Research Article

Chemical Constituents and Anti-Inflammatory Effect of Incense Smoke from Agarwood Determined by GC-MS

Table 1

Chemical constituents and relative amounts of AAW, BCDA, AWIT, AS, and EAWIT.

No.NameRT (min)Relative content (%)
AAWBCDAAWITASEAWIT

1Ethylbenzene6.7746.215 (B)3.296 (B)6.384 (B)1.313 (B)
2Furfuryl alcohol6.8722.212
31,4-Xylene7.0803.709 (B)1.765 (B)
41,3-Xylene7.0862.354 (B)
51,2-Xylene7.0981.326 (B)0.778 (B)
6Phenylacetylene7.3921.387 (B)0.698 (B)1.612 (B)1.013 (B)
7Phenyl carbamate7.6460.308 (B)
8Phenylethylene7.9018.596 (B)3.413 (B)7.973 (B)5.132 (B)
92-Methyl-2-cyclopenten-1-one8.6800.400
104,4-Dimethyl-2-cyclopenten-1-one8.9520.302
112,5-Dimethyl-2,4-hexadiene9.0560.408
12Anisole9.0960.239 (B)0.21 (B)
132(5H)-Furanone9.2000.2020.1320.2990.981
143,4-Dihydro-H-pyran9.3560.2020.2020.381
15Methyl-2-oxo-1-pyrrolidineacetate9.6050.222
16Tetrahydro-22-desoxy-tomatillidine9.6100.211
171-Methylene-2-vinylcyclopentane10.9620.113
18Benzaldehyde11.1180.671 (B)0.28 (B)1.008 (B)1.146 (B)
195-Methyl-furfural11.4070.508
202,3-Dihydroxystearic acid11.8750.209
212-Chloro-2,2-difluoro-acetonitrile11.9500.157
222-Methyl-2-pentenal12.1920.104
23Benzonitrile12.3080.359 (B)
242,2,4,6,6-Pentamethylheptane12.5100.9020.7531.1520.126
25Benzofuran12.7930.541 (B)
26Phenol12.8391.225 (B)0.558 (B)0.592 (B)0.852 (B)
272,2-Diethyl-3-methyl-oxazolidine13.1050.7510.7850.808
28(2S, 3S)-2,3-Dimethoxy-N1,N1,N1,N4-tetramethyl-1,4-butanediamine13.1110.846
295-Norbornene-2-carboxaldehyde13.6540.1690.189
304-Methylanisole14.1850.305 (B)0.102 (B)0.135 (B)0.159 (B)
312-Azido-2,4,4,6,6-pentamethylheptane14.4450.2550.1870.220
322,3-Dioxabicyclo[2.2.2]oct-5-ene14.6710.4240.1890.175
333-Methyl-1,2-cyclopentanedione14.7170.369
342-Methyl-3-furanthiol15.9180.1060.201
353-Methyl-phenol16.6350.219 (B)0.176 (B)0.12 (B)
362-Methyl-phenol16.6690.226 (B)
373-Methyl-bicyclo[3.3.0]oct-2-en-8-one16.9180.129
382,2,2-Bicyclo-2-octene16.9350.4960.183 (B)0.453 (B)
39p-Cresol17.8010.73 (B)0.473 (B)0.321 (B)0.205 (B)
40Guaiacol17.9980.877 (B)0.51 (B)0.608 (B)1.362 (B)
412-t-Butylamino-acrylonitrile18.1650.4210.2240.240
423,5-Dimethyl-4H-pyran-4-one18.1820.107
433-Hydroxy-2-methyl-4-pyrone19.3380.1690.147
442,5-Dimethylphenol21.6770.223 (B)0.129 (B)0.165 (B)
452,3-Dihydroxybenzaldehyde22.0640.148 (B)
465-Ethyl-3-(3-methyl-5-phenylpyrazol-1-yl)-1,2,4-triazol-4-amine22.2150.152 (B)
47Ethyl disulfide22.2200.094
481-Methylene-1H-indene,22.7400.166 (B)
492-Ethylphenol22.9130.129 (B)
