cytochalasin C
7(S),18-dihydroxy-16(S),18(R)-dimethyl-10-phenyl(11)cytochalasa-5,13(E),19(E)-triene-1,17-dione 21(R)-acetate
 
Notes:
None found
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      Product(s):
      22144-76-9 Cytochalasin C >99% by HPLC
      One of a family of potent mycotoxins produced by a range of fungi; exhibit profound effects on cytoskeletal proteins, resulting in pronounced morphogenic changes in animals and plants
       
       
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CAS Number: 22144-76-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 244-803-6
Beilstein Number: 1613194
MDL: MFCD00066080
XlogP3-AA: 2.20 (est)
Molecular Weight: 507.62709000
Formula: C30 H37 N O6
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:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 714.32 °C. @ 760.00 mm Hg (est)
Flash Point: 726.00 °F. TCC ( 385.80 °C. ) (est)
logP (o/w): 3.250 (est)
Soluble in:
 water, 0.2403 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 C >99% by HPLC
Odor: characteristic
Use: One of a family of potent mycotoxins produced by a range of fungi; exhibit profound effects on cytoskeletal proteins, resulting in pronounced morphogenic changes in animals and plants
ExtraSynthese
For experimental / research use only.
Cytochalasin C
Santa Cruz Biotechnology
For experimental / research use only.
Cytochalasin C >99%
Sigma-Aldrich: Sigma
For experimental / research use only.
Cytochalasin C from Metarrhizium anisopliae ≥97.0% (TLC)
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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 LD  > 100 mg/kg
Chemical and Pharmaceutical Bulletin. Vol. 21, Pg. 2268, 1973.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for cytochalasin C usage levels up to:
 not for fragrance use.
 
Recommendation for cytochalasin C flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 6440868
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
Chemidplus: 0022144769
RTECS: HA5300500 for cas# 22144-76-9
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References:
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 6440868
Pubchem (sid): 135116036
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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
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:
1H-cycloundec(d)isoindole-1,11(2H)-dione, 3-benzyl-3,3a,6,6a,9,10,12,15-octahydro-6,12,15-trihydroxy-4,5,10,12-tetramehtyl-, 15-acetate
7(S),18-dihydroxy-16(S),18(R)-dimethyl-10-phenyl(11)cytochalasa-5,13(E),19(E)-triene-1,17-dione 21(R)-acetate
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Articles:
PubMed: [Secondary metabolites of mangrove endophytic fungus BL321 in the South China Sea].
PubMed: TCR/CD28-stimulated actin dynamics are required for NFAT1-mediated transcription of c-rel leading to CD28 response element activation.
PubMed: In vitro inhibition of human neutrophil histotoxicity by ambroxol: evidence for a multistep mechanism.
PubMed: [Morphological and functional changes of tissue receptors of an organ plexus under the effect of blockers of cytoskeleton assembly].
PubMed: Cytoskeleton regulates expression of genes for transforming growth factor-beta 1 and extracellular matrix proteins in dermal fibroblasts.
PubMed: Evidence for LFA-1/ICAM-1 dependent stimulation of protein tyrosine phosphorylation in human B lymphoid cell lines during homotypic adhesion.
PubMed: Alteration in cell morphology triggers transforming growth factor-beta 1, collagenase, and tissue inhibitor of metalloproteinases-I expression in normal and hypertrophic scar fibroblasts.
PubMed: 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.
PubMed: Actin assembly activity of cytochalasins and cytochalasin analogs assayed using fluorescence photobleaching recovery.
PubMed: Inhibitory effect of cytochalasins on the motility of rat epididymal spermatozoa in vitro.
PubMed: The ultrastructural changes of S-100 protein localization during lipolysis in adipocytes. An immunoelectron-microscopic study.
PubMed: Effect of cytochalasins on surfactant release from alveolar type II cells.
PubMed: Superoxide generation by neonatal and adult rabbit alveolar macrophages.
PubMed: Functional studies on B cell hybridomas with B cell surface antigens. IV. Direct effects of cytochalasin B on differentiation.
PubMed: Structure-activity correlations of cytochalasins. Novel halogenated and related cytochalasin C and D derivatives.
PubMed: Correlation between effects of 24 different cytochalasins on cellular structures and cellular events and those on actin in vitro.
PubMed: Stimulation of actin ATPase activity by cytochalasins provides evidence for a new species of monomeric actin.
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