Perillene
Names
Preferred IUPAC name
3-(4-Methylpent-3-en-1-yl)furan
Other names
Perillen; 3-Homoprenylfuran
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C10H14O/c1-9(2)4-3-5-10-6-7-11-8-10/h4,6-8H,3,5H2,1-2H3
    Key: XNGKCOFXDHYSGR-UHFFFAOYSA-N
  • o1ccc(c1)CC\C=C(/C)C
Properties
C10H14O
Molar mass 150.221 g·mol−1
Appearance liquid
Density 0.9017 g/mL @ 20 °C
Boiling point 186 °C (367 °F; 459 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Perillene is a natural monoterpene that consists of a furan ring with a six-carbon homoprenyl side chain. Perillene is a component of the essential oil obtained by extraction of the leaves of Perilla frutescens.[1] Perillene has also been obtained by steam distillation of the leaves of Perilla frutescens.[2] Perillene has been found to elicit distinct electrophysiological responses in the antennae of the apple blossom weevil. It has been suggested that perillene is one several molecules in the emanation bouquet of apple tree buds which may be used by adult weevils as chemical cues to discrimination during host-searching behavior.[3]

Applications

Perillene, as an active ingredient of perilla oil, has been claimed to have anti-inflammatory and bactericidal action.[4]

See also

References

  1. ^ Jiawen Yu, “Fingerprint identification of Perilla oil containing perillaldehyde and perillene with anti-inflammatory, intestinal motility promoting and bactericidal effects”, CN Patent 101,669,992 (2010)
  2. ^ Yuling Qing, “New use of perillene for preparing anti-inflammatory pharmaceutical formulations”, CN Patent CN 101,874,797 A 20,101,103 (2010)
  3. ^ Blanka Kalinova; Stransky, Karel; Harmatha, Juraj; Ctvrtecka, Richard; Zd'arek, Jan (2000). "Can chemical cues from blossom buds influence cultivar preference in the apple blossom weevil (Anthonomus pomorum)?". Entomologia Experimentalis et Applicata. 95 (1): 47–52. doi:10.1046/j.1570-7458.2000.00640.x.
  4. ^ Jiawen Yu, “Fingerprint identification of Perilla oil containing perillaldehyde and perillene with anti-inflammatory, intestinal motility promoting and bactericidal effects”, CN Patent 101,669,992 (2010)
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