![]() Chemical structure of digitonin
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Names | |
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Other names
Digitin
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.031.129 |
EC Number |
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KEGG | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C56H92O29 | |
Molar mass | 1229.323 g·mol−1 |
Appearance | White to off-white powder |
Melting point | 244.0–248.5 °C (471.2–479.3 °F; 517.1–521.6 K)[1] |
Chiral rotation ([α]D)
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-40° (589.3 nm; 20 °C)[1] |
Hazards | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
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23 mg/kg (rat, intravenous)[2]
4 mg/kg (mouse, intravenous)[3] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Digitonin is a steroidal saponin (saraponin) obtained from the foxglove plant Digitalis purpurea. Its aglycone is digitogenin, a spirostan steroid. It has been investigated as a detergent, as it effectively water-solubilizes lipids. As such, it has several potential membrane-related applications in biochemistry, including solubilizing membrane proteins, precipitating cholesterol, and permeabilizing cell membranes.[4][5]
Digitonin is sometimes confused with the cardiac drugs digoxin and digitoxin; all three can be extracted from the same source.
Bond | |
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Geometry | |
Glycone | |
Aglycone |