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30382

Sigma-Aldrich

Cytochalasin C from Metarrhizium anisopliae

≥97.0% (TLC)

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About This Item

Empirical Formula (Hill Notation):
C30H37NO6
CAS Number:
22144-76-9
Molecular Weight:
507.62
Beilstein/REAXYS Number:
1613194
EC Number:
244-803-6
MDL number:
MFCD00066080
UNSPSC Code:
12352202
PubChem Substance ID:
329753489
NACRES:
NA.77

biological source

Metarrhizium anisopliae

assay

≥97.0% (TLC)

form

fibers
powder

solubility

methylene chloride: 5 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

C[C@@H]1C\C=C\[C@H]2[C@H](O)C(C)=C(C)C3[C@H](Cc4ccccc4)NC(=O)[C@@]23C(OC(C)=O)\C=C\[C@@](C)(O)C1=O

InChI

1S/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17,22-26,33,36H,10,16H2,1-5H3,(H,31,35)/b13-9+,15-14+/t17-,22+,23+,24-,25?,26-,29-,30-/m1/s1

InChI key

NAIODHJWOHMDJX-QMTXKCDBSA-N

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Other Notes

Structure of cytochalasins and cytochalasin B binding sites in human erythrocyte membranes

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

Storage Class

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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H Haimoto et al.
The American journal of pathology, 121(2), 185-191 (1985-11-01)
To elucidate the changes of ultrastructural localization of S-100 protein during lipolysis in adipocytes, an immunoelectron-microscopic study was performed. Epididymal fat pads from Wistar rats were incubated in the buffer with or without 10 microM epinephrine. Before incubation with epinephrine
M Varedi et al.
Journal of cellular physiology, 172(2), 192-199 (1997-08-01)
Cytoskeleton not only controls cell morphology but also regulates cell growth, migration, differentiation, and gene expression, events which are fundamental to embryogenesis, carcinogenesis, and wound healing. We have recently reported that reorganization of cytoskeleton induces expression of mRNA for transforming
E A Walling et al.
Archives of biochemistry and biophysics, 264(1), 321-332 (1988-07-01)
The effects on actin self-assembly of 9 common cytochalasins and 9 synthetic analogs have been assayed using fluorescence photobleaching recovery (FPR). The specific assembly activities of cytochalasins determined by this assay are (i) reduction of the fraction of actin molecules
Jeffrey C Nolz et al.
Journal of immunology (Baltimore, Md. : 1950), 179(2), 1104-1112 (2007-07-10)
TCR/CD28 engagement triggers the initiation of a variety of signal transduction pathways that lead to changes in gene transcription. Although reorganization of the actin cytoskeleton is required for T cell activation, the molecular pathways controlled by the actin cytoskeleton are
Stimulation of actin ATPase activity by cytochalasins provides evidence for a new species of monomeric actin.
S L Brenner et al.
The Journal of biological chemistry, 256(16), 8663-8670 (1981-08-25)
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