A1221
AH6809
≥98%, crystalline solid or supercooled liquid
Sinónimos:
6-Isopropoxy-9-oxoxanthene-2-carboxylic acid
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Acerca de este artículo
Fórmula empírica (notación de Hill):
C17H14O5
Número CAS:
Peso molecular:
298.29
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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Permítanos ayudarleInChI key
AQFFXPQJLZFABJ-UHFFFAOYSA-N
SMILES string
CC(C)Oc1ccc2c(Oc3ccc(cc3C2=O)C(O)=O)c1
InChI
1S/C17H14O5/c1-9(2)21-11-4-5-12-15(8-11)22-14-6-3-10(17(19)20)7-13(14)16(12)18/h3-9H,1-2H3,(H,19,20)
assay
≥98%
form
crystalline solid or supercooled liquid
solubility
ethanol: soluble 2.5 mg/mL, DMSO or DMF: soluble 8 mg/mL
Quality Level
Application
AH6809 has been used:
- as a prostaglandin E2 receptor 1 & 2 (EP1/2) antagonist to analyze its effects on cyclooxygenase-2 /prostaglandin E2 (COX-2/PGE2) signaling in the angiogenic feedback of endothelial cells to hypoxia
- as an EP2 antagonist to study its effects on tumor angiogenesis in human prostate cancer cell lines
- as an EP2 antagonist to analyze its effects on overexpression of amyloid precursor protein (APP)
Biochem/physiol Actions
AH6809 plays a role in antagonizing the proliferation of non-small cell lung cancer cell lines.
DP/EP prostanoid receptor antagonist; has the highest affinity for DP receptors, but also acts as a weak antagonist at murine EP1 and EP2 prostanoid receptors.
Features and Benefits
This compound is featured on the Prostanoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Sarah A Maher et al.
American journal of respiratory and critical care medicine, 180(10), 923-928 (2009-09-05)
A significant population of patients with severe asthma and chronic obstructive pulmonary disease is less responsive to beta(2)-adrenoceptor agonists and corticosteroids, and there are possible safety issues concerning long-term use of these drugs. Inhaled prostaglandin E(2) (PGE(2)) is antiinflammatory and
F Stanisçuaski et al.
Journal of insect physiology, 56(9), 1078-1086 (2010-03-13)
Urease isoforms from jack bean seeds are toxic to insects, and this entomotoxic effect is mostly due to the release of a peptide by insect digestive enzymes. We previously demonstrated that jack bean urease (JBU) has antidiuretic effects on Rhodnius
Hiroyuki Isshiki et al.
Biochemical and biophysical research communications, 489(3), 305-311 (2017-06-01)
Methods for the artificial three-dimensional (3D) culture of mouse and human small-intestinal and large-intestinal stem cells have been established with CD24 Using various tissue homogenates, we investigated the colonic organoid forming capacity under the TMDU protocol immediately adjacent to Ootani's
Marchessini Casibang et al.
Lung cancer (Amsterdam, Netherlands), 36(1), 33-42 (2002-03-14)
The effects of prostaglandin (PG)E2 on lung cancer cells were investigated. 3H-PGE2 bound with high affinity to membranes derived from small cell lung cancer (SCLC) and non-SCLC (NSCLC) cell lines. Using NSCLC NCI-H1299 membranes, specific 3H-PGE2 binding to NCI-H1299 membranes
Amy M Pooler et al.
Neuroscience letters, 362(2), 127-130 (2004-06-15)
We investigated the effects of prostaglandin E2 (PGE2) on amyloid precursor protein (APP) expression in cultured rat microglia. PGE2 treatment significantly increased the expression of APP holoprotein and was associated with an elevation in cyclic AMP (cAMP). Direct activation of
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