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Table 2 Compounds identified by GC–MS of the essential oils of Tripleurospermum disciforme (C.A.Mey.) Sch.Bip., Tanacetum parthenium (L.) Sch.Bip. and Achillea biebersteinii Afan

From: Tripleurospermum disciforme (C.A.Mey.) Sch.Bip., Tanacetum parthenium (L.) Sch.Bip, and Achillea biebersteinii Afan.: efficiency, chemical profile, and biological properties of essential oil

No. Component RI Exp RI Lit Tripleurospermum disciforme (C.A.Mey.) Sch.Bip Tanacetum parthenium (L.) Sch.Bip Achillea biebersteinii Afan Molecular formula
1 1,3-Cyclopentadiene, 5-(1,1-dimethylethyl)- 800.000 788   1.72 ± 0.00a   C9H14
2 1-Butanol, 2-methyl- 800.200 762    0.13 ± 0.02a C5H12O
3 Isobutyric acid, isobutyl ester 855.172 908    0.07 ± 0.01a C8H16O2
4 Tricyclene 870.443 921   0.57 ± 0.02a   C10H16
5 α-Thujene 871.921 924    0.40 ± 0.00a C10H16
6 α-Pinene 880.788 932   0.48 ± 0.02b 1.03 ± 0.02a C10H16
7 Camphene 902.317 953   9.40 ± 0.04a 0.19 ± 0.00b C10H16
8 Sabinene 917.880 969   0.12 ± 0.01b 2.17 ± 0.01a C10H16
9 β-Pinene 921.192 974   0.33 ± 0.00a   C10H16
10 β-Myrcene 932.119 988    1.31 ± 0.00a C10H16
11 Furan, 2-pentyl- 932.119 996 0.20 ± 0.00a 0.19 ± 0.01a   C9H14O
12 α-Phellandrene 944.701 1002    1.39 ± 0.01a C10H16
13 δ-Carene 952.980 1008   0.22 ± 0.02b 1.32 ± 0.01a C10H16
14 p-Cymene 963.245 1020   3.27 ± 0.00b 15.31 ± 0.03a C10H14
15 β-Ocimene 980.463 1032    0.96 ± 0.01a C10H16
16 γ-Terpinene 990.066 1054   1.36 ± 0.01b 2.54 ± 0.00a C10H16
17 Filifolone 1023.809 1082   0.27 ± 0.02a   C10H14O
18 α-Terpinolene 1012.698 1086    1.15 ± 0.00a C10H16
19 Linalool oxide 1005.820 1093    0.39 ± 0.00a C10H18O2
20 Linalool 1049.735 1095    34.49 ± 0.02a C10H18O
21 2H-Pyran-3(4H)-one, 6-ethenyldihydro-2,2,6-trimethyl- 1026.984 1109   0.99 ± 0.05a   C10H16O2
22 Chrysanthenone 1041.798 1124   0.47 ± 0.01a   C10H14O
23 Camphor 1056.084 1141 0.15 ± 0.01b 43.43 ± 0.03a   C10H16O
24 (+)-Camphor 1076.984 1142   0.38 ± 0.01a   C10H16O
25 Borneol 1081.460 1165   0.95 ± 0.01a   C10H18O
26 Albene 1061.111 1166 0.13 ± 0.00a    C12H18
27 Lilac aldehyde D 1062.169 1169    0.15 ± 0.00a C10H16O2
28 Nerol oxide 1067.724 1154    0.83 ± 0.00a C10H16O
30 β-Citronellene 1078.190 1088    0.14 ± 0.01a C10H18
31 Biisobutenyl 1079.894 1032    0.28 ± 0.00a C8H14
32 (-)-Terpinen-4-ol 1086.243 1175   1.38 ± 0.04a   C10H18O
33 Terpinen-4-ol 1093.650 1177    5.04 ± 0.02a C10H18O
34 α-Terpineol 1108.413 1186    7.43 ± 0.01a C10H18O
35 Cyclofenchene 1099.206 882   0.45 ± 0.03a   C10H16
36 Sabinol 1113.701 1137   0.33 ± 0.00a   C10H16O
