Sabinene

Sabinene is a natural bicyclic monoterpene with the molecular formula C₁₀H₁₆. It is isolated from the essential oils of a variety of plants including holm oak (Quercus ilex) and Norway spruce (Picea abies). It has a strained ring system with a cyclopentane ring fused to a cyclopropane ring.

Sabinene[1]

Names
IUPAC name 4-methylene-1-(1-methylethyl)bicyclo[3.1.0]hexane
Identifiers
CAS Number	3387-41-5 (-)^Y 2009-00-9 (+)^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:50027^Y
ChEMBL	ChEMBL452687^Y
ChemSpider	17769^Y
ECHA InfoCard	100.020.194
KEGG	C16777^Y
PubChem CID	18818
UNII	7D1TL44GPC (-)^Y XYL0G8758O (+)^Y
CompTox Dashboard (EPA)	DTXSID70863164
InChI InChI=1S/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3^Y Key: NDVASEGYNIMXJL-UHFFFAOYSA-N^Y InChI=1/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3 Key: NDVASEGYNIMXJL-UHFFFAOYAW
SMILES C=C2C1CC1(C(C)C)CC2
Properties
Chemical formula	C10H16
Molar mass	136.23 g/mol
Density	0.844 g/mL at 20 °C g/cm^3
Boiling point	163 to 164 °C (325 to 327 °F; 436 to 437 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references

Sabinene is one of the chemical compounds that contributes to the spiciness of black pepper and is a major constituent of carrot seed oil. It also occurs in tea tree oil at a low concentration. It is also present in the essential oil obtained from nutmeg,[2] Laurus nobilis, and Clausena anisata.

See also

• Thujene, a double bond isomer of sabinene

References

1. Beilstein. 5, IV, 451
2. Shulgin, A. T.; Sargent, T.; Naranjo, C. (1967). "The Chemistry and Psychopharmacology of Nutmeg and of Several Related Phenylisopropylamines" (pdf). Psychopharmacology Bulletin. 4 (3): 13. PMID 5615546.