Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

S1318

Sigma-Aldrich

STO-609-acetic acid

≥95% (HPLC), solid

Synonym(s):

7-Oxo-7H-benzimidazo[2,1-a]benz[de]isoquinoline-3-carboxylic acid - acetic acid

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C19H10N2O3 · C2H4O2
CAS Number:
Molecular Weight:
374.35
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

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

Related Categories

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
The camKK2/camKIV relay is an essential regulator of hepatic cancer
Lin F, et al.
Hepatology, 62(2), 505-520 (2015)
CAMKs support development of acute myeloid leukemia
Kang X, et al.
Journal of Hematology & Oncology, 11(1), 30-30 (2018)
Liping Shen et al.
Toxicology, 421, 22-29 (2019-04-04)
Voltage-gated sodium channels (VGSCs) represent molecular targets for a number of potent neurotoxins that affect the ion permeation or gating kinetics. BmK NT1, an α-scorpion toxin purified from Buthus martensii Karch (BMK), induces excitatory neurotoxicity by activation of VGSCs with
Jang Hee Han et al.
Cancer communications (London, England), 42(8), 716-749 (2022-07-16)
Autophagy is elevated in metastatic tumors and is often associated with active epithelial-to-mesenchymal transition (EMT). However, the extent to which EMT is dependent on autophagy is largely unknown. This study aimed to identify the mechanisms by which autophagy facilitates EMT.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service