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
Identification
| Name | cytochalasin B |
| CAS Number | 14930-96-2 |
| EINECS | 239-000-2 |
| FDA UNII | 3CHI920QS7 |
| Molecular Formula | C29 H37 N O5 |
| Molecular Weight | 479.61689000 |
| MDL Number | MFCD00077704 |
| Beilstein | 1096207 |
| XlogP3 | 3.40 (est) |
Regulatory
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) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intraperitoneal-mouse LD50 30 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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. |
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Potential Uses
Natural Occurrence
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-oxa
cyclotetradecino(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
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.
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Bisphenol A impairs insulin signaling and glucose homeostasis and decreases steroidogenesis in rat testis: an in vivo and in silico study.
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Blackberry seed extracts and isolated polyphenolic compounds showing protective effect on human lymphocytes DNA.
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Present status and future perspectives on the development of bioartificial kidneys for the treatment of acute and chronic renal failure patients.
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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.
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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.
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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.