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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

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About This Item

Empirical Formula (Hill Notation):
C19H10N2O3 · C2H4O2
CAS Number:
1173022-21-3
Molecular Weight:
374.35
MDL number:
MFCD06411456
UNSPSC Code:
12352106
PubChem Substance ID:
329824472
NACRES:
NA.77

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

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.
1:1 adduct with acetic acid

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. 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)

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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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)
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
Weiwei Shi et al.
Molecular and cellular biochemistry, 449(1-2), 219-226 (2018-04-21)
Autosomal dominant polycystic kidney disease (ADPKD) is a common heritable human disease. Recently, the role of repressed autophagy in ADPKD has drawn increasing attention. Here, we investigate the mechanism underlying the effect of Saikosaponin-d (SSd), a sarcoplasmic/endoplasmic reticulum Ca2+ ATPase
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