EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

cytochalasin B
(7S,13E,16R,20R,21E)-7,20-dihydroxy-16-methyl-10-phenyl-24-oxo[14]cytochalasa-6(12),13,21-triene-1,23-dione

Supplier Sponsors

CAS Number: 14930-96-2Picture of molecule3D/inchi
Other(deleted CASRN):11032-95-4
ECHA EINECS - REACH Pre-Reg:239-000-2
FDA UNII: 3CHI920QS7
Beilstein Number:1096207
MDL:MFCD00077704
XlogP3:3.40 (est)
Molecular Weight:479.61689000
Formula:C29 H37 N O5
NMR Predictor:Predict (works with chrome, Edge 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
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 740.60 °C. @ 760.00 mm Hg (est)
Flash Point: 755.00 °F. TCC ( 401.70 °C. ) (est)
logP (o/w): 3.370
Soluble in:
 water, 1.28 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Cytochalasin B >99% by HPLC
Odor: characteristic
Use: One of the most extensively studied members of a family of potent mycotoxins produced by several species of fungi; exhibits potent inhibition of actin filament function leading to cell death by apoptosis, and displays a broad range of resultant cellular
EMD Millipore
For experimental / research use only.
Cytochalasin B, Helminthosporium dematioideum
Glentham Life Sciences
Cytochalasin B
Santa Cruz Biotechnology
For experimental / research use only.
Cytochalasin B ≥98%
Sigma-Aldrich: Sigma
For experimental / research use only.
Cytochalasin B from Drechslera dematioidea ≥98% (HPLC), powder
 
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 30 mg/kg
Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 38, Pg. 438, 1979.

intraperitoneal-rat LD50 11 mg/kg
LUNGS, THORAX, OR RESPIRATION: CYANOSIS BEHAVIORAL: ATAXIA BEHAVIORAL: COMA
Toxicon. Vol. 17, Pg. 137, 1979.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for cytochalasin B usage levels up to:
 not for fragrance use.
 
Recommendation for cytochalasin B flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6364615
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
Chemidplus:0014930962
RTECS:RO0205000 for cas# 14930-96-2
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):6364615
Pubchem (sid):134989978
 
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
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
(E,E)-16-benzyl-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-2H-oxacyclotetradec[2,3-d]isoindole-2,18(5H)-dione
2H-oxacyclotetradecino(2,3-d)isoindole-2,18(5H)-dione, 16-benzyl-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-5,13-dihydroxy-9,15-dimethyl-14-methylene-, (E,E
(7S,13E,16R,20R,21E)-7,20-dihydroxy-16-methyl-10-phenyl-24-oxo[14]cytochalasa-6(12),13,21-triene-1,23-dione
7(S),20(R)-dihydroxy-16(R)-methyl-10-phenyl-24-oxa[14]cytochalasa-6(12),13(E),21(E)-triene-1,23-dione
 phomin
 

Articles:

