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Substrate Report for: DEUP

Name Class
DEUPTypeOrganophosphate
Coumarin
Other_Name (9)
Chemical_Nomenclaturediethyl (2-oxochromen-7-yl) phosphate
FormulaC13H15O6P
CAS_number897-83-6
MW298.23
PaperHeidari_2004_Insect.Biochem.Mol.Biol_34_353
Devonshire_2003_Pestic.Biochem.Physiol_76_1
Li_2013_PLoS.One_8_e77685
Mabbitt_2016_Biochemistry_55_1408
Choi_1995_Eur.J.Biochem_234_680
Delamatre_1993_J.Cell.Physiol_157_164
CommentDiethylumbelliferyl phosphate is a selective, potent cholesterol esterase inhibitor. It blocks steroidogenesis primarily by preventing cholesterol transport into the mitochondria of steroidogenic cells. Inhibitors of cholesterol esterase are anticipated to limit the absorption of dietary cholesterol. IC50 = 11.6 microM. Substrate for testing OP-hydrolase activity (in particular the modified carboxylesterase E3 from Lucilia cuprina).
Gene_locushuman-NCEH1
CID16219277
Family (3)
InChIKeyLZXQXHKDCNQUOF-UHFFFAOYSA-N
CanonicalSMILESCCOP(=O)(OCC)OC1=CC2=C(C=C1)C=CC(=O)O2
InChIInChI=1S/C13H15O6P/c1-3-16-20(15,17-4-2)19-11-7-5-10-6-8-13(14)18-12(10)9-11/h5-9H,3-4H2,1-2H3

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Please cite: Lenfant 2013 Nucleic.Acids.Res. or Marchot Chatonnet 2012 Prot.Pept Lett.
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