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SML0428

Sigma-Aldrich

GSK690693

≥98% (HPLC)

Synonyme(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

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About This Item

Formule empirique (notation de Hill):
C21H27N7O3
Numéro CAS:
937174-76-0
Poids moléculaire :
425.48
Numéro MDL:
MFCD14105605
Code UNSPSC :
12352200
ID de substance PubChem :
329825423
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 5 mg/mL (clear solution)

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

KGPGFQWBCSZGEL-ZDUSSCGKSA-N

Informations sur le gène

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)

Application

GSK690693 has been used in western blotting and immunoprecipitations.

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301

Classification des risques

Acute Tox. 3 Oral

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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The IKK/NF-kappaB signaling pathway requires Morgana to drive breast cancer metastasis
Fusella F, et al.
Nature Communications, 8(1), 1636-1636 (2017)
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
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)
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
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