MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 413238 | Name: Dioscin
Featured

Description:

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

Dioscin is a steroid saponin found in many varieties of Discorea. Dioscin is an anti-cancer and anti-fungal phytochemical that has been shown to induce reactive oxygen-mediated apoptosis in several cancer cell lines and to alter cell membrane potential and membrane structure in yeast.

Chemical Structure

Dioscin
Dioscin
CAS#19057-60-4

Theoretical Analysis

MedKoo Cat#: 413238

Name: Dioscin

CAS#: 19057-60-4

Chemical Formula: C45H72O16

Exact Mass: 868.4820

Molecular Weight: 869.06

Elemental Analysis: C, 62.19; H, 8.35; O, 29.46

Price and Availability

Size Price Availability Quantity
50mg USD 250.00 2 Weeks
100mg USD 400.00 2 Weeks
250mg USD 750.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Dioscin; Collettiside III; Dioscine; (+)-Dioscin; Polyphyllin III; Paris III; Parissaponin III
IUPAC/Chemical Name
(2S,2'S,3R,3'R,4R,4'R,5R,5'R,6S,6'S)-6,6'-(((2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-(((4S,5'R,6aR,6bS,8aS,8bR,9S,10R,11aS,12aS,12bS)-5',6a,8a,9-tetramethyl-1,3,3',4,4',5,5',6,6a,6b,6',7,8,8a,8b,9,11a,12,12a,12b-icosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-4-yl)oxy)tetrahydro-2H-pyran-3,5-diyl)bis(oxy))bis(2-methyltetrahydro-2H-pyran-3,4,5-triol)
InChi Key
VNONINPVFQTJOC-ZGXDEBHDSA-N
InChi Code
InChI=1S/C45H72O16/c1-19-9-14-45(54-18-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(52)34(50)32(48)22(4)56-41)37(53)38(29(17-46)58-42)59-40-35(51)33(49)31(47)21(3)55-40/h7,19-22,24-42,46-53H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1
SMILES Code
C[C@@H]1CC[C@]2(O[C@H]3C[C@H]4[C@@H]5CC=C6C[C@@H](O[C@@H]7O[C@@H]([C@H]([C@@H]([C@H]7O[C@@H]8O[C@H]([C@@H]([C@H]([C@H]8O)O)O)C)O)O[C@@H]9O[C@H]([C@@H]([C@H]([C@H]9O)O)O)C)CO)CC[C@@]6([C@H]5CC[C@@]4([C@H]3[C@@H]2C)C)C)OC1
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
Product Data
Instruction
View handling instruction
Biological target:
Dioscin(CCRIS 4123; Collettiside III) is a natural steroid saponin derived from several plants, showing potent anti-cancer effect against a variety of tumor cell lines.
In vitro activity:
Dioscin also alleviated the release of inflammatory cytokines in response to LPS in microglial BV-2 cells (Figure S3). Further, we used the DAPI staining technique to validate dioscin-mediated protection against MPP+-induced apoptosis on SH-SY5Y (Figure 2B). MPP+ treatment showed significant chromatin fragmentation within the nucleus without changing nuclear phenotype. Pre-treatment of dioscin 200 and 400 ng/mL, but not 100 ng/mL, dose significantly rescued from apoptotic cell death. This result indicates that dioscin improves neuronal cells’ survivability by reducing MPP+-induced mitochondrial complex I impairment. Reference: Molecules. 2022 Apr 29;27(9):2827. https://pubmed.ncbi.nlm.nih.gov/35566180/
In vivo activity:
