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Merck
CN

SML0561

REDD1 inducer

≥98% (HPLC)

Synonym(s):

6-(1,3-Dioxo-6-(piperidin-1-yl)-1H-benzo[de]isoquinolin-2(3H)-yl)hexanoic acid, SID 124981180

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About This Item

Empirical Formula (Hill Notation):
C23H26N2O4
CAS Number:
Molecular Weight:
394.46
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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InChI key

MBIOYMJZOCQPAE-UHFFFAOYSA-N

SMILES string

OC(=O)CCCCCN1C(=O)c2cccc3c(ccc(C1=O)c23)N4CCCCC4

InChI

1S/C23H26N2O4/c26-20(27)10-3-1-6-15-25-22(28)17-9-7-8-16-19(24-13-4-2-5-14-24)12-11-18(21(16)17)23(25)29/h7-9,11-12H,1-6,10,13-15H2,(H,26,27)

assay

≥98% (HPLC)

form

powder

color

, yellow to dark orange

solubility

DMSO: 15 mg/mL, clear

storage temp.

2-8°C

Biochem/physiol Actions

6-(1,3-Dioxo-6-(piperidin-1-yl)-1H-benzo[de]isoquinolin-2(3H)-yl)hexanoic acid is an inhibitor of influenza A virus virulence factor NS1 through activation of host expression of the mTORC1 inhibitor REDD1 ((regulated in development and DNA damage responses. REDD1 induction inhibits mTORC1 by preventing the inactivation of the TSC1–TSC2 complex by AKT1 and, thus, blocks activation of the mTORC1 pathway.
6-(1,3-Dioxo-6-(piperidin-1-yl)-1H-benzo[de]isoquinolin-2(3H)-yl)hexanoic acid is an inhibitor of influenza A virus virulence factor NS1 by activation of host expression REDD1 expression.
6-(1,3-Dioxo-6-(piperidin-1-yl)-1H-benzo[de]isoquinolin-2(3H)-yl)hexanoic acid is an inhibitor of influenza A virus virulence factor NS1 by activation of host expression REDD1 expression.
Regulated in DNA damage and development 1 (REDD1) induction promotes autophagy-mediated neutrophil extracellular traps (NETs) release from neutrophils in familial mediterranean fever (FMF) patients during remission. Insulin is also one of the known inducers of REDD1 transcription.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Regulated in Development and DNA Damage Responses -1 (REDD1) Protein Contributes to Insulin Signaling Pathway in Adipocytes
Regazzetti C, et al.
PLoS ONE, 7(12), e52154-e52154 (2012)
Regulated in development and DNA damage responses 1 (REDD1) links stress with IL-1??mediated familial Mediterranean fever attack through autophagy-driven neutrophil extracellular traps
Skendros P, et al.
The Journal of Allergy and Clinical Immunology, 140(5), 1378-1387 (2017)

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