Available from stock
Category: Lipids, Fatty Acids
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
Diosgenin, a well-known steroid sapogenin derived from plants, has been used as a starting material for commercial synthesis of cortisone, pregnenolone, progesterone, and other steroid products. Diosgenin has shown many pharmacological activities. It exhibits anticancer, hypocholesterolemic, anti-diabetic, neuroprotective, immunomodulatory, anti-inflammatory, estrogenic, and skin protective effects. This is mainly by inducing apoptosis, suppressing malignant transformation, decreasing oxidative stress, preventing inflammatory events, promoting cellular differentiation/proliferation, and regulating T-cell immune response. It interferes with cell death pathways and their regulators to induce apoptosis. Diosgenin antagonizes tumor metastasis by modulating epithelial-mesenchymal transition and actin cytoskeleton to change cellular motility, suppressing degradation of matrix barrier, and inhibiting angiogenesis. Diosgenin has also been reported to reverse multi-drug resistance in cancer cells and sensitize cancer cells to standard chemotherapy. Additionally, diosgenin improves antioxidant status and inhibits lipid peroxidation. Its anti-inflammatory activity is through inhibiting production of pro-inflammatory cytokines, enzymes and adhesion molecules. Furthermore, diosgenin drives cellular growth/differentiation through the estrogen receptor (ER) cascade and transcriptional factor PPARγ. Diosgenin has also be used to synthesize steroidal drugs. Several novel diosgenin analogs and nano-formulations have been synthesized with improved anti-cancer efficacy and pharmacokinetic profile.
| Synonyms | Nitogenin, (25R)-5-Spirosten-3β-ol, 3β-Hydroxy-5-spirostene |
|---|---|
| Purity | ≥98% (HPLC) |
| Appearance | White to off-white powder |
| CAS-Number | 512-04-9 |
| Molecular Formula | C27H42O3 |
| Molecular Weight | 414.62 |
| Identity | 1H-NMR |
| Solvents | ethanol (10 mg/ml), methanol, insoluble in water and DMSO (both <1 mg/ml) |
| Melting Point | 206-212° C (lit.) |
| Optical Activity | a20/D 121.6°, c = 1 in chloroform |
| Refractive Index | n20D 1.56 (Predicted) |
| Smiles | C[C@@H](CO1)CC[C@@]21O[C@@]3([H])C[C@@]4([H])[C@]5([H])CC=C6C[C@@H](O)CC[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@@]3([H])[C@@H]2C |
| InChi Key | WQLVFSAGQJTQCK-VKROHFNGSA-N |
| Shipping | AMBIENT |
| Short Term Storage | RT |
| Long Term Storage | +4°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
| Transportation | Not dangerous goods |
| References | (1) M.A. Juarez-Oropeza, et al., Int. J. Biochem. 19, 679 (1987), (2) R. Hou, et al., Acta Pharmacol. Sin. 25, 1077 (2004), (3) I.S. Son, et al., Biosci. Biotechnol. Biochem. 71, 3063 (2007), (4) Y. Tada, et al., Steroids 74, 504 (2009), (5) T. Uemura, et al., Mol. Nutr. Food Res. 54, 1596 (2010), (6) Y.J. Wang, et al., J. Nat. Prod. 74, 580 (2011), (7) Z. He, et al., Nat. Prod. Res. 26, 2243 (2012), (8) C. Tohda, et al., Sci. Rep. 2, 535 (2012), (9) L. Wang, et al., Int. J. Clin. Exp. Pathol. 8, 4830 (2015), (10) S. Selim & S. Al Jaouni, Nat. Prod. Res. 30, 1830 (2016), (11) Y. Chen, et al., Chin. J. Nat. Med. 13, 578 (2015) (Review), (12) G. Sethi, et al., Nutrients 10, E645 (2018) (Review), (13) M. Dong, et al., Cell Death Dis. 9, 1039 (2018), (14) Q. Gan, et al., J. Steroid Biochem. Mol. Biol. 198, 105575 (2019) (Review) |
| InChi | InChI=1S/C27H42O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1 |
| Quantity | 25 g, 100 g, Bulk |
Dexmedetomidine hydrochloride
