WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H592175
CAS#: 11024-24-1
Description: Digitonin is a glycoside obtained from Digitalis purpurea; the aglycone is digitogenin which is bound to five sugars. Digitonin solubilizes lipids, especially in membranes and is used as a tool in cellular biochemistry, and reagent for precipitating cholesterol. It has no cardiac effects.
Hodoodo Cat#: H592175
Name: Digitonin
CAS#: 11024-24-1
Chemical Formula: C56H92O29
Exact Mass: 1,228.57
Molecular Weight: 1,229.320
Elemental Analysis: C, 54.71; H, 7.54; O, 37.74
Synonym: Digitonin; NSC 23471; NSC-23471; NSC23471
IUPAC/Chemical Name: 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)-
InChi Key: UVYVLBIGDKGWPX-KUAJCENISA-N
InChi 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
SMILES Code: C[C@@H]1CC[C@]2(O[C@H]3[C@H]([C@H]4[C@@H]5CC[C@H]6C[C@H]([C@@H](C[C@@]6([C@H]5CC[C@@]4([C@H]3[C@@H]2C)C)C)O)O[C@@H]7O[C@@H]([C@@H]([C@@H]([C@H]7O)O)O[C@@H]8O[C@@H]([C@H]([C@@H]([C@H]8O[C@@H]9O[C@@H]([C@@H]([C@@H]([C@H]9O)O[C@@H]%10O[C@@H]([C@H]([C@@H]([C@H]%10O)O)O)CO)O)CO)O[C@@H]%11OC[C@H]([C@@H]([C@H]%11O)O)O)O)CO)CO)O)OC1
Appearance: Solid powder
Purity: Refer to the Certificate of Analysis
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.03.00
More Info:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 1,229.32 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Sciuto KJ, Deng SW, Venable PW, Warren M, Warren JS, Zaitsev AV. Cyclosporine-insensitive mode of cell death after prolonged myocardial ischemia: Evidence for sarcolemmal permeabilization as the pivotal step. PLoS One. 2018 Jul 5;13(7):e0200301. doi: 10.1371/journal.pone.0200301. eCollection 2018. PubMed PMID: 29975744.
2: Goswami I, Perry JB, Allen ME, Brown DA, von Spakovsky MR, Verbridge SS. Influence of Pulsed Electric Fields and Mitochondria-Cytoskeleton Interactions on Cell Respiration. Biophys J. 2018 Jun 19;114(12):2951-2964. doi: 10.1016/j.bpj.2018.04.047. PubMed PMID: 29925031; PubMed Central PMCID: PMC6026445.
3: Wang M, Wu B, Shah SN, Lu P, Lu Q. Saponins as Natural Adjuvant for Antisense Morpholino Oligonucleotides Delivery In Vitro and in mdx Mice. Mol Ther Nucleic Acids. 2018 Jun 1;11:192-202. doi: 10.1016/j.omtn.2018.02.004. Epub 2018 Feb 21. PubMed PMID: 29858054; PubMed Central PMCID: PMC5992344.
4: Chan WY, Lau PM, Yeung KW, Kong SK. The second generation tyrosine kinase inhibitor dasatinib induced eryptosis in human erythrocytes-An in vitro study. Toxicol Lett. 2018 May 24;295:10-21. doi: 10.1016/j.toxlet.2018.05.030. [Epub ahead of print] PubMed PMID: 29803841.
5: Santos ACV, Santos FO, Lima HG, Silva GDD, Uzêda RS, Dias ÊR, Branco A, Cardoso KV, David JM, Botura MB, Costa SL, Batatinha MJM. In vitro ovicidal and larvicidal activities of some saponins and flavonoids against parasitic nematodes of goats. Parasitology. 2018 May 21:1-6. doi: 10.1017/S0031182018000689. [Epub ahead of print] PubMed PMID: 29781423.
6: Lee K, Roberts JS, Choi CH, Atanasova KR, Yilmaz Ö. Porphyromonas gingivalis traffics into endoplasmic reticulum-rich-autophagosomes for successful survival in human gingival epithelial cells. Virulence. 2018 Dec 31;9(1):845-859. doi: 10.1080/21505594.2018.1454171. PubMed PMID: 29616874; PubMed Central PMCID: PMC5955440.
7: Miranda-Astudillo H, Colina-Tenorio L, Jiménez-Suárez A, Vázquez-Acevedo M, Salin B, Giraud MF, Remacle C, Cardol P, González-Halphen D. Oxidative phosphorylation supercomplexes and respirasome reconstitution of the colorless alga Polytomella sp. Biochim Biophys Acta. 2018 Jun;1859(6):434-444. doi: 10.1016/j.bbabio.2018.03.004. Epub 2018 Mar 11. PubMed PMID: 29540299.
8: Duan Z, Xu H, Ji X, Zhao J, Xu H, Hu Y, Deng S, Hu S, Liu X. Importin α5 negatively regulates importin β1-mediated nuclear import of Newcastle disease virus matrix protein and viral replication and pathogenicity in chicken fibroblasts. Virulence. 2018 Dec 31;9(1):783-803. doi: 10.1080/21505594.2018.1449507. PubMed PMID: 29532715; PubMed Central PMCID: PMC5955436.
