Perillene

Perillene
Names
	Preferred IUPAC name 3-(4-Methylpent-3-en-1-yl)furan
	Other names Perillen; 3-Homoprenylfuran
Identifiers
CAS Number	539-52-6 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:74039;
ChemSpider	61612;
PubChem CID	68316;
UNII	AM4D4646ZW ;
CompTox Dashboard (EPA)	DTXSID40202167 ;
	InChI 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;
	SMILES o1ccc(c1)CC\C=C(/C)C;
Properties
Chemical formula	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). Infobox references

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]

References

^ 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)
^ Yuling Qing, “New use of perillene for preparing anti-inflammatory pharmaceutical formulations”, CN Patent CN 101,874,797 A 20,101,103 (2010)
^ 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.
^ 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)

[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)

[1]

[2]

[3]

[4]

Applications

See also

References