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. 2011 Jul 19;6(7):e22016. doi: 10.1371/journal.pone.0022016

Table 1. Relative levels (fold changes) of VOCs detected in juices of four Citrus varieties.

Code Cluster Volatile Organic Compound Family Code/Number Retention Time (min) Specific Ion (m/z) Chandler Clemenules Fortune Powell
1 A1 2-carene Mt hd/1 24.05 93 1±0.25 - traces traces
2 A1 (Z)-linalool oxidea , b Alc/1 26.47 111 1±0.24 - traces -
3 A1 (E)-linalool oxidea , b Alc/2 27.00 111 1±0.22 - - -
4 A1 (E,E)-2,4-nonadienal Ald/1 31.10 81 1±0.31 - - -
5 A1 (Z)-ocimene Mt hd/2 24.87 93 1±0.61 - - -
6 A1 p-cymene Mt hd/3 24.91 119 1±0.85 - - -
7 A1 β-caryophyllene Sqt/1 37.87 133 1±0.57 - - traces
8 A1 nootkatonec Ket/1 47.87 121 1±0.33b - 0.02±0.01a 0.02±0.01a
9 A1 α-humulene Sqt/2 38.82 80 1±0.64b traces 0.04±0.01a 0.03±0.01a
10 A1 β-pinene Mt hd/4 23.46 93 1±0.88b 0.11±0.01a 0.17±0.03a 0.21±0.12a
11 A1 1-pentanol Alc/3 14.60 42 1±0.48b 0.26±0.13a 0.11±0.02a 0.20±0.11a
12 A1 1-hexanol Alc/4 18.55 56 1±0.70b 0.12±0.02a 0.22±0.18a 0.87±0.32b
13 A1 methyl hexanoate Est/1 20.68 74 1± 0.46c - 0.07±0.02a 0.44±0.20b
14 A1 pseudocumene* Ar/1 23.85 105 1±0.18b 0.35±0.21a 0.24±0.01a 1.11±0.43b
15 A1 ethyl hexanoate Est/2 23.37 88 1±0.66b 0.17±0.06a 0.62±0.11ab 2.47±1.57c
16 A2 (E,E)-2,4-decadienal Ald/2 34.17 81 1±0.68c 0.91±0.76bc 0.24±0.08ab 0.05±0.02a
17 A2 6-methyl-5-hepten-2-oned Ket/2 23.03 108 1±0.40b 0.46±0.05a 0.12±0.02a -
18 A2 octanal Ald/3 23.77 57 1±0.22c 0.83±0.19b 0.39±0.05a 0.22±0.06a
19 A2 heptanal Ald/4 20.00 70 1±0.26c 0.53±0.04b 0.42±0.01b 0.08±0.06a
20 A2 nonanal Ald/5 27.30 57 1±0.15c 0.71±0.15b 0.60±0.06b 0.15±0.27a
21 A2 2,3-pentanedione Ket/3 11.91 100 1±0.28d 0.79±0.15c 0.53±0.16b 0.07±0.04a
22 A2 (E)-2-octenal Ald/6 25.79 70 1±0.24c 0.67±0.37b 0.51±0.15b 0.13±0.08a
23 A2 (E)-2-nonenal Ald/7 29.21 70 1±0.28b 1.07±0.09b 0.98±0.20b 0.18±0.09a
24 A2 (E)-2-heptenal Ald/8 22.14 83 1±0.26b 0.29±0.12a 0.23±0.05a 0.08±0.04a
25 A2 1-octen-3-one Ket/4 22.82 70 1±0.46b 0.15±0.09a 0.19±0.07a 0.10±0.05a
26 A2 1-octen-3-ol Alc/5 22.85 57 1±0.32b 0.11±0.02a 0.14±0.03a 0.08±0.04a
27 A2 hexanal Ald/9 16.01 56 1±0.22b 0.22±0.03a 0.23±0.02a 0.14±0.07a
28 A2 pentanal Ald/10 12.04 58 1±0.24b 0.19±0.02a 0.23±0.04a 0.14±0.09a
