MedKoo Cat#: 600129 | Name: Diosgenin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Diosgenin, a steroid sapogenin, is the product of hydrolysis by acids, strong bases, or enzymes of saponins, extracted from the tubers of Dioscorea wild yam, such as the Kokoro. The sugar-free (aglycone) diosgenin is used for the commercial synthesis of cortisone, pregnenolone, progesterone, and other steroid products. Diosgenin is the precursor for the semisynthesis of progesterone which in turn was used in early combined oral contraceptive pills. The unmodified steroid has estrogenic activity and can reduce the level of serum cholesterol. (Source: http://en.wikipedia.org/wiki/Diosgenin).

Chemical Structure

Diosgenin
Diosgenin
CAS#512-04-9

Theoretical Analysis

MedKoo Cat#: 600129

Name: Diosgenin

CAS#: 512-04-9

Chemical Formula: C27H42O3

Exact Mass: 414.3134

Molecular Weight: 414.63

Elemental Analysis: C, 78.21; H, 10.21; O, 11.58

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 weeks
25g USD 450.00 2 weeks
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Related CAS #
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Synonym
Nitogenin; Diosgenine; NSC 33396; NSC33396; NSC-33396; 3β-hydroxy-5-Spirostene
IUPAC/Chemical Name
(3β,25R)-spirost-5-en-3-ol
InChi Key
WQLVFSAGQJTQCK-JJMMJHMNSA-N
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
SMILES Code
[H][C@]1(O[C@@]2(OCC(C)CC2)[C@H]3C)C[C@@]4([H])[C@]5([H])CC=C6CC(O)CC[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]13[H]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO.
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
Diosgenin, a steroidal saponin, can inhibit STAT3 signaling pathway. Diosgenin is an exogenous activator of Pdia3/ERp57.
In vitro activity:
In order to evaluate the potential of diosgenin as a direct RORγ inverse agonist, luciferase assays employing RORγ-Gal4 were performed. Thereby, diosgenin showed a potent and concentration-dependent inverse agonistic activity with a determined IC50 value of 1.73 µM, which is highly comparable to that of the described RORα/γ inverse agonist T0901317 (Figure 3). Reference: Biomedicines. 2022 Aug 25;10(9):2076. https://pubmed.ncbi.nlm.nih.gov/36140177/
In vivo activity:
The abnormal changes of mesangial matrix expansion, glomerular basement membrane (GBM) thickness, foot process (FP) width, urine albumin/creatinine (UACR), DESMIN, ADRP, NEPHRIN, PODOCIN, SIRT6 in Mod group were alleviated in DH (high dose of diosgenin) mouse group rather than DL (low dose of diosgenin) group in the first part of animal experiment. The effect in DH group could be reversed in DH+OSS group and the same effect was observed in MDL800 group in the second part of animal experiment. Diosgenin could protect against podocyte injury in early phase of diabetic nephropathy by regulating SIRT6. Reference: Phytomedicine. 2022 Sep;104:154276. https://pubmed.ncbi.nlm.nih.gov/35728388/
Solvent mg/mL mM
Solubility
DMF 30.0 72.35
DMSO 15.5 37.38
Ethanol 13.2 31.89
Ethanol:PBS (pH 7.2) (1:2) 0.3 0.72
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 414.63 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Schwarz PF, Perhal AF, Schöberl LN, Kraus MM, Kirchmair J, Dirsch VM. Identification of the Natural Steroid Sapogenin Diosgenin as a Direct Dual-Specific RORα/γ Inverse Agonist. Biomedicines. 2022 Aug 25;10(9):2076. doi: 10.3390/biomedicines10092076. PMID: 36140177; PMCID: PMC9495423. 2. Lai Z, Wang H, Tang X, Zhang L, Wang T, Cheng J. Study on the Mechanism of Diosgenin Targeting STAT3 to Inhibit Colon Cancer Proliferation and Migration. Dis Markers. 2022 Jun 4;2022:7494887. doi: 10.1155/2022/7494887. PMID: 35698571; PMCID: PMC9188474. 3. Wang Z, Wu Q, Wang H, Gao Y, Nie K, Tang Y, Su H, Hu M, Gong J, Fang K, Dong H. Diosgenin protects against podocyte injury in early phase of diabetic nephropathy through regulating SIRT6. Phytomedicine. 2022 Sep;104:154276. doi: 10.1016/j.phymed.2022.154276. Epub 2022 Jun 13. PMID: 35728388. 4. Khateeb S, Albalawi A, Alkhedaide A. Diosgenin Modulates Oxidative Stress and Inflammation in High-Fat Diet-Induced Obesity in Mice. Diabetes Metab Syndr Obes. 2022 May 24;15:1589-1596. doi: 10.2147/DMSO.S355677. PMID: 35637860; PMCID: PMC9147404.
In vitro protocol:
1. Schwarz PF, Perhal AF, Schöberl LN, Kraus MM, Kirchmair J, Dirsch VM. Identification of the Natural Steroid Sapogenin Diosgenin as a Direct Dual-Specific RORα/γ Inverse Agonist. Biomedicines. 2022 Aug 25;10(9):2076. doi: 10.3390/biomedicines10092076. PMID: 36140177; PMCID: PMC9495423. 2. Lai Z, Wang H, Tang X, Zhang L, Wang T, Cheng J. Study on the Mechanism of Diosgenin Targeting STAT3 to Inhibit Colon Cancer Proliferation and Migration. Dis Markers. 2022 Jun 4;2022:7494887. doi: 10.1155/2022/7494887. PMID: 35698571; PMCID: PMC9188474.
In vivo protocol:
1. Wang Z, Wu Q, Wang H, Gao Y, Nie K, Tang Y, Su H, Hu M, Gong J, Fang K, Dong H. Diosgenin protects against podocyte injury in early phase of diabetic nephropathy through regulating SIRT6. Phytomedicine. 2022 Sep;104:154276. doi: 10.1016/j.phymed.2022.154276. Epub 2022 Jun 13. PMID: 35728388. 2. Khateeb S, Albalawi A, Alkhedaide A. Diosgenin Modulates Oxidative Stress and Inflammation in High-Fat Diet-Induced Obesity in Mice. Diabetes Metab Syndr Obes. 2022 May 24;15:1589-1596. doi: 10.2147/DMSO.S355677. PMID: 35637860; PMCID: PMC9147404.
1: Tharaheswari M, Jayachandra Reddy N, Kumar R, Varshney KC, Kannan M, Sudha Rani S. Trigonelline and diosgenin attenuate ER stress, oxidative stress-mediated damage in pancreas and enhance adipose tissue PPARγ activity in type 2 diabetic rats. Mol Cell Biochem. 2014 Jul 29. [Epub ahead of print] PubMed PMID: 25070833.