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CYTOCHALASIN A

CAS No.
14110-64-6
Chemical Name:
CYTOCHALASIN A
Synonyms
Dehydrophomin;CYTOCHALASIN A;CYTOCHALASIN A(RG);5,5-Didehydrophomin;Cytochalasin dreschslera dematioidea;CYTOCHALASIN A FROM DRESCHSLERA DEMATIOIDEA;CytochalasinA from Drechslera dematioidea;cytochalasin a from helminthosporium dematioideum;Cytochalasin A 5-Dehydrophomin Dehydrophomin;CYTOCHALASIN A FROM DRESCHSLERA DEMATIOIDEA, BIOCHEMIKA, >= 99.0% (TLC)
CBNumber:
CB6735221
Molecular Formula:
C29H35NO5
Molecular Weight:
477.59
MDL Number:
MFCD00005935
MOL File:
14110-64-6.mol
MSDS File:
SDS
Last updated:2023-06-08 09:01:59

CYTOCHALASIN A Properties

Melting point 190-191 °C
Boiling point 725.1±60.0 °C(Predicted)
Density 1.20±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility ethanol: 20 mg/mL, clear, colorless
pka 13.54±0.70(Predicted)
form Powder
color White
Water Solubility Soluble in DMF, DMSO, ethanol and acetone. Insoluble in water.
Sensitive Light Sensitive
BRN 949521
LogP 1.849 (est)
FDA UNII BV8WQ9500E
EPA Substance Registry System Cytochalasin A (14110-64-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08
Signal word  Danger
Hazard statements  H300+H310+H330-H361
Precautionary statements  P201-P202-P260-P280-P302+P352+P310-P304+P340+P310
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
10
HazardClass  6.1(a)
PackingGroup  I
HS Code  29349990
NFPA 704
0
4 0

CYTOCHALASIN A price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C6637 Cytochalasin A from Drechslera dematioidea 14110-64-6 1mg $163 2024-03-01 Buy
Alfa Aesar J60280 Cytochalasin A 14110-64-6 1mg $91.6 2021-12-16 Buy
Alfa Aesar J60280 Cytochalasin A 14110-64-6 5mg $352 2021-12-16 Buy
Cayman Chemical 11327 Cytochalasin A ≥98% 14110-64-6 1mg $50 2024-03-01 Buy
Cayman Chemical 11327 Cytochalasin A ≥98% 14110-64-6 5mg $195 2024-03-01 Buy
Product number Packaging Price Buy
C6637 1mg $163 Buy
J60280 1mg $91.6 Buy
J60280 5mg $352 Buy
11327 1mg $50 Buy
11327 5mg $195 Buy

CYTOCHALASIN A Chemical Properties,Uses,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 A is an oxidized analog of cytochalasin B which uniquely inhibits HIV-1 protease (IC50 = 3 μM). Cytochalasins A and B differ from other cytochalasins in being able to rapidly and reversibly inhibit glucose transport by competitively binding glucose transporters (Ki = 4.0 and 0.6 μM, respectively). Cytochalasin A also induces the phosphorylation of the tyrosine phosphatase PTP3 of Dictyostelium, activating STATc.

Chemical Properties

white powder

Uses

Cytochalasin A binds to the glucose transporter and inhibit monosaccharide transport across the plasma membrane. Preventing growth and sugar uptake in a Saccharomyces strain.

Uses

Cytochalasin A is one of a family of potent mycotoxins produced by several species of fungi. All members of the class exhibit profound effects on cytoskeletal proteins, giving rise to pronounced morphogenic activity in animals and plants. Like most cytochalsins, cytochalasin A exhibits potent inhibition of actin filament function leading to cell death by apoptosis, and displays a broad range of resultant cellular actions. Despite the common mode of action, there is evidence that individual members of the class display diverse selectivity. Specifically, cytochalasin A is one of the few cytochalasins exhibiting activity against HIV-1 protease.

Definition

ChEBI: Cytochalasin A is a cytochalasin.

Biochem/physiol Actions

Cytochalasin A reacts with sulfhydryls, and inhibits growth and glucose transport in Saccharomyces. Cytochalasin A is an oxidizing analog of cytochalsin B.

14930-96-2
14110-64-6
Synthesis of CYTOCHALASIN A from CYTOCHALASIN B

CYTOCHALASIN A Preparation Products And Raw materials

Raw materials

Preparation Products

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(7S,13E,16R,21E)-7-Hydroxy-16-methyl-10-phenyl-24-oxa[14]cytochalasa-6(12),13,21-triene-1,20,23-trione 5,5-Didehydrophomin Dehydrophomin Cytochalasin dreschslera dematioidea Cytochalasin A 5-Dehydrophomin Dehydrophomin 7(S)-hydroxy-16(R)-methyl-10-phenyl-24-oxa[14]cytochalasa-6(12),13(E),21(E)-triene-1,20,23-trione 2H-Oxacyclotetradecino2,3-disoindole-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,9R,11E,12aS,13S,15S,15aS,16S,18aS)- CYTOCHALASIN A FROM DRESCHSLERA DEMATIOIDEA CYTOCHALASIN A FROM DRESCHSLERA DEMATIOIDEA, BIOCHEMIKA, >= 99.0% (TLC) CYTOCHALASIN A cytochalasin a from helminthosporium dematioideum CYTOCHALASIN A(RG) CytochalasinA from Drechslera dematioidea 14110-64-6 C29H35NO5 Other Cytoskeleton and Extracellular Matrix Enzymes, Inhibitors, and Substrates Enzyme Inhibitors Enzyme Inhibitors by Type Cell Biology Cell Signaling and Neuroscience Biochemicals and Reagents BioChemical Actin Inhibitors and Probes Actin Inhibitors and ProbesCell Signaling and Neuroscience Cell Signaling and Neuroscience antibiotic Cytoskeleton and Extracellular Matrix Mold Toxins and Venoms