50Trehalose22.9140.324
512-Isopropyl-5-methyl-1-heptanol23.1970.059
523-Methyl-2-butene-1-thiol23.2080.120
532-Methylbutyl pentanoic acid ester23.2250.251
544-Methoxy-1,3-benzenediamine23.3000.216 (B)
552-Methoxy-3-methyl-phenol23.3060.236 (B)
562-Methoxy-4-methylphenol23.6760.444 (B)0.283 (B)0.271 (B)0.309 (B)
572-Methoxy-5-methylphenol23.6880.327 (B)
583,6-Dimethyl-2,6-octadiene-4,5-diol24.1440.129
591,4 : 3,6-Dianhydro-α-d-glucopyranose24.6000.1480.1580.1720.120
60trans-Cinnamaldehyde24.8660.821 (B)
61(1α, 2β, 5β, 6α)-Tricyclo[4.2.1.1(2,5)]deca-3,7-diene-9,10-dione24.8830.4460.325
62α-Methylene-benzeneacetaldehyde24.8950.247 (B)
632,4-Cyclopentadiene-1-ethanamine25.0450.1280.230
641,11-Dibromo-undecane25.0620.101
65Pyrocatechol25.3570.125 (B)0.2870.93 (B)
662,3-Anhydro-d-galactosan25.3570.204 (B)
672,3-Dihydrobenzofuran25.7270.369 (B)0.382 (B)0.299 (B)0.255 (B)
681-Methyl-1H-pyrrole-2(5H)-one26.1310.203
692-Isopropoxyphenol26.1830.226 (B)
703-Methoxyphenol26.2060.263 (B)
715-Hydroxymethylfurfural26.2290.2520.389
724-Phenyl-2-butanone26.3390.77 (B)1.13 (B)1.06 (B)0.177 (B)
731-Methyl-4-amino-4,5(1H)-dihydro-1,2,4-triazole-5-one26.8470.259
74Anisic aldehyde26.9050.306 (B)0.301 (B)0.389 (B)
752-Oxohexamethylenimine27.0320.185
763-Methoxy-2-benzenediol27.4540.401 (B)0.365 (B)0.251 (B)0.582 (B)
773-Methoxybenzenethiol27.7310.131 (B)
781-Indanone28.0430.279 (B)0.148 (B)
802-Isopropyl-3-methoxypyrazine28.2910.177
794-Ethyl-2-methoxyphenol28.2910.292 (B)0.104 (B)0.071 (B)
813-(4-Methylphenyl)-2-propenal28.4410.206 (B)
822,3-Dihydro-2-methyl-1H-inden-1-one28.4470.2230.056 (B)
83α-Methylcinnamaldehyde28.5570.127 (B)
842-Methylnaphthalene28.6210.285 (B)
851-Azabicyclo[2.2.2]octane-4-methanol29.5270.158
86(E)-2,4,4,7-Tetramethyl-5,7-octadien-3-ol29.6660.179
874-Hydroxy-3-methoxystyrene30.0992.343 (B)1.799 (B)1.512 (B)2.254 (B)
88o-tert-Butyl phenol30.4170.131 (B)
893-Hydroxybenzaldehyde30.8440.252 (B)
902-Methoxybenzyl alcohol31.0810.106 (B)
91trans-3-Hexenedioic acid-bis(trimethylsilyl) ester31.4110.127
922-exo-Chlorobicyclo[2.2.1]heptane-1-carbonyl chloride31.9420.2820.285
932-Ethyl-1H-pyrrolo[2,3-b]pyridine32.0000.157
942,6-Dimethoxyphenol32.1153.013 (B)2.939 (B)2.178 (B)
95cis-4,5-Diethyl-1,2-dimethyl-cyclohexene32.1904.085
96Eugenol32.3580.517 (B)0.303 (B)0.262 (B)
973-Allyl-6-methoxyphenol32.3750.413 (B)
983,4-Dimethoxyphenol32.5660.112 (B)0.219 (B)
993-Ethenyl-4-methyl-1H-pyrrole-2,5-dione32.8490.2050.149
1003-Cyclohexene-1-acetaldehyde33.2470.1910.136
