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Merck
CN

SML0490

Sigma-Aldrich

DDN

≥98% (HPLC)

Synonym(s):

2,3-Dichloro-naphthazarin diacetate, 5,8-Diacetyloxy-2,3-dichloro-1,4-naphthoquinone, 5,8-bis(acetyloxy)-2,3-dichloro-1,4-naphthalenedione

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About This Item

Empirical Formula (Hill Notation):
C14H8Cl2O6
CAS Number:
118006-14-7
Molecular Weight:
343.12
MDL number:
MFCD01327642
UNSPSC Code:
12352200
PubChem Substance ID:
329825440
NACRES:
NA.77

Key Documents

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Assay

≥98% (HPLC)

form

powder

color

light orange to dark orange

solubility

DMSO: 2 mg/mL (clear solution, warmed)

storage temp.

2-8°C

SMILES string

O=C1C(Cl)=C(Cl)C(C2=C1C(OC(C)=O)=CC=C2OC(C)=O)=O

InChI

1S/C14H8Cl2O6/c1-5(17)21-7-3-4-8(22-6(2)18)10-9(7)13(19)11(15)12(16)14(10)20/h3-4H,1-2H3

InChI key

QIJKSJNUTOPANC-UHFFFAOYSA-N

Biochem/physiol Actions

DDN (5,8-Diacetyloxy-2,3-dichloro-1,4-naphthoquinone) is a selective insulin receptor (IR) activator that binds directly to the receptor kinase domain and induces the Akt and ERK phosphorylations. DDN also improves glucose uptake in adipocytes and produces oral hypoglycemic effect in wild-type and diabetic mice models.
DDN is a selective insulin receptor (IR) activator that binds directly to the receptor kinase domain; functional insulin mimetics

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
092M4614V

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M Koptyra et al.
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Beom Kang Huh et al.
Materials science & engineering. C, Materials for biological applications, 109, 110565-110565 (2020-04-02)
We propose an elastic net made of a biocompatible polymer to wrap silicone implants of various sizes, which also allows for the sustained release of an anti-inflammatory drug, triamcinolone, to prevent fibrosis. For this, we first prepared a strand composed
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PloS one, 15(5), e0231445-e0231445 (2020-05-10)
C-reactive protein (CRP) is a major acute phase protein used to monitor response to treatment during surgical recovery. Depending on the anatomical problem, surgery type and technique, the level of CRP can change drastically. The aim of this study was
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Scientific reports, 8(1), 13919-13919 (2018-09-19)
The four chambers of the human heart play distinct roles in the maintenance of normal cardiac function, and are differentially affected by inherited/acquired cardiovascular disease. To probe the molecular determinants of these functional differences, we examined mRNA and lncRNA expression
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PLoS computational biology, 13(2), e1005379-e1005379 (2017-02-07)
Despite significant efforts and remarkable progress, the inference of signaling networks from experimental data remains very challenging. The problem is particularly difficult when the objective is to obtain a dynamic model capable of predicting the effect of novel perturbations not
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