CAS 22144-76-9|Cytochalasin C

Introduction:Basic information about CAS 22144-76-9|Cytochalasin C, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameCytochalasin C
CAS Number22144-76-9Molecular Weight507.618
Density1.2±0.1 g/cm3Boiling Point714.3±60.0 °C at 760 mmHg
Molecular FormulaC30H37NO6Melting Point260-264ºC
MSDSChineseUSAFlash Point385.8±32.9 °C
Symbol
GHS06, GHS08
Signal WordDanger

Names

Namecytochalasin c
SynonymMore Synonyms

Cytochalasin C BiologicalActivity

DescriptionCytochalasin C is a cell-permeable fungal toxin and induces the formation of nuclear rodlets. Cytochalasin C is 10 times less toxic in mice than is cytochalasin D[1][2][3].
Related CatalogResearch Areas >>OthersSignaling Pathways >>Others >>Others
References

[1]. Foissner I, et al. Wide-ranging effects of eight cytochalasins and latrunculin A and B on intracellular motility and actin filament reorganization in characean internodal cells. Plant Cell Physiol. 2007 Apr;48(4):585-97.

[2]. Yahara I, et al. Correlation between effects of 24 different cytochalasins on cellular structures and cellular eventsand those on actin in vitro. J Cell Biol. 1982 Jan;92(1):69-78.

[3]. Trendowski M, et al. Tolerated doses in zebrafish of cytochalasins and jasplakinolide for comparison with tolerateddoses in mice in the evaluation of pre-clinical activity of microfilament-directed agents in tumormodel systems in vivo. In Vivo. 2014 Nov-Dec;28(6):1021-31.

Chemical & Physical Properties

Density1.2±0.1 g/cm3
Boiling Point714.3±60.0 °C at 760 mmHg
Melting Point260-264ºC
Molecular FormulaC30H37NO6
Molecular Weight507.618
Flash Point385.8±32.9 °C
Exact Mass507.262085
PSA112.93000
LogP2.81
Vapour Pressure0.0±2.4 mmHg at 25°C
Index of Refraction1.602
InChIKeyNAIODHJWOHMDJX-WISUYLHISA-N
SMILESCC(=O)OC1C=CC(C)(O)C(=O)C(C)CC=CC2C(O)C(C)=C(C)C3C(Cc4ccccc4)NC(=O)C123
Storage condition−20°C
Water Solubilitymethylene chloride: 5 mg/mL, clear, colorless

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
HA5300500
CHEMICAL NAME :
(11)Cytochalasa-5,13,19-triene-1,17-dione, 21-(acetoxy)-7,18-dihydroxy-16,18-dimethyl- 10-phenyl-, (7S,13E,16S,18R,19E,21R)-
CAS REGISTRY NUMBER :
22144-76-9
LAST UPDATED :
199203

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CPBTAL Chemical and Pharmaceutical Bulletin. (Japan Pub. Trading Co., USA, 1255 Howard St., San Francisco, CA 94103) V.6- 1958- Volume(issue)/page/year: 21,2268,1973

Safety Information

Symbol
GHS06, GHS08
Signal WordDanger
Hazard StatementsH300 + H310 + H330-H361
Precautionary StatementsP260-P264-P280-P284-P301 + P310-P302 + P350
Personal Protective EquipmentEyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard CodesT+: Very toxic;T: Toxic;
Risk Phrases26/27/28-63
Safety Phrases28-36/37-45
RIDADRUN 1544 6.1/PG 2
WGK Germany3
RTECSHA5300500
Packaging GroupI
Hazard Class6.1(a)

Articles14

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

Biochemistry 19 , 679, (1980)

Twenty cytochalasins were tested for binding to and for inhibition of glucose transport in human erythrocyte membrane. In this membrane three cytochalasin B (CB) binding sites have been identified. Al...

Phenotype modulation in primary cultures of rat aortic smooth muscle cells. Effects of drugs that interfere with the functions of the vacuolar system and the cytoskeleton.

Virchows Arch.,. B, Cell Pathol. 59(1) , 1-10, (1990)

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 studi...

Cytoskeleton regulates expression of genes for transforming growth factor-beta 1 and extracellular matrix proteins in dermal fibroblasts.

J. Cell Physiol. 172(2) , 192-9, (1997)

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...

Synonyms

1H-Cycloundec[d]isoindole-1,11(2H)-dione, 15-(acetyloxy)-3,3a,6,6a,9,10,12,15-octahydro-6,12-dihydroxy-4,5,10,12-tetramethyl-3-(phenylmethyl)-, (7Z,13E)-
Acétate de (7Z,13E)-3-benzyl-6,12-dihydroxy-4,5,10,12-tétraméthyl-1,11-dioxo-2,3,3a,6,6a,9,10,11,12,15-décahydro-1H-cycloundéca[d]isoindol-15-yle
EINECS 244-803-6
(7Z,13E)-3-Benzyl-6,12-dihydroxy-4,5,10,12-tetramethyl-1,11-dioxo-2,3,3a,6,6a,9,10,11,12,15-decahydro-1H-cycloundeca[d]isoindol-15-ylacetat
(7Z,13E)-3-Benzyl-6,12-dihydroxy-4,5,10,12-tetramethyl-1,11-dioxo-2,3,3a,6,6a,9,10,11,12,15-decahydro-1H-cycloundeca[d]isoindol-15-yl acetate
Cytochalasin C from Metarrhizium anisopliae
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