10111-Methylene-tricyclo[4.3.1.1(2,5)]undecane33.247
1022-Propyl-phenol33.8480.1 (B)
1034-Hydroxybenzaldehyde33.9750.225 (B)
104Dichlorophenylsilane34.0100.321 (B)
105Phenylboronic acid34.0160.406 (B)0.143 (B)
106Vanillin34.4080.8 (B)0.83 (B)0.708 (B)1.842 (B)
1074-(Methylthio)-benzaldehyde34.5930.254 (B)
108(E)-isoeugenol34.8990.341 (B)0.18 (B)0.133 (B)0.31 (B)
109o-Methoxy-benzenethiol35.0840.125 (B)0.197 (B)
1102-Methoxy-1,4-benzenediol35.2170.209 (B)
1112-Benzylidenemalonaldehyde35.2170.204 (B)
1122-Vinylnaphthalene35.4420.115 (B)
1133-Hydroxy-2-methyl-5-(1-methylethyl)-2,5-cyclohexadiene-1,4-dione36.0830.237
114Biphenylene36.2340.105 (B)
1152-Methoxy-4-(1-propen-1-yl)-phenol36.8922.962 (B)2.126 (B)2.379 (B)3.254 (B)
1164-Hydroxy-2-methoxybenzaldehyde37.2270.2430.1420.135 (B)
1172-Methoxy-4-propyl-phenol37.4290.268 (B)0.242 (B)0.257 (B)0.454 (B)
1181,7-Dimethylpentacyclo[5.5.0(4,11).0(5,9).0(8,12)]dodecane-2,6-dione37.6890.126 (B)
1192-Methoxy-6-[(4H-1,2,4-triazol-4-ylamino)methyl]-phenol37.6890.107
1204-Hydroxybenzylidene acetone37.7070.101
121N-Phenylthioformamide37.7120.126 (B)
1227-Ethylbenzo[b]thiophene38.0530.153
1235,6-Dimethyl-2-benzimidazolinone38.3820.164 (B)
124Cyclohexylmethylbenzene38.4400.145 (B)0.161 (B)
1253,4-Dimethoxy-benzaldehyde38.5730.712 (B)
1264′-(Methylthio)acetophenone38.6600.3700.298 (B)0.256 (B)
1274-(4-Methoxyphenyl)-2-butanone39.2321.067 (B)1.161 (B)1.124 (B)0.137
128Pentadecane39.4340.168
129Dibenzofuran39.4510.186 (B)0.145 (B)
1302′,6′-Dihydroxyacetophenone, bis(trimethylsilyl) ether39.8500.207 (B)
1311-Methyl-1-phenylmethoxy-1-silacyclohexane39.8730.104 (B)0.111 (B)
1321,3,3-Trimethyl-2-(1-methylbut-1-en-3-on-1-yl)-1-cyclohexene40.1730.273
1331,2-Dimethoxy-4-(methoxymethyl)benzene40.1960.178 (B)
1342,4-Di-tert-butylphenol40.2020.287 (B)
1352-(2-Hydroxyhex-1-enyl)-3-methyl-5,6-dihydropyrazine40.2600.138
1365-(1,1-Dimethylethyl)-1,2,3-benzenetriol40.6530.578 (B)0.34 (B)0.212 (B)0.684 (B)
137Homovanillyl alcohol40.7800.594 (B)0.507 (B)0.417 (B)1.119 (B)
138[4-(1,1-Dimethylethyl)phenoxy]-acetate-methanol41.9120.159 (B)
139(S)-4,5,6,7,8,8a-Hexahydro-8aα-methylazulen-2(1H)-one42.1370.109
140Acetic acid-2-propylphenyl ester42.1600.114 (B)
1413-Nitrobenzaldehyde-(O-methyl oxime)42.420
1422,3,5,6-Tetrafluoroanisole42.4434.532 (B)3.741 (B)4.13 (B)
1433-tert-Butyl-4-hydroxyanisole42.5475.641 (B)
1442,5-Dihydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-one42.8190.329
145α-Santalol42.8480.511 (S)
