Chemodex

Diosgenin

CHF 95.00
In stock
CDX-D0536-G02525 gCHF 95.00
CDX-D0536-G100100 gCHF 204.00
More Information
Product Details
Synonyms Nitogenin; (25R)-5-Spirosten-3β-ol; 3β-Hydroxy-5-spirostene
Product Type Chemical
Properties
Formula

C27H42O3

MW 414.62
CAS 512-04-9
RTECS WH1450000
Source/Host Chemicals Plant
Purity Chemicals ≥98% (HPLC)
Appearance White to off-white powder.
Solubility Soluble in ethanol (10mg/ml) or methanol. Insoluble in water or DMSO (both <1 mg/ml).
Identity Determined by 1H-NMR.
Declaration Manufactured by Chemodex.
Other Product Data

Click here for Original Manufacturer Product Datasheet
Our product description may differ slightly from the original manufacturers product datasheet.

InChi Key WQLVFSAGQJTQCK-VKROHFNGSA-N
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
Shipping and Handling
Shipping AMBIENT
Short Term Storage +20°C
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.
Documents
MSDS Inquire
Product Specification Sheet
Datasheet Download PDF
Description

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.

Product 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)

© 2017 Adipogen Life Sciences. Pictures: © 2012 Martin Oeggerli. All Rights Reserved.