Diosgenin glucosideCAS# 14144-06-0 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 14144-06-0 | SDF | Download SDF |
| PubChem ID | 65609 | Appearance | White powder |
| Formula | C33H52O8 | M.Wt | 576.76 |
| Type of Compound | Steroids | Storage | Desiccate at -20°C |
| Synonyms | Alliumoside A; Collettiside I; Diosgenin β-D-glucoside; Funkioside A; Lilioglycoside A; Melongoside B; Polygonatoside A; Polyphyllin A; Prosapogenin D'3 | ||
| Solubility | Soluble in methan | ||
| SMILES | CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)OC1 | ||
| Standard InChIKey | WXMARHKAXWRNDM-VVWJQRNDSA-N | ||
| Standard InChI | InChI=1S/C33H52O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h5,17-18,20-30,34-37H,6-16H2,1-4H3/t17-,18+,20?,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33-/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 | Diosgenin glucoside and other synthetic glycosides with similar activities may be of use in the management of hypercholesterolemia and atherosclerosis. |
| In vivo | Effects of synthetic glycosides on steroid balance in Macaca fascicularis.[Pubmed: 3559397]J Lipid Res. 1987 Jan;28(1):1-9.
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| Structure Identification | Phytochemistry. 2001 Nov;58(5):663-9.Phospholipids modulate the substrate specificity of soluble UDP-glucose:steroid glucosyltransferase from eggplant leaves.[Pubmed: 11672729]
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Diosgenin glucoside Dilution Calculator
Diosgenin glucoside Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.7338 mL | 8.6691 mL | 17.3382 mL | 34.6765 mL | 43.3456 mL |
| 5 mM | 0.3468 mL | 1.7338 mL | 3.4676 mL | 6.9353 mL | 8.6691 mL |
| 10 mM | 0.1734 mL | 0.8669 mL | 1.7338 mL | 3.4676 mL | 4.3346 mL |
| 50 mM | 0.0347 mL | 0.1734 mL | 0.3468 mL | 0.6935 mL | 0.8669 mL |
| 100 mM | 0.0173 mL | 0.0867 mL | 0.1734 mL | 0.3468 mL | 0.4335 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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Effects of synthetic glycosides on steroid balance in Macaca fascicularis.[Pubmed:3559397]
J Lipid Res. 1987 Jan;28(1):1-9.
The predominantly beta-anomer of Diosgenin glucoside (DG) was synthesized and its effects on cholesterol homeostasis were tested in monkeys. Cynomolgus macaques (Macaca fascicularis) were fed, during two 3-week periods, a semipurified diet with 0.1% cholesterol and a similar ration containing 1% DG, respectively. A Chow diet was given for 5 weeks between the experimental periods. Cholesterol and bile acid balance were analyzed during the last week of each semipurified diet. Diosgenin glucoside reduced cholesterolemia from 292 mg/dl to 172 mg/dl, decreased intestinal absorption of exogenous cholesterol from 62.4% to 26.0%, and increased secretion of endogenous cholesterol from -0.8 to 93.5 mg/day. The fecal excretion of neutral steroids rose from 40.7 to 157.3 mg/day; that of bile acids changed, nonsignificantly, from 23.1 to 16.0 mg/day. The cholesterol balance was -44 mg/day in the control period, and 88 mg/day in the DG-fed animals. No toxic signs were observed. Thus, when long-term studies demonstrate that the glucoside is well tolerated, DG and other synthetic glycosides with similar activities may be of use in the management of hypercholesterolemia and atherosclerosis.
Phospholipids modulate the substrate specificity of soluble UDP-glucose:steroid glucosyltransferase from eggplant leaves.[Pubmed:11672729]
Phytochemistry. 2001 Nov;58(5):663-9.
UDP-glucose-dependent glucosylation of solasodine and diosgenin by a soluble, partially purified enzyme fraction from eggplant leaves is affected in a markedly different way by some phospholipids. While glucosylation of diosgenin and some closely related spirostanols, e.g. tigogenin or yamogenin, is strongly inhibited by relatively low concentrations of several phospholipids, the glucosylation of solasodine is unaffected or even slightly stimulated. These effects depend both on the structure of the polar head group and the nature of the acyl chains present in the phospholipid. The most potent inhibitors of diosgenin glucosylation are choline-containing lipids: phosphatidylcholine (PC) and sphingomyelin (SM) but the removal of phosphocholine moiety from these phospholipids by treatment with phospholipase C results in an almost complete recovery of the Diosgenin glucoside formation by the enzyme. Significant inhibition of Diosgenin glucoside synthesis and stimulation of solasodine glucosylation was found only with PC molecular species containing fatty acids with chain length of 12-18 carbon atoms. PC with shorter or longer acyl chains had little effect on glucosylation of either diosgenin or solasodine. Our results indicate that interaction between the investigated glucosyltransferase and lipids are quite specific and suggest that modulation of the enzyme activity by the nature of the lipid environment may be of importance for regulation of in vivo synthesis of steroidal saponins and glycoalkaloids in eggplant.