37 Captan 1113.461 1141    0.70 ± 0.00a C9H8Cl3NO2S
38 cis-Geraniol 1125.240 1231    0.75 ± 0.00a C10H18O
39 Linalool acetate 1131.971 1253    4.35 ± 0.02a C12H20O2
40 Geraniol 1141.346 1249    2.70 ± 0.00a C10H18O
41 Bornyl acetate 1149.759 1287   6.76 ± 0.03a   C12H20O2
42 (-)-Bornyl acetate 1151.201 1289    0.39 ± 0.01a C12H20O2
43 Silphiperfol-5-ene 1172.355 1330 0.16 ± 0.01a    C15H24
44 α-Guaiene 1186.778 1437 0.90 ± 0.00a    C15H24
45 α-Terpineol acetate 1191.586 1367    1.22 ± 0.03a C12H20O2
46 Nerol acetate 1197.836 1365    1.05 ± 0.00a C12H20O2
47 γ-Patchoulene 1199.519 1502   0.15 ± 0.00a   C15H24
48 α-Cubebene 1204.028 1381   0.56 ± 0.01a   C15H24
49 Geraniol acetate 1210.663 1386    2.15 ± 0.02a C12H20O2
50 Modephene 1213.033 1392 10.00 ± 0.01a 0.37 ± 0.02b   C15H24
51 cis-Jasmone 1221.090 1396    1.35 ± 0.01a C11H16O
52 Caryophyllene 1233.886 1418 1.66 ± 0.00a 0.25 ± 0.01c 0.46 ± 0.02b C15H24
53 Propanoic acid, 2-methyl-, 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester, exo- 1226.540 1419   0.49 ± 0.00a   C14H24O2
54 Selina-5,11-diene 1227.962 1447 0.79 ± 0.01a    C15H24
55 trans-β-Farnesene 1250.473 1461    0.10 ± 0.00a C15H24
56 cis-β-Farnesene 1255.450 1454 11.94 ± 0.01a 1.29 ± 0.03a   C15H24
57 γ-Selinene 1266.113 1492    0.16 ± 0.02a C15H24
58 Germacrene D 1271.327 1484   2.43 ± 0.03a 0.22 ± 0.01b C15H24
59 Bornyl isovalerate 1281.279 1512   2.81 ± 0.01a   C15H26O2
60 α-Amorphene 1271.563 1483 1.17 ± 0.04a    C15H24
61 Aromandendrene 1275.592 1439    0.05 ± 0.00a C15H24
62 β-Bisabolene 1283.649 1506 0.70 ± 0.01a    C15H24
63 β-Sesquiphellandrene 1296.445 1525 6.58 ± 0.02a 0.64 ± 0.00b   C15H24
64 3H-Pyrazol-3-one, 2,4-dihydro-2-methyl-5-phenyl- 1304.600 1540    0.17 ± 0.00a C10H10N2O
65 Anisole, p-1-cyclohexen-1-yl- 1317.191 1560 55.95 ± 0.03a 4.99 ± 0.01b   C13H16O
66 trans-Nerolidol 1318.886 1562    0.10 ± 0.01a C15H26O
67 Bornyl tiglate 1319.128 1615   0.44 ± 0.00a   C15H24O2
68 Spathulenol 1323.002 1571   1.52 ± 0.01a   C15H24O
69 Dendrasaline 1324.697 1579 1.14 ± 0.03a    C15H22O
70 Benzoic acid, hexyl ester 1329.297 1580    0.09 ± 0.00a C13H18O2
71 Caryophyllene oxide 1334.382 1582    0.65 ± 0.00a C15H24O
72 Mintketone=Salvial-4(14)-en-1-one 1339.467 1599   1.05 ± 0.01a   C15H24O
73 9-Oxatetracyclo[5.4.0.0(3,10).0(4,8)]undeca-5-en-2-one 1347.215     0.83 ± 0.01a C10H10O2
74 δ-Cadinene 1351.815 1537   0.51 ± 0.03a   C15H24
75 2-methyl-2-vinyl-5-isopropyltetrahydrofuran 1353.510 1074    0.20 ± 0.00a C10H18O
76 cis-Farnesol 1356.416 1697   2.79 ± 0.00a   C15H26O
77 γ-Eudesmol 1363.680 1630   0.37 ± 0.00b 0.47 ± 0.02a C15H26O
