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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:
Molecular Weight:
507.62
Beilstein:
1613194
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
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

Signal Word

Danger

Hazard Statements

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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Yong-Xiang Song et al.
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 33(6), 901-903 (2010-11-06)
To study the secondary metabolites of mangrove endophytic fungus BL321. The compounds were isolated by chromatographic technique. The structures were identified by comprehensive physico-chemical properties and spectral methods. Five compounds were isolated and identified as 3,4a-dimethyl-2-oxo-2,4,4a,5,6,7-hexahydronaphtho[2,3-b]furan-5-carboxylic acid(1), cytochalasin C(2), cytochalasin
T Glinsukon et al.
Research communications in chemical pathology and pharmacology, 51(2), 265-268 (1986-02-01)
Cytochalasins A, B, C, D and E at a concentration of 5.0 microgram/ml significantly inhibited the motility of spermatozoa collected from the cauda epididymidis of rats when diluted in Hank's solution containing BSA by 21.6-38.1% within a few min incubation.
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.

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