## 2 Results
### Composition of EOs
\begin{table}
\begin{tabular}{c c c c c c c c c c} \hline \hline  & & & & \multicolumn{6}{c}{**Oregano Subspecies/Hybrid**} \\ \cline{4-11}
**No.** & \multirow{2}{*}{
\begin{tabular}{c} **Compound** \\ **Name** \\ \end{tabular} } & \multirow{2}{*}{**Class**} & \multicolumn{3}{c}{_Origanum vulgare ssp._} & \multicolumn{3}{c}{_Origanum heracleticum_**} & \multicolumn{3}{c}{_THY5_} \\ \cline{4-11}  & & & & \multicolumn{3}{c}{_viridulum_\(\times\)} & \multicolumn{3}{c}{_Origanum velgare ssp._} & \multicolumn{3}{c}{_Origanum heracleticum_**} & \multicolumn{3}{c}{_THY5_} \\ \cline{4-11}  & & & & \multicolumn{3}{c}{_hirthum_} & & & \\ \cline{4-11}  & & & & \multicolumn{3}{c}{**CAR1**} & **CAR2** & **CAR3** & **THY1** & **THY2** & **THY3** & **THY4** & **THY5** \\ \hline
1 & \(\alpha\)-thujene & MH & 0.74 & 0.75 & 0.78 & 1.04 & 0.72 & 1.19 & 0.83 & 0.35 \\
2 & \(\alpha\)-pinene & MH & 0.32 & 0.32 & 0.33 & 0.39 & 0.29 & 0.46 & 0.32 & 0.16 \\
3 & 1-octen-3-ol & Ot & 0.15 & 0.15 & 0.14 & - & - & - & - & - \\
4 & 3-octanone & Ot & 0.07 & 0.08 & 0.06 & - & - & - & - & - \\
5 & sabinene & MH & - & - & - & - & - & 0.07 & - & - \\
6 & \(\beta\)-pinene & MH & 0.05 & 0.06 & 0.06 & 0.07 & - & 0.08 & - & - \\
7 & \(\beta\)-myrcene & MH & 1.15 & 1.18 & 1.19 & 1.63 & 1.22 & 1.84 & 1.41 & 1.01 \\
8 & \(\alpha\)-phellandrene & MH & 0.14 & 0.17 & 0.17 & 0.27 & 0.19 & 0.30 & 0.21 & 0.14 \\
9 & \(\alpha\)-terpinene & MH & 1.09 & 1.24 & 1.37 & 3.45 & 2.45 & 3.92 & 2.92 & 2.21 \\
10 & \(p\)-cymrene & MH & 2.64 & 2.73 & 2.59 & 4.79 & 4.11 & 5.25 & 4.63 & 3.60 \\
11 & limonene & MH & 0.24 & 0.28 & 0.28 & 0.42 & 0.32 & 0.48 & 0.36 & 0.28 \\
12 & _cis_-\(\beta\)-ocimene & MH & - & - & - & 1.44 & 1.30 & 1.87 & 1.36 & 1.64 \\
13 & \(tr\)-\(\beta\)-ocimene & MH & - & - & - & 0.20 & 0.17 & 0.26 & 0.18 & 0.22 \\
14 & \(\gamma\)-terpinene & MH & 5.33 & 6.30 & 7.11 & 17.96 & 13.16 & 22.13 & 15.90 & 16.95 \\
15 & _cis_-sabinene & OM & 0.29 & 0.29 & 0.28 & 0.18 & 0.15 & 0.23 & 0.13 & 0.15 \\  & hydrate & OM & - & - & - & 0.07 & - & 0.08 & - & - \\
16 & terpinolene & MH & - & - & - & 0.30 & 0.32 & 0.41 & 0.32 & 0.39 \\
17 & linaololol & OM & - & - & - & 0.47 & - & - & - & - \\
18 & borneol & OM & - & 0.08 & - & - & 0.44 & - & - & - \\
19 & terpinen-4-ol & OM & 0.29 & 0.35 & 0.32 & 0.57 & - & 0.63 & 0.49 & 0.43 \\
20 & thymol methyl & OM & - & - & - & 0.70 & 0.86 & 1.30 & 1.06 & 2.14 \\  & ether & OM & - & - & - & 4.24 & 3.52 & 4.63 & 3.82 & 3.48 \\
21 & carvacrol methyl & OM & 0.14 & 3.19 & 1.68 & 56.22 & 65.47 & 47.32 & 61.35 & 59.36 \\
22 & thymol & OM & 84.70 & 80.59 & 81.32 & 0.93 & 0.68 & 1.28 & 0.86 & 0.50 \\
23 & carvacrol & OM & 84.70 & 80.59 & 81.32 & 0.93 & 0.68 & 1.28 & 0.86 & 0.50 \\
24 & \(\beta\)-caryophyllene & SH & 2.45 & 1.93 & 2.08 & 1.20 & 1.11 & 1.54 & 0.95 & 1.80 \\
25 & \(\alpha\)-humulene & SH & 0.06 & 0.08 & 0.09 & 0.08 & 0.08 & 0.11 & - & 0.13 \\
26 & \(\gamma\)-muurolene & SH & - & - & - & 0.09 & 0.08 & - & - & 0.08 \\
27 & germacrene D & SH & - & - & - & 1.52 & 1.36 & 2.25 & 1.23 & 2.22 \\
28 & bicyclogermacrene & SH & - & - & - & 0.15 & 0.13 & 0.20 & 0.12 & 0.24 \\
29 & \(\beta\)-bisabolene & SH & 0.15 & 0.24 & 0.16 & 1.28 & 1.17 & 1.52 & 1.02 & 1.56 \\ \hline \hline \end{tabular}
\end{table} 
Table 1: Chemical compositions of the EOs of the hybrid _Origanum vulgare ssp. viridulum \(\times\) Origanum vulgare ssp. hirthum_ (CAR1, CAR2, CAR3) and of the subspecies _Origanum heracleticum_ L. (THY1, THY2, THY3, THY4, THY5). Data are expressed as the % content of individual constituents. Enantiomeric Distribution of Chiral Compounds as Determined after Isolation from Oregono Dried Leaves and Flowers and in Distilled Oregono EOs  
The enantiomeric distribution analysis of chiral volatile compounds of oregano leaves and flowers was performed both on the volatile isolates directly obtained by headspace solid-phase microextraction (HS-SPME) from the dried plant material (Table 2a) and on the corresponding EOs obtained from the plant material by distillation (Table 2b).