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. 2013 Nov 13;14(11):22346–22367. doi: 10.3390/ijms141122346

Table 2.

Identification of flower volatiles and quantification of their abundance by percentage in unopened, half opened and fully opened flowers from five citrus types.

RI a Compound name FC b Ponkan Satsuma Qingjia Liubencheng Eureka Bergamot Yuhuanyou Zaoxiangyou Huyou









Uc H F U H F U H F U H F U H F U H F U H F U H F U H F
Aldehydes
809 Hexanal A1 M M -d - - - - - - - - M M M M - - M M M M M M M 3.44 M M
858 2-Hexenal * A2 M - M 2.84 1.84 M 2.36 1.68 1.19 1.51 1.20 1.86 1.33 1.45 M M M M M M 1.68 M M 1.24 5.95 1.52 M
977 Benzaldehyde A3 T T M T M T T T T - - M T T T - - - - T T - - - M T -
1048 Benzene acetaldehyde * A4 M M 1.08 - - - M M M - M 1.31 - M M - - - - - 1.34 - - - M M M
1109 Nonanal A5 - - - - - - - - - - - - - - - M M M - - - - - - - - -
1154 Lilac aldehyde B * A6 - - - - - T - T T - T - - - - - - - M T - M T T - - T
1202 Myrtenal A7 - - - M M - - - - T - - - - - - - - - T - T - T - T -
1214 Decanal A8 T T T T T - - - - T T - M M T - - - M M - T - - - T M
1311 Undecanal A9 - - - - - - - - - - - - T - M T T T - - - - - - - - -
Monoterpene Hydrocarbons
939 α-thujene Mh1 M M M M M M M M M M M M T T M M M M - T 2.18 T T T M M M
945 α-pinene Mh2 M M M 1.08 2.80 M M M M M M 1.42 M M M M M M M M M M M M 1.57 2.28 M
962 Camphene Mh3 - - - - - - - - - - - - - - - - - - - - - T 4.48 - - T -
979 Sabinene Mh4 - - - - - - 11.15 6.07 6.11 - - - - - - - - - - - - - - - - - -
991 β-pinene Mh5 9.20 7.83 6.59 2.92 3.91 6.51 - - - 11.88 7.98 3.53 2.07 M 1.11 M M M 3.38 1.67 2.42 7.49 - 4.90 5.89 8.08 6.84
999 β-myrcene Mh6 1.46 1.38 1.11 - 2.55 1.53 2.53 1.82 1.48 2.46 1.73 1.62 2.01 2.02 2.42 1.40 1.50 1.53 8.08 4.15 1.55 M M M 2.04 1.95 15.50
1018 α-terpinene Mh7 M M M M M M M - M 1.62 - M - - - M M M T T M - - - M M M
1025 p-cymene Mh8 M M M 8.56 6.53 - - - - - - M - - - - - - - - 1.01 - - - 2.91 - -
1029 Limonene Mh9 1.48 1.15 1.07 - - 1.69 3.25 1.75 1.54 4.64 2.69 2.41 51.99 44.95 52.53 29.30 27.25 36.17 3.32 2.19 3.68 4.92 2.54 3.32 6.68 10.09 7.05
1040 (Z)-ocimene Mh10 T - - - - - M - 1.71 M M - 1.01 1.10 1.25 M M - M M M T 6.78 16.52
1044 (E)-ocimene Mh11 3.03 2.29 2.16 6.37 6.32 2.27 1.62 1.18 1.39 2.95 1.54 8.40 6.14 5.35 6.35 2.74 2.56 2.96 6.41 3.23 1.97 9.14 5.45 8.33 4.90 - -
1060 γ-terpinene Mh12 1.90 1.44 1.63 13.79 8.91 M M M M M M M 2.60 1.97 3.17 3.68 3.71 4.29 M T 11.06 T T T 18.07 22.83 T
1084 β-cymene * Mh13 - - - - - - - - - - - - - - - - - - - - - - - - - - T
1090 Terpinolene Mh14 - - - - - - M M M M M M M M - M M M - - - - - - 1.07 1.59 M
1128 1,3,8-p-menthatriene * Mh15 - - - - - - - - - - - - T T T - - - - - - T - T - - T
