CAS 11024-24-1: Digitonin
Description:Digitonin is a glycoside derived from the plant Digitalis purpurea, commonly known as foxglove. It is primarily used in biochemistry and pharmacology for its ability to selectively solubilize membrane proteins, making it valuable in the study of cellular membranes and their components. Digitonin has a complex structure, featuring a steroid backbone linked to a sugar moiety, which contributes to its amphipathic nature. This property allows it to interact with lipid bilayers, facilitating the extraction of membrane proteins while maintaining their functional integrity. In addition to its biochemical applications, digitonin exhibits cytotoxic effects on certain cell types, which has implications for its use in research and potential therapeutic contexts. It is important to handle digitonin with care, as it can be toxic in higher concentrations. Overall, digitonin serves as a crucial tool in the study of membrane biology and the isolation of membrane-associated proteins.
Formula:C56H92O29
InChI: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
InChI key:InChIKey=UVYVLBIGDKGWPX-KUAJCENISA-N
SMILES:OCC1OC(OC2C(O)C(OC(CO)C2O)OC3C(OC(CO)C(O)C3OC4OCC(O)C(O)C4O)OC5C(O)C(O)C(OC6CC7CCC8C(CCC9(C)C8C(O)C%10OC%11(OCC(C)CC%11)C(C)C%109)C7(C)CC6O)OC5CO)C(O)C(O)C1O
- Synonyms:
- (2alpha,3beta,5alpha,15beta,25R)-2,15-dihydroxyspirostan-3-yl beta-D-glucopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->2)-[beta-D-xylopyranosyl-(1->3)]-(4xi)-beta-D-xylo-hexopyranosyl-(1->4)-beta-D-galactopyranoside
- (2alpha,3beta,5alpha,15beta,25R)-spirostan-2,3,15-triol
- (2α,3β,5α,15β,25R)-2,15-Dihydroxyspirostan-3-yl O-β-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-(1→3)-O-β-<smallcap>D</smallcap>-galactopyranosyl-(1→2)-O-[β-<smallcap>D</smallcap>-xylopyranosyl-(1→3)]-O-β-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-β-<smallcap>D</span>-galactopyranoside
- Ai3-44893
- Brn 0078654
- Digitin
- Digitogenin, 3-[O-β-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-(1→3)-O-β-<smallcap>D</smallcap>-galactopyranosyl-(1→2)-O-[β-<smallcap>D</smallcap>-xylopyranosyl-(1→3)]-O-β-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-β-<smallcap>D</span>-galactopyranoside]
- Digitogenin, 3-[O-β-D-glucopyranosyl-(1→3)-O-β-D-galactopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside]
- Digitogenin, glycoside
- Digitonina
- See more synonyms
- Digitonine
- Nsc 23471
- Nsc 237417
- Spiro[8H-naphth[2′,1′:4,5]indeno[2,1-b]furan-8,2′-[2H]pyran], β-<span class="text-smallcaps">D</span>-galactopyranoside deriv.
- Spirostan, β-<span class="text-smallcaps">D</span>-galactopyranoside deriv.
- beta-D-Galactopyranoside, (2alpha,3beta,5alpha,15beta,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)-
- beta-D-Galactopyranoside, (2alpha,3beta,5alpha,15beta,25R)-2,15-dihydroxyspirostan-3-yl O-beta-D-glucopyranosyl-(1.fwdarw.3)-O-beta-D-galactopyranosyl-(1.fwdarw.2)-O-(beta-D-xylopyranosyl-(1.fwdarw.3))-O-beta-D-glucopyranosyl-(1.fwdarw.4)-
- β-<span class="text-smallcaps">D</smallcap>-Galactopyranoside, (2α,3β,5α,15β,25R)-2,15-dihydroxyspirostan-3-yl O-β-<smallcap>D</smallcap>-glucopyranosyl-(1→3)-O-β-<smallcap>D</smallcap>-galactopyranosyl-(1→2)-O-[β-<smallcap>D</smallcap>-xylopyranosyl-(1→3)]-O-β-<smallcap>D</span>-glucopyranosyl-(1→4)-
- β-D-Galactopyranoside, (2α,3β,5α,15β,25R)-2,15-dihydroxyspirostan-3-yl O-β-D-glucopyranosyl-(1→3)-O-β-D-galactopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)-
- Digitonin
- Spirostan, β-D-galactopyranoside deriv.
- Spiro[8H-naphth[2′,1′:4,5]indeno[2,1-b]furan-8,2′-[2H]pyran], β-D-galactopyranoside deriv.