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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:
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

Signal Word

Danger

Hazard Statements

H300 + H310 + H330,H361

Hazard Classifications

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

Storage Class Code

6.1B - Non-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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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
B H Patwardhan et al.
Journal of medicinal chemistry, 25(6), 663-666 (1982-06-01)
A series of halogenated and related analogues of cytochalasin C (CC) and D (CD) has been synthesized, and the biological activities of the analogues as inhibitors in a cell-free contractility model system obtained from Ehrlich ascites tumor cells were evaluated.
J Thyberg et al.
Virchows Archiv. B, Cell pathology including molecular pathology, 59(1), 1-10 (1990-01-01)
The transition of adult rat aortic smooth muscle cells from a contractile to a synthetic phenotype during the first week of primary culture on a substrate of fibronectin in serum-free medium was studied by light and electron microscopy. The weak
V G Lukashin et al.
Morfologiia (Saint Petersburg, Russia), 118(4), 41-45 (2003-03-13)
Colchicine and cytochalasine C exert modifying action on tissue receptors of urinary bladder of the frog. Under the effect of cytochalasine the period of vital staining of receptors were changed. Latent period of decoloration grew 37-56% longer while the period
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