DIO (dioscin) increased the stool number, stool water content and shortened whole gut transit time, helped to recover the gut microbial diversity and microbiota community structure, and increased the abundance of Muribaculaceae in STC mice. These results provide that DIO increases GI motility and inhibits neuron loss by modulating gut microbiota profile, improving inflammation in the ENS microenvironment and up-regulating the BMP2 secreted by MMs. Reference: Iran J Basic Med Sci. 2022 Sep;25(9):1132-1140. https://pubmed.ncbi.nlm.nih.gov/36246057/
Solvent mg/mL mM
Solubility
DMF 5.0 0.23
DMSO 73.3 84.38
DMSO:PBS (pH 7.2) (1:2) 0.3 0.35
Ethanol 17.5 20.14
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 869.06 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. Azam S, Haque ME, Cho DY, Kim JS, Jakaria M, Kim IS, Choi DK. Dioscin-Mediated Autophagy Alleviates MPP+-Induced Neuronal Degeneration: An In Vitro Parkinson's Disease Model. Molecules. 2022 Apr 29;27(9):2827. doi: 10.3390/molecules27092827. PMID: 35566180; PMCID: PMC9104838. 2. Chen J, Li HM, Zhang XN, Xiong CM, Ruan JL. Dioscin-induced apoptosis of human LNCaP prostate carcinoma cells through activation of caspase-3 and modulation of Bcl-2 protein family. J Huazhong Univ Sci Technolog Med Sci. 2014 Feb;34(1):125-130. doi: 10.1007/s11596-014-1243-y. Epub 2014 Feb 6. PMID: 24496691. 3. Ren B, Fu S, Liu Y, Kang J, Wang B, Yao Z, Wang H, Sun D. Dioscin ameliorates slow transit constipation in mice by up-regulation of the BMP2 secreted by muscularis macrophages. Iran J Basic Med Sci. 2022 Sep;25(9):1132-1140. doi: 10.22038/IJBMS.2022.64683.14236. PMID: 36246057; PMCID: PMC9526884. 4. Zhang L, Ni R, Li J, Fan L, Song Y, Wang H, Wang A, Liu B. Dioscin Regulating Bone Marrow Apoptosis in Aplastic Anemia. Drug Des Devel Ther. 2022 Sep 8;16:3041-3053. doi: 10.2147/DDDT.S370506. PMID: 36105320; PMCID: PMC9467696.
In vitro protocol:
1. Azam S, Haque ME, Cho DY, Kim JS, Jakaria M, Kim IS, Choi DK. Dioscin-Mediated Autophagy Alleviates MPP+-Induced Neuronal Degeneration: An In Vitro Parkinson's Disease Model. Molecules. 2022 Apr 29;27(9):2827. doi: 10.3390/molecules27092827. PMID: 35566180; PMCID: PMC9104838. 2. Chen J, Li HM, Zhang XN, Xiong CM, Ruan JL. Dioscin-induced apoptosis of human LNCaP prostate carcinoma cells through activation of caspase-3 and modulation of Bcl-2 protein family. J Huazhong Univ Sci Technolog Med Sci. 2014 Feb;34(1):125-130. doi: 10.1007/s11596-014-1243-y. Epub 2014 Feb 6. PMID: 24496691.
In vivo protocol:
1. Ren B, Fu S, Liu Y, Kang J, Wang B, Yao Z, Wang H, Sun D. Dioscin ameliorates slow transit constipation in mice by up-regulation of the BMP2 secreted by muscularis macrophages. Iran J Basic Med Sci. 2022 Sep;25(9):1132-1140. doi: 10.22038/IJBMS.2022.64683.14236. PMID: 36246057; PMCID: PMC9526884. 2. Zhang L, Ni R, Li J, Fan L, Song Y, Wang H, Wang A, Liu B. Dioscin Regulating Bone Marrow Apoptosis in Aplastic Anemia. Drug Des Devel Ther. 2022 Sep 8;16:3041-3053. doi: 10.2147/DDDT.S370506. PMID: 36105320; PMCID: PMC9467696.