1462,3-Dihydro-2,2-dimethyl-3,7-benzofurandiol42.8880.359 (B)0.39 (B)0.394 (B)
1477-(1,1-Dimethylethyl)-3,4-dihydro-1(2H)-naphthalenone43.1190.105 (B)
1483-Ethoxy-4-methoxybenzaldehyde43.1830.324 (B)0.221 (B)
1493-Hydroxy-4-methoxybenzoic acid-methyl ester43.2000.318 (B)
150Ethyl vanillate43.2110.279 (B)
151α-Amino-3′-hydroxy-4′-methoxyacetophenone43.4430.126 (B)0.143 (B)
152(3S, 4R, 5R, 6R)-4,5-Bis(hydroxymethyl)-3,6-dimethylcyclohexene43.6100.202
153Carbonic acid-2,3-dimethylphenyl methyl ester43.6280.41 (B)
1543-(4-Methoxyphenyl)propionic Acid43.6560.431 (B)
155Hexadecane44.0780.3290.3510.3210.127
1562,6-Dimethoxy-4-(2-propen-1-yl)-phenol44.2740.785 (B)0.619 (B)0.521 (B)1.029 (B)
1572,6-Dimethyl-4-nitrophenol44.5860.256 (B)
158[1S-(1α, 4α, 7α)]-1,2,3,4,5,6,7,8-Octahydro-1,4,9,9-tetramethyl-4,7-methanoazulene44.5920.406 (S)
1592-Ethyl-4-methyl-4,6-bis(1-methylethyl)-4H-1,3,2-dioxaborin44.5920.139
1608-Epi-γ-eudesmol44.6330.261 (S)0.219 (S)
161Methyl-2,6,6-trimethyl-3-oxo-1-cyclohexene-1-acrylate44.7370.155
1622′,6′-Dimethylacetanilide44.7710.187
163[1S-(1α, 4aβ, 8aα)]-1,2,4a,5,8,8a-Hexahydro-4,7-dimethyl-1-(1-methylethyl)-naphthalene45.1520.141 (S)
164[1R-(1α, 3aα, 7aα)]-1,2,3,6,7,7a-Hexahydro-2,2,4,7a-tetramethyl-1,3a-ethano-3aH-indene45.3260.241 (B)0.149 (S)
165Agarospirol45.5510.238 (S)0.195 (S)0.413 (S)
166Methyl 3-(bicyclo[2.2.1]hept-1-yl)-propenoate45.5860.116
167Hinesol45.7190.1260.251 (S)
168(1α, 6α, 7α)-1,5,5-Trimethyl-2-methylene-bicyclo[4.1.0]heptane-7-methanol45.7360.121 (S)
169(1R, 3aR, 4R, 7R)-1,2,3,3a,4,5,6,7-Octahydro-1,4-dimethyl-7-(1-methylethenyl)-azulene45.7480.191 (S)
170[1S-(1α, 4α, 7α)]-1,2,3,4,5,6,7,8-Octahydro-1,4-dimethyl-7-(1-methylethenyl)-azule45.7760.222 (B)
171Longifolene45.9900.565 (S)
17210S,11S-Himachala-3(12),4-diene46.0070.155 (S)
173Neoisolongifolene46.0420.262 (S)0.248 (S)
174Ledol46.2790.219 (S)0.519 (S)
175β-Eudesmol46.3250.1500.343 (S)
176Guaiol46.4980.939 (S)
177γ-Selinene46.5040.589 (S)1.164 (S)1.868 (S)
1781-Bromooctadecane46.712
1797,9-Dimethyl-hexadecane46.7290.1690.219
180(4-Methoxyphenyl)glycolic acid46.7520.212
1813-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid46.8800.629 (B)0.509 (B)0.517 (B)0.814 (B)
182Dehydroaromadendrene47.3010.442 (S)
1833,5-Dimethoxy-4-hydroxybenzaldehyde47.3531.599 (B)1.78 (B)1.891 (B)2.92 (B)
1842,4,6-Trimethyl-pyridine47.4280.383
185Camphene47.5610.600
186Ethyl (3-pyridyl)carbamate N-oxide47.6080.753
187Hexamethyl-benzene47.6540.5030.646 (B)
