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Purity: ≥98%
Diosgenin is a plant steroidal sapogenin which induces apoptosis in colon cancer cell lines and induces apoptosis,cell cycle arrest and COX activity in osteosarcoma cells. It is a steroid sapogenin used in the semi-synthesis of pregnenolone, cortisone, and progesterone. Diosgenin has estrogenic activity and can reduce the level of serum cholesterol.
| ln Vitro |
Diosgenin demonstrated a modest protective ability at 1 μM in MC65 cells, an AD cell model, and could be a promising option for a bivalent molecule functioning as a steroid moiety to combat AD pathogenesis [3]. Constitutive activation of STAT3 in C3A cells is dose-dependently inhibited, reaching a maximum at approximately 100 μM [1]. The level of miR-19b in foam cells is dramatically decreased by diosgenin (10 μM; 24 h) [5].
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| ln Vivo |
In the IPGTT experiment, diosgenin exhibited a substantial reduction in hypertension when compared to HF diet feeding [4].
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| References |
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| Additional Infomation |
Diosgenin is a sapogenin that is spirostan which is substituted by a hydroxy group at the 3beta position, contains a double bond at the 5-6 position, and has R- configuration at position 25. A natural product found in Dioscorea (wild yam) species, it is used as the starting point for the commercial synthesis of a number of steroids, including cortisone, pregnenolone and progesterone. It has a role as an apoptosis inducer, an antiviral agent, an antineoplastic agent and a metabolite. It is a 3beta-sterol, a spiroketal, a hexacyclic triterpenoid and a sapogenin. It derives from a hydride of a spirostan.
Diosgenin has been reported in Allium cernuum, Dioscorea hispida, and other organisms with data available. A spirostan found in DIOSCOREA and other plants. The 25S isomer is called yamogenin. Solasodine is a natural derivative formed by replacing the spiro-ring with a nitrogen, which can rearrange to SOLANINE. See also: Fenugreek seed (part of); Dioscorea polystachya tuber (part of). |
| Molecular Formula |
C27H42O3
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|---|---|---|
| Molecular Weight |
414.62
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| Exact Mass |
414.313
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| CAS # |
512-04-9
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| Related CAS # |
Diosgenin glucoside;14144-06-0
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| PubChem CID |
99474
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| Appearance |
White to off-white solid powder
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| Density |
1.1±0.1 g/cm3
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| Boiling Point |
527.1±50.0 °C at 760 mmHg
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| Melting Point |
205-208°C
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| Flash Point |
272.6±30.1 °C
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| Vapour Pressure |
0.0±3.1 mmHg at 25°C
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| Index of Refraction |
1.564
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| LogP |
5.84
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
0
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| Heavy Atom Count |
30
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| Complexity |
746
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| Defined Atom Stereocenter Count |
11
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| 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
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| InChi Key |
WQLVFSAGQJTQCK-JJMMJHMNSA-N
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| InChi Code |
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+/m0/s1
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| Chemical Name |
(3β,25R)-spirost-5-en-3-ol
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| Synonyms |
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
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| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 0.67 mg/mL (1.62 mM) (saturation unknown) in 10% EtOH + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 6.7 mg/mL clear EtOH stock solution to 400 μL of PEG300 and mix evenly; then add 50 μL of Tween-80 to the above solution and mix evenly; then add 450 μL of normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 0.67 mg/mL (1.62 mM) (saturation unknown) in 10% EtOH + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 6.7 mg/mL clear EtOH stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 0.67 mg/mL (1.62 mM) (saturation unknown) in 10% EtOH + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. Solubility in Formulation 4: 2.5 mg/mL (6.03 mM) in Corn Oil (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.4118 mL | 12.0592 mL | 24.1185 mL | |
| 5 mM | 0.4824 mL | 2.4118 mL | 4.8237 mL | |
| 10 mM | 0.2412 mL | 1.2059 mL | 2.4118 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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