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C6637

Sigma-Aldrich

Cytochalasin A from Drechslera dematioidea

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About This Item

Empirical Formula (Hill Notation):
C29H35NO5
CAS Number:
14110-64-6
Molecular Weight:
477.59
Beilstein:
949521
EC Number:
237-964-9
MDL number:
MFCD00005935
UNSPSC Code:
12352200
PubChem Substance ID:
24892882
NACRES:
NA.77

form

powder

Quality Level

200

storage temp.

−20°C

SMILES string

C[C@@H]1CCCC(=O)\C=C\C(=O)O[C@]23[C@@H](\C=C\C1)[C@H](O)C(=C)[C@@H](C)[C@H]2[C@H](Cc4ccccc4)NC3=O

InChI

1S/C29H35NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,23-24,26-27,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,23+,24+,26+,27-,29-/m1/s1

InChI key

ZMAODHOXRBLOQO-TZVKRXPSSA-N

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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.

Other Notes

Oxidized analog of cytochalasin B.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H300 + H310 + H330,H361

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Repr. 2

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tehila Hyman et al.
Molecular biology of the cell, 17(1), 427-437 (2005-10-28)
In epithelial cell lines, apical but not basolateral clathrin-mediated endocytosis has been shown to be affected by actin-disrupting drugs. Using electron and fluorescence microscopy, as well as biochemical assays, we show that the amount of actin dedicated to endocytosis is
Norio Takeshita et al.
Molecular biology of the cell, 16(4), 1961-1970 (2005-02-11)
One of the essential features of fungal morphogenesis is the polarized synthesis of cell wall components such as chitin. The actin cytoskeleton provides the structural basis for cell polarity in Aspergillus nidulans, as well as in most other eukaryotes. A
Yujiro Higuchi et al.
Biochemical and biophysical research communications, 340(3), 784-791 (2005-12-29)
Endocytosis is an important process for cellular activities. However, in filamentous fungi, the existence of endocytosis has been so far elusive. In this study, we used AoUapC-EGFP, the fusion protein of a putative uric acid-xanthine permease with enhanced green fluorescent
Kumiko Masai et al.
Bioscience, biotechnology, and biochemistry, 68(7), 1569-1573 (2004-07-28)
The distribution of the secreted protein ribonuclease T1 (RntA) fused with the enhanced green fluorescent protein (EGFP), RntA-EGFP, was visualized in hyphae of Aspergillus oryzae in the presence of a protein transport inhibitor, brefeldin A, cytochalasin A, or nocodazole. During
Naimeh Taheri-Talesh et al.
Molecular biology of the cell, 19(4), 1439-1449 (2008-01-25)
Hyphal tip growth in fungi is important because of the economic and medical importance of fungi, and because it may be a useful model for polarized growth in other organisms. We have investigated the central questions of the roles of
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