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M1390 Sigma-Aldrich

3,3′-Methylene-bis(4-hydroxycoumarin)

Synonym: Bishydroxycoumarin, Dicoumarol, Dicumarol

  • CAS Number 66-76-2

  • Empirical Formula (Hill Notation) C19H12O6

  • Molecular Weight 336.29

  •  EC Number 200-632-9

  •  MDL number MFCD00006857

  •  PubChem Substance ID 24896643

  •  NACRES NA.47

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Properties

Related Categories Biochemicals and Reagents, Cell Biology, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Enzymes, Inhibitors, and Substrates,
mp   290-292 °C (lit.)
SMILES string   OC1=C(CC2=C(O)c3ccccc3OC2=O)C(=O)Oc4ccccc14
InChI   1S/C19H12O6/c20-16-10-5-1-3-7-14(10)24-18(22)12(16)9-13-17(21)11-6-2-4-8-15(11)25-19(13)23/h1-8,20-21H,9H2
InChI key   DOBMPNYZJYQDGZ-UHFFFAOYSA-N
Gene Information   human ... CYP2C9(1559)

Description

Packaging

5, 25 g in poly bottle

Biochem/physiol Actions

Prototype of the 4-hydroxycoumarin class of anticoagulants, which act as vitamin K antagonists, preventing formation of prothrombin. There are many reports that dicumarol also inhibits NADPH:quinone oxidoreductase (NQO(1)). In one, it inhibited NQO(1) in a pancreatic cancer cell line, causing increased formation of superoxide and inhibiting cell growth.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
RTECS 
GN7875000

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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