1881-(1,3a,4,5,6,7-Hexahydro-4-hydroxy-3,8-dimethyl-5-azulenyl)-ethanone47.8960.142 (S)
1892-Allyl-1,4-dimethoxy-3-methyl-benzene48.0290.249 (B)0.33 (B)
1902,5-Dibutyl-furan48.1501.392
191Vanillylacetone48.2081.036 (B)0.967 (B)0.425 (B)
192[1S-(1α, 7α, 8aβ)]-1,2,3,5,6,7,8,8a-Octahydro-1,4-dimethyl-7-(1-methylethenyl)-azulene48.4800.55 (S)
193Dehydro-cyclolongifolene oxide48.5090.717 (S)0.473 (B)
1944-Methoxymethyl-6-methyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine48.5720.283
1951-Cyclohexyl-2-methoxy-benzene48.6010.384 (B)0.72 (B)
196N,N-Diethyl-2-benzoxazolamine48.6130.781 (B)
197Octahydro-2-(1-methylethylidene)-4,7-methano-1H-indene49.1610.361 (B)
1984,6,6-Trimethyl-2-(3-methylbuta-1,3-dienyl)-3-oxatricyclo[5.1.0.0(2,4)]octane49.1670.172
1994-Methylene-1-methyl-2-(2-methyl-1-propen-1-yl)-1-vinyl-4-methylene-1-methyl-2-(2-methyl-1-propen-1-yl)-1-vinyl-cycloheptane49.2190.1210.181
2003-Phenoxy-phenol49.4670.3250.154 (B)0.134 (B)0.248 (B)
201(Z)-3,7-Dimethyl-1,3,6-octatriene49.5370.406
2021,7-Dimethyl-7-(4-methyl-3-pentenyl)-tricyclo[2.2.1.0(2,6)]heptane49.6120.2 (S)0.192 (S)
2032-Acetate-1,3-dimethoxy-5-(1-propenyl)-benzene50.0573.206 (B)2.309 (B)
2042,5-Dimethoxyterephthalic acid50.1782.516 (B)3.780
2052-(2-Furanylmethylene)-6-methyl-cyclohexanone50.2700.255
2064-Propylbiphenyl50.3800.704 (B)0.711 (B)
2071-Ethyl-3-(phenylmethyl)-benzene50.3860.745 (B)
208N,N,S-Trimethyl-3-aminothiophenol50.4150.684 (B)
209Neocurdione50.4380.161 (S)
210endo-Borneol51.0560.611
2119-Fluorenone51.0730.205 (B)
212[1S-(1α, 3aβ, 4α, 8aβ, 9R)]-Decahydro-4,8,8-trimethyl-1,4-methanoazulene-9-methanol51.1080.488 (S)0.295 (S)
213Methyl α-hydroxy-4-methoxy-benzeneacetate51.6050.101 (B)
2142,2′-Methylenebis[5-methyl-furan51.7430.136
2154-Hydroxy-2-methoxycinnamaldehyde51.8820.937 (B)0.897 (B)0.78 (B)
2163-(4-Hydroxy-3-methoxyphenyl)-2-propenal52.0722.664 (B)
217Acetosyringone52.0960.967 (B)0.829 (B)0.88 (B)1.499 (B)
218syn-3,3,5,6,8,8-Hexamethyl-tricyclo[5.1.0.0(2,4)]oct-5-ene,52.3331.5301.9791.7620.624
2192-Phenylethyl-1,1,2,2-d4-amine52.5411.184 (B)
2202-Methyl-5-(1-methylethyl)-phenol52.5521.377 (B)
2212′-Hydroxy-3,3-dimethyl-3-phenylpropanal52.5580.762 (B)
2222-[3-Methoxyphenyl]-propionic acid52.5811.048 (B)
2233-(2-Pentenyl)-1,2,4-cyclopentanetrione52.6796.688 (B)
2247-(1,3-Dimethylbuta-1,3-dienyl)-1,6,6-trimethyl-3,8-dioxatricyclo[5.1.0.0(2,4)]octane52.9510.3400.6210.7320.491
225o-Mentha-1(7),8-dien-3-ol53.2620.206
2261,10b(2H)-Dihydropyrano[3,4,5-jk]fluorene53.4880.153 (B)
