GitogeninCAS# 511-96-6 |
- Markogenin
Catalog No.:BCX1198
CAS No.:562-35-6
Quality Control & MSDS
3D structure
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| Cas No. | 511-96-6 | SDF | Download SDF |
| PubChem ID | 441887 | Appearance | White powder |
| Formula | C27H44O4 | M.Wt | 432.6 |
| Type of Compound | Steroids | Storage | Desiccate at -20°C |
| Synonyms | Digin; 2α-Hydroxytigogenin | ||
| Solubility | Soluble in chloroform | ||
| SMILES | CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CC(C(C6)O)O)C)C)C)OC1 | ||
| Standard InChIKey | FWCXELAAYFYCSR-RYKNUXCGSA-N | ||
| Standard InChI | InChI=1S/C27H44O4/c1-15-7-10-27(30-14-15)16(2)24-23(31-27)12-20-18-6-5-17-11-21(28)22(29)13-26(17,4)19(18)8-9-25(20,24)3/h15-24,28-29H,5-14H2,1-4H3/t15-,16+,17+,18-,19+,20+,21-,22-,23+,24+,25+,26+,27-/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 | 1. Gitogenin, tigogenin, and solasodine are novel selective inhibitors of UGT1A4, and do not inhibit the activities of major human CYP isoforms. 2. Gitogenin and (25S)-5α-furastan-3β,22,26-triol are the inhibitors of enzyme α-glucosidase with IC50 values of 37.2±0.18 and 33.5±0.22 uM, respectively. 3. Gitogenin shows moderate stimulation of release activity on growth hormone from rat pituitary cells. |
| Targets | P450 (e.g. CYP17) | AChR | BACE |
Gitogenin Dilution Calculator
Gitogenin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.3116 mL | 11.558 mL | 23.116 mL | 46.2321 mL | 57.7901 mL |
| 5 mM | 0.4623 mL | 2.3116 mL | 4.6232 mL | 9.2464 mL | 11.558 mL |
| 10 mM | 0.2312 mL | 1.1558 mL | 2.3116 mL | 4.6232 mL | 5.779 mL |
| 50 mM | 0.0462 mL | 0.2312 mL | 0.4623 mL | 0.9246 mL | 1.1558 mL |
| 100 mM | 0.0231 mL | 0.1156 mL | 0.2312 mL | 0.4623 mL | 0.5779 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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Longipetalosides A-C, new steroidal saponins from Tribulus longipetalus.[Pubmed:24530871]
Steroids. 2014 May;83:45-51.
Longipetalosides A-C (1-3); three new furostane steroidal saponins together with (25S)-5alpha-furastan-3beta,22,26-triol (4) and Gitogenin (5) were isolated from the methanolic extract of the whole plant of Tribulus longipetalus. The structures of these compounds (1-5) were established by using 1D ((1)H, (13)C) and 2D NMR (HMQC, HMBC, COSY, NOESY) spectroscopy, and mass spectrometry (ESIMS, HRESIMS), and in comparison with literature data reported for related compounds. Compounds 1-5 were evaluated for their inhibitory activities against enzymes alpha-glucosidase, lipoxygenase, acetylcholinesterase, and butyrylcholinesterase. Only the compounds 4 and 5 were found as the inhibitors of enzyme alpha-glucosidase with IC50 values of 33.5+/-0.22 and 37.2+/-0.18muM, respectively.
Rat growth-hormone release stimulators from fenugreek seeds.[Pubmed:18816528]
Chem Biodivers. 2008 Sep;5(9):1753-61.
Bioassay-guided fractionation of MeOH extract from fenugreek (Trigonella foenum-graecum L.) seeds resulted in the isolation of two rat growth-hormone release stimulators in vitro, fenugreek saponin I (1) and dioscin (9), along with two new, i.e., 2 and 3, and five known analogues, i.e., 4-8. The structures of the new steroidal saponins, fenugreek saponins I, II, and III (1-3, resp.), were determined as Gitogenin 3-O-beta-D-xylopyranosyl-(1-->6)-beta-D-glucopyranoside, sarsasapogenin 3-O-beta-D-xylopyranosyl-(1-->6)-beta-D-glucopyranoside, and Gitogenin 3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranoside, respectively. Fenugreek saponin I (1) and dioscin (9) caused ca. 12.5- and 17.7-fold stimulation of release, respectively, of rat growth hormone from rat pituitary cells, whereas Gitogenin (5) showed moderate activity. To our knowledge, this is the first study to demonstrate that steroidal saponins stimulate rat growth-hormone release in rat pituitary cells.
Drug interaction study of natural steroids from herbs specifically toward human UDP-glucuronosyltransferase (UGT) 1A4 and their quantitative structure activity relationship (QSAR) analysis for prediction.[Pubmed:27208893]
Pharmacol Res. 2016 Aug;110:139-150.
The wide application of herbal medicines and foods containing steroids has resulted in the high risk of herb-drug interactions (HDIs). The present study aims to evaluate the inhibition potential of 43 natural steroids from herb medicines toward human UDP- glucuronosyltransferases (UGTs). A remarkable structure-dependent inhibition toward UGT1A4 was observed in vitro. Some natural steroids such as Gitogenin, tigogenin, and solasodine were found to be the novel selective inhibitors of UGT1A4, and did not inhibit the activities of major human CYP isoforms. To clarify the possibility of the in vivo interaction of common steroids and clinical drugs, the kinetic inhibition type and related kinetic parameters (Ki) were measured. The target compounds 2-6 and 15, competitively inhibited the UGT1A4-catalyzed trifluoperazine glucuronidation reaction, with Ki values of 0.6, 0.18, 1.1, 0.7, 0.8, and 12.3muM, respectively. And this inhibition of steroids towards UGT1A4 was also verified in human primary hepatocytes. Furthermore, a quantitative structure-activity relationship (QSAR) of steroids with inhibitory effects toward human UGT1A4 isoform was established using the computational methods. Our findings elucidate the potential for in vivo HDI effects of steroids in herbal medicine and foods, with the clinical dr ugs eliminated by UGT1A4, and reveal the vital pharamcophoric requirement of natural steroids for UGT1A4 inhibition activity.
