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Diosgenine - analytical standard,>95%, high purity , CAS No.512-04-9

In stock
Item Number
D101263
Grouped product items
SKU Size
Availability
Price Qty
D101263-20mg
20mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$68.90
D101263-5g
5g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$74.90
D101263-25g
25g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$203.90
D101263-100g
100g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$666.90

Basic Description

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 analytical standard, ≥95%
Shipped In Normal
Grade analytical standard

Taxonomic Classification

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

Associated Targets(Human)

STAT3 Tchem Signal transducer and activator of transcription 3 (3313 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UGT1A4 Tbio UDP-glucuronosyltransferase 1A4 (288 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BXPC-3 (2997 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
DU-145 (51482 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HL-60 (67320 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HT-29 (80576 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Huh-7 (12904 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
K562 (73714 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MCF7 (126967 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MKN-45 (2102 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MM96L (154 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NCI-H358 (882 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NFF (353 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SH-SY5Y (11521 Activities)
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SW480 (6023 Activities)
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T-24 (2342 Activities)
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THP-1 (11052 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
A549 (127892 Activities)
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HBL-100 (746 Activities)
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HCT-116 (91556 Activities)
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HepG2 (196354 Activities)
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NCI-H460 (60772 Activities)
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SF-268 (49410 Activities)
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KM-20L2 (14967 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HeLa (62764 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MDA-MB-231 (73002 Activities)
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SW-620 (52400 Activities)
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ASPC1 (1310 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SMMC-7721 (5516 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UGT1A1 Tchem UDP-glucuronosyltransferase 1-1 (448 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UGT1A8 Tbio UDP-glucuronosyltransferase 1-8 (233 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
UGT1A3 Tbio UDP-glucuronosyltransferase 1-3 (217 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GES1 (603 Activities)
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L02 (4864 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Streptococcus pneumoniae (31063 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Enterobacter cloacae (7976 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Micrococcus luteus (7463 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Neisseria gonorrhoeae (1461 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mycobacterium tuberculosis (203094 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Enterococcus faecalis (29875 Activities)
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Plasmodium falciparum (966862 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Cryptococcus neoformans (21258 Activities)
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Candida albicans (78123 Activities)
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Acyrthosiphon pisum (40 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mus musculus (284745 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Rattus norvegicus (775804 Activities)
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Hepatitis C virus (23859 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Stenotrophomonas maltophilia (1743 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
P388 (20296 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RAW (181 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RAW264.7 (28094 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Vero (26788 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

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 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=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

6 results found

Lot Number Certificate Type Date Item
D1621002 Certificate of Analysis Aug 02, 2023 D101263
K1707054 Certificate of Analysis Mar 10, 2023 D101263
L2206676 Certificate of Analysis Dec 12, 2022 D101263
L2206691 Certificate of Analysis Dec 12, 2022 D101263
L2206645 Certificate of Analysis Dec 12, 2022 D101263
C2222029 Certificate of Analysis Mar 24, 2022 D101263

Chemical and Physical Properties

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

Citations of This Product

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,  (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. XiaoNing Gao, YanXiao Zhang, Wei Fu, Hong Zhou, Lu Feng.  (2024)  Strong Lewis acid MOF material for efficient and clean diosgenin extraction from total saponins in D. zingiberensis C. H. Wright.  Molecular Catalysis,  555  (113860). 
15. 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,     

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