29 A2 2-pentylfuran Fur/1 23.36 138 1±0.19b 0.27±0.01a 0.29±0.05a 0.14±0.12a
30 A2 1-heptanol Alc/6 22.39 70 1±0.55b 0.38±0.08a 0.58±0.32a 0.31±0.05a
31 A2 α-copaene Sqt/3 36.41 119 1±0.58b 0.22±0.05a 0.55±0.06a 0.35±0.02a
32 A2 valencene Sqt/4 39.69 133 1±0.56b 0.15±0.02a 1.16±0.32b 0.91±0.17b
33 A2 bornyl acetatea Est/3 33.48 121 1±0.87a 0.46±0.18a 0.73±0.13a 0.50±0.27a
34 A2 ethyl heptanoate Est/4 26.82 88 1±0.67b 0.36±0.18a 1.76±0.31c 0.69±0.29ab
35 A2 propyl acetatee * Est/5 12.52 61 - - 1±0.53 -
36 B 2-ethylfuran Fur/2 12.17 81 1±0.21b 2.41±0.32d 1.22±0.24c 0.26±0.08a
37 B 2-methylfuran Fur/3 8.84 82 1±0.25b 1.62±0.20c 1.13±0.29b 0.40±0.09a
38 B (E)-2-pentenal Ald/11 14.30 83 1±0.45b 4.09±0.80c 1.45±0.25b 0.41±0.07a
39 B 1-penten-3-one Ket/5 11.57 55 1±0.52a 9.49±2.20c 2.45±0.59b 0.53±0.11a
40 B ethyl propanoate Est/6 12.47 57 1±1.08a 20.09±3.13b 22.36±7.40b -
41 B ethyl 2-methylbutanoatef Est/7 17.87 102 - 1±0.38b 0.16±0.04a -
42 B 3-pentanone* Ket/6 11.97 57 1±0.63b 2.55±0.57c 0.59±0.19ab 0.40±0.14a
43 B 1-penten-3-ol Alc/7 11.46 57 1±0.64a 2.05±1.38b 0.54±0.14a 0.71±0.37a
44 B β-citronellala,f f Ald/12 28.92 69 - 1±1.53 - -
45 B eucalyptol (1,8-cineole) Mt cyc ether/1 25.38 154 1±0.62a 6.56±1.71c 0.30±0.06a 2.79±1.07b
46 B decanal Ald/13 30.59 57 1±0.19a 4.51±1.67b 0.78±0.22a 1.46±1.24a
47 B (Z)-3-hexenal Ald/14 15.92 69 1±0.89ab 1.54±0.32b 0.44±0.14a 0.81±0.54ab
48 B (E)-2-hexenal Ald/15 18.17 83 1±0.70a 3.92±0.81c 1.02±0.16ab 1.68±0.83b
49 B geranylacetoned Ket/7 37.62 43 1±0.26b 4.73±0.36d 0.58±0.14a 1.65±0.67c
50 B β-cyclocitrald Ald/16 31.63 137 1±0.42a 6.45±0.60b 0.78±0.13a 0.92±0.12a
51 B β-iononed Ket/8 38.90 177 1±0.44a 11.34±0.76c 0.88±0.18a 1.53±0.24b
52 C1 nerola Alc/8 31.28 93 1±0.47ab 0.44±0.19a 1.86±2.07b 5.43±2.18c
53 C1 hexyl acetate Est/8 23.86 56 1±0.86a 0.46±0.10a 0.98±0.22a 3.91±0.65b
54 C1 methyl nonanoate* Est/9 30.91 74 1±0.51a 0.45±0.17a 1.02±0.11a 6.04±1.81b
55 C1 neryl acetatea Est/10 34.97 69 1±0.55a 0.20±0.07a 1.90±0.19a 15.53±5.87b
56 C1 (Z)-3-hexen-1-ol Alc/9 18.16 82 1±0.92a 0.50±0.11a 0.33±0.09a 4.75±1.27b
57 C1 methyl octanoate* Est/11 27.74 74 1±0.49b 0.41±0.05a 0.44±0.08ab 4.60±1.39c
58 C1 geraniala Ald/17 32.61 69 1±0.41a 0.76±0.17a 0.39±0.11a 14.62±12.11b
59 C1 geraniol Alc/10 31.95 69 1±0.63a 0.78±0.12a 1.50±0.47a 10.88±6.14b
60 C1 heptyl acetateg * Est/12 27.27 43 - - - 1±0.27
