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SML0510

Sigma-Aldrich

S 26948

≥98% (HPLC)

Synonym(s):

2-[[4-[2-(6-Benzoyl-2-oxo-3(2H)-benzothiazolyl)ethoxy]phenyl]methyl]-propanedioic acid 1,3-dimethyl ester, S26948

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About This Item

Empirical Formula (Hill Notation):
C28H25NO7S
CAS Number:
353280-43-0
Molecular Weight:
519.57
MDL number:
MFCD18086885
UNSPSC Code:
12352200
PubChem Substance ID:
329825519
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL (clear solution)

storage temp.

2-8°C

SMILES string

COC(=O)C(Cc1ccc(OCCN2C(=O)Sc3cc(ccc23)C(=O)c4ccccc4)cc1)C(=O)OC

InChI

1S/C28H25NO7S/c1-34-26(31)22(27(32)35-2)16-18-8-11-21(12-9-18)36-15-14-29-23-13-10-20(17-24(23)37-28(29)33)25(30)19-6-4-3-5-7-19/h3-13,17,22H,14-16H2,1-2H3

InChI key

NSMJEHGOMXSLCW-UHFFFAOYSA-N

Biochem/physiol Actions

S 26948 belongs to the non-thiazolidinedione (TZD) class of drugs. It has the potential to treat diabetes and atherogenesis.
S 26948 is a selective PPARγ modulator (SPPARγM). S 26948 is as effective as rosiglitazone in reducing insulin resistance and lipid homeostasis, but does not increase body or white adipose tissue weight. S 26948 also leads to different co-activatior recruitment to PPARγ than rosiglitazone.

Features and Benefits

This compound is featured on the Nuclear Receptors (Non-Steroids) and Nuclear Receptors (PPARs) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kathryn A Crawford et al.
Aquatic toxicology (Amsterdam, Netherlands), 210, 30-43 (2019-03-02)
Sentinel species such as the Atlantic killifish (Fundulus heteroclitus) living in urban waterways can be used as toxicological models to understand impacts of environmental metabolism disrupting compound (MDC) exposure on both wildlife and humans. Exposure to MDCs is associated with
Maria Carmen Carmona et al.
Diabetes, 56(11), 2797-2808 (2007-08-21)
Rosiglitazone displays powerful antidiabetes benefits but is associated with increased body weight and adipogenesis. Keeping in mind the concept of selective peroxisome proliferator-activated receptor (PPAR)gamma modulator, the aim of this study was to characterize the properties of a new PPARgamma

Articles

Nuclear Receptors: PPARs

Peroxisome proliferator activated receptors (PPARs) are ligand-activated transcription factors related to hormone receptors, influencing gene expression.

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