DSHN
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MedKoo CAT#: 561254

CAS#: 313952-63-5

Description: 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

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DSHN
CAS# 313952-63-5

Theoretical Analysis

MedKoo Cat#: 561254
Name: DSHN
CAS#: 313952-63-5
Chemical Formula: C15H17NO5S
Exact Mass: 323.08
Molecular Weight: 323.363
Elemental Analysis: C, 55.72; H, 5.30; N, 4.33; O, 24.74; S, 9.91

Price and Availability

Size Price Availability Quantity
5mg USD 230 2 weeks
25mg USD 570 2 weeks
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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:
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.

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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.