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. 2021 May 25;10(6):1061. doi: 10.3390/plants10061061

Table 4.

Essential oil composition of early sunflower (Heliopsis helianthoides) cultivated in southern Alabama.

RIcalc RIdb Compound Percent Composition a
Average St. dev.
801 801 Hexanal 1.0 0.2
815 817 4-Hydroxy-2-pentanone 0.9 0.3
829 831 Furfural 0.3 0.1
848 850 (2E)-Hexenal 1.0 0.2
879 876 5-Methyl-(3Z)-hexen-2-one 0.9 0.1
959 959 Benzaldehyde 0.3 0.0
987 989 2-Pentyl furan 0.4 0.1
1102 1104 Nonanal 1.0 0.0
1290 1289 Thymol 1.8 0.6
1298 1300 Carvacrol 1.5 0.1
1309 1309 4-Vinylguaicol 5.5 0.6
1335 1335 δ-Elemene 0.5 0.1
1383 1382 β-Bourbonene 2.7 0.1
1388 1390 trans-β-Elemene 0.5 0.0
1417 1422 β-Ylangene 0.9 0.1
1418 1417 (E)-β-Caryophyllene 2.7 0.0
1428 1430 β-Copaene 1.2 0.1
1443 1447 iso-Germacrene D 0.4 0.0
1454 1453 α-Humulene 0.5 0.0
1477 1481 (E)-β-Ionone 0.5 0.0
1480 1480 Germacrene D 42.4 1.2
1494 1497 Bicyclogermacrene 0.8 0.1
1497 1502 ε-Amorphene 0.3 0.0
1503 1499 (Z)-Dihydroapofarnesal 0.3 0.0
1509 --- Unidentified b 1.1 0.0
1516 1518 δ-Cadinene 0.4 0.0
1523 1516 (E)-Dihydroapofarnesal 0.3 0.1
1524 1524 Dihydroactinidiolide 0.7 0.0
1557 1557 Germacrene B 0.7 0.0
1560 1560 (E)-Nerolidol 0.8 0.2
1566 1566 1,5-Epoxysalvial-4(14)-ene 0.3 0.0
1575 1576 Spathulenol 1.2 0.0
1580 1577 Caryophyllene oxide 1.5 0.0
1590 1593 Salvial-4(14)-en-1-one 0.6 0.0
1626 1629 iso-Spathulenol 2.7 0.0
1638 1644 allo-Aromadendrene epoxide 0.3 0.1
1653 1655 α-Cadinol 1.0 0.1
1683 1683 Germacra-4(15),5,10(14)-trien-1α-ol 1.4 0.2
1685 1685 Eudesma-4(15),7-dien-1β-ol 0.5 0.1
1689 --- Germacra-4(15),5,10(14)-trien-1β-ol 1.1 0.2
1735 1735 Mint sulfide 0.3 0.1
1763 --- Unidentified c 1.4 0.0
1827 --- Unidentified d 1.1 0.0
1840 1841 Phytone 1.6 0.0
2097 2098 γ-Stearolactone 2.1 0.3
2106 2102 Phytol 2.8 1.3
2273 --- Unidentified e 2.3 0.8
Monoterpene hydrocarbons 0.0
Oxygenated monoterpenoids 3.3
Sesquiterpene hydrocarbons 53.8
Oxygenated sesquiterpenoids 12.2
Diterpenoids 2.8
Benzenoid aromatics 5.8
Others 10.6
Total identified 88.6
Enantiomeric Distribution (+):(-)
δ-Elemene 52.1:47.9
trans-β-Elemene 100:0
(E)-β-Caryophyllene 100:0
(E)-β-Ionone 100:0
Germacrene D 89.3:10.7
δ-Cadinene 0:100
(E)-Nerolidol 0:100

RIcalc = retention indices calculated with respect to a homologous series of n-alkanes on a ZB-5 column. RIdb = retention indices from the databases [29,30,31,32]. a Average of three measurements. b MS(EI): 182(7%), 153(5%), 126(8%), 112(20%), 111(37%), 99(5%), 83(100%), 69(6%), 55(39%), 43(14%), 41(7%). c MS(EI): 236(2%), 193(20%), 180(10%), 175(15%), 165(18%), 147(35%), 137(26%), 123(36%), 121(24%), 109(25%), 105(26%), 95(50%), 93(38%), 81(100%), 79(28%), 69(31%), 55(38%), 43(30%), 41(41%). d MS(EI): 234(11%), 219(11%), 191(91%), 173(19%), 163(48%), 151(71%), 145(41%), 131(37%), 123(100%), 121(42%), 107(55%), 105(40%), 95(42%), 93(59%), 91(75%), 83(72%), 81(81%), 79(66%), 77(57%), 69(48%), 55(75%), 43(52%), 41(100%). e MS(EI): 161(4%), 147(15%), 133(10%), 119(14%), 105(23%), 95(47%), 93(51%), 91(45%), 80(51%), 79(100%), 67(66%), 55(32%), 43(10%), 41(44%).