DIGITONIN

Digitonin is a steroidal saponin used to permeabilize membranes in biochemical studies. Exposure may cause irritation and hemolysis. Only GMP materials will be supplied, logistics all according to GDP.

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Product Description


Mechanism of Action

Digitonin is a steroidal saponin that complexes with cholesterol in cell membranes, selectively permeabilizing cholesterolrich membranes. It forms soluble complexes with membrane sterols, making it a powerful tool for controlled cell permeabilization and biochemical extraction.

Benefits and Advantages

Used in membranepermeabilization studies, mitochondrialfraction isolation, cholesterolinteraction assays, detergentlike extraction modelling, and lipidraft research.

Side Effects and Risks

Risks include strong membrane lysis, irritation, cytotoxicity, and respiratory sensitivity if inhaled. Handle with biochemicaldetergent precautions.

Only GMP materials will be supplied, logistics all according to GDP.

Datasheet


Molecular Formula

C56H92O29

Molecular Weight

1229.3 g/mol

CAS Number

11024-24-1

Storage Condition

Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light.

Solubility

Forms soapy suspension (NTP, 1992)

Purity

Purity information is available upon request (COA).

Synonym

Digitonin; 11024-24-1; Digitin; Digitonine; KOO5CM684H

IUPAC/Chemical Name

(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-6-[(1R,2S,3S,4R,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-3,15-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

InChl Key

UVYVLBIGDKGWPX-KUAJCENISA-N

InChl Code

InChI=1S/C56H92O29/c1-19-7-10-56(75-17-19)20(2)31-45(85-56)37(67)32-22-6-5-21-11-26(24(61)12-55(21,4)23(22)8-9-54(31,32)3)76-50-42(72)39(69)44(30(16-60)80-50)81-53-48(47(36(66)29(15-59)79-53)83-49-40(70)33(63)25(62)18-74-49)84-52-43(73)46(35(65)28(14-58)78-52)82-51-41(71)38(68)34(64)27(13-57)77-51/h19-53,57-73H,5-18H2,1-4H3/t19-,20+,21+,22-,23+,24-,25-,26-,27-,28-,29-,30-,31+,32-,33+,34-,35+,36-,37+,38+,39-,40-,41-,42-,43-,44+,45-,46+,47+,48-,49+,50-,51+,52+,53+,54-,55+,56-/m1/s1

References

https://pubchem.ncbi.nlm.nih.gov/compound/6474107;

3D Conformer.

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