Determine the necessary mass, volume, or concentration for preparing a solution.
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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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D101264-1g
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1g |
3
|
$24.90
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D101264-5g
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5g |
5
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$68.90
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D101264-25g
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25g |
3
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$240.90
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D101264-100g
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100g |
1
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$686.90
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|
| Synonyms | (3beta,25R)-spirost-5-en-3-ol | AKOS015961083 | DIOSGENIN | (25R)-5-Spirosten-3A-ol | K49P2K8WLX | MFCD00016887 | DIOSGENIN [MI] | (1'S,2R,2'S,4'S,5R,7'S,8'R,9'S,12'S,13'R,16'S)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4 |
|---|---|
| Specifications & Purity | ≥90% |
| Shipped In | Normal |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Prenol lipids |
| Subclass | Triterpenoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Triterpenoids |
| Alternative Parents | Spirostanes and derivatives 3-beta-hydroxysteroids 3-beta-hydroxy delta-5-steroids Delta-5-steroids Ketals Oxanes Tetrahydrofurans Secondary alcohols Cyclic alcohols and derivatives Oxacyclic compounds Hydrocarbon derivatives |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Triterpenoid - Spirostane skeleton - 3-hydroxy-delta-5-steroid - 3-hydroxysteroid - Hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - 3-beta-hydroxysteroid - Steroid - Delta-5-steroid - Ketal - Oxane - Tetrahydrofuran - Cyclic alcohol - Secondary alcohol - Acetal - Organoheterocyclic compound - Oxacycle - Organic oxygen compound - Organooxygen compound - Alcohol - Hydrocarbon derivative - Aliphatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. |
| External Descriptors | Spirostanols and derivatives |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| 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 |
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| 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 | CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)O)C)C)C)OC1 |
| Isomeric 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 |
| WGK Germany | 2 |
| Molecular Weight | 414.62 |
| Beilstein | 94582 |
| Reaxy-Rn | 1296718 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1296718&ln= |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Feb 19, 2024 | D101264 | |
| Certificate of Analysis | Nov 23, 2023 | D101264 | |
| Certificate of Analysis | Nov 23, 2023 | D101264 | |
| Certificate of Analysis | Nov 23, 2023 | D101264 | |
| Certificate of Analysis | Jun 29, 2023 | D101264 | |
| Certificate of Analysis | Jun 26, 2023 | D101264 | |
| Certificate of Analysis | Jul 18, 2022 | D101264 |
| Specific Rotation[α] | -126° (C=1,CHCl3) |
|---|---|
| Melt Point(°C) | 205°C |
| Molecular Weight | 414.600 g/mol |
| XLogP3 | 5.700 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 414.313 Da |
| Monoisotopic Mass | 414.313 Da |
