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Merck
CN

SML0490

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
NACRES:
NA.77
PubChem Substance ID:
329825440
UNSPSC Code:
12352200
MDL number:
MFCD01327642

Key Documents

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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

SMILES string

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

InChI key

QIJKSJNUTOPANC-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

light orange to dark orange

solubility

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

storage temp.

2-8°C

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

11 - Combustible Solids

wgk

WGK 3

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
092M4614V

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Eric K Johnson et al.
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
M Koptyra et al.
Leukemia, 25(8), 1259-1267 (2011-04-27)
Fanconi D2 (FANCD2) is monoubiquitinated on K561 (FANCD2-Ub) in response to DNA double-strand breaks (DSBs) to stimulate repair of these potentially lethal DNA lesions. FANCD2-Ub was upregulated in CD34+ chronic myeloid leukemia (CML) cells and in BCR-ABL1 kinase-positive cell lines
Marte Jervan et al.
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
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
David Henriques et al.
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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