Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

SML0561

Sigma-Aldrich

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

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

About This Item

Empirical Formula (Hill Notation):
C23H26N2O4
CAS Number:
181373-35-3
Molecular Weight:
394.46
MDL number:
MFCD02210280
UNSPSC Code:
12352200
PubChem Substance ID:
329825554
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

, yellow to dark orange

solubility

DMSO: 15 mg/mL, clear

storage temp.

2-8°C

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)

InChI key

MBIOYMJZOCQPAE-UHFFFAOYSA-N

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.[1] Insulin is also one of the known inducers of REDD1 transcription.[2]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000036898
112M4623V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

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)

Questions

Reviews

No rating value

Active Filters

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