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SML1207

Sigma-Aldrich

GPBAR-A

≥98% (HPLC)

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Synonym(s):
4-[[3,5-Bis(trifluoromethyl)phenyl]methyl]-6-(2-fluorophenyl)-4,5-dihydro-pyrido[3,2-f]-1,4-oxazepin-3(2H)-one
Empirical Formula (Hill Notation):
C23H15F7N2O2
CAS Number:
877052-79-4
Molecular Weight:
484.37
MDL number:
MFCD27937760
UNSPSC Code:
51111800
PubChem Substance ID:
329825719
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

O=C(CO1)N(CC2=CC(C(F)(F)F)=CC(C(F)(F)F)=C2)CC3=C1N=CC=C3C4=C(F)C=CC=C4

InChI

1S/C23H15F7N2O2/c24-19-4-2-1-3-17(19)16-5-6-31-21-18(16)11-32(20(33)12-34-21)10-13-7-14(22(25,26)27)9-15(8-13)23(28,29)30/h1-9H,10-12H2

InChI key

ZIXNJVGTAXRKAP-UHFFFAOYSA-N

Biochem/physiol Actions

GPBAR-A is a very potent agonist of the bile acid receptor GPBA (also known as TGR5). In murine primary intestinal cultures, GPBAR-A induces an elevation in intracellular cAMP and calcium levels, and stimulates secretion of GLP-1.

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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Deborah A Goldspink et al.
Cell reports, 31(13), 107833-107833 (2020-07-02)
Glucagon-like peptide-1 (GLP-1) from intestinal L-cells stimulates insulin secretion and reduces appetite after food ingestion, and it is the basis for drugs against type-2 diabetes and obesity. Drugs targeting L- and other enteroendocrine cells are under development, with the aim

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