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SML0490 Sigma-Aldrich

DDN

≥98% (HPLC)

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

  • CAS Number 118006-14-7

  • Empirical Formula (Hill Notation) C14H8Cl2O6

  • Molecular Weight 343.12

  •  MDL number MFCD01327642

  •  PubChem Substance ID 329825440

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Cytokines, Growth Factors and Hormones,
Quality Level   100
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   CC(=O)Oc1ccc(OC(C)=O)c2C(=O)C(Cl)=C(Cl)C(=O)c12
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

Description

Packaging

5, 25 mg in glass bottle

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.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

InsR

The insulin receptor belongs to a subfamily of receptor tyrosine kinases that also includes the IGF-1 receptor and an orphan receptor called the insulin receptor-related receptor (IRR). It is a tetra...
Keywords: Atomic absorption spectroscopy, Cancer, Diabetes, Gastrointestinal, Gene expression, Genetic, Glycosylations, Growth factors, Infrared spectroscopy, Ligands, Obesity, Phosphorylations

Peer-Reviewed Papers
15

References

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