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Key Documents

SML0749

Sigma-Aldrich

SC79

≥97% (NMR)

Synonym(s):

2-Amino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic acid ethyl ester

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About This Item

Empirical Formula (Hill Notation):
C17H17ClN2O5
CAS Number:
305834-79-1
Molecular Weight:
364.78
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥97% (NMR)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

InChI

1S/C17H17ClN2O5/c1-3-23-16(21)11(8-19)13-10-7-9(18)5-6-12(10)25-15(20)14(13)17(22)24-4-2/h5-7,11,13H,3-4,20H2,1-2H3

InChI key

DXVKFBGVVRSOLI-UHFFFAOYSA-N

Application

SC79 has been used in western blot analysis as a positive control to measure the extent of phosphorylation of Akt and also to activate Akt that has been suppressed by nitidine chloride, a natural bioactive alkaloid.

Biochem/physiol Actions

SC79 is an AKT activator. SC79 binds to the plecktrin homology (PH) domain of Akt that mimics the binding of PtdIns(3,4,5)P3 to induce a conformational change in Akt that enhances phosphorylation and activation. SC79 induces cytosolic Akt signaling in cell based assays, and prevents neuronal death in a mouse model of stroke.

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.

Storage Class Code

11 - Combustible Solids

WGK

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’.

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Silver nanoparticles suppresses brain-derived neurotrophic factor-induced cell survival in the human neuroblastoma cell line SH-SY5Y.
Park J H, et al.
Journal of Industrial and Engineering Chemistry, 47 , 62-73 (2017)
Nitidine chloride inhibits the malignant behavior of human glioblastoma cells by targeting the PI3K/AKT/mTOR signaling pathway.
Liu M, et al.
Oncology Reports, 36(4), 2160-2168 (2016)
Rongrong Huang et al.
Neoplasma (2021-10-15)
According to our previous research, phycocyanin (PC) could inhibit pancreatic tumor growth obviously. However, little is known about the effects of phycocyanin on pancreatic tumor metastasis. This study was aimed to investigate whether phycocyanin inhibits pancreatic cancer cells' metastasis and
Dokyun Na et al.
Molecular systems biology, 19(12), e11801-e11801 (2023-11-21)
The accumulation of misfolded and aggregated proteins is a hallmark of neurodegenerative proteinopathies. Although multiple genetic loci have been associated with specific neurodegenerative diseases (NDs), molecular mechanisms that may have a broader relevance for most or all proteinopathies remain poorly
Circadian Period 2 (Per2) downregulate inhibitor of differentiation 3 (Id3) expression via PTEN/AKT/Smad5 axis to inhibits glioma cell proliferation.
Zhang, et al.
Bioengineered, 13, 12350-12364 (2022)
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