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About This Item
Empirical Formula (Hill Notation):
C31H26N2O3
CAS Number:
Molecular Weight:
474.55
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, protect from light
Quality Level
assay
≥98% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
white
solubility
ethanol: 20 mg/mL, DMSO: 50 mg/mL, methanol: 50 mg/mL
shipped in
ambient
storage temp.
2-8°C
SMILES string
[n]3(nc(c(c3CC)c5ccccc5)c4ccccc4)c1c(cccc1)c2cc(ccc2)OCC(=O)O
InChI
1S/C31H26N2O3/c1-2-27-30(22-12-5-3-6-13-22)31(23-14-7-4-8-15-23)32-33(27)28-19-10-9-18-26(28)24-16-11-17-25(20-24)36-21-29(34)35/h3-20H,2,21H2,1H3,(H,34,35)
InChI key
SJRVJRYZAQYCEE-UHFFFAOYSA-N
General description
A cell-permeable biphenylazolo-oxyacetate that acts as a potent and selective inhibitor of adipocyte Fatty-Acid-Binding Protein (aFABP/aP2) by targeting its fatty acid-binding pocket (Ki = <2 nM in a competitive binding assay using 1,8-ANS), while exhibiting much lower affinity for muscle and epidermal FABP′s (Ki = 250 nM and 350 nM, respectively). Shown to effectively block foam cell transformation and the cellular expression of inflammatory mediators in aP2-positive, but not aP2-negative, THP-1 macrophage in vitro, as well as improve the glucose metabolism and insulin sensitivity in mice in vivo.
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Other Notes
Furuhashi, M., et al. 2007. Nature447, 959.
Sulsky, R., et al. 2007. Bioorg. Med. Chem. Lett.17, 3511.
Sulsky, R., et al. 2007. Bioorg. Med. Chem. Lett.17, 3511.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
wgk
WGK 1
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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Chunyan Yu et al.
Cancer immunology, immunotherapy : CII, 69(1), 115-126 (2019-12-06)
Pro-inflammatory cytokines are crucial mediators of cancer development, representing potential targets for cancer therapy. The molecular mechanism of a vital pro-inflammatory cytokine, IL-17A, in cancer progression and its potential use in therapy through influencing fatty acid (FA) metabolism, especially FA
Sanjay Basak et al.
Cell biology international, 44(5), 1237-1251 (2020-02-20)
Curcumin has a protective role in placental diseases like preeclampsia and preterm birth. Very little is known about its functional effects on growth, angiogenesis, and epigenetic activities of human first trimester placenta. HTR8/SVneo trophoblasts cells were used as model for
Qiuyuan Zhu et al.
Cell biology international, 39(5), 540-547 (2015-01-13)
The aims of this study were to delineate the expression of fatty-acid binding protein (FABP) 4 in human uterine endometrium and its function in the regulation of proliferation, migration and invasion of epithelial cells. Immunohistochenistry, immunofluorence and Western blotting were
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 341310-5MG | 04055977215656 |