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. 2013 Dec 18;8(12):e82529. doi: 10.1371/journal.pone.0082529

Table 8. Main compounds detected by GC-TOF-MS.

Extracts Name of the compound Formula Molecular mass Area % Retention time (s)
Petroleum ether
G. glauca flower Phenol, 2,4-bis(1,1-dimethylethyl)- C14H22O 206.17 2.33 557.2
Diethyl phthalate C12H14O4 222.09 1.32 589.6
Dodecyl acrylate C15H28O2 240.21 3.01 616
Hexadecane C16H34 226.27 2.03 617.2
1,2-Benzenedicarboxylic acid, bis(2-methylpropyl) ester C16H22O4 278.15 1.45 684.9
Pentadecanoic acid, 14-methyl-, methyl ester C17H34O2 270.26 1.6 697.2
n-Hexadecanoic acid C16H32O2 256.24 4.81 710.1
Dibutyl phthalate C16H22O4 278.15 2.01 720.1
Diphenyl sulfone C12H10O2S 218.04 57.55 725.5
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 3.09 738.3
Pyridazin-3(2H)-one, 2-cyclohexyl-5-hydroxy-4-methoxy- C11H16N2O3 224.12 1.29 763.9
Tridecanoic acid, methyl ester C14H28O2 228.21 3.28 777
Hexadecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester C19H38O4 330.28 1.92 1023.2
G. glauca leaf Phenol, 2,4-bis(1,1-dimethylethyl)- C14H22O 206.17 1.4 556.4
Dodecyl acrylate C15H28O2 240.21 6.85 615.4
Pentadecanoic acid, 14-methyl-, methyl ester C17H34O2 270.26 3.95 696.9
n-Hexadecanoic acid C16H32O2 256.24 18.72 711.8
1,2-Benzenedicarboxylic acid, butyl 2-ethylhexyl ester C20H30O4 334.21 1.51 720
Diphenyl sulfone C12H10O2S 218.04 30.34 725.2
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 1.61 761.6
Phytol C20H40O 296.31 2.34 775.7
Octadecanoic acid, methyl ester C19H38O2 298.29 7.57 776.9
9,12,15-Octadecatrienoic acid, (Z,Z,Z)- C18H30O2 278.22 4.61 789.7
Benzene, (1,2-dicyclopropyl-2-phenylethyl)- C20H22 262.17 1.56 809.8
Benzene, (1,2-dicyclopropyl-2-phenylethyl)- C20H22 262.17 1 823.3
1-Phenylcyclopentanecarboxylic acid C12H14O2 190.1 1.09 879.5
G. glauca stem Phenol, 3,5-bis(1,1-dimethylethyl)- C14H22O 206.17 1.72 556.8
Dodecyl acrylate C15H28O2 240.21 5.21 615.6
n-Hexadecanoic acid C16H32O2 256.24 9.48 710.4
Dibutyl phthalate C16H22O4 278.15 1.37 719.7
Diphenyl sulfone C12H10O2S 218.04 52.7 724.9
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 5.88 738
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 1.07 761.2
1H-Indene, 1-methyl-3-propyl- C13H16 172.13 2.93 763.7
17-Octadecynoic acid C18H32O2 280.24 1.94 785.2
Benzene, (1,2-dicyclopropyl-2-phenylethyl)- C20H22 262.17 1.08 809.2
Hexadecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester C19H38O4 330.28 1.39 1022.4
D. bulbifera bulb 3-Oxo-androsta-1,4-dien-17á-spiro-2'-3'-oxo-oxetane C21H26O3 326.19 1.17 599.7
Apiol C12H14O4 222.09 1.44 602.1
1,2-Benzenedicarboxylic acid, butyl 8-methylnonyl ester C22H34O4 362.25 1.13 685.1
Pentadecanoic acid, 14-methyl-, methyl ester C17H34O2 270.26 2.3 697.3
n-Hexadecanoic acid C16H32O2 256.24 16.74 712.5
Undecanoic acid, ethyl ester C13H26O2 214.19 27.94 722.8
9,12-Octadecadienoic acid, methyl ester, (E,E)- C19H34O2 294.26 1.04 767.7
Z-1,9-Dodecadiene C12H22 166.17 10.61 798.6
9-Octadecenoic acid, ethyl ester C20H38O2 310.29 4.61 799.9
Methyl 17-methyl-octadecanoate C20H40O2 312.3 4.87 808.1
