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sabinene

Structure via PubChem · Public domain (PubChem)

EntityQ421278· pop 21· linked from 110 articles

Also known as 4(10)-thujene, 1-isopropyl-4-methylenebicyclo[3.1.0]hexane, 4-methylene-1-(1-methylethyl)bicyclo[3.1.0]hexane, Sabinen

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

Chemical data

Formula
C10H16
Molecular weight
136.23 g/mol
IUPAC name
4-methylidene-1-propan-2-ylbicyclo[3.1.0]hexane
SMILES
CC(C)C12CCC(=C)C1C2
InChIKey
NDVASEGYNIMXJL-UHFFFAOYSA-N
XLogP
3.1
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Has part
carbon
Mass
136.125
Show 4 more facts
chemical formula
C₁₀H₁₆
Commons category
Sabinene
found in taxon
Melaleuca decussata
canonical SMILES
CC(C)C12CCC(=C)C1C2
Sources (3)

via Wikidata · CC0

~2 min read

Encyclopedic overview

3 sections
Contents
  • Biosynthesis
  • See also
  • References

Sabinene is a natural bicyclic monoterpene with the molecular formula C10H16. It is isolated from the essential oils of a variety of plants including Marjoram, 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 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, Laurus nobilis, and Clausena anisata.

Excerpted from Wikipedia’s “sabinene” article, available under the CC BY-SA 4.0 licence.

Gallery (2)