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. 2021 Jul 15;28(11):6532–6543. doi: 10.1016/j.sjbs.2021.07.018

Table 5.

Chemical composition of oregano essential oil.

No. tret, min Compound Molecular formula RIexp RIlit Method of identification Area%
 Content %
Unshade Shade Unshade Shade
1 7.10 α-Thujene C10H16 927 924 RI, MS – 0.1 – 0.02
2 8.10 Benzaldehyde C7H6O 960 952 RI, MS 0.1 – 0.01 –
3 8.52 Sabinene C10H16 974 969 RI, MS 1.3 4.5 0.24 0.71
4 8.60 1-Octen-3-ol* C8H16O 977 974 RI, MS 2.2 1.8 0.41 0.29
5 8.65 β-Pinene* C10H16 979 974 RI, MS, Co-I – 0.2 – 0.03
6 8.86 3-Octanone C8H16O 986 979 RI, MS 0.2 0.2 0.04 0.03
7 9.02 Myrcene C10H16 991 988 RI, MS 0.2 0.6 0.04 0.09
8 9.14 3-Octanol C8H18O 995 988 RI, MS 0.3 0.2 0.06 0.03
9 9.75 δ-3-Carene C10H16 1012 1008 RI, MS 0.1 0.1 0.02 0.02
10 9.96 α-Terpinene C10H16 1018 1014 RI, MS – 0.2 – 0.04
11 10.25 p-Cymene C10H14 1025 1020 RI, MS 1.4 2.3 0.27 0.36
12 10.40 Limonene C10H16 1029 1024 RI, MS, Co-I 0.4 0.6 0.01 0.01
13 10.52 1,8-Cineole C10H18O 1032 1026 RI, MS, Co-I 0.5 0.7 0.04 0.05
14 10.68 (Z)-β-Ocimene C10H16 1037 1032 RI, MS 1.1 2.8 0.21 0.44
15 10.93 Benzene acetaldehyde C8H8O 1043 1036 RI, MS 0.2 0.3 0.04 0.04
16 11.07 (E)-β-Ocimene C10H16 1047 1044 RI, MS 0.4 1.1 0.07 0.17
17 11.52 γ-Terpinene C10H16 1059 1054 RI, MS, Co-I 0.1 1.4 0.01 0.21
18 11.85 cis-Sabinene hydrate C10H18O 1068 1065 RI, MS 0.4 0.4 0.08 0.07
19 12.06 cis-Linalool oxide (furanoid) C10H18O2 1073 1067 RI, MS 0.1 0.1 0.02 0.02
20 12.26 1-Nonen-3-ol C9H18O 1079 1083c RI, MS 0.2 0.1 0.03 0.02
21 12.68 Terpinolene C10H16 1090 1086 RI, MS 0.1 0.2 0.02 0.04
22 12.99 Rose furan C10H14O 1098 1093 RI, MS 0.2 – 0.03 –
23 13.10 Linalool C10H18O 1102 1095 RI, MS, Co-I 2.8 2.9 0.16 0.11
24 13.58 1-Octen-3-yl acetate C10H18O2 1112 1110 RI, MS 0.1 0.1 0.02 0.01
25 14.02 cis-p-Menth-2-en-1-ol C10H18O 1123 1118 RI, MS 0.2 0.2 0.04 0.04
26 14.27 trans-p-Mentha-2,8-dien-1-ol C10H16O 1129 1119 RI, MS 0.1 0.1 0.03 0.01
27 14.75 (Z)-Myroxide C10H16O 1132 1131 RI, MS 0.4 0.4 0.08 0.07
28 14.99 trans-Verbenol C10H16O 1146 1137 RI, MS 0.1 0.1 0.02 0.01
29 15.52 Sabina ketone C9H14O 1159 1154 RI, MS 0.4 0.4 0.07 0.07
30 15.87 Borneol C10H18O 1167 1165 RI, MS 1.0 0.2 0.13 0.03
31 15.95 Viridene C11H16 1169 1163 RI, MS – 0.2 – 0.03
32 16.23 Rosefuran epoxide C10H14O2 1176 1173 RI, MS 0.1 – 0.02 –
33 16.37 Terpinen-4-ol C10H18O 1179 1174 RI, MS 2.2 2.9 0.42 0.45
34 16.63 Thuj-3-en-10-al C10H14O 1185 1181 RI, MS 0.4 0.3 0.06 0.05
35 16.74 Cryptone C9H14O 1188 1183 RI, MS – 0.1 – 0.01
36 16.91 α-Terpineol C10H18O 1192 1186 RI, MS, Co-I 1.0 1.2 0.19 0.18
37 17.02 Myrtenol C10H16O 1195 1194 RI, MS 0.2 0.3 0.04 0.04
38 17.16 Myrtenal C10H14O 1198 1195 RI, MS 0.2 0.2 0.03 0.03
39 17.61 γ-Terpineol C10H18O 1209 1199 RI, MS 0.2 0.2 0.04 0.03
40 17.96 Coahuilensol, methyl ether C10H12O 1217 1219 RI, MS 0.1 – 0.01 –
41 18.07 trans-Carveol C10H18O 1220 1215 RI, MS 0.1 0.1 0.01 0.01