227Anthracene53.4990.124 (B)
228(1S, 6R, 9S)-5,5,9,10-Tetramethyltricyclo[7.3.0.0(1,6)]dodec-10(11)-ene53.6090.1210.4570.414
229(Z)-3-Methyl-2-(2,4-pentadienyl)-2-cyclopenten-1-one53.6320.559
2301-Methoxy-4-methyl-2-(1-methylethyl)-benzene54.0190.565 (B)
231(1Z, 3aα, 7aβ)-1H-1-Ethylideneoctahydro-7a-methyl-indene54.0890.466 (B)0.773 (B)0.531 (B)
2323-(Phenylmethoxy)-1-propanol54.2330.238 (B)
233trans-1,10-Dimethyl-2-methylene-decalin54.5100.113
2343,5-Dimethoxy-4-hydroxyphenylacetic acid54.6491.383 (B)1.359 (B)1.391 (B)2.15 (B)
235(1aR, 4S, 4aR, 7S, 7aR, 7bS)-Decahydro-1,1,4,7-tetramethyl-1H-cycloprop[e]azulene54.6720.177 (S)
2362,7-Dimethyl-5-(1-methylethenyl)-1,8-nonadiene55.0360.126
237Longifolenaldehyde55.2610.12 (S)
238(2R-cis)-1,2,3,4,4a,5,6,7-Octahydro-α,α,4a,8-tetramethyl-2-naphthalenemethanol55.3770.409 (B)
239(4aR, 5S)-4,4a,5,6,7,8-Hexahydro-4a,5-dimethyl-3-(1-methylethylidene)-2(3H)-naphthalenone55.8500.459 (S)0.535 (S)0.609 (S)0.611 (S)
2401,2,4-Triethyl-benzene56.1300.301 (B)
241Isoaromadendrene epoxide56.1450.114 (S)0.143 (S)
2422,3,4,5-Tetramethyl-tricyclo[3.2.1.02,7]oct-3-ene56.4050.659
243Globulol56.5840.344 (S)
244Octadecane56.6240.2850.3310.3930.179
2452,3-Dihydro-2,2-dimethyl-7-benzofuranol56.8030.258 (B)
2461β, 2α-Dimethyl-3α, 5β-bis(1-methylethenyl)cyclohexane56.8440.285
2474,6-Dimethoxy-1-naphthaldehyde56.8960.214 (B)
2482-Bromo-1,3-dimethoxy-benzene56.9190.305 (B)
2491,3,5-Triethyl-benzene57.0400.252 (B)
2507-Methyl-pentadecane57.1440.189
2512-Methyl-dodecane57.1500.154
252Corymbolone57.2250.164 (S)
2532,6,10,14-tetramethyl-Hexadecane57.2250.1300.2850.1510.298
2541-(2-Thienyl)-1-heptanone57.5200.500
2551-(2-Thienyl)-1-hexanone57.5430.391
2562,4-Dimethylcyclopentane-1,3-dione57.6010.475
2571-(2-Thienyl)-ethanone57.6121.207
2581-(2,6-Dihydroxy-4-methoxyphenyl)-ethanone57.7160.162 (B)
2595-(2-Thienyl)-4-pyrimidinamine57.8321.0861.5132.402
2601,3-Benzenedicarboxylic acid-4-methyl-1,3-dimethyl ester57.9415.197 (B)
2613,4-Dimethoxy-benzaldehyde oxime58.0510.196 (B)
2621,2-Dimethoxy-4-(1,2-dimethoxyethyl)benzene58.0630.295 (B)0.233 (B)
2635-Methoxy-[1,2,4]triazolo[4,3-a]pyridine-3-thiol58.1490.335
264Methyl-3-amino-4-methoxybenzoate58.2480.192 (B)0.304 (B)0.29 (B)
265Isomaltol58.2710.623
2669-Methyl-9-azabicyclo[4.2.1]nona-2,4-diene58.7210.1030.970
267Chlordimeform58.7910.309 (B)
268Nootkatone59.2290.118 (S)
2694-(3-Methyl-2-butenyl)-phenol59.5410.772 (B)
