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. 2020 May 22;25(10):2426. doi: 10.3390/molecules25102426

Table A3.

GC-MS profile of hexane-ethanol extracts of propolis (HEEP) from different regions of Poland: HEEP_P1—Podlasie (Hajnowka), HEEP_P2—Masovia (Ciechanow), HEEP_P3—West Pomerania Province (Miedzyzdroje).

Substances RT RI exp RI lit HEEP_P1[%] HEEP_P2[%] HEEP_P3[%]
1 Benzyl alcohol, TMS derivative 6.112 1155 1152 0.09 0.04 0.08
2 Benzoic Acid, TMS derivative 8.797 1246 1249 3.16 1.24 1.27
3 Cinnamaldehyde 9.905 1272 1274 0.04 0.08 0.06
4 Glycerol, TMS 10.170 1287 1289 0.87 1.05 1.8
5 Butanedioic acid, 2TMS derivative 11.465 1320 1321 0.12 0.05 0.18
6 1-Monoacetin, 2O-TMS 11.748 1326 1324 0.14 0.06 0.09
7 4-Hydroxybenzaldehyde, TMS derivative 13.748 1373 1383 0.26 0.19 0.14
8 Hydroquinone, 2TMS derivative 15.325 1409 1408 0.4 0.22 0.13
9 Cinnamyl alcohol, trimethylsilyl ether 16.273 1422 1428 - 0.02 0.03
10 Malic acid, 3TMS derivative 20.282 1511 1497 0.12 0.12 0.81
11 5-Oxoproline, TMS derivative 20.693 1521 1527 0.12 0.06 0.05
12 Vanillin, TMS derivative 21.640 1537 1530 1.82 0.46 0.27
13 Cinnamic acid, TMS derivative 22.043 1545 1542 0.07 0.05 0.15
14 3,4-Dihydroxybenzaldehyde, 26.045 1622 1612 - 0.13 0.27
15 4-Hydroxybenzoic acid, 2TMS derivative 26.638 1634 1635 0.48 0.22 0.18
16 Dodecanoic acid, TMS 27.668 1658 1655 0.14 0.02 0.08
17 β-D-Xylopyranose, 4TMS derivative 34.563 1784 1777 0.13 0.03 0.03
18 o-Coumaric acid, 2TMS derivative 34.968 1797 1815 0.28 0.25 0.09
19 4-Methoxycinnamic acid, TMS derivative 36.602 1830 1833 - 0.08 0.26
20 D-Psicofuranose 37.475 1848 1837 1.46 1.59 2.24
21 D-Fructose, 5TMS derivative 37.865 1856 1866 12.58 11.92 2.03
22 D-Sorbitol, 6TMS derivative 41.092 1922 1920 0.16 0.1 -
23 D-Glucose, 5TMS derivative 41.658 1934 1928 7.14 11.9 8.27
24 4-Coumaric acid, 2TMS derivative 42.252 1947 1949 16.74 13.52 10.74
25 D-Glucitol, 6TMS derivative 43.917 1982 1980 0.43 0.25 0.44
26 Gallic acid, 4TMS derivative 44.125 1987 1987 0.68 0.13 -
27 Salicylic acid, trimethylsilyl ether, benzyl ester 45.932 2028 2025 0.1 0.08 0.2
28 D-Mannopyranose, 5TMS derivative 46.353 2038 2037 6.33 13.13 9.13
29 D-Gluconic acid, 6TMS derivative 46.885 2052 2043 0.15 0.2 0.08
30 Palmitic Acid, TMS derivative 47.083 2057 2050 0.49 0.18 0.09
31 Isoferulic acid, 2TMS derivative 48.453 2090 2081 0.09 0.78 2.95
32 Ferulic acid, 2TMS derivative 48.965 2103 2103 7.93 3.02 3.86
33 Myo-Inositol, 6TMS derivative 49.845 2132 2129 0.09 0.13 1.3
34 Phtalic acid derivative* 50.403 2150 - 0.7 0.24 0.03
35 Caffeic acid, 3TMS derivative 50.565 2157 2155 0.89 0.83 0.03
36 Linoleic acid, TMS 51.922 2203 2212 1.31 2.48 4.6
37 13-Octadecenoic acid, (E)-, TMS derivative 52.392 2222 2228 0.17 1.77 0.06
38 3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetraene-1-ol trimethylsilyl ether 52.703 2236 2234 1.01 0.07 0.07
39 2’,6’-Dihydroxy 4’-methoxydihydrochalcone, trimethylsilyl ether 52.717 2418 2405 - 1.99 0.1
40 Pterostilbene, trimethylsilyl ether 57.520 2462 - 0.43 0.77 2.58
41 Pentacosane 58.563 2501 2506 5.85 0.44 0.87
42 Ethyl trans-caffeate, bis(tert-butyldimethylsilyl) ether 58.560 2527 2547 - 3.55 2.22
43 Bisphenol* 59.088 2551 1.65 0.13 0.12
44 1-Docosanol, TMS derivative 59.223 2558 2557 0.19 4.51 4.76
45 Butanoic acid, 4-methoxy-2-nitro-, 2,6-bis(1,1-dimethylethyl)-4-methoxyphenyl ester 59.998 2604 2595 0.72 0.32 0.67
46 Unknown 60.475 2635 0.99 0.84 3.44
47 Behenic acid, TMS derivative 60.550 2645 2644 0.31 0.94 0.83
48 Unknown 60.947 2664 0.95 1.73 2.77
49 Unknown 61.285 2685 3.22 0.69 1.67
50 Maltose, 8TMS derivative, isomer 2 61.422 2693 2693 1.83 3.42 5.26
51 n-Heptacosane 61.537 2700 2700 0.21 0.11 0.31
52 Sucrose, 8TMS derivative 61.705 2712 2712 5.88 0.52 2.61
53 D-(+)-Turanose, octakis(trimethylsilyl) ether, methyloxime (isomer 1) 61.937 2727 2724 0.71 2.66 4.98
54 Maltose, OTMS 62.040 2735 2733 0.29 0.13 0.12
55 D-Cellobiose, (isomer 2), 8TMS derivative 62.262 2749 2762 1.51 0.32 1.3
56 Naringenin, O,O’-bis(trimethylsilyl)- 62.617 2772 2778 1.14 4.1 5.95
57 Isosakuranetin, TMS derivative 63.352 2821 2818 0.94 1.37 2.13
58 Lignoceric acid, TMS derivative 63.650 2842 2838 1.22 1.68 0.44
59 Sakuranetin, TMS derivative 64.215 2882 2877 1.75 0.64 0.11
60 Catechine, 5TMS derivative 64.880 2932 2938 0.33 0.11 0.07
61 Gettibiose, TMS derivative 65.720 2991 2989 0.76 0.36 0.66
62 Triacontane 65.948 3009 3003 0.78 0.4 0.35
63 Hexacosanoic acid, TMS derivative 66.375 3041 3039 0.5 0.69 2.04
64 Unknown 66.975 3085 - 0.66 0.61 0.74
65 Hentriacontane 67.137 3100 3103 0.49 0.23 0.77

RI (retention time); RIexp. and RIlit. indicate retention indices based on experiments and literature, respectively.