| Topological Polar Surface Area | 38.700 Ų |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Complexity | 746.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 11 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Shen Weiyi, Shao Wentao, Wang Qihan, Wang Bo, Zhao Gang, Gu Aihua, Jiang Zhaoyan, Hu Hai. (2023) Dietary diosgenin transcriptionally down-regulated intestinal NPC1L1 expression to prevent cholesterol gallstone formation in mice. JOURNAL OF BIOMEDICAL SCIENCE, 30 (1): (1-14). |
| 2. Fan Mingxuan, Tang Lingqian, Wang Yihan, Feng Lu, Zhou Hong. (2023) Synthesis and characterization of SO3H-functionalized silica solid acid catalyst and application for the production of diosgenin. JOURNAL OF NANOPARTICLE RESEARCH, 25 (7): (1-15). |
| 3. Mingxuan Fan, Wenxiu Jiang, Lingqian Tang, Mengqi Zhao, Qingrong Cheng, Lu Feng, Hanjun Wu, Zhiquan Pan, Hong Zhou. (2022) Efficient alcoholysis of total saponins in D. zingiberensis C. H. Wright with novel magnetic solid acids through a cleaner approach. INDUSTRIAL CROPS AND PRODUCTS, 188 (115558). |
| 4. Yu Wang, Zhi-jian Lin, Jing Huang, Meng-zhen Chu, Xue-li Ding, Wen-jing Li, Qiu-yue Mao, Bing Zhang. (2022) An integrated study of Shenling Baizhu San against hyperuricemia: Efficacy evaluation, core target identification and active component discovery. JOURNAL OF ETHNOPHARMACOLOGY, 295 (115450). |
| 5. Tang Lingqian, Fan Mingxuan, Pan Zhiquan, Cheng Qingrong, Feng Lu, Wu Hanjun, Zhou Hong. (2023) Efficient Alcoholysis of Saponins from Dioscorea zingiberensis by Solid Acids Derived from Diethylenetriamine. CATALYSIS LETTERS, 153 (4): (1096-1108). |
| 6. Hui Yuan, Xuejun Yu, Wenxiu Jiang, Bowei Shen, Farong Zhang, Zhiquan Pan, Hong Zhou. (2021) Polymer-based solid acid catalyst for the green production of diosgenin. JOURNAL OF APPLIED POLYMER SCIENCE, 139 (6): (51596). |
| 7. Zheng Wan, Huiping Xia, Shiyin Guo, Chaoxi Zeng. (2021) Water-in-oil Pickering emulsions stabilized solely by a naturally occurring steroidal sapogenin: Diosgenin. FOOD RESEARCH INTERNATIONAL, 147 (110573). |
| 8. Bowei Shen, XueJun Yu, Wenxiu Jiang, Hui Yuan, Mengqi Zhao, Hong Zhou, Zhiquan Pan. (2021) Green Conversion of Saponins to Diosgenin in an Alcoholysis System Catalyzed by Solid Acid Derived from Phosphorus Tailings. ACS Omega, 6 (8): (5423–5435). |
| 9. Wenxiu Jiang, Xuejun Yu, Yuan Hui, Bowei Shen, Zhang Farong, Zhiquan Pan, Hong Zhou. (2021) Catalytic alcoholysis of saponins in D. zingiberensis C. H. Wright (Curcuma longa L) with magnetic solid acid to prepare diosgenin by response surface methodology. INDUSTRIAL CROPS AND PRODUCTS, 161 (113197). |
| 10. Bowei Shen, XueJun Yu, Farong Zhang, Wenxiu Jiang, Hui Yuan, Zhiquan Pan, Hong Zhou. (2020) Green production of diosgenin from alcoholysis of dioscorea zingiberensis C. H. wright by a magnetic solid acid. Journal of Cleaner Production, 271 (122297). |
| 11. Hui Yuan, Xuejun Yu, Bowei Shen, Farong Zhang, Wenxiu Jiang, Zhiquan Pan, Hong Zhou. (2020) Preparation of poly (styrene-co-allyl sulfonic acid) as a novel catalyst for the alcoholysis of dioscin. POLYMERS FOR ADVANCED TECHNOLOGIES, 31 (8): (1776-1782). |
| 12. Zhang Farong, Shen Bowei, Jiang Wenxiu, Yuan Hui, Zhou Hong. (2019) Hydrolysis extraction of diosgenin from Dioscorea nipponica Makino by sulfonated magnetic solid composites. JOURNAL OF NANOPARTICLE RESEARCH, 21 (12): (1-11). |
| 13. YanXiao Zhang, XiaoNing Gao, Nan Ma, Hong Zhou, Lu Feng. (2024) Efficient alcoholysis of total saponins in D. zingiberensis to diosgenin using ionic liquid-grafted MOF superacids. MATERIALS CHEMISTRY AND PHYSICS, 319 (129389). |
| 14. Qihong Zhang, Xinyu Lin, Weike Su. (2024) Study on the components changes of polysaccharides and saponins during nine steaming and drying of Polygonatum sibiricum. JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, |