1131 2,4,6-octatriene,3,4-dimethyl * Mh16 M M M M M T M M T M M M T M M 1.16 1.05 1.35 M M T M M M M M M
Oxygenated Monoterpenes
1031 1,8-Cineol Om1 - - - 6.05 3.15 - - - - - - - - - - - - - - - - - - - - - -
1068 cis-β-terpineol * Om2 1.99 1.65 1.08 M M M 3.60 1.81 M 2.93 1.77 - M T T M M M T T M T T T M M T
1076 cis-linalol oxide * Om3 - - - - - - - T - - - M - - - - - - M M T M M M - - -
1108 Linalool Om4 46.76 50.43 47.74 22.67 17.41 42.76 44.74 42.91 46.98 29.15 36.11 24.95 7.95 6.88 3.94 1.45 1.72 1.59 54.41 56.16 21.59 36.44 53.55 48.43 18.83 10.10 30.11
1137 Limonene oxide, cis Om5 - - - - - - - - - - - - - - - - - - - T 1.15 - - - - - T
1139 Limonene oxide, trans Om6 - - - - - - - - - - - - 2.58 - 3.04 1.63 2.19 2.78 - - - - - - - - -
1155 Citronellal Om7 M M M - - M M M M M M M 1.05 M M M M M M M M T T T M M T
1176 Umbellulone * Om8 - T - - - - - - - - - - - - - - - - - - - - - - - - -
1177 Terpinen-4-ol Om9 M M M M M M M M M M M M M - M T T T M M M M M M M M T
1189 p-cymen-8-ol * Om10 M M T M M - - - - - - - - - - - - - - - - - - - - - -
1192 α-terpineol Om11 3.83 2.94 1.96 5.45 5.58 1.01 4.59 2.60 1.12 4.37 2.83 M 1.54 - - 2.39 2.72 1.97 - M - M M - 2.73 M M
1205 trans-dihydrocarvone * Om12 - - - - - - - - - - - - M M M - - - - - - - - - - - -
1208 Carvone * Om13 - - - - - - - - - - - - - - - T T T - - - - - - - - T
1210 trans-piperitol * Om14 - - - - - - - - - - - - - - - - - - - - - - - - - - T
1215 p-Menth-1-en-9-al * Om15 T T M M - - - - - - - - - M M - - - - - - M M M - - -
1219 cis-carveol Om16 - - - 1.00 M M - - - T - - M M M M M 1.15 T T - T T T - T T
1230 cis-geraniol Om17 - - - - - M M M M M M M M T M M - - 1.19 2.15 M 1.37 2.84 2.46 M M 1.01
1233 β-citronellol Om18 T M M - - M M M T M M M T T - - - - - - M - - - T M M
1236 Methyl thymyl ether Om19 1.93 1.19 1.07 - - - - - - M 5.74 T T T T - - - - - - - - - - - -
1237 Isogeraniol * Om20 - - - - - - - - - - - - - - - - - - - - - - T T - - T
1242 β-citral Om21 T T M - - M M M M M M 2.55 M M M 17.75 17.10 13.27 1.52 2.28 1.64 M 1.03 M M M -
1258 trans-geraniol Om22 M 1.12 2.47 M - - T - - T M 6.80 - - - M M M M 1.82 6.52 M 1.20 1.24 M 2.45 M
1273 α-citral Om23 M T T - - M M M M M 11.17 3.30 1.24 M M 25.81 24.50 20.07 1.83 3.07 2.40 M 1.19 M M 1.38 M
1282 α-thujenal Om24 - - - M 1.33 M - - - - - - - - - - - - - - - - - - - - -
1299 Carvacrol * Om25 - - - - - - - - - - - - - - M - - - - - - - - - - - -
1733 E,E-farnesal * Om26 - - - - - M - - - - - - T - M T M T - - M M M M - M M
Sesquiterpene Hydrocarbons
1335 δ-elemene Sh1 1.36 M 1.36 - - - - - - - - M M - - - - - 1.02 M 1.23 M M M 1.14 M 1.05
1336 α-cubebene * Sh2 T T T - - - - - - - - - M T T - - - - - - - - - - T T
1371 Copaene * Sh3 - - - - - - - - - - - - - M M - - - - - - - - - M - -
1392 β-elemene Sh4 M - T 5.40 4.76 2.13 1.93 M 1.47 19.43 3.09 5.73 - 7.53 6.02 - - - - M 4.98 M M 2.25 M 4.48 M
