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Merck
CN

A1221

Sigma-Aldrich

AH6809

≥98%, crystalline solid or supercooled liquid

别名:

6-Isopropoxy-9-oxoxanthene-2-carboxylic acid

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关于此项目

经验公式(希尔记法):
C17H14O5
CAS Number:
分子量:
298.29
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77
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质量水平

方案

≥98%

表单

crystalline solid or supercooled liquid

溶解性

ethanol: soluble 2.5 mg/mL
DMSO or DMF: soluble 8 mg/mL

SMILES字符串

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)

InChI key

AQFFXPQJLZFABJ-UHFFFAOYSA-N

应用

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)

生化/生理作用

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.

特点和优势

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.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
James Buckley et al.
Thorax, 66(12), 1029-1035 (2011-05-25)
Asthma and chronic obstructive pulmonary disease are airway inflammatory diseases characterised by airflow obstruction. Currently approved bronchodilators such as long-acting β(2) adrenoceptor agonists are the mainstay treatments but often fail to relieve symptoms of chronic obstructive pulmonary disease and severe
Natasa Obermajer et al.
Cancer research, 71(24), 7463-7470 (2011-10-26)
Signals mediated by CXCL12 (SDF1) and its receptor CXCR4 are centrally involved in cancer progression, both directly by activating cancer cells and indirectly by inducing angiogenesis plus recruiting T regulatory and plasmacytoid dendritic immune cells. Here, we show that in

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