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'''Sabinene''' is a natural bicyclic ] with the molecular formula C<sub>10</sub>H<sub>16</sub>. It is isolated from the ]s of a variety of plants including ] (''Quercus ilex'') and ] (''Picea abies''). It has a strained ring system with ] ring fused to a ] ring. '''Sabinene''' is a natural bicyclic ] with the molecular formula C<sub>10</sub>H<sub>16</sub>. It is isolated from the ]s of a variety of plants including ] (''Quercus ilex'') and ] (''Picea abies''). It has a strained ring system with ] ring fused to a ] ring.


Sabinene is one of the chemical compounds that contributes to the spiciness of ] 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.<ref> Sabinene is one of the chemical compounds that contributes to the spiciness of ] 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.<ref>{{ cite pmid | 5615546 }}</ref>
{{ cite journal
| last1 = Shulgin | first1 = A.T.
| last2 = Sargent | first2 = T.
| last3 = Naranjo | first3 = C.
| title = The chemistry and psychopharmacology of nutmeg and of several related phenylisopropylamines
| journal = Psychopharmacol Bulletin
| year = 1967
| month = Dec
| volume = 4
| issue = 3
| page = 13
| pmid = 5615546
}}
</ref>


==See also== ==See also==

Revision as of 16:32, 2 November 2011

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. Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 5615546 , please use {{cite journal}} with |pmid= 5615546 instead.


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