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MedKoo Cat#: 561254 | Name: DSHN

Description:

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

DSHN is a novel activator of small heterodimer partner (SHP, NR0B2). DSHN transcriptionally activates SHP mRNA, but also stabilizes the SHP protein by preventing its ubiquitination and degradation.

Chemical Structure

DSHN
DSHN
CAS#313952-63-5

Theoretical Analysis

MedKoo Cat#: 561254

Name: DSHN

CAS#: 313952-63-5

Chemical Formula: C15H17NO5S

Exact Mass: 323.0827

Molecular Weight: 323.36

Elemental Analysis: C, 55.72; H, 5.30; N, 4.33; O, 24.74; S, 9.91

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Synonym
DSHN;
IUPAC/Chemical Name
5-(Diethylsulfamoyl)-3-hydroxynaphthalene-2-carboxylic acid
InChi Key
DJLPAJSKAPXAHV-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H17NO5S/c1-3-16(4-2)22(20,21)14-7-5-6-10-8-12(15(18)19)13(17)9-11(10)14/h5-9,17H,3-4H2,1-2H3,(H,18,19)
SMILES Code
O=C(C1=C(O)C=C2C(S(=O)(N(CC)CC)=O)=CC=CC2=C1)O
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:
DSHN is a novel activator of small heterodimer partner (SHP, NR0B2).
In vitro activity:
The initial test observed that treatment of HCC cells (MHCC97H, Hepa1, Huh7) with high concentrations of DSHN did not affect cell viability as determined by MTT assay (Supp Fig. S3). Further analysis showed that DSHN markedly reactivated Shp expression in both mouse (Nmuli, Hepa-1) and human (MHCC97H) hepatic cells in which Shp expression was lost (Fig. 1B). Reference: Mol Cancer Ther. 2016 Oct;15(10):2294-2301. https://pubmed.ncbi.nlm.nih.gov/27486225/
In vivo activity:
DSHN transcriptionally activated Shp mRNA, but also stabilized the SHP protein by preventing its ubiquitination and degradation. Second, this study identified Ccl2 as a new SHP target gene by RNA-seq. This study showed that activation of SHP by DSHN repressed Ccl2 expression and secretion by inhibiting p65 activation of CCL2 promoter activity, as demonstrated in vivo in Shp-/- mice and in vitro in HCC cells with SHP overexpression and knockdown. Reference: Mol Cancer Ther. 2016 Oct;15(10):2294-2301. https://pubmed.ncbi.nlm.nih.gov/27486225/

Preparing Stock Solutions

The following data is based on the product molecular weight 323.36 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. Yang Z, Koehler AN, Wang L. A Novel Small Molecule Activator of Nuclear Receptor SHP Inhibits HCC Cell Migration via Suppressing Ccl2. Mol Cancer Ther. 2016 Oct;15(10):2294-2301. doi: 10.1158/1535-7163.MCT-16-0153. Epub 2016 Aug 2. PMID: 27486225; PMCID: PMC5050121.
In vitro protocol:
1. Yang Z, Koehler AN, Wang L. A Novel Small Molecule Activator of Nuclear Receptor SHP Inhibits HCC Cell Migration via Suppressing Ccl2. Mol Cancer Ther. 2016 Oct;15(10):2294-2301. doi: 10.1158/1535-7163.MCT-16-0153. Epub 2016 Aug 2. PMID: 27486225; PMCID: PMC5050121.
In vivo protocol:
1. Yang Z, Koehler AN, Wang L. A Novel Small Molecule Activator of Nuclear Receptor SHP Inhibits HCC Cell Migration via Suppressing Ccl2. Mol Cancer Ther. 2016 Oct;15(10):2294-2301. doi: 10.1158/1535-7163.MCT-16-0153. Epub 2016 Aug 2. PMID: 27486225; PMCID: PMC5050121.
1: Yang Z, Koehler AN, Wang L. A Novel Small Molecule Activator of Nuclear Receptor SHP Inhibits HCC Cell Migration via Suppressing Ccl2. Mol Cancer Ther. 2016 Oct;15(10):2294-2301. Epub 2016 Aug 2. PubMed PMID: 27486225; PubMed Central PMCID: PMC5050121. 2: Yao L, He J, Geng Z, Ren T. Fabrication of mechanically robust, self-cleaning and optically high-performance hybrid thin films by SiO₂&TiO₂ double-shelled hollow nanospheres. Nanoscale. 2015 Aug 14;7(30):13125-34. doi: 10.1039/c5nr02467f. PubMed PMID: 26176362.