61 C1 methyl decanoate* Est/13 33.94 74 1±0.82a 3.78±1.48a 3.14±0.92a 72.44±42.64b
62 C1 1-nonanol Alc/11 29.36 70 1±0.37a 1.38±0.57a 0.82±0.30a 12.04±10.54b
63 C1 undecanal Ald/18 33.67 57 1±0.18ab 1.23±0.19b 0.76±0.09a 1.21±0.63b
64 C1 (E)-2-hexen-1-olf Alc/12 18.48 57 - 1±0.75a - 2.72±0.80b
65 C1 1-decanolf Alc/13 32.50 115 - 1±0.40a 0.03±0.01a 5.10±2.13b
66 C1 1-octanol Alc/14 26.00 56 1±0.33a 6.38±1.83a 2.18±0.26a 59.82±50.05b
67 C1 3-carene Mt hd/5 24.43 93 1±0.56a 14.10±8.38b 1.39±0.64a 78.68±4.74c
68 C2 β-citronellola Alc/15 31.15 81 1±0.53a 1.47±0.39a 4.53±0.45c 2.21±0.16b
69 C2 ethyl acetate Est/14 9.18 61 1±0.42a 5.28±1.55b 40.71±7.12c 3.70±1.37b
70 C2 (Z)-carveola Alc/16 31.84 109 1±0.49a 4.77±1.76b 6.91±0.85c 4.85±1.98b
71 C2 (E)-carveola Alc/17 31.41 109 1±0.36a 2.91±0.19b 5.35±0.71c 2.49±0.35b
72 C2 carvonea Ket/9 32.31 82 1±0.68a 12.09±3.13c 20.89±1.02d 5.75±0.13b
73 C2 linaloola Alc/18 27.15 93 1±0.69a 15.73±1.35c 26.77±1.66d 10.05±0.85b
74 C2 ethanol Alc/19 5.64 45 1±0.59a 10.91±2.39c 6.05±1.64b 4.95±2.33b
75 C2 acetaldehyde Ald/19 4.77 43 1±0.25a 3.07±0.84b 2.75±0.22b 2.96±0.49b
76 C2 dodecanal Ald/20 36.55 57 1±2.35a 77.62±21.86d 20.38±8.79b 58.44±39.38c
77 C2 3-methylfuran* Fur/4 9.16 82 1±0.32a 4.25±1.60c 2.91±0.94b 2.51±0.33b
78 C2 (E)-limonene oxideh Mt cyc ether/2 28.84 94 1±0.77a 7.53±2.60b 6.81±4.59b 5.98±3.14b
79 C2 (Z)-limonene oxideh Mt cyc ether/3 28.77 67 1±1.15a 2.88±0.82b 3.47±0.14b 3.74±0.50b
80 C3 camphene Mt hd/6 22.44 93 1±1.04a 1.37±0.17ab 1.95±0.20b 3.31±1.69c
81 C3 terpinolene Mt hd/7 27.05 121 1±0.40a 3.19±0.18b 4.78±0.33c 6.11±1.01d
82 C3 limonene Mt hd/8 25.11 108 1±0.25a 2.23±0.12b 2.46±0.10b 2.93±0.42c
83 C3 α-pinene Mt hd/9 21.67 93 1±0.41a 6.17±0.92b 9.17±1.18b 18.56±9.66c
84 C3 myrcene Mt hd/10 23.28 91 1±0.42a 2.54±0.37b 3.21±0.28b 5.58±1.78c
85 C3 α-phellandrene Mt hd/11 24.29 93 1±0.41a 3.51±0.41b 5.64±0.58b 14.03±8.35c
86 C3 α-terpineola Alc/20 30.75 59 1±0.59a 3.78±0.25b 5.67±0.69c 6.45±3.56c
87 C3 γ-terpinene Mt hd/12 26.03 93 1±0.61a 2.97±0.44b 5.16±0.85c 5.34±2.62c
88 C3 terpinen-4-ola Alc/21 30.38 93 1±0.77a 5.65±1.41b 15.86±2.59d 10.98±5.85c
89 C3 nerala Ald/21 31.81 84 1±0.55a 4.28±1.43b 6.21±0.69c 7.32±1.45d
90 C3 perillaldehydea Ald/22 33.43 68 1±0.29a 8.81±2.43b 15.19±5.28c 25.48±2.64d