1398 Zingiberene * Sh5 - - M - - - - - - - - - - - - - - - - - M - - - - M T
1407 Bergamotene * Sh6 - - - - - - - - - T T M T - - - - - - - - M - - M - -
1408 trans-α-bergamotene Sh7 M T - - - M M M T - - - - T T - - - - - - - - - - - -
1412 Caryophyllene Sh8 M M M 2.11 2.61 - M M M 1.02 M 1.34 3.50 3.93 3.14 1.83 1.99 1.79 1.13 0.70 2.18 T - T 2.31 2.98 2.00
1417 α-santalene * Sh9 - - - - - - - - - - - - - T T T T T - - - - - - - - -
1422 β-cubebene Sh10 T T T - M M - - - - - 0.56 T - T T T T 0.08 0.06 0.25 - 1.64 - M M M
1431 γ-elemene Sh11 1.16 M 1.06 M M M - - - - - 1.37 T T T - - - M M 1.77 - T M 2.48 1.44 M
1435 α-bergamotene Sh12 - - - - - 4.00 - - - - - - - 2.22 1.78 M M M - - T - - - - T -
1445 α-caryophyllene Sh13 - - - - - - M - - - - - - M M - - - - - - - - - - - -
1456 Bicyclosesquiphellandrene * Sh14 M M M - - - M M - M M M - - - T T T - T - M M T - - T
1461 β-farnesene Sh15 3.53 2.24 3.04 - - - 3.89 3.56 2.69 2.03 2.25 3.43 1.88 2.26 1.64 M M M T M 5.16 T - - M 4.60 T
1464 α-gurjunene * Sh16 - - - - - - - - - - - - - - - - - - - - - - - - - T -
1470 α-elemene * Sh17 - - - - - - - - - - - - - T T - - - - - M - - - - - T
1474 Germacrene D Sh18 M M T M M T - - - - - 1.36 M M M M M M M M 1.17 - M M 2.24 1.52 1.14
1475 β-eudesmene * Sh19 - - - - - - - - - - T - M M M - - - - - - - - - - M -
1478 α-selinene * Sh20 - - - T M - - - - - - M - - M - - - - - M - - - 2.04 - -
1481 Allo-aromadendrene Sh21 - - - - - - - T - - - - M M M - - - - - - - - - - - T
1489 Bicyclogermacrene Sh22 - - - M M T - - - T - - - - - - - - T M - M M M - - -
1491 α-muurolene * Sh23 - M M - - - - - - - - - - - - - - - - - M - - T - - -
1496 α-bulnesene * Sh24 T - M - - - - T - - - - M M M - - - - - T - - - - T -
1499 (Z,E)-α-farnesene Sh25 - - - - - - - - - - - - M M - - - - - T - M M - - - T
1502 γ-muurolene Sh26 - - - - - - - - - - - - - - - - - - - - T T - - - M M
1503 α-farnesene * Sh27 - - M - - - - - - - - T M M M - - - - - - - - - - M M
1504 β-bisabolene Sh28 - - - - - - - - - - - - 2.42 2.82 2.34 1.54 1.63 1.47 - - - - - - - - -
1506 δ-cadinene Sh29 2.17 1.30 1.67 - - - M 1.07 M M M - - - - - - - M M - 1.13 M M - - M
1507 β-sesquiphellandrene Sh30 M - M 4.31 6.41 - M M M M M - T T T - - - - - M - - - M M -
1510 Eudesma-3,7(11)-diene * Sh31 - - - - - - - - - - - M - - - - - - - - - - - - - T T
1520 cis-α-bisabolene * Sh32 - - - - - - - - - - - - T - T M M M - - T - - - - - -
Oxygenated Monoterpenes
1530 Nerolidol Os1 M M T - - M M 3.04 3.64 M 1.74 - - M T M 1.44 M 3.57 4.04 M 6.94 7.47 8.75 M M T
1532 Caryophyllene oxide Os2 - - - - - M - - - - - - - - - T M T - - - - - - - T 4.81
1658 β-eudesmol * Os3 T T - - - - - - - - - - - - - - - - - - - - - - T T -