2,4-Hexadienedioic acid, 3,4-diethyl-, dimethyl ester, (Z,Z)- C12H18O4 226.12 7.49 916.5
Benzene, pentafluoro[(2-methylphenoxy)methyl]- C14H9F5O 288.06 6.42 921.6
3-Methoxyestra-1,3,5(10),8,14-pentaen-17-one (+,–)- C19H20O2 280.15 2.29 1023
Octadecanoic acid, ethyl ester C20H40O2 312.3 1.18 1093.3
Ethyl acetate
G. glauca flower Tetradecane C14H30 198.23 1.01 511.2
Benzoic acid, 4-ethoxy-, ethyl ester C11H14O3 194.09 1.44 563.5
Diethyl phthalate C12H14O4 222.09 1.98 588.7
Dodecyl acrylate C15H28O2 240.21 5.49 615.4
3,5-Dimethyldodecane C14H30 198.23 2.93 616.6
Hexadecane C16H34 226.27 1.02 651.5
1,2-Benzenedicarboxylic acid, bis(2-methylpropyl) ester C16H22O4 278.15 1.42 684.6
Hexadecanoic acid, methyl ester C17H34O2 270.26 2.87 697
Heptyl methyl ethylphosphonate C10H23O3P 222.14 1.12 724.3
Diphenyl sulfone C12H10O2S 218.04 36.29 725.3
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 5.71 738
Squalene C30H50 410.39 7.2 759.6
2(1H)-Naphthalenone, octahydro-4a-phenyl-, trans- C16H20O 228.15 1.21 761.4
1H-Indene, 1-methyl-3-propyl- C13H16 172.13 2.64 763.8
Octadecanoic acid, methyl ester C19H38O2 298.29 5.45 776.9
Benzene, (1,2-dicyclopropyl-2-phenylethyl)- C20H22 262.17 1.09 809.5
Benzyl á-d-glucoside C13H18O6 270.11 2.42 861.8
Hexadecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester C19H38O4 330.28 1.66 1023.2
G. glauca leaf Undecane C11H24 156.19 1.03 511.5
D-Galactose, 6-deoxy- C6H12O5 164.07 4.2 529.4
Diethyl Phthalate C12H14O4 222.09 1.67 588.8
Dodecyl acrylate C15H28O2 240.21 9.47 615.3
Hexadecane C16H34 226.27 2.8 616.1
Phthalic acid, isobutyl nonyl ester C21H32O4 348.23 1.12 684.6
Hexadecane C16H34 226.27 2.18 686.5
Pentadecanoic acid, 14-methyl-, methyl ester C17H34O2 270.26 4.97 697
Dibutyl phthalate C16H22O4 278.15 1.55 719.8
Diphenyl sulfone C12H10O2S 218.04 25.37 725.4
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 1.12 736.8
Squalene C30H50 410.39 5.64 760
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 2.11 761.5
Benzene, (1,1-dimethyl-2-butynyl)- C12H14 158.11 4.61 763.8
Octadecanoic acid, methyl ester C19H38O2 298.29 9.48 776.9
Benzene, (1,2-dicyclopropyl-2-phenylethyl)- C20H22 262.17 1.8 809.5
Benzene, (1,2-dicyclopropyl-2-phenylethyl)- C20H22 262.17 1.14 823
1-Phenylcyclopentanecarboxylic acid C12H14O2 190.1 1.32 879.3
1-Iodo-2-methylundecane C12H25I 296.1 2.24 879.9
Hexadecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester C19H38O4 330.28 1.02 1022.8
G. glauca stem Decane, 5,6-dimethyl- C12H26 170.2 1.21 512.1
Benzaldehyde, 3-hydroxy-4-methoxy- C8H8O3 152.05 1.17 525.8
Benzoic acid, 4-ethoxy-, ethyl ester C11H14O3 194.09 1.01 564.7
1-Docosene C22H44 308.34 1.48 580.4
Diethyl phthalate C12H14O4 222.09 2.02 589.8
Dodecyl acrylate C15H28O2 240.21 6.36 616.1
Decane, 2,6,6-trimethyl- C13H28 184.22 2.82 617.1
1,2-Benzenedicarboxylic acid, bis(2-methylpropyl) ester C16H22O4 278.15 1.82 685.1
Pentadecanoic acid, 14-methyl-, methyl ester C17H34O2 270.26 10.81 697.4
n-Hexadecanoic acid C16H32O2 256.24 16.29 711.2
Dibutyl phthalate C16H22O4 278.15 3.56 720.4
Diphenyl sulfone C12H10O2S 218.04 10.22 725.7
