Selinene

Selinenes are a group of closely related isomeric chemical compounds that are classified as sesquiterpenes. The four selinenes have the formula C₁₅H₂₄. Selinenes have been isolated from a variety of plant sources. α-Selinene and β-selinene are the most common and are two of the principal components of the oil from celery seeds.^[3] Celery seed oil consists of a 60% and 20% of limonene and selinene, respectively.^[4]

Quick facts Names, Identifiers ...

Selinenes

α-Selinene β-Selinene
γ-Selinene δ-Selinene
Names
IUPAC names α: Eudesma-3,11-diene β: Eudesma-4(14),11-diene γ: Eudesma-4(14),7(11)-diene δ: Eudesma-4,6-diene
Systematic IUPAC name α: (2R,4aR,8aR)-2-Isopropenyl-4a,8-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalene β: (4aR,7R,8aS)-7-Isopropenyl-4a-methyl-1-methylenedecahydronaphthalene γ: (4aR,8aS)-7-Isopropylidene-4a-methyl-1-methylenedecahydronaphthalene δ: (3R,4aS,5R,8aS)-3-Isopropyl-5,8a-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalene
Other names Selina-3,11-diene (α); beta-Eudesmene (β)
Identifiers
CAS Number	473-13-2 (α) Y 17066-67-0 (β) Y 515-17-3 (γ) Y 473-14-3 (δ) Y
3D model (JSmol)	(α): Interactive image (β): Interactive image (γ): Interactive image (δ): Interactive image
ChemSpider	9031905 (α) 390838 (β) 8831174 (γ) 23254820 (δ)
PubChem CID	10856614 (α) 442393 (β) 10655819 (γ)
UNII	99ZHA8F274 (α) Y
InChI (α): InChI=1/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h6,13-14H,1,5,7-10H2,2-4H3/t13-,14+,15-/m1/s1 Key: OZQAPQSEYFAMCY-QLFBSQMIBC (β): InChI=1/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h13-14H,1,3,5-10H2,2,4H3/t13-,14+,15-/m1/s1 Key: YOVSPTNQHMDJAG-QLFBSQMIBC (γ): InChI=1/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h14H,3,5-10H2,1-2,4H3/t14-,15+/m0/s1 Key: RMZHSBMIZBMVMN-LSDHHAIUBU (δ): InChI=1/C15H26/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h5,8,11-14H,6-7,9-10H2,1-4H3/t12-,13-,14+,15-/m1/s1 Key: LISVWFDKWZILCJ-APIJFGDWBH
SMILES (α): C\1(=C\CC[C@]2([C@H]/1C[C@H](\C(=C)C)CC2)C)C (β): C1(=C)\CCC[C@]2([C@H]1C[C@H](\C(=C)C)CC2)C (γ): C2(=C(/C)C)\CC[C@@]1([C@H](/C(=C)CCC1)C2)C (δ): C[C@@H]1CC=C[C@]2([C@H]1C[C@@H](CC2)C(C)C)C
Properties
Chemical formula	C15H24
Molar mass	204.357 g·mol−1
Density	α: 0.914 g/cm3 (20 °C)[1] β: 0.915 g/cm3 (20 °C)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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