Necatorin

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Necatorin
File:Necatorin.svg
Names
IUPAC name
11-Hydroxychromeno[5,6-c]cinnolin-2-one
Other names
Necatorine
Identifiers
3D model (JSmol)
ChemSpider
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  • InChI=1S/C15H8N2O3/c18-11-7-12-9(5-6-13(19)20-12)15-14(11)8-3-1-2-4-10(8)16-17-15/h1-7,18H
    Key: WNQBVKOXDIYRFH-UHFFFAOYSA-N
  • C1=CC=C2C(=C1)C3=C(C4=C(C=C3O)OC(=O)C=C4)N=N2
Properties
C15H8N2O3
Molar mass 264.240 g·mol−1
Melting point 220–225 °C (428–437 °F; 493–498 K)[1]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Mutagenic
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Necatorin is a highly mutagenic chemical compound with the molecular formula C15H8N2O3. It is found in some mushrooms including Lactarius turpis (ugly milk-cap; older: L. necator), from which it was first isolated and characterized.[2] It tests positive in the Ames test, an assay for mutagenicity.[3] Crude extracts of L. necator are also highly mutagenic in a bacterial test system, and this effect it attributed to necatorin.[4]

Necatorin is present in L. necator at concentrations of 3 to 20 mg/kg, and blanching the mushroom can reduce it to about 25% of its original amount.[5] In boiling water, the chemical compound is stable except under acidic conditions (pH = 5).[5]

References

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