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 6.55 738.6
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 1.27 761.8
Pyridazin-3(2H)-one, 2-cyclohexyl-5-hydroxy-4-methoxy- C11H16N2O3 224.12 2.82 764.3
Phytol C20H40O 296.31 1.59 775.9
Octadecanoic acid, methyl ester C19H38O2 298.29 7.58 777.2
Z-1,9-Hexadecadiene C16H30 222.23 1.11 786.1
cis-3-Butyl-4-vinyl-cyclopentene C11H18 150.14 1.15 788.9
Benzene, (1,2-dicyclopropyl-2-phenylethyl)- C20H22 262.17 1.23 809.9
Hexadecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester C19H38O4 330.28 1.42 1023.1
D. bulbifera bulb Eicosanoic acid, ethyl ester C22H44O2 340.33 1.03 681
Diosgenin C27H42O3 414.31 94.05 926.5
Methanol
G. glauca flower 5-[1], [2], [4]Triazol-1-yl-pyrrolidin-2-one C6H8N4O 152.07 1.97 510.5
Diethyl Phthalate C12H14O4 222.09 1.52 589.2
Dodecyl acrylate C15H28O2 240.21 5.07 615.7
Hexadecane C16H34 226.27 2.13 616.8
Phthalic acid, cyclobutyl hexyl ester C18H24O4 304.17 1.09 684.8
Pentadecanoic acid, 14-methyl-, methyl ester C17H34O2 270.26 2.89 697.1
Diphenyl sulfone C12H10O2S 218.04 54.82 725.5
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 5.6 738.2
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 1.09 761.4
Octadecanoic acid, methyl ester C19H38O2 298.29 5.43 776.9
Hexadecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester C19H38O4 330.28 2.14 1022.8
G. glauca leaf 1-Undecene, 5-methyl- C12H24 168.19 1.77 579.6
Diethyl phthalate C12H14O4 222.09 1.41 589
Dodecyl acrylate C15H28O2 240.21 7.51 615.6
3-Hexanone, 2,4-dimethyl- C8H16O 128.12 2.62 616.3
Diphenyl sulfone C12H10O2S 218.04 10.28 646.1
1,2-Benzenedicarboxylic acid, bis(2-methylpropyl) ester C16H22O4 278.15 1.08 684.6
Pentadecanoic acid, 14-methyl-, methyl ester C17H34O2 270.26 3.34 697.1
Diphenyl sulfone C12H10O2S 218.04 1.3 724.2
Diphenyl sulfone C12H10O2S 218.04 42.49 725.7
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 1.78 761.3
Octadecanoic acid, methyl ester C19H38O2 298.29 7.72 776.8
Benzene, (1,2-dicyclopropyl-2-phenylethyl)- C20H22 262.17 1.75 809.2
Benzene, (1,2-dicyclopropyl-2-phenylethyl)- C20H22 262.17 1.17 822.8
1-Phenylcyclopentanecarboxylic acid C12H14O2 190.1 1.47 879.1
G. glauca stem Hexadecane C16H34 226.27 1.15 509.8
Benzoic acid, 4-ethoxy-, ethyl ester C11H14O3 194.09 1.11 562.6
Diethyl phthalate C12H14O4 222.09 2.27 588
Dodecyl acrylate C15H28O2 240.21 5.74 614.8
1,2-Benzenedicarboxylic acid, bis(2-methylpropyl) ester C16H22O4 278.15 1.1 684.3
Pentadecanoic acid, 14-methyl-, methyl ester C17H34O2 270.26 2.55 696.8
Diphenyl sulfone C12H10O2S 218.04 52.49 725
5,8,11-Heptadecatriynoic acid, methyl ester C18H24O2 272.18 5.52 737.8
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 1.1 761.3
Trimethadione C6H9NO3 143.06 2.4 763.5
Octadecanoic acid, methyl ester C19H38O2 298.29 5.2 776.7
Hexadecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester C19H38O4 330.28 1.31 1023
D. bulbifera bulb 2-Pyrrolidinone, 1-methyl- C5H9NO 99.07 17.83 420.3
2-Pentanol, acetate C7H14O2 130.1 4.59 475.5
Butylated hydroxytoluene C15H24O 220.18 16.19 554.1
9H-Fluorene, 9-methylene- C14H10 178.08 10.23 675.9
