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D1641

Sigma-Aldrich

Dihydrocytochalasin B

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About This Item

Empirical Formula (Hill Notation):
C29H39NO5
CAS Number:
39156-67-7
Molecular Weight:
481.62
EC Number:
254-324-4
MDL number:
MFCD12910542
UNSPSC Code:
12352202
PubChem Substance ID:
24893505
NACRES:
NA.32

form

powder

Quality Level

200

storage temp.

−20°C

SMILES string

C[C@@H]1CCC[C@@H](O)CCC(=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/C29H39NO5/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/h4-6,8,11-12,14,18-19,22-24,26-27,31,33H,3,7,9-10,13,15-17H2,1-2H3,(H,30,34)/b14-8+/t18-,19-,22-,23+,24+,26+,27-,29-/m1/s1

InChI key

WIULKAASLBZREV-RXPQEOCGSA-N

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Application

Marker for high affinity cytochalasin B binding sites.

Biochem/physiol Actions

Effect on cell motility and morphology similar to that of cytochalasin B; does not inhibit glucose transport.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H300 + H310 + H330,H351

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Carc. 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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A Scherberich et al.
Journal of cell science, 113 ( Pt 4), 653-662 (2000-02-01)
Migration of vascular smooth muscle cells (VSMC) is a key event in the formation of neointima during atherosclerosis. Fura-2 loaded VSMCs were used to investigate calcium homeostasis during cell migration. Multiple spontaneous transient increases in cytosolic free calcium [Ca(2+)](i)were observed
K Wenzel-Seifert et al.
Journal of leukocyte biology, 61(6), 703-711 (1997-06-01)
In human neutrophils, the chemotactic peptide, N-formyl-L-methionyl-L-leucyl-L-phenalalanine (fMLP), the Ca(2+)-ATPase inhibitor, thapsigargin, and the lectins, concanavalin A (Con A) and mistletoe lectin I (ML I), stimulate the entry of Ca2+ and Na+ with subsequent activation of exocytosis and superoxide anion
Olivier D Lohez et al.
The Journal of cell biology, 161(1), 67-77 (2003-04-16)
p53 and the retinoblastoma (RB) pocket proteins are central to the control of progression through the G1 phase of the cell cycle. The RB pocket protein family is downstream of p53 and controls S-phase entry. Disruption of actin assembly arrests
Lucia Formigli et al.
Journal of cellular physiology, 211(2), 296-306 (2007-02-14)
In the present study, we investigated the functional interaction between stress fibers (SFs) and stretch-activated channels (SACs) and its possible role in the regulation of myoblast differentiation induced by switch to differentiation culture in the presence or absence of sphingosine
P J Rijken et al.
Experimental cell research, 243(2), 254-262 (1998-09-23)
Epidermal growth factor (EGF) induces rapid actin filament assembly in the membrane skeleton of a variety of cells. To investigate the significance of this process for signal transduction, actin polymerization is inhibited by dihydrocytochalasin B (CB). CB almost completely abolishes
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