 21-(acetyloxy)-7,18-dihydroxy-16,18-dimethyl-10-phenyl-, (7S,13E,16S,18R,19E,21R)-

[11]Cytochalasa-6[12],13,19-triene-1,17-dione, 21-(acetyloxy)-7,18-dihydroxy-16,18-dimethyl-10-phenyl-

1H-Cycloundec[D]isoindole-1,11(2H)-dione, 3-benzyl-3,3-.alpha.,4,5,6,6-.alpha.,9,10,12,15-decahydro-6,12,15-trihydroxy-4,10,12-trimethyl-5-methylene-, 15-acetate

Cytohalasin d

Lygosporin a

Nsc209835

1H-Cycloundecdisoindole-1,11(2H)-dione, 15-(acetyloxy)-3,3a,4,5,6,6a,9,10,12,15-decahydro-6,12-dihydroxy-4,10,12-trimethyl-5-methylene-3-(phenylmethyl)-, (3S,3aR,4S,6S,6aR,7E,10S,12R,13E,15R,15aR)-

CYTOCHALASIN D(RG)

CYTOCHALACIND

CYTOCHALICIND

Cytochalasin D, Zygosporin A

CYTOCHALASIN D FROM ZYGOSPORIUMMANSONII

InSolution? Cytochalasin D,

Cytochalasin D, Zygosporium mansonii - CAS 22144-77-0 - Calbiochem

InSolution Cytochalasin D, Zygosporium mansonii - CAS 22144-77-0 - Calbiochem

22144-77-0

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Caspases/Apoptosis