Dihydrokavain

Dihydrokavain is one of the six major kavalactones found in the kava plant.[1] It appears to contribute significantly to the anxiolytic effects of kava, based on a study in chicks.[2]

Dihydrokavain
Names
IUPAC name
4-Methoxy-6-(2-phenylethyl)-5,6-dihydro-2H-pyran-2-one
Other names
Dihydrokawain
Marindinin
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
InChI
  • InChI=1S/C14H16O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-6,10,12H,7-9H2,1H3 N
    Key: VOOYTQRREPYRIW-UHFFFAOYSA-N N
  • InChI=1/C14H16O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-6,10,12H,7-9H2,1H3
    Key: VOOYTQRREPYRIW-UHFFFAOYAX
SMILES
  • COC1=CC(=O)OC(C1)CCC2=CC=CC=C2
Properties
Chemical formula
 C14H16O3
Molar mass 232.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Dihydrokavain bears some structural similarity to the strobilurins and has some fungicidal activity.[3]

References
  1. Malani, Joji (2002-12-03). "Evaluation of the effects of Kava on the Liver" (PDF). Fiji School of Medicine. Archived from the original (PDF) on 2009-03-20. Retrieved 2009-09-04.
  2. Feltenstein, MW; LC Lambdin; M Ganzera; H Ranjith; W Dharmaratne; NP Nanayakkara; IA Khan; KJ Sufka (March 2003). "Anxiolytic properties of Piper methysticum extract samples and fractions in the chick social-separation-stress procedure". Phytotherapy Research. 17 (3): 210–216. doi:10.1002/ptr.1107. PMID 12672148. S2CID 10548965.
  3. Zakharychev, Vladimir V; Kovalenko, Leonid V (1998-06-30). "Natural compounds of the strobilurin series and their synthetic analogues as cell respiration inhibitors". Russian Chemical Reviews. 67 (6): 535–544. doi:10.1070/rc1998v067n06abeh000426. ISSN 0036-021X. S2CID 95676421.


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