Skip to Content
MilliporeSigma
All Photos(1)

Documents

SML0428

Sigma-Aldrich

GSK690693

≥98% (HPLC)

Synonym(s):

4-(2-(4-Amino-1,2,5-oxadiazol-3-yl)-1-ethyl-7-{[(3S)-3-piperidinylmethyl]oxy}-1H-imidazo[4,5-c]pyridin-4-yl)-2-methyl-3-butyn-2-ol

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C21H27N7O3
CAS Number:
937174-76-0
Molecular Weight:
425.48
MDL number:
MFCD14105605
UNSPSC Code:
12352200
PubChem Substance ID:
329825423
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL (clear solution)

storage temp.

2-8°C

SMILES string

CCn1c(nc2c(ncc(OC[C@H]3CCCNC3)c12)C#CC(C)(C)O)-c4nonc4N

InChI

1S/C21H27N7O3/c1-4-28-18-15(30-12-13-6-5-9-23-10-13)11-24-14(7-8-21(2,3)29)16(18)25-20(28)17-19(22)27-31-26-17/h11,13,23,29H,4-6,9-10,12H2,1-3H3,(H2,22,27)/t13-/m0/s1

InChI key

KGPGFQWBCSZGEL-ZDUSSCGKSA-N

Gene Information

human ... AKT1(207) , AKT2(208) , AKT3(10000) , PRKACA(5566) , PRKACB(5567) , PRKACG(5568) , PRKCA(5578) , PRKCB(5579) , PRKCD(5580) , PRKCE(5581) , PRKCG(5582) , PRKCH(5583) , PRKCI(5584) , PRKCQ(5588) , PRKCZ(5590) , PRKD1(5587) , PRKD3(23683)

Related Categories

Application

GSK690693 has been used in western blotting and immunoprecipitations.

Biochem/physiol Actions

4-(2-(4-Amino-1,2,5-oxadiazol-3-yl)-1-ethyl-7-{[(3S)-3-piperidinylmethyl]oxy}-1H-imidazo[4,5-c]pyridin-4-yl)-2-methyl-3-butyn-2-ol/GSK690693 is a protein kinase B/AKT inhibitor. GSK690693 can prevent growth and apoptosis in acute lymphoblastic leukemia cell lines.
GSK690693 is an ATP competitive, potent pan-AKT kinase inhibitor with IC50 values of 2, 13, and 9 nM against AKT1, 2, and 3, respectively.

Features and Benefits

This compound is featured on the PKB/Akt page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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’.

Already Own This Product?

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

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

Dasatinib ≥98% (HPLC)

Sigma-Aldrich

SML2589

Dasatinib

Rapamycin from Streptomyces hygroscopicus ≥95% (HPLC), powder

Sigma-Aldrich

R0395

Rapamycin from Streptomyces hygroscopicus

Masayuki Yamaji et al.
Cancer medicine, 6(11), 2646-2659 (2017-09-30)
Malignant pleural mesothelioma (MPM), an asbestos-related occupational disease, is an aggressive and incurable tumor of the thoracic cavity. Despite recent advances in MPM treatment, overall survival of patients with MPM is very low. Recent studies have implicated that PI3K/Akt signaling
AKT inhibitor, GSK690693, induces growth inhibition and apoptosis in acute lymphoblastic leukemia cell lines
Levy D S, et al.
Blood, 113(8), 1723-1729 (2009)
Chengchun Tang et al.
BioMed research international, 2020, 4370832-4370832 (2020-05-29)
Platelet-derived growth factor-BB (PDGF-BB) can induce the proliferation, migration, and phenotypic modulation of vascular smooth muscle cells (VSMCs). We used patch clamp methods to study the effects of PDGF-BB on inward rectifier K+ channel 2.1 (Kir2.1) channels in rat thoracic
Identification of 4-(2-(4-Amino-1,2,5-oxadiazol-3-yl)-1-ethyl-7-
Heerding D A, et al.
Journal of medicinal chemistry, 51(18), 5663-5679 (2008)
Michael K Kiessling et al.
PloS one, 11(1), e0147682-e0147682 (2016-01-29)
High-risk neuroblastoma remains lethal in about 50% of patients despite multimodal treatment. Recent attempts to identify molecular targets for specific therapies have shown that Neuroblastoma RAS (NRAS) is significantly mutated in a small number of patients. However, few inhibitors for
View All Related Papers

Articles

PKB/Akt

We offer many products related to PKB/Akt for your research needs.

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