5-(Methylamino)-1,2,3,4-thiatriazole C2H4N4S 116.02 5.28 721.6
Acetic acid, [(1,1-dimethylethyl)thio]- C6H12O2S 148.06 10.87 754.8
2-(1-Methylcyclopentyloxy)-tetrahydropyran C11H20O2 184.15 5.24 808.4
Pentanoic acid, 1,1-dimethylpropyl ester C10H20O2 172.15 6.09 809
Decane, 2,4,6-trimethyl- C13H28 184.22 8.62 828.5
Undecane C11H24 156.19 3.09 861.3
Heptylcyclohexane C13H26 182.2 4.49 862.4
Ethanol (70%)
G. glauca flower Tetradecane C14H30 198.23 1.18 512.9
Benzoic acid, 4-ethoxy-, ethyl ester C11H14O3 194.09 1.22 564.9
Diethyl phthalate C12H14O4 222.09 1.92 589.8
Dodecyl acrylate C15H28O2 240.21 6.62 616
1,2-Benzenedicarboxylic acid, bis(2-methylpropyl) ester C16H22O4 278.15 1.51 684.8
Pentadecanoic acid, 14-methyl-, methyl ester C17H34O2 270.26 3.13 697.1
Dibutyl phthalate C16H22O4 278.15 1.06 719.8
Diphenyl sulfone C12H10O2S 218.04 1.45 724.4
Diphenyl sulfone C12H10O2S 218.04 43.87 725.4
5,8,11-Heptadecatriynoic acid, methyl ester C18H24O2 272.18 7.7 738.1
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 1.54 761.3
1H-Indene, 1-methyl-3-propyl- C13H16 172.13 3.39 763.7
Octadecanoic acid, methyl ester C19H38O2 298.29 6.41 776.8
Benzene, (1,2-dicyclopropyl-2-phenylethyl)- C20H22 262.17 1.35 809.3
(4-Isopropylidenebicyclo[3.2.0]hept-2-en-6-ylidene)acetic acid, methyl ester C13H16O2 204.12 1.04 879
Hexadecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester C19H38O4 330.28 1.4 1022.4
G. glauca leaf Decane, 2,5,9-trimethyl- C13H28 184.22 1.17 510
Benzoic acid, 4-ethoxy-, ethyl ester C11H14O3 194.09 1 562.9
Octadecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester C21H42O4 358.31 1.56 570
Dodecyl acrylate C15H28O2 240.21 6.63 615
Hexadecane C16H34 226.27 3.04 616.2
Diphenyl sulfone C12H10O2S 218.04 57.24 724.8
5,8,11-Heptadecatriynoic acid, methyl ester C18H24O2 272.18 6.21 738
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 1.19 761.3
1H-Indene, 1-methyl-3-propyl- C13H16 172.13 1.17 763
Benzene, (1,2-dicyclopropyl-2-phenylethyl)- C20H22 262.17 1.14 809.3
Hexadecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester C19H38O4 330.28 1.58 1023.4
G. glauca stem Hexadecane C16H34 226.27 1.29 511.6
Benzoic acid, 4-ethoxy-, ethyl ester C11H14O3 194.09 1.05 563.9
Decane, 3,7-dimethyl- C12H26 170.2 3.43 582.2
Diethyl phthalate C12H14O4 222.09 2.39 589
Dodecyl acrylate C15H28O2 240.21 3.74 615.5
1,2-Benzenedicarboxylic acid, bis(2-methylpropyl) ester C16H22O4 278.15 1.58 684.6
Pentadecanoic acid, 14-methyl-, methyl ester C17H34O2 270.26 1.48 696.9
Diphenyl sulfone C12H10O2S 218.04 59.23 725.1
1,6-Heptadiene, 2-methyl-6-phenyl- C14H18 186.14 3.3 737.9
Pyridazin-3(2H)-one, 2-cyclohexyl-5-hydroxy-4-methoxy- C11H16N2O3 224.12 1.48 763.7
Octadecanoic acid, methyl ester C19H38O2 298.29 3.22 776.7
Hexadecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester C19H38O4 330.28 2.22 1022.6
D. bulbifera bulb 1-(2-Aminoethylamino)-2-propanol C5H14N2O 118.11 1.01 456.1
Ethyl acetate C4H8O2 88.05 2.78 467.6
Ethyl acetate C4H8O2 88.05 3.99 470.3
Diosgenin(3á,25R) acetate C29H44O4 456.32 57.29 699.9
Squalene C30H50 410.39 18.86 760