Diosgenin

  • CAT Number: I003836
  • CAS Number: 512-04-9
  • Molecular Formula: C27H42O3
  • Molecular Weight: 414.6
  • Purity: ≥95%
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Diosgenin (Cat.No:I003836) is a natural steroid compound found in various plants, including wild yam. It serves as a precursor for the synthesis of steroidal hormones such as progesterone and corticosteroids. Diosgenin exhibits potential anti-inflammatory, antitumor, and cholesterol-lowering properties. Further research is ongoing to explore its therapeutic applications in various health conditions.

Catalog Number I003836
CAS Number 512-04-9
Synonyms

Nitogenin;NSC 33396;3β-hydroxy-5-Spirostene

Molecular Formula

C27H42O3

Purity 95%
Solubility 10 mM in DMSO
Storage 3 years -20℃ powder
IUPAC Name (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-ol
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
InChIKey WQLVFSAGQJTQCK-VKROHFNGSA-N
SMILES C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O)C)C)C)OC1
Reference

</br>1:Breast Cancer Stem-Like Cells Are Inhibited by Diosgenin, a Steroidal Saponin, by the Attenuation of the Wnt β-Catenin Signaling via the Wnt Antagonist Secreted Frizzled Related Protein-4. Bhuvanalakshmi G, Basappa, Rangappa KS, Dharmarajan A, Sethi G, Kumar AP, Warrier S.Front Pharmacol. 2017 Mar 20;8:124. doi: 10.3389/fphar.2017.00124. eCollection 2017. PMID: 28373842 Free PMC Article</br>2:Plant growth and diosgenin enhancement effect of silver nanoparticles in Fenugreek (<i>Trigonella foenum-graecum</i> L.). Jasim B, Thomas R, Mathew J, Radhakrishnan EK.Saudi Pharm J. 2017 Mar;25(3):443-447. doi: 10.1016/j.jsps.2016.09.012. Epub 2016 Sep 30. PMID: 28344500 Free PMC Article</br>3:Diosgenin inhibits angiotensin II-induced extracellular matrix remodeling in cardiac fibroblasts through regulating the TGF‑β1/Smad3 signaling pathway. Zhou HT, Yu XF, Zhou GM.Mol Med Rep. 2017 May;15(5):2823-2828. doi: 10.3892/mmr.2017.6280. Epub 2017 Mar 3. PMID: 28260007 </br>4:Effect of orally ingested diosgenin into diet on skin collagen content in a low collagen skin mouse model and its mechanism of action. Haratake A, Watase D, Setoguchi S, Nagata-Akaho N, Matsunaga K, Takata J.Life Sci. 2017 Apr 1;174:77-82. doi: 10.1016/j.lfs.2017.02.013. Epub 2017 Mar 1. PMID: 28259652 </br>5:[Sirtuin type 1 signaling pathway mediates the effect of diosgenin on chondrocyte metabolisms in osteoarthritis]. Liu J, He X, Zhen P, Chen H, Zhou S, Tian Q, Wang R, Li X.Zhong Nan Da Xue Xue Bao Yi Xue Ban. 2017 Feb 28;42(2):121-127. doi: 10.11817/j.issn.1672-7347.2017.02.001. Chinese. PMID: 28255111 Free Article</br>6:Next-generation sequencing of representational difference analysis products for identification of genes involved in diosgenin biosynthesis in fenugreek (Trigonella foenum-graecum). Ciura J, Szeliga M, Grzesik M, Tyrka M.Planta. 2017 May;245(5):977-991. doi: 10.1007/s00425-017-2657-0. Epub 2017 Feb 4. PMID: 28161815 Free PMC Article</br>7:Diosgenin: Recent Highlights on Pharmacology and Analytical Methodology. Jesus M, Martins AP, Gallardo E, Silvestre S.J Anal Methods Chem. 2016;2016:4156293. doi: 10.1155/2016/4156293. Epub 2016 Dec 28. Review. PMID: 28116217 Free PMC Article</br>8:Combination of Morroniside and Diosgenin Prevents High Glucose-Induced Cardiomyocytes Apoptosis. Pi WX, Feng XP, Ye LH, Cai BC.Molecules. 2017 Jan 19;22(1). pii: E163. doi: 10.3390/molecules22010163. PMID: 28106847 Free Article</br>9:[Protective effect of diosgenin on chondrocytes mediated by JAK2/STAT3 signaling pathway in mice with osteoarthritis]. Liu J, He X, Zhen P, Zhou S, Li X.Zhejiang Da Xue Xue Bao Yi Xue Ban. 2016 May 25;45(5):453-460. Chinese. PMID: 28087904 </br>10:Diosgenin ameliorates development of neuropathic pain in diabetic rats: Involvement of oxidative stress and inflammation. Kiasalari Z, Rahmani T, Mahmoudi N, Baluchnejadmojarad T, Roghani M.Biomed Pharmacother. 2017 Feb;86:654-661. doi: 10.1016/j.biopha.2016.12.068. Epub 2016 Dec 26. PMID: 28033582

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