PubMed:Comparative genotoxicity of nanosilver in human liver HepG2 and colon Caco2 cells evaluated by fluorescent microscopy of cytochalasin B-blocked micronucleus formation.
PubMed:Deoxynivalenol induced oxidative stress and genotoxicity in human peripheral blood lymphocytes.
PubMed:Effect of Cytochalasin B, Lantrunculin B, Colchicine, Cycloheximid, Dimethyl Sulfoxide and Ion Channel Inhibitors on Biospeckle Activity in Apple Tissue.
PubMed:Chemical composition of currant seed extracts and their protective effect on human lymphocytes DNA.
PubMed:Bisphenol A impairs insulin signaling and glucose homeostasis and decreases steroidogenesis in rat testis: an in vivo and in silico study.
PubMed:Blackberry seed extracts and isolated polyphenolic compounds showing protective effect on human lymphocytes DNA.
PubMed:Present status and future perspectives on the development of bioartificial kidneys for the treatment of acute and chronic renal failure patients.
PubMed:Phloroglucinols inhibit chemical mediators and xanthine oxidase, and protect cisplatin-induced cell death by reducing reactive oxygen species in normal human urothelial and bladder cancer cells.
PubMed:Antioxidant properties of raspberry seed extracts on micronucleus distribution in peripheral blood lymphocytes.
PubMed:Use of Tetrahymena thermophila to study the role of protozoa in inactivation of viruses in water.
PubMed:A nonradioisotope, enzymatic assay for 2-deoxyglucose uptake in L6 skeletal muscle cells cultured in a 96-well microplate.
PubMed:Simple-sugar meals target GLUT2 at enterocyte apical membranes to improve sugar absorption: a study in GLUT2-null mice.
PubMed:Mapping cholesteryl ester analogue uptake and intracellular flow in Paramecium by confocal fluorescence microscopy.
PubMed:Induction of micronuclei in V79 cells after combined treatments with heterocyclic aromatic amines.
PubMed:Glucose tolerance and peripheral glucose utilization in rainbow trout (Oncorhynchus mykiss), American eel (Anguilla rostrata), and black bullhead catfish (Ameiurus melas).
PubMed:Accumulation and degradation in the endoplasmic reticulum of a truncated ER-60 devoid of C-terminal amino acid residues.
PubMed:Assessment of the adaptive response induced by quercetin using the MNCB peripheral blood human lymphocytes assay.
PubMed:Reversible increase in tight junction permeability to macromolecules in rat ileal mucosa in vitro by sodium caprate, a constituent of milk fat.
PubMed:Characterization of skeletal muscle actin labeled with the triplet probe erythrosin-5-iodoacetamide.
PubMed:[An inhibitory analysis of the role of the enterocyte cytoskeleton in the absorption of food substances in the small intestine].
PubMed:Insulin and IGE-1 receptors in a human intestinal adenocarcinoma cell line (CACO-2): regulation of Na+ glucose transport across the brush border.
PubMed:[125I]-labeled forskolin analogs which discriminate adenylyl cyclase and a glucose transporter: pharmacological characterization and localization of binding sites in rat brain by in vitro receptor autoradiography.
PubMed:An extract of Gymnema sylvestre leaves and purified gymnemic acid inhibits glucose-stimulated gastric inhibitory peptide secretion in rats.
PubMed:Cytoskeletal modulation of plasma membrane events induced by interferon-alpha.
PubMed:Differential identification and localization of adenylyl cyclase and glucose transporter in brain using iodinated derivatives of forskolin.
PubMed:Drugs affecting microtubule dynamics increase alpha-tubulin mRNA accumulation via transcription in Tetrahymena thermophila.
PubMed:Interaction of aminoalkylcarbamates of forskolin with adenylyl cyclase: synthesis of an iodinated derivative of forskolin with high affinity for adenylyl cyclase.
PubMed:Interaction of forskolin with the P-glycoprotein multidrug transporter.
PubMed:Forskolin photoaffinity labels with specificity for adenylyl cyclase and the glucose transporter.
PubMed:Adaptation of glucose transport across rat enterocyte basolateral membrane in response to altered dietary carbohydrate intake.
PubMed:Decrease in muscle glucose transporter number in chronic physical inactivity in rats.
PubMed:Processing of the lipid-mobilizing peptide beta-lipotropin in rabbit adipose tissue.
PubMed:Regulation of glucose transporter-specific mRNA levels in rat adipose cells with fasting and refeeding. Implications for in vivo control of glucose transporter number.
PubMed:Divergent mechanisms for the insulin resistant and hyperresponsive glucose transport in adipose cells from fasted and refed rats. Alterations in both glucose transporter number and intrinsic activity.
PubMed:Mechanism of the decrease in hexose transport by mouse mammary epithelial cells caused by fasting.
PubMed:Lysosomal enzyme release from macrophages: a model of food yeast toxicity evaluation.
PubMed:Observations by immunofluorescence microscopy and electron microscopy on the cytopathogenicity of Naegleria fowleri in mouse embryo-cell cultures.
PubMed:The relationship between energy-dependent phagocytosis and the rate of oxygen consumption in Tetrahymena.
PubMed:Acute toxic effects of chaetoglobosin A, a new cytochalasan compound produced by Chaetomium globosum, on mice and rats.
PubMed:Fine structure and RNA synthesis of Tetrahymena during cytochalasin B inhibition of phagocytosis.
PubMed:Motility in Echinosphaerium nucleofilum. II. Cytoplasmic contractility and its molecular basis.
PubMed:The case against the blighted potato.
 
Notes:
a cytotoxic member of the cytochalasins.
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