1: Li C, Lu Y, Du S, Li S, Zhang Y, Liu F, Chen Y, Weng D, Chen J. Dioscin Exerts Protective Effects Against Crystalline Silica-induced Pulmonary Fibrosis in Mice. Theranostics. 2017 Sep 26;7(17):4255-4275. doi: 10.7150/thno.20270. PMID: 29158824; PMCID: PMC5695011. 2: Du S, Li C, Lu Y, Lei X, Zhang Y, Li S, Liu F, Chen Y, Weng D, Chen J. Dioscin Alleviates Crystalline Silica-Induced Pulmonary Inflammation and Fibrosis through Promoting Alveolar Macrophage Autophagy. Theranostics. 2019 Mar 7;9(7):1878-1892. doi: 10.7150/thno.29682. PMID: 31037145; PMCID: PMC6485284. 3: Yin W, Liu S, Dong M, Liu Q, Shi C, Bai H, Wang Q, Yang X, Niu W, Wang L. A New NLRP3 Inflammasome Inhibitor, Dioscin, Promotes Osteogenesis. Small. 2020 Jan;16(1):e1905977. doi: 10.1002/smll.201905977. Epub 2019 Dec 9. PMID: 31814281. 4: Song S, Chu L, Liang H, Chen J, Liang J, Huang Z, Zhang B, Chen X. Protective Effects of Dioscin Against Doxorubicin-Induced Hepatotoxicity Via Regulation of Sirt1/FOXO1/NF-κb Signal. Front Pharmacol. 2019 Sep 13;10:1030. doi: 10.3389/fphar.2019.01030. PMID: 31572199; PMCID: PMC6753638. 5: Ding Q, Zhang W, Cheng C, Mo F, Chen L, Peng G, Cai X, Wang J, Yang S, Liu X. Dioscin inhibits the growth of human osteosarcoma by inducing G2/M-phase arrest, apoptosis, and GSDME-dependent cell death in vitro and in vivo. J Cell Physiol. 2020 Mar;235(3):2911-2924. doi: 10.1002/jcp.29197. Epub 2019 Sep 18. PMID: 31535374. 6: Zhao L, Tao X, Qi Y, Xu L, Yin L, Peng J. Protective effect of dioscin against doxorubicin-induced cardiotoxicity via adjusting microRNA-140-5p-mediated myocardial oxidative stress. Redox Biol. 2018 Jun;16:189-198. doi: 10.1016/j.redox.2018.02.026. Epub 2018 Mar 6. Erratum in: Redox Biol. 2019 Sep;26:101303. PMID: 29524841; PMCID: PMC5953242. 7: Xu LN, Yin LH, Jin Y, Qi Y, Han X, Xu YW, Liu KX, Zhao YY, Peng JY. Effect and possible mechanisms of dioscin on ameliorating metabolic glycolipid metabolic disorder in type-2-diabetes. Phytomedicine. 2020 Feb;67:153139. doi: 10.1016/j.phymed.2019.153139. Epub 2019 Nov 18. PMID: 31881477. 8: Zhang Y, Jin L, Liu J, Wang W, Yu H, Li J, Chen Q, Wang T. Effect and mechanism of dioscin from Dioscorea spongiosa on uric acid excretion in animal model of hyperuricemia. J Ethnopharmacol. 2018 Mar 25;214:29-36. doi: 10.1016/j.jep.2017.12.004. Epub 2017 Dec 9. PMID: 29233733. 9: Zhang Z, Han K, Wang C, Sun C, Jia N. Dioscin Protects against Aβ1-42 Oligomers-Induced Neurotoxicity via the Function of SIRT3 and Autophagy. Chem Pharm Bull (Tokyo). 2020;68(8):717-725. doi: 10.1248/cpb.c20-00046. PMID: 32741912. 10: Yang L, Ren S, Xu F, Ma Z, Liu X, Wang L. Recent Advances in the Pharmacological Activities of Dioscin. Biomed Res Int. 2019 Aug 14;2019:5763602. doi: 10.1155/2019/5763602. PMID: 31511824; PMCID: PMC6710808.