Oudenone

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Oudenone
Skeletal formula
Ball-and-stick model of oudenone
Names
IUPAC name
(5S)-2-(5-propyl-2-tetrahydrofuranylidene)cyclopentane-1,3-dione
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C12H16O3/c1-2-3-8-4-7-11(15-8)12-9(13)5-6-10(12)14/h8H,2-7H2,1H3/t8-/m0/s1 checkY
    Key: AFHDYMGMZUYZQT-QMMMGPOBSA-N checkY
  • InChI=1/C12H16O3/c1-2-3-8-4-7-11(15-8)12-9(13)5-6-10(12)14/h8H,2-7H2,1H3/t8-/m0/s1
    Key: AFHDYMGMZUYZQT-QMMMGPOBBE
  • O=C1C(/C(=O)CC1)=C2/O[C@H](CC2)CCC
Properties
C12H16O3
Molar mass 208.25 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Oudenone is a molecule found in fungus metabolism.[1] It is an inhibitor of the enzyme tyrosine hydroxylase.

References[edit]

  1. ^ Tsantrizos YS, Yang X, McClory A (September 1999). "Studies on the Biosynthesis of the Fungal Metabolite Oudenone. 2. Synthesis and Enzymatic Cyclization of an alpha-Diketone, Open-Chain Precursor into Oudenone in Cultures of Oudemansiella radicata". J. Org. Chem. 64 (18): 6609–6614. doi:10.1021/jo9901135. PMID 11674663.