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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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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
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 R Andreassen et al.
Mutation research, 372(2), 181-194 (1996-12-01)
Populations of tetraploid cells are found in a variety of human tumours where they may act as precursors of aneuploidy and tumorigenesis. Here we demonstrate the drug induction of tetraploid cells at mitosis by interference with cell cycle checkpoints and
J Jing et al.
The EMBO journal, 18(5), 1245-1256 (1999-03-04)
Modulation of A-type voltage-gated K+ channels can produce plastic changes in neuronal signaling. It was shown that the delayed-rectifier Kv1.1 channel can be converted to A-type upon association with Kvbeta1.1 subunits; the conversion is only partial and is modulated by
A Are et al.
Cell motility and the cytoskeleton, 48(1), 24-36 (2000-12-22)
EGF-like sequences, inherent in a number of extracellular matrix proteins, participate in cell adhesion. It is possible that interactions of these sequences with EGF receptors (EGFR) affect actin filament organization. It was shown previously [Khrebtukova et al., 1991: Exp. Cell
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