42 18.25 Dihydro myrcenol acetate C12H22O2 1224 1214 RI, MS 0.1 – 0.02 –
43 18.46 cis-Sabinene hydrate acetate C12H20O2 1229 1219 RI, MS 0.2 – 0.02 –
44 18.68 Citronellol C10H20O 1234 1223 RI, MS 0.1 – 0.01 –
45 18.74 Thymol, methyl ether C11H16O 1235 1232 RI, MS 0.1 – 0.01 –
46 18.99 Cumin aldehyde* C10H12O 1241 1238 RI, MS – 0.4 – 0.07
47 19.04 Neral* C10H16O 1241 1235 RI, MS 3.4 – 0.53 –
48 19.17 Carvone C10H14O 1245 1239 RI, MS 0.1 0.2 0.03 0.03
49 19.57 Geraniol C10H18O 1255 1249 RI, MS 0.4 0.1 0.06 0.02
50 20.29 Geranial C10H16O 1272 1264 RI, MS 4.2 0.3 0.80 0.05
51 20.48 dihydro-Linalool acetate C12H22O2 1276 1272 RI, MS 0.1 0.1 0.01 0.01
52 20.71 cis-Verbenyl acetate C12H18O2 1282 1280 RI, MS – 0.2 – 0.03
53 20.87 α-Terpinen-7-al C10H14O 1286 1283 RI, MS 0.1 0.2 0.01 0.02
54 20.96 Bornyl acetate C12H20O2 1288 1287 RI, MS 0.1 – 0.01 –
55 21.09 Dihydroedulan II* C13H22O 1291 1288b RI, MS 1.3 1.7 0.25 0.27
56 21.13 Thymol* C10H14O 1292 1289 RI, MS, Co-I – – – –
57 21.55 Carvacrol C10H14O 1302 1298 RI, MS 0.2 1.0 0.03 0.16
58 22.09 (3E)-Hexenyl tiglate C11H18O2 1315 1315 RI, MS 0.1 – 0.02 –
59 22.72 p-Mentha-1,4-dien-7-ol C10H16O 1330 1325 RI, MS 0.1 0.6 0.02 0.09
60 24.32 Piperitenone oxide C10H14O2 1368 1366 RI, MS 1.9 0.1 0.35 0.01
61 24.51 cis-Carvyl acetate C12H18O2 1373 1365 RI, MS 0.1 – 0.02 –
62 24.74 α-Copaene C15H24 1379 1374 RI, MS 0.4 0.3 0.07 0.04
63 24.98 Geranyl acetate C12H20O2 1384 1379 RI, MS 0.3 0.1 0.04 0.01
64 25.14 β-Bourbonene C15H24 1388 1387 RI, MS 2.2 0.7 0.42 0.11
65 25.33 β-Cubebene C15H24 1393 1387 RI, MS 0.1 – 0.02 –
66 25.40 β-Elemene C15H24 1394 1389 RI, MS 0.2 0.2 0.04 0.03
67 25.65 (Z)-Jasmone C11H16O 1400 1392 RI, MS 0.1 – 0.02 –
68 25.88 Italicene C15H24 1406 1405 RI, MS 0.2 0.1 0.02 0.02
69 26.58 (E)-Caryophyllene C15H24 1424 1417 RI, MS 7.8 7.1 1.48 1.1
70 26.91 β-Copaene C15H24 1432 1430 RI, MS 0.4 0.2 0.08 0.03
71 27.15 α-trans-Bergamotene C15H24 1438 1432 RI, MS 0.1 0.1 0.02 0.01
72 27.52 Aromadendrene C15H24 1447 1439 RI, MS 0.2 – 0.03 –
73 27.90 α-Humulene C15H24 1457 1452 RI, MS 1.1 1.0 0.21 0.16
74 28.19 allo-Aromadendrene C15H24 1464 1458 RI, MS 1.0 0.7 0.18 0.11
75 28.27 cis-Cadina-1(6),4-diene C15H24 1466 1461 RI, MS – 0.1 – 0.02
76 28.41 cis-Muurola-4(14),5-diene C15H24 1470 1465 RI, MS 0.1 – 0.02 –
77 28.82 γ-Muurolene C15H24 1480 1478 RI, MS 0.3 0.3 0.05 0.04
78 29.03 Germacrene D C15H24 1485 1487 RI, MS 6.3 12.6 1.17 2.0
79 29.13 (E)-β-Ionone C13H20O 1488 1487 RI, MS 0.2 – 0.04 –
80 29.29 β-Selinene C15H24 1492 1489 RI, MS 0.1 0.1 0.02 0.02
81 29.60 Bicyclogermacrene C15H24 1499 1500 RI, MS 0.6 3.2 0.12 0.50
82 29.72 α-Muurolene C15H24 1501 1500 RI, MS 0.3 0.3 0.05 0.05
83 29.99 (E,E)-α-Farnesene C15H24 1510 1505 RI, MS 1.1 2.1 0.21 0.33
84 30.27 γ-Cadinene C15H24 1509 1513 RI, MS 0.4 0.5 0.07 0.08
85 30.39 endo-1-Bourbonanol C15H26O 1510 1518 RI, MS 0.2 – 0.03 –
86 30.51 Myristicin C11H12O3 1512 1517 RI, MS 0.2 0.1 0.03 0.01
87 30.60 trans-Calamenene* C15H22 1526 1521 RI, MS – – – –
