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| DIGITONIN Basic information |
| Product Name: | DIGITONIN | | Synonyms: | 25R,5ALPHA-SPIROSTAN-2ALPHA,3BETA,15BETA-TRIOL 3BETA-O-BETA-D-GALACTOPYRANOSYL-(1->3)-O-BETA-D-GALACTYOPYRANOSYL-(1->2)-O-BETA-D-[3-O-BETA-D-XYLOPYRANOSYL]-(1->4)-O-BETA-D-GALACTOPYRANOSIDE;DIGITONIN CRYSTALLINE;Digitonin, High Purity;DIGITONIN (DIGITIN) HIGH PURITY RECEPTOR SOLUBILIZING;DigitoninGr;Digitonin, AR;DIGITONIN, USED AS NON-IONIC DETERGE;beta.-D-Galactopyranoside, (2.alpha.,3.beta.,5.alpha.,15.beta.,25R)-2,15-dihydroxyspirostan-3-yl O-.beta.-D-glucopyranosyl-(1?3)-O-.beta.-D-galactopyranosyl-(1?2)-O-.beta.-D-xylopyranosyl-(1?3)-O-.beta.-D-glucopyranosyl-(1?4)- | | CAS: | 11024-24-1 | | MF: | C56H92O29 | | MW: | 1229.31 | | EINECS: | 234-255-6 | | Product Categories: | detergent;Nonionic Surfactants (for Biochemistry);Biochemistry;Glycosides;Steroidglycosides;Steroids;Sugars;Surfactants (for Biochemistry);Inhibitors | | Mol File: | 11024-24-1.mol |
| DIGITONIN Chemical Properties |
| Melting point | 230-240 °C (dec.)(lit.) | | alpha | D20 -54° (0.45 g in 15.8 ml methanol) | | Boiling point | 788.4°C (rough estimate) | | density | 1.1421 (rough estimate) | | refractive index | -52 ° (C=1, EtOH) | | storage temp. | Sealed in dry,Room Temperature | | solubility | H2O: 10 mg/mL at 95 °C hot, clear, colorless | | form | White powder | | pka | 12.68±0.70(Predicted) | | color | white | | optical activity | [α]20/D 54°, c = 2.8 in methanol(lit.) | | Merck | 14,3161 | | BRN | 78654 | | InChIKey | FAAZZWIYYDUONB-JYIJKGCVSA-N | | EPA Substance Registry System | Digitonin (11024-24-1) |
| Hazard Codes | T | | Risk Statements | 23/24/25 | | Safety Statements | 22-28-36/37-45 | | RIDADR | UN 3462 6.1/PG 3 | | WGK Germany | 3 | | RTECS | IH2050050 | | F | 3-10 | | HazardClass | 6.1(a) | | PackingGroup | II | | HS Code | 29389090 |
| DIGITONIN Usage And Synthesis |
| Chemical Properties | white crystalline powder | | Uses | enhances membrane permeability | | Uses | Natural surfactant useful for receptor solubilization and cell permeabilization, e.g., blood platelets, hepatocytes, yeast or tumor cells | | Uses | Clinical reagent (cholesterol determination). | | Uses | Digitonin has been used in a study to assess a procedure for isolating mitochondria from ascites tumor cells. It has also been used in a study to investigate its effect on the cytotoxicity of plant secondary metabolites in cancer cells. This mild nonionic detergent can be used to solubilize receptors and permeabilize cellular and nuclear membranes. | | General Description | Crystals or white powder. | | Air & Water Reactions | Forms soapy aqueous suspension . | | Reactivity Profile | DIGITONIN is incompatible with strong oxidizing agents and strong acids. (NTP, 1992 | | Fire Hazard | Flash point data for DIGITONIN are not available; however, DIGITONIN is probably combustible. | | Safety Profile | Poison by ingestion,
intravenous, intraperitoneal, and
subcutaneous routes. Mutation data
reported. See also DIGITALIS. When
heated to decomposition it emits acrid
smoke and irritating fumes. | | Purification Methods | This digitoxin hexa-glycoside can be recrystallised from aqueous 85% EtOH or MeOH/diethyl ether. It is purified by preparative paper chromatography and developed with the upper phase of a mixture of nBuOH/H2O/AcOH (4:5:1), and the spot (RF 0.36) is eluted with 25% CCl3CO2H in CHCl3. It has also been purified by countercurrent distribution. It forms an ethanolate, and complexes with cholesterol and other sterols. [Ruhenstroth-Bauer & Breitenfeld Hoppe Seyler's Z Physiol Chem 302 111 1955, Grisvold J Am Pharm Assoc 23 664 1934, Beilstein 19 IV 1243.] |
| DIGITONIN Preparation Products And Raw materials |
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