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. 2018 Jan 10;8:321. doi: 10.1038/s41598-017-18376-w

Table 1.

Compounds identified in the extracts of females and males of Leptopilina clavipes. KRI = Kovats retention index on a non-polar (DPX-5) GC column. Diagn. Ion = diagnostic ions used in the identification of the compound. Diag. Ion DMDS = diagnostic ions of unsaturated compounds after derivatisation with DMDS. The percentage of compounds is based on the total peak area of all identified peaks. tr = trace amounts. Numbers of compounds correspond to Fig. 1.

No. Compound KRI Diagn. Ions Diagn. Ions DMDS Females Mean % Females SD % Males Mean % Males SD %
1 Iridodial 1 1313 168 (M+), 111, 135 1.07 0.52 0.13 0.13
2 Iridodial 2 1317 168 (M+), 109, 135 0.75 0.37 0.12 0.11
3 unknown, identical to P3 in13 1322 67, 81, 109, 152 0.51 0.23 0.24 0.14
4 unknown, identical to P4 in13 1365 67, 81, 109 0.38 0.28 0.22 0.28
5 (−)-iridomyrmecin 1467 168 (M+), 95, 109 14.81 5.65 2.89 1.31
6 (+)-isoiridomyrmecin 1479 168 (M+), 95, 109 0.23 0.09 tr
7 Heptadecane 1700 240 (M+) 0.19 0.07 0.04 0.02
8 Octadecane 1800 254 (M+) 0.06 0.03 0.04 0.02
9 Nonadecane 1900 268 (M+) 0.10 0.04 0.05 0.03
10 Heneicosane 2000 282 (M+) 0.10 0.03 0.07 0.03
11 Eicosane 2100 296 (M+) 0.08 0.02 0.06 0.05
12 Docosane 2200 310 (M+) 0.03 0.01 0.03 0.04
13 4-methyl docosane 2262 324 (M+), 309 (M-15), 281 0.36 0.32 0.06 0.06
14 9-tricosene 2275 322 (M+), 97 416 (M+), 173, 243 0.30 0.23 0.04 0.03
15 7-tricosene 2282 322 (M+), 97 416 (M+), 145, 271 0.09 0.07
16 Tricosane 2300 324 (M+) 0.10 0.06 0.05 0.05
17 Tetracosane 2400 338 (M+) 0.05 0.03
18 4-methyl tetracosane 2463 352 (M+), 337 (M-15), 309 1.20 0.83 0.74 0.51
19 x,x-pentacosadiene1 2473 348 (M+), 96 0.23 0.16 0.12 0.05
20 9-pentacosene 2476 350 (M+), 97 444 (M+), 173, 271 1.13 0.67 1.86 0.64
21 7-pentacosene 2483 350 (M+), 97 444 (M+), 145, 299 0.48 0.27
22 Pentacosane 2500 352 (M+) 0.56 0.37 0.07 0.04
23 Hexacosane 2600 366 (M+) 0.19 0.14 tr
24 4-methyl hexacosane 2663 380 (M+), 365(M-15), 337 2.26 1.31 0.64 0.33
25 9-heptacosene 2677 378 (M+), 97 472 (M+), 173, 299 0.99 0.63 tr
26 7-heptacosene 2685 378 (M+), 97 472 (M+), 145, 327 3.91 2.32 0.12 0.07
27 Heptacosane 2700 380 (M+) 1.09 0.74 tr
28 13-methyl heptacosane and 11-methyl heptacosane 2730 379 (M-15), 196/197, 224/225 and 379 (M-15), 168/169, 252/253 0.22 0.08 0.03 0.01
29 5-methyl heptacosane 2748 379 (M-15), 337, 85 0.03 0.02 0.09 0.02
30 4-methyl heptacosane 2763 394 (M+), 379 (M-15), 351 0.17 0.05 0.12 0.07
31 Octacosane 2800 394 (M+) 0.40 0.07 0.18 0.16
32 x-methyl x-octacosene1 2832 406 (M+), 97 0.28 0.11 0.12 0.07
33 x,x-nonacosadiene1 2854 404 (M+), 96 0.37 0.21
34 4-methyl octocosane 2862 408 (M+), 393 (M-15), 365 11.67 1.54 7.55 1.15
35 9-nonacosene 2877 406 (M+), 97 500 (M+), 173, 327 1.00 0.50 0.58 0.43
36 7-nonacosene 2886 406 (M+), 97 500 (M+), 145, 355 1.71 1.01 tr
37 Nonacosane 2900 408 (M+) 1.02 0.55 1.07 1.23
38 15-methyl nonacosane and 13-methyl nonacosane 2926 407 (M-15), 224/225 & 407 (M-15), 196/197, 252/253 0.76 0.16 0.10 0.04