91 C3 α-terpinene Mt hd/13 24.65 121 1±0.52a 3.41±1.43b 4.75±1.80c 6.19±1.61d
92 C3 ethyl nonanoate* Est/15 33.05 88 1±0.91a 0.41±0.15a 5.59±1.51b 6.88±1.16c
93 C3 geranyl acetatea Est/16 35.50 69 1±0.96a 1.19±0.34a 14.09±1.39b 28.56±12.68c
94 C3 (Z)-carvyl acetatea Est/17 34.50 84 1±0.46a 0.54±0.10a 4.27±1.58b 6.92±1.84b
95 C3 (E)-carvyl acetatea Est/18 35.30 84 1±1.17a 0.62±0.15a 7.36±4.56b 4.79±0.55b
96 C3 citronellyl acetatea Est/19 34.69 95 1±0.62a 0.94±0.31a 47.41±4.01c 19.52±3.25b
97 C3 styrene* Ar/2 20.01 104 1±0.30a 2.41±0.91a 2.90±0.68a 15.10±5.92b
98 C3 ethyl octanoate Est/20 30.04 88 1±0.55a 1.28±0.37a 4.05±0.81b 16.63±2.00c
99 C3 nonyl acetate Est/21 33.47 98 1±2.35a 4.88±6.60a 22.54±6.43a 304.38±77.26b
100 C3 ethyl butanoate Est/22 15.88 88 1±2.036a 17.58±4.13b 27.11±5.07b 113.73±54.23c
101 C3 decyl acetate Est/23 36.29 70 1±1.51a 48.18±18.61b 68.70±11.40c 553.34±30.06d
102 C3 α-terpinyl acetatea , f Est/24 35.10 121 - 1±0.50a 1.47±0.34b 9.61±0.72c
103 C3 linalyl acetatea Est/25 31.82 93 1±0.47a 7.09±4.24a 7.29±0.92a 83.29±21.54b
104 C3 ethyl decanoate Est/26 35.91 88 1±0.78a 5.84±1.75ab 16.43±3.04b 62.91±32.20c
105 C3 octyl acetate Est/27 30.47 70 1±0.53a 18.86±8.93a 64.08±0.30b 526.00±86.22c
106 3-methylbutanal Ald/23 10.66 58 - traces - -
107 1,4-cineole Mt cyc ether/4 24.54 111 - traces - traces
108 β-farnesene Sqt/5 37.73 120 - - - traces
109 γ-dodecalactone* Ket/10 43.71 85 traces - - -

Data are normalized to the mean values in the Chandler variety, unless otherwise indicated. Mean corresponding to n = 6 values. Means followed by different letters in the same row are significantly different (p<0.05) by Duncan's text. Family Code: Ald: Aldehyde; Ket: Ketone; Alc: Alcohol; Est: Ester; Fur: Furane; Mt hd: Monoterpene hydrocarbon; Sqt: Sesquiterpene; Ar: Aromatic hydrocarbon; Mt cyc ether: Monoterpene cyclic ether.

a

Monoterpene derived compound.

b

In addition to the alcohol group, it has a tetrahydrofuran group.

c

Sesquiterpene compound.

d

Norcarotenoid compound.

e

Data normalized to the mean abundance in Fortune variety.

f

Data normalized to the mean abundance in Clemenules variety.

g

Data normalized to the mean abundance in Powell variety.

h

Its cyclic ether group is an epoxy group.

*Compound reported for the first time in a Citrus juice.