Disogluside | CAS# 14144-06-0 | inflammation

MedKoo Cat#: 413780 | Name: Disogluside

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Description:

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

Disogluside is an active ingredient isolated from Dioscorea nipponica Makino. Trillin reduces liver chronic inflammation and fibrosis in carbon tetrachloride (CCl4) induced liver injury in mice. Trillin exhibited protective effect on LPS-induced ALI by the regulations of related inflammatory events via the activations of Nrf2, HO-1 and NF-κB pathway. Trillin has being shown to exert protective effects against hyperlipidemia and oxidative stress. Trillin induced multinucleation in HL-60, NB4 and K562 cells, indicating it could induce mitotic arrest in these leukemia cells.

Chemical Structure

Disogluside

CAS#14144-06-0

Theoretical Analysis

MedKoo Cat#: 413780

Name: Disogluside

CAS#: 14144-06-0

Chemical Formula: C33H52O8

Exact Mass: 576.3662

Molecular Weight: 576.77

Elemental Analysis: C, 68.72; H, 9.09; O, 22.19

Price and Availability

Size	Price	Availability
25mg	USD 350.00	2 Weeks
50mg	USD 650.00	2 Weeks
100mg	USD 1,050.00	2 Weeks

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Synonym

Disogluside; Diosgenin Glucoside; Diosgenyl β-D-Glucopyranoside; Trillin; Disoglusido; Disoglusidum

IUPAC/Chemical Name

(25R)-3beta-(beta-D-Glucopyranosyloxy)spirost-5-ene

InChi Key

WXMARHKAXWRNDM-GAMIEDRGSA-N

InChi Code

InChI=1S/C33H52O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h5,17-18,20-30,34-37H,6-16H2,1-4H3/t17-,18+,20+,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33-/m1/s1

SMILES Code

[H][C@]1(O[C@@]2(OC[C@H](C)CC2)[C@H]3C)C[C@@]4([H])[C@]5([H])CC=C6C[C@@H](O[C@H]7[C@@H]([C@H]([C@@H]([C@@H](CO)O7)O)O)O)CC[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]13[H]

Appearance

Solid powder

Purity

>95% (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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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:

Diosgenin glucoside, a saponin compound extracted from Trillium tschonoskii, provides neuroprotection by regulating microglial M1 polarization.

In vitro activity:

This study demonstrated that trillin could dramatically inhibit hepatoma carcinoma cell proliferation, induce apoptosis and decrease migration and invasion through suppressing phosphorylated STAT3 translocated to nucleus. Trillin could down-regulate Bcl-2 and Survivin, up-regulate cleaved PRAP, leading to dramatically apoptosis; trillin could also down-regulate MMP1, MMP2, MucI and VEGF, which displayed an inhibition effect on hepatocellular tumor cells invasion and development. The results of this study indicated the potential utility of trillin as a STAT3 inhibitor for the treatment of cancers. Reference: Med Oncol. 2020 Apr 8;37(5):44. https://pubmed.ncbi.nlm.nih.gov/32270306/

In vivo activity:

The trillin-treated mouse group exhibited reduced AST, ALT, MDA, IL-6, TNF-α, and IL-1β, and increased SOD. Histological analyses of the trillin-treated group exhibited reduced inflammatory process and prevented liver fibrosis. Western blot analyses of the trillin-treated group showed reduced NF-κB pathway and TGF-β/Smad pathway. Reference: Int J Mol Sci. 2018 Aug 2;19(8):2274. https://pubmed.ncbi.nlm.nih.gov/27219527/

	Solvent	mg/mL	mM
Solubility
	DMF	1.0	1.73
	DMSO	63.0	109.23
	DMSO:PBS (pH 7.2) (1:2)	0.3	0.57

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 576.77 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.

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. Zhan G, Hu J, Xiao B, Wang X, Yang Z, Yang G, Lu L. Trillin prevents proliferation and induces apoptosis through inhibiting STAT3 nuclear translocation in hepatoma carcinoma cells. Med Oncol. 2020 Apr 8;37(5):44. doi: 10.1007/s12032-020-01369-7. PMID: 32270306. 2. Dai W, Liu K, Li R, Cao Y, Shen M, Tao J, Liu H. Trillin inhibits myoblast differentiation via increasing autophagy. Phytomedicine. 2022 Jan 29;99:153962. doi: 10.1016/j.phymed.2022.153962. Epub ahead of print. PMID: 35172256. 3. Chen XB, Wang ZL, Yang QY, Zhao FY, Qin XL, Tang XE, Du JL, Chen ZH, Zhang K, Huang FJ. Diosgenin Glucoside Protects against Spinal Cord Injury by Regulating Autophagy and Alleviating Apoptosis. Int J Mol Sci. 2018 Aug 2;19(8):2274. doi: 10.3390/ijms19082274. PMID: 30072674; PMCID: PMC6121626. 4. Tan H, He Q, Li R, Lei F, Lei X. Trillin Reduces Liver Chronic Inflammation and Fibrosis in Carbon Tetrachloride (CCl4) Induced Liver Injury in Mice. Immunol Invest. 2016 Jul;45(5):371-82. doi: 10.3109/08820139.2015.1137935. Epub 2016 May 24. PMID: 27219527.

In vitro protocol:

In vivo protocol:

1. Chen XB, Wang ZL, Yang QY, Zhao FY, Qin XL, Tang XE, Du JL, Chen ZH, Zhang K, Huang FJ. Diosgenin Glucoside Protects against Spinal Cord Injury by Regulating Autophagy and Alleviating Apoptosis. Int J Mol Sci. 2018 Aug 2;19(8):2274. doi: 10.3390/ijms19082274. PMID: 30072674; PMCID: PMC6121626. 2. Tan H, He Q, Li R, Lei F, Lei X. Trillin Reduces Liver Chronic Inflammation and Fibrosis in Carbon Tetrachloride (CCl4) Induced Liver Injury in Mice. Immunol Invest. 2016 Jul;45(5):371-82. doi: 10.3109/08820139.2015.1137935. Epub 2016 May 24. PMID: 27219527.