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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:
Molecular Weight:
343.12
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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

11 - Combustible Solids

wgk_germany

WGK 3


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