39 5-methyl nonacosane 2946 422 (M+), 407 (M-15), 85, 365 0.19 0.04 0.06 0.02
40 4-methyl nonacosane 2960 422 (M+), 407 (M-15), 379 0.68 0.12 0.44 0.15
41 3-methyl nonacosane and 5,x-dimethyl nonacosane1 2973 422 (M+), 407 (M-15), 393 & 421 (M-15), 379 0.91 0.28 0.28 0.14
42 Triacontane 3000 423(M+) 0.30 0.16 0.09 0.06
43 x-methyl x-triacontene1 3028 434 (M+) 0.84 0.26 0.24 0.13
44 x,x-hentriacosadiene1 3045 432 (M+), 96 1.85 0.60 0.19 0.12
45 x,x-hentriacosadiene1 3053 432 (M+), 96 0.23 0.10 tr
46 4-methyl triacontane 3060 436 (M+), 421 (M-15), 393 19.63 2.40 14.25 5.08
47 15-hentriacontene & 14-hentriacontene 3064 434 (M+), 97 528 (M+), 257, 271 & 528 (M+), 243, 285 3.09 1.92
48 9-hentriacontene 3078 434 (M+), 97 528 (M+), 173, 355 1.87 0.86 0.69 0.37
49 x-hentriacontene1 (probably 7-hentriacontene) 3087 434 (M+), 97 0.23 0.13
50 Hentriacontane 3100 436 (M+) 0.54 0.34 0.21 0.10
51 unknown 3110 0.05 0.04
52 unknown 3117 0.12 0.08
53 15-methyl hentriacontane & 13-methyl hentriacontane 3125 435 (M-15), 224/225, 252/253 & 435 (M-15) 196/197, 280/281 2.69 1.08 0.79 0.35
54 5-methyl hentriacontane 3145 435 (M-15), 85, 393 0.23 0.10 0.24 0.12
55 7,15-dimethyl hentriacontane 3161 449 (M-15), 435 (M-30), 112/113, 252/253, 239, 379 1.25 0.42 0.72 0.35
56 5,17-dimethyl hentriacontane 3172 449 (M-15), 435 (M-30), 84/85, 224/225, 267, 407 2.32 1.16 0.84 0.58
57 unknown 3191 0.15 0.07
58 Dotriacontane 3200 450 (M+) 0.38 0.25 0.18 0.11
59 x-methyl x-dotriacontene1 3227 462 (M+) 0.68 0.23 0.32 0.20
60 x,x-tritriacontadiene1 3245 460 (M+), 96 2.43 0.59 2.74 0.74
61 x,x-tritriacontadiene1 3253 460 (M+), 96 0.76 0.14 3.48 1.07
62 4-methyl dotriacontane 3259 464 (M+), 449 (M-15), 421 3.10 0.39 1.50 0.60
63 16-tritriacontene 462 (M+), 97 556 (M+), 271, 285 2.46 0.66
64 x-tritriacontene1 (probably 9-tritriacontene) 3279 462 (M+), 97 0.78 0.43 0.41 0.11
65 x-tritriacontene1 (probably 7-tritriacontene) 3287 462 (M+), 97 0.19 0.10 tr
66 Tritriacontane 3300 464 (M+) 0.12 0.15
67 x-methyl x-tetratriacontene1 3315 476 (M+), 97 570 (M+), 131, 439 (prob. 6-en) 0.70 0.36
68 17-methyl tritriacontane & 15-methyl tritriacontane & 13-methyl tritriacontane 3324 463 (M-15), 252/253 & 463 (M-15), 224/225, 280/281 & 463 (M-15), 196/197, 308/309 3.83 1.33 1.36 0.68
69 x,x-tetratriacontadiene1 3343 474 (M+), 96 tr 1.45 0.23
70 x,x-dimethyl tritriacontane1 3357 57, 71, 85 tr 0.28 0.17
71 5,x-dimethyl tritriacontane1 3367 478 (M-15), 57, 71, 85, 436 tr 0.58 0.39
72 Tetratriacontane 3400 478 (M+) tr 0.10 0.06
73 9,19-pentatriacontadiene 3443 488 (M+), 96 676 (M+), 173, 271, 311, 357, 409, 455, 535, 582 1.24 0.27 43.19 4.76
74 x-pentatriacontene1 3480 490 (M+), 97 0.43 0.17
75 x-methyl x-pentatriacontene1 3515 57, 97, 111 0.33 0.19
76 15-methyl pentatriacontane 3521 491 (M-15), 224/225, 308/309 2.05 0.64 0.49 0.28
77 7,15-dimethyl pentatriacontane 3558 506 (M-15), 112/113, 239, 308/309, 435 tr 0.54 0.21
78 5,17-dimethyl pentatriacontane 3569 506 (M-15), 84/85, 239, 308/309, 464 tr 0.30 0.20
79 x,x-heptatriacontadiene1 3653 516 (M+), 96 1.22 0.52

1The position of the double bond(s) and/or the methyl group(s) could not be determined.