88 30.62 δ-Cadinene* C15H24 1513 1522 RI, MS 1.3 1.7 0.24 0.26
89 31.17 α-Cadinene C15H24 1513 1522 RI, MS 0.1 0.1 0.02 0.02
90 31.37 α-Colacorene C15H20 1545 1544 RI, MS 0.1 0.1 0.02 0.02
91 31.80 Salviadienol C15H24O 1557 1560d RI, MS 1.6 1.2 0.27 0.17
92 32.16 β-Colacorene C15H20 1567 1564 RI, MS 0.1 – 0.02 –
93 32.29 1,5-Epoxysalvial-4(14)-ene C15H24O 1570 1562b RI, MS 0.3 0.2 0.04 0.02
94 32.82 Spathulenol C15H24O 1584 1577 RI, MS 6.8 7.6 1.28 1.19
95 33.04 Caryophyllene oxide C15H24O 1586 1582 RI, MS 16.8 12.3 3.1 1.93
96 33.24 Guaiol C15H26O 1595 1600 RI, MS 0.8 0.4 0.02 0.07
97 33.34 Salvial-4(14)-en-1-one C15H24O 1598 1594 RI, MS – 0.2 – 0.03
98 33.67 Ledol C15H26O 1607 1602 RI, MS 0.4 0.3 0.06 0.05
99 33.92 Humulene epoxide II C15H24O 1613 1608 RI, MS 2.2 2.0 0.42 0.31
100 34.09 1,10-di-epi-Cubenol C15H26O 1618 1618 RI, MS 0.2 0.2 0.04 0.03
101 34.57 1-epi-Cubenol C15H26O 1631 1627 RI, MS 0.3 0.3 0.02 0.03
102 35.07 epi-α-Cadinol C15H26O 1645 1638 RI, MS 1.7 1.4 0.25 0.21
103 35.22 α-Muurolol C15H26O 1644 1644 RI, MS 0.5 0.4 0.08 0.07
104 35.54 α-Cadinol C15H26O 1658 1652 RI, MS 1.7 2.2 0.31 0.34
105 35.70 cis-Calamenen-10-ol C15H22O 1663 1660 RI, MS 0.3 – 0.05 –
106 35.99 trans-Calamenen-10-ol C15H22O 1670 1668 RI, MS 1.2 – 0.21 –
107 36.13 14-hydroxy-9-epi-(E)-Caryophyllene C15H24O 1674 1668 RI, MS 1.1 1.1 0.21 0.17
108 36.66 Eudesma-4(15),7-dien-1β-ol (impure) C15H24O 1694 1687 RI, MS 0.7 0.5 0.13 0.08
109 36.83 5-neo-Cedranol C15H26O 1694 1684 RI, MS 0.6 0.8 0.10 0.13
110 39.44 Methyl ester of 2,2,5,6-tetramethylbenzotetrahydrofuran-3-carboxylic acid C14H18O3 1770 – MS 0.4 0.4 0.06 0.06
111 42.04 Hexahydrofarnesyl acetone (phytone) C18H36O 1847 1846e RI, MS 0.4 0.3 0.07 0.05
Total identified (%) 95.2 96.2
Grouped components (%)
Monoterpene hydrocarbons (1, 3, 5, 7, 9, 10, 12, 14, 16, 17, 21) 3.7 11.8
Oxygen-containing monoterpenes (13, 18, 19, 23, 25–28, 30, 33, 34, 36–39, 41–44, 47–54, 59–61, 63) 21.1 12.2
Sesquiterpene hydrocarbons (62, 64–66, 68–78, 80–84, 88, 89) 24.3 31.4
Oxygen-containing sesquiterpenes (85, 91, 93–104, 107–109) 35.9 31.1
Aromatic compounds (2, 11, 15, 40, 45, 46, 56, 57, 86, 87, 90, 92, 105, 106) 4.0 4.2
Others (4, 6, 8, 20, 22, 24, 29, 31, 32, 35, 55, 58, 67, 79, 110, 111) 6.2 5.5

tret.: Retention time; RIlit-Retention indices from literature (Adams, 2007; bMilosevic et al., 2010, dĐorđević et al., 2011; eBalogun et al., 2017); RIexp: Experimentally determined retention indices using a homologous series of n-alkanes (C8-C20) on the HP-5MS column. MS: constituent identified by mass-spectra comparison; RI: constituent identified by retention index matching; Co-I: constituent identity confirmed by GC co-injection of an authentic sample; tr = trace amount (<0.05%); *co-eluting compounds. Compounds marked in italic are present only in sample from unshade plants Compounds marked in under line are present only in sample from shade plants.