Introduction：Basic information about DIGITONIN CAS 11024-24-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
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 |
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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 |
| pka | 12.68±0.70(Predicted) |
| form | White powder |
| color | white |
| biological source | plant seeds (Digitalis purpurea) |
| Optical Rotation | [α]20/D 54°, c = 2.8 in methanol(lit.) |
| Water Solubility | H2O: ~5% (w/v) (solubilized by heating to 95 °C - 98 °C and then cooling to room temp.) |
| Merck | 14,3161 |
| BRN | 78654 |
| Stability: | Hygroscopic |
| InChIKey | FAAZZWIYYDUONB-JYIJKGCVSA-N |
| EPA Substance Registry System | Digitonin (11024-24-1) |
Safety Information
| 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 |
| TSCA | TSCA listed |
| HazardClass | 6.1(a) |
| PackingGroup | II |
| HS Code | 29389090 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Acute Tox. 3 Oral
STOT RE 2 |
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 | 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. |
| Uses | Clinical reagent (cholesterol determination). |
| 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. |
| Biological Activity | Digitonin plays a key role in permeabilizing cell membranes. It is capable of lysing eukaryotic cells but not bacterial membranes. It is also used to solubilize membrane components. It helps to create pores by interacting specifically with cholesterol in the membrane. It is preferred in biotechnology due to its mild detergency. This membrane-active compound act with doxorubicin against multi-drug resistant cancer cells. |
| 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
