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Sabinene

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Sabinene
Sabinene
Names
IUPAC name 4-methylene-1-(1-methylethyl)bicyclohexane
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.020.194 Edit this at Wikidata
KEGG
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3Key: NDVASEGYNIMXJL-UHFFFAOYSA-N
  • InChI=1/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3Key: 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
Boiling point 163-164 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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 cyclopentane ring fused to a cyclopropane ring.

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.

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". Psychopharmacol Bulletin. 4 (3): 13. PMID 5615546. {{cite journal}}: Unknown parameter |month= ignored (help)


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