78 Valencene 1369.007 1496   0.83 ± 0.00a   C15H24
79 Methyl jasmonate 1370.944 1655    0.47 ± 0.01a C13H20O3
80 τ-Cadinol 1372.397 1639 0.81 ± 0.00a    C15H26O
81 6-Hydroxy caryophyllene 1376.513 1649 0.42 ± 0.01a    C15H24O
82 Neointermedeol 1379.176 1662   1.75 ± 0.03a   C15H26O
83 β-Eudesmol 1378.934 1649    1.18 ± 0.01a C15H26O
84 2-Norcaranone, 3-methyl- 1387.167 1657 0.54 ± 0.00a    C8H12O
85 α-Bisabolol 1391.283 1685    0.52 ± 0.01a C15H26O
86 4-(1,5-Dimethylhex-4-enyl)cyclohex-2-enone 1395.883 1697 1.54 ± 0.01a    C14H22O
87 (1R,7S,E)-7-Isopropyl-4,10-dimethylenecyclodec-5-enol 1395.883 1694   0.55 ± 0.03a   C15H24O
88 γ-Costol 1428.967 1745    0.08 ± 0.02a C15H24O
89 Caparratriene 1439.042 1692   0.57 ± 0.02a   C15H26
90 15-nor-Prezizaan-7-one 1436.750 1572 0.34 ± 0.04a    C14H22O
91 Ascabiol 1443.073 1753    0.16 ± 0.00a C14H12O2
92 (4R,5S)-4-Methyl-5-phenyl-2-oxazolidinone 1444.332 1754 0.83 ± 0.03a    C10H11NO2
93 Farnesol 1451.385 1747 0.28 ± 0.02a    C15H26O
94 (Z)-8-decen-4,6-diyn-1-yl 3-methylbutanoate 1465.491 1832 0.73 ± 0.01a    C15H20O2
95 Phthalic acid, diisobutyl ester 1485.138 1868 0.16 ± 0.05a    C16H22O4
96 (Z)-Tonghaosu 1501.842 1891   1.18 ± 0.00a   C13H12O2
97 Gerany-p-cymene 1524.736 1980    0.29 ± 0.01a C20H30
98 9-Octadecenal, (Z)- 1544.210 1995    0.19 ± 0.00a C18H34O
99 (E)-Tibetin spiroether 1537.368 1888   0.22 ± 0.00a   C14H14O2
100 Hexadecanoic acid 1546.052 1959 0.75 ± 0.02a 0.63 ± 0.02b   C16H32O2
101 cis-1-Chloro-9-octadecene 1547.631 2241    0.11 ± 0.03a C18H35Cl
102 1,15-Hexadecadiene 1580.000 1581    0.71 ± 0.00a C16H30
104 Behenic alcohol 1590.263 2470    0.26 ± 0.01a C22H46O
105 Z-9-Octadecen-1-ol acetate 1635.734 1635    0.49 ± 0.01a C20H38O2
106 Octadecane 1677.811 1789    0.08 ± 0.03a C18H38
107 Tricosane 1686.980 2300   0.54 ± 0.01a   C23H48
108 Linoleic acid 1634.626 2134 0.53 ± 0.02a    C18H32O2
109 Phytan 1688.919 1811 0.38 ± 0.01a    C20H42
  Total    98.78 99.55 99.94  
  Monoterpenes hydrocarbons    0.00 16.2 27.91  
  Oxygenated monoterpenes    0.15 47.21 51.76  
  Sesquiterpenes hydrocarbons    34.03 7.15 0.99  
  Oxygenated sesquiterpenes    2.65 8.03 3  
  Others    61.95 20.96 16.28  
  1. Compounds are listed in order of their retention time from a HP-5 column. RI Exp., linear retention indices on HP-5 column, experimentally determined using homologue series of n-alkanes (C8–C20). RI Lit., linear retention index taken from Adams [75], or NIST 14 (2014) and literature. Values with different letters are statistically different (Duncan, P ≤ 0.01), mean (%) ± SD of three cultures were reported