cytochalasin D
lygosporin A
 
Notes:
a fungal metabolite that blocks cytoplasmic cleavage by blocking formation of contractile microfilament structures resulting in multinucleated cell formation, reversible inhibition of cell movement, and the induction of cellular extrusion. additional reported effects include the inhibition of actin polymerization, dna synthesis, sperm motility, glucose transport, thyroid secretion, and growth hormone release.
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      22144-77-0 Cytochalasin D
       
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CAS Number: 22144-77-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 244-804-1
FDA UNII: SY9F0FZ3TO
Beilstein Number: 1632828
MDL: MFCD00077706
XlogP3-AA: 2.70 (est)
Molecular Weight: 507.62709000
Formula: C30 H37 N O6
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Appearance: white fluffy powder (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 712.10 °C. @ 760.00 mm Hg (est)
Flash Point: 724.00 °F. TCC ( 384.50 °C. ) (est)
logP (o/w): 2.640 (est)
Soluble in:
 water, 0.8627 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Cytochalasin D
Coompo
For experimental / research use only.
Cytochalasin D from Plants ≥96%
EMD Millipore
For experimental / research use only.
Cytochalasin D, Zygosporium mansonii
Santa Cruz Biotechnology
For experimental / research use only.
Cytochalasin D ≥97%
Sigma-Aldrich: Sigma
For experimental / research use only.
Cytochalasin D from Zygosporium mansonii, ≥98% (TLC and HPLC), powder
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50  2 mg/kg
PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: EXCITEMENT
Teratology, The International Journal of Abnormal Development. Vol. 25, Pg. 11, 1982.

oral-mouse LD50  36 mg/kg
Journal of Antibiotics. Vol. 21, Pg. 523, 1968.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
 
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5458428
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
Chemidplus: 0022144770
EPA/NOAA CAMEO: hazardous materials
RTECS: GZ4850000 for cas# 22144-77-0
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References:
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5458428
Pubchem (sid): 134994451
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEMBL: View
HMDB (The Human Metabolome Database): Search
Export Tariff Code: 2933.79.1000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
 cytochalasind
 lygosporin A
 zygosporin A
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Articles:
PubMed: Transport of Egg White ACE-Inhibitory Peptide, Gln-Ile-Gly-Leu-Phe, in Human Intestinal Caco-2 Cell Monolayers with Cytoprotective Effect.
PubMed: Transport of IRW, an ovotransferrin-derived antihypertensive peptide, in human intestinal epithelial Caco-2 cells.
PubMed: Transepithelial transport of theasinensins through Caco-2 cell monolayers and their absorption in Sprague-Dawley rats after oral administration.
PubMed: [Relation analysis between intracellular distribution of nanomateriarls, ROS generation and DNA damage].
PubMed: Interactions between Clostridium perfringens spores and Raw 264.7 macrophages.
PubMed: Internalization of Escherichia coli o157:h7 by bovine rectal epithelial cells.
PubMed: Campylobacter fetus translocation across Caco-2 cell monolayers.
PubMed: The Nf-actin gene is an important factor for food-cup formation and cytotoxicity of pathogenic Naegleria fowleri.
PubMed: Cellular differentiation in moss protonemata: a morphological and experimental study.
PubMed: A new model for hemoglobin ingestion and transport by the human malaria parasite Plasmodium falciparum.
PubMed: Myosin light chain kinase inhibition: correction of increased intestinal epithelial permeability in vitro.
PubMed: Actin is required for endocytic trafficking in the malaria parasite Plasmodium falciparum.
PubMed: Fine particles that adsorb lipopolysaccharide via bridging calcium cations may mimic bacterial pathogenicity towards cells.
PubMed: Specific effects of denaturation, hydrolysis and exposure to Lactococcus lactis on bovine beta-lactoglobulin transepithelial transport, antigenicity and allergenicity.
PubMed: Adhesion and ingestion activities of fish phagocytes induced by bacterium Aeromonas salmonicida can be distinguished and directly measured from highly diluted whole blood of fish.
PubMed: Campylobacter fetus adheres to and enters INT 407 cells.
PubMed: MYO1, a novel, unconventional myosin gene affects endocytosis and macronuclear elongation in Tetrahymena thermophila.
PubMed: Use of green fluorescent protein (GFP) to study the invasion pathways of Edwardsiella tarda in in vivo and in vitro fish models.
PubMed: A semiautomated fluorescence-based cell-to-cell fusion assay for gp120-gp41 and CD4 expressing cells.
PubMed: Effect of capsianoside, a diterpene glycoside, on tight-junctional permeability.
PubMed: [An inhibitory analysis of the role of the enterocyte cytoskeleton in the absorption of food substances in the small intestine].
PubMed: Down-regulation of surface FcRI and decrease in antibody-dependent cellular cytotoxicity of cultured monocytes. Reversal by monensin or cytochalasin-D.
PubMed: Toxic fungal metabolites in food.
PubMed: Teratogenicity of cytochalasin D in the mouse.
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