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

CAS: 14930-96-2 C29 H37 N O5 MW: 479.61689000

Identification

Namecytochalasin B
CAS Number14930-96-2
EINECS239-000-2
FDA UNII3CHI920QS7
Molecular FormulaC29 H37 N O5
Molecular Weight479.61689000
MDL NumberMFCD00077704
Beilstein1096207
XlogP33.40 (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 SDSView
Oral/Parenteral Toxicityintraperitoneal-mouse LD50 30 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for cytochalasin B usage levels up tonot for fragrance use.
Recommendation for cytochalasin B flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

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-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. 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.