1696 Tetradecanal * Os4 - - - - - - - - - - - M - - - - - - - - - - - - - - T
1734 Farnesol Os5 - M M M 1.07 M M 1.54 M 1.41 1.11 - M M M M M M 1.32 1.73 M 2.38 2.28 2.00 M M -
1765 α-sinensal Os6 M M M - - - - - - M M - - - - - - - - - - - - - - - -
Ketones
1125 Chrysanthenone * K1 - - - M M - M - - - - - - - - - - - - - - - - - - - -
1395 cis-jasmone K2 M M M M 1.44 M M M M M M M T M M - - - - - M - - - M M -
Esters
1306 Methyl geranate E1 - - - M - M 1.79 8.26 15.81 - - - M M - - - - M M M M M M - - T
1347 Citronellyl acetate * E2 - - - - - - - - - - - - - T T - - - - - - - - - - T T
1370 Nerol acetate E3 - - - - - T T T T T T - - - - T T T M M M M M M - - -
1390 Geranyl acetate E4 - - - T M - - - - - - - - - - T M M - - - - - - - - -
Miscellaneous
1298 p-thymol P1 4.96 4.21 4.03 - M - - - - - - - M 1.05 - - - - - - T - - - - - -
1665 Methyl jasmonate * DFG - - - - - - - - - - - T - - - - - - T T - - - - - - -
1075 1-octanol Ac1 - - - - - - - - - - - - T T T T - T - - - - - - T T T
1116 Phenylethyl alcohol Ac2 T M M M M M - M M - T M - - - - - - M M M M M M - M -
897 Styrene * Ah1 - - - - - - - - - - - - T - - - - - - - - - - - - - -
1091 α,p-dimethylstyrene Ah2 M M M 2.17 1.33 - - - - - - - - - - - - - M M M - - - - - -
1160 Naphthalene * Ah3 - - - - - - - - - - - - - - M - - - - - - - - - - - -
1140 Benzyl nitrile N1 M 2.14 4.61 1.99 3.43 1.20 1.02 1.38 1.25 M M 2.49 - - - - - - M M - M M M M - M
1292 Indole N2 2.28 3.96 4.99 3.69 5.00 4.90 5.27 10.41 4.86 4.45 6.91 8.43 M 1.01 M T M M 4.79 5.51 8.84 8.16 7.18 7.88 3.72 4.52 2.83
1341 Methyl anthranilate N3 - M M 1.12 4.87 17.91 - - - - - 1.77 M 2.47 T - - - - 4.20 2.79 8.21 - - - - 2.17
1535 Pentadecane, 3-methyl-* Ak1 - - - - - 2.56 - - - M T 1.14 - T T - - - - - - - - - - - -
1680 Hexadecane, 2-methyl-* Ak2 - - - - - T M M M T M - - - - - - - - - - - - - - T -
1689 8-heptadecene Ak3 2.23 2.62 1.70 M M 1.26 1.54 2.43 1.74 M 2.76 T M 1.65 M M M M - - 1.03 - - - 1.59 M -
1809 Octadecane, 2-methyl * Ak4 T T T - - - M M T M T T - - - - - - - M - M M M - - T

Data are arranged according to chemical groups, represented in mean percentage (peak area percentage) of individual flower constituents from triplicate experiments; letter indicated by; T: Trace (<0.1%), M: moderate (between 0.1% and 1%).

*

Tentatively identified new compounds;

a

Retention indexes analyzed on HP-5MS column;

b

Family code. A: Aldehydes; Mh: Monoterpene hydrocarbons; Om: Oxygenated monoterpenes; Sh: Sesquiterpene hydrocarbons; Os: Oxygenated Sesquiterpenes; K: Ketones; E: Esters; P: Phenol; DFG: Diverse functional group; Ac: Alcohol; Ah: Aromatic Hydrocarbons; N: Nitrogen Derivatives; Ak: Alkanes;

c

Flower stages are represented as, U; Unopened flower; H; Half opened flower, F; Fully opened flower;

d

Undetectable.