S1318
STO-609-acetic acid
≥95% (HPLC), solid
Synonym(s):
7-Oxo-7H-benzimidazo[2,1-a]benz[de]isoquinoline-3-carboxylic acid - acetic acid
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About This Item
Empirical Formula (Hill Notation):
C19H10N2O3 · C2H4O2
CAS Number:
Molecular Weight:
374.35
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
Quality Level
assay
≥95% (HPLC)
form
solid
mp
>300 °C
solubility
DMSO: 5 mg/mL, clear (warmed)
storage temp.
2-8°C
SMILES string
CC(O)=O.OC(=O)c1ccc2-c3nc4ccccc4n3C(=O)c5cccc1c25
InChI
1S/C19H10N2O3.C2H4O2/c22-18-13-5-3-4-10-11(19(23)24)8-9-12(16(10)13)17-20-14-6-1-2-7-15(14)21(17)18;1-2(3)4/h1-9H,(H,23,24);1H3,(H,3,4)
InChI key
WNRSTFUVBWNELX-UHFFFAOYSA-N
General description
1:1 adduct with acetic acid
STO-609 reduces tumorigenicity of liver cancer cells in vivo. TO-609 reduces the activation of AMP (adenosine monophosphate)-activated protein kinase (AMPK) by ionomycin in a dose dependant manner.
Application
STO609 has been used as a calcium/calmodulin-dependent protein kinase kinase (CAMKK) inhibitor in mouse MLL-AF9 acute myeloid leukemia (AML) cells.
Biochem/physiol Actions
Selective Ca2+/Calmodulin-dependent protein kinase kinase (CaM-KK) antagonist.
Selective Ca2+/Calmodulin-dependent protein kinase kinase (CaM-KK) antagonist. Inhibits CamKKa and CaMKKb with Ki = 80 and 15 ng/mL, respectively. Does not inhibit downstream CaM kinases (CaMKI and CaMKIV).
Features and Benefits
This compound is featured on the Ca/CaMKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Storage Class
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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CAMKs support development of acute myeloid leukemia
Kang X, et al.
Journal of Hematology & Oncology, 11(1), 30-30 (2018)
The camKK2/camKIV relay is an essential regulator of hepatic cancer
Lin F, et al.
Hepatology, 62(2), 505-520 (2015)
Ca2+/calmodulin-dependent protein kinase kinase-beta acts upstream of AMP-activated protein kinase in mammalian cells
Woods A, et al.
Cell Metabolism, 2(1), 21-33 (2005)