9: Li H, Krstin S, Wang S, Wink M. Capsaicin and Piperine Can Overcome Multidrug Resistance in Cancer Cells to Doxorubicin. Molecules. 2018 Mar 2;23(3). pii: E557. doi: 10.3390/molecules23030557. PubMed PMID: 29498663.
10: Wojnowska M, Gault J, Yong SC, Robinson CV, Berks BC. Precursor-Receptor Interactions in the Twin Arginine Protein Transport Pathway Probed with a New Receptor Complex Preparation. Biochemistry. 2018 Mar 13;57(10):1663-1671. doi: 10.1021/acs.biochem.8b00026. Epub 2018 Feb 26. PubMed PMID: 29460615; PubMed Central PMCID: PMC5852461.
11: Priore P, Gnoni A, Natali F, Testini M, Gnoni GV, Siculella L, Damiano F. Oleic Acid and Hydroxytyrosol Inhibit Cholesterol and Fatty Acid Synthesis in C6 Glioma Cells. Oxid Med Cell Longev. 2017;2017:9076052. doi: 10.1155/2017/9076052. Epub 2017 Dec 24. PubMed PMID: 29435099; PubMed Central PMCID: PMC5757140.
12: Babes RM, Tofolean IT, Sandu RG, Baran OE, Cosoreanu V, Ilie MT, Duta AI, Ceausescu MC, Ciucur PM, Costache S, Ganea C, Baran I. Simple discrimination of sub-cycling cells by propidium iodide flow cytometric assay in Jurkat cell samples with extensive DNA fragmentation. Cell Cycle. 2018;17(6):766-779. doi: 10.1080/15384101.2018.1426415. Epub 2018 Apr 10. PubMed PMID: 29417873; PubMed Central PMCID: PMC5969556.
13: Figueiredo Costa B, Cassella P, Colombo SF, Borgese N. Discrimination between the endoplasmic reticulum and mitochondria by spontaneously inserting tail-anchored proteins. Traffic. 2018 Mar;19(3):182-197. doi: 10.1111/tra.12550. PubMed PMID: 29359838.
14: Uchino Y, Woodward AM, Mauris J, Peterson K, Verma P, Nilsson UJ, Rajaiya J, Argüeso P. Galectin-3 is an amplifier of the interleukin-1β-mediated inflammatory response in corneal keratinocytes. Immunology. 2018 Jul;154(3):490-499. doi: 10.1111/imm.12899. Epub 2018 Feb 15. PubMed PMID: 29359328; PubMed Central PMCID: PMC6002218.
15: Shimada S, Oosaki M, Takahashi R, Uene S, Yanagisawa S, Tsukihara T, Shinzawa-Itoh K. A unique respiratory adaptation in Drosophila independent of supercomplex formation. Biochim Biophys Acta. 2018 Feb;1859(2):154-163. doi: 10.1016/j.bbabio.2017.11.007. Epub 2017 Dec 2. PubMed PMID: 29191512.
16: Geoghegan F, Chadderton N, Farrar GJ, Zisterer DM, Porter RK. Direct effects of phenformin on metabolism/bioenergetics and viability of SH-SY5Y neuroblastoma cells. Oncol Lett. 2017 Nov;14(5):6298-6306. doi: 10.3892/ol.2017.6929. Epub 2017 Sep 14. PubMed PMID: 29113281; PubMed Central PMCID: PMC5661415.
17: Lee YC, Bååth JA, Bastle RM, Bhattacharjee S, Cantoria MJ, Dornan M, Gamero-Estevez E, Ford L, Halova L, Kernan J, Kürten C, Li S, Martinez J, Sachan N, Sarr M, Shan X, Subramanian N, Rivera K, Pappin D, Lin SH. Impact of Detergents on Membrane Protein Complex Isolation. J Proteome Res. 2018 Jan 5;17(1):348-358. doi: 10.1021/acs.jproteome.7b00599. Epub 2017 Nov 13. PubMed PMID: 29110486.
18: Zhou R, Yang G, Shi Y. Dominant negative effect of the loss-of-function γ-secretase mutants on the wild-type enzyme through heterooligomerization. Proc Natl Acad Sci U S A. 2017 Nov 28;114(48):12731-12736. doi: 10.1073/pnas.1713605114. Epub 2017 Oct 9. PubMed PMID: 29078389; PubMed Central PMCID: PMC5715776.
19: Mirajkar A, Nikam S, Nikam P, Patil G. Role of LCAT and Apo A-I in Newly Diagnosed HIV Patients. Indian J Clin Biochem. 2017 Oct;32(4):459-463. doi: 10.1007/s12291-016-0631-4. Epub 2016 Dec 28. PubMed PMID: 29062178; PubMed Central PMCID: PMC5634979.
20: Duan Z, Zhao J, Xu H, Xu H, Ji X, Chen X, Xiong J. Characterization of the nuclear import pathway for BLM protein. Arch Biochem Biophys. 2017 Nov 15;634:57-68. doi: 10.1016/j.abb.2017.09.019. Epub 2017 Oct 7. PubMed PMID: 29017749.
