Tigogenin acetateCAS# 2530-07-6 |
- Sarsasapogenin acetate
Catalog No.:BCX1507
CAS No.:35319-91-6
- Smilagenin acetate
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 2530-07-6 | SDF | Download SDF |
| PubChem ID | 102278 | Appearance | Powder |
| Formula | C29H46O4 | M.Wt | 458.7 |
| Type of Compound | Steroids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | [(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl] acetate | ||
| SMILES | CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC(=O)C)C)C)C)OC1 | ||
| Standard InChIKey | LVRAKYNQYKVPIK-OMRXZHHXSA-N | ||
| Standard InChI | InChI=1S/C29H46O4/c1-17-8-13-29(31-16-17)18(2)26-25(33-29)15-24-22-7-6-20-14-21(32-19(3)30)9-11-27(20,4)23(22)10-12-28(24,26)5/h17-18,20-26H,6-16H2,1-5H3/t17-,18+,20+,21+,22-,23+,24+,25+,26+,27+,28+,29-/m1/s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Reference standards. | |||||
Tigogenin acetate Dilution Calculator
Tigogenin acetate Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.1801 mL | 10.9004 mL | 21.8007 mL | 43.6015 mL | 54.5019 mL |
| 5 mM | 0.436 mL | 2.1801 mL | 4.3601 mL | 8.7203 mL | 10.9004 mL |
| 10 mM | 0.218 mL | 1.09 mL | 2.1801 mL | 4.3601 mL | 5.4502 mL |
| 50 mM | 0.0436 mL | 0.218 mL | 0.436 mL | 0.872 mL | 1.09 mL |
| 100 mM | 0.0218 mL | 0.109 mL | 0.218 mL | 0.436 mL | 0.545 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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In Vitro Colonic Fermentation of Saponin-Rich Extracts from Quinoa, Lentil, and Fenugreek. Effect on Sapogenins Yield and Human Gut Microbiota.[Pubmed:31841325]
J Agric Food Chem. 2020 Jan 8;68(1):106-116.
In vitro colonic fermentation of saponin-rich extracts from quinoa, lentil, and fenugreek was performed. Production of sapogenins by human fecal microbiota and the impact of extracts on representative intestinal bacterial groups were evaluated. The main sapogenins were found after fermentation (soyasapogenol B for lentil; oleanolic acid, hederagenin, phytolaccagenic acid, and serjanic acid for quinoa; and sarsasapogenin, diosgenin, and neoTigogenin acetate for fenugreek). Interindividual differences were observed, but the highest production of sapogenins corresponded to quinoa (90 mug/mL) and fenugreek (70 mug/mL) extracts, being minor for lentil (4 mug/mL). Lentil and quinoa extracts showed a general antimicrobial effect, mainly on lactic acid bacteria and Lactobacillus spp. Significant increases of Bifidobacterium spp. and Lactobacillus spp. were observed for fenugreek in one volunteer. Thus, the transformation of saponin-rich extracts of quinoa, lentil, and fenugreek to sapogenins by human gut microbiota is demonstrated, exhibiting a modulatory effect on the growth of selected intestinal bacteria.
Synthesis of Demissidine and Solanidine.[Pubmed:27232858]
Org Lett. 2016 Jun 17;18(12):3038-40.
Demissidine and solanidine, two steroidal alkaloids, are synthesized in eight steps from Tigogenin acetate and diosgenin acetate, respectively, which involve the replacement of three C-O bonds with C-N bonds. Key transformations include a cascade ring-switching process of furostan-26-acid, an epimerization of C25, an intramolecular Schmidt reaction, and an imine reduction/intramolecular aminolysis process.
Revisiting 23-iodospirostanes. New facts and full characterization.[Pubmed:19646458]
Steroids. 2009 Nov;74(12):996-1002.
In addition to a previous report, the reaction of Tigogenin acetate with ICl in refluxing CHCl(3) produced the hitherto unknown 23R-iodoTigogenin acetate, bearing an axial iodine atom at C-23 and its already reported 23S-epimer. The same treatment of sarsasapogenin acetate led to a single diasteromer characterized as 23S-iodosarsasapogenin acetate. A full characterization of the obtained compound including (1)H, (13)C NMR, MS and X-ray diffraction is provided.