270[2R-(2α, 4aα, 8aβ)]-1,2,3,4,4a,5,6,8a-Octahydro-4a,8-dimethyl-2-(1-methylethenyl)-naphthalene59.6630.125 (S)
271[1R-(1R, 4Z, 9S)]-4,11,11-trimethyl-8-methylene-bicyclo[7.2.0]undec-4-ene59.9520.193 (S)
2722,3,4,5,6-Pentamethyl-benzoic acid60.2000.221 (B)0.151 (B)
273[1aR-(1aα, 7α, 7aα, 7bα)]-1a,2,3,5,6,7,7a,7b-Octahydro-1,1,7,7a-tetramethyl-1H-cyclopropa[a]naphthalene60.2060.167 (S)
2744,5-Dihydro-6-(4-fluorophenyl)-pyridazin-3(2H)-one60.235
275N(1)-[(3-Methoxyphenyl)methyl]-1H-1,2,3,4-tetrazole-1,5-diamine60.3670.17 (B)
2761-Ethenyl-1-methyl-2-(1-methylethenyl)-4-(1-methylethylidene)-cyclohexane60.3960.601 (S)
277(E,E)-1,5-Dimethyl-8-(1-methylethylidene)-1,5-cyclodecadiene60.4430.165 (S)
2786,7-Dimethyl-8-(1-methylethyl)-2,4(1H,3H)-pteridinedione60.7080.105
279trans-Z-α-Bisabolene epoxide60.7370.42 (S)
280Aromadendrene oxide-(1)61.0660.814 (S)
281Cedrol61.0720.376 (S)
2821-Hydroxy-6-(3-isopropenyl-cycloprop-1-enyl)-6-methyl-heptan-2-one61.1531.008
283(1R, 7R, 8aS)-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylethenyl)-naphthalene61.1702.925 (S)
284α-Farnesene61.5460.429
2852-Methylene-6,8,8-trimethyl-tricyclo[5.2.2.0(1,6)]undecan-3-ol61.5920.156
286Thiocyanic acid-4-(dimethylamino)phenyl ester61.7020.354
287[4aR-(4aα, 7α, 8aβ)]-Decahydro-4a-methyl-1-methylene-7-(1-methylethenyl)-naphthalene61.8920.198 (S)
288Decahydro-2,2,4,8-tetramethyl-4,8-methanoazulen-9-ol stereoisomer62.0600.306 (S)
289Diphenylmethane62.5510.27 (B)
290[1aR-(1aα, 4β, 4aβ, 7α, 7aβ, 7bα)]-Decahydro-1,1,4,7-tetramethyl-1H-cycloprop[e]azulen-4-ol62.5680.205 (S)
291Spiro(tricyclo[6.2.1.0(2,7)]undeca-2,4,6,9-tetraene-11,1′-cyclopropane62.5680.198 (B)
2924-Methyl-1-[2,6,6-trimethyl-2-cyclohexen-1-yl]-1-penten-3-one,62.6030.149
293[1S-(1α, 7α, 8aα)]-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylethenyl)-naphthalene62.7880.248 (S)
294Caryophyllene63.0070.172 (S)
295Nonadecane63.0590.1290.1340.1250.145
2967-Methoxy-3,4-dihydro-2[1H]-quinoxalinone63.2330.241 (B)0.27 (B)0.367 (B)
2972-Allyl-1,4-dimethoxybenzene63.2961.347 (B)
298Dehydroxy-isocalamendiol63.4930.241 (S)
2993,4,5,6-Tetramethyl-2,5-octadiene63.5040.133 (S)
300Megastigmatrienone63.5390.914
3016-(1-Hydroxymethylvinyl)-4,8a-dimethyl-3,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one63.5730.286 (B)
302α-Ethyl-benzeneacetamide63.7290.442 (B)
3038-Ethenyl-3,4,4a,5,6,7,8,8a-octahydro-5-methylene-2-naphthalenecarboxylic acid63.7470.175 (B)
304[1S-(1α, 2β, 4β)]-1-Ethenyl-1-methyl-2,4-bis(1-methylethenyl)-cyclohexane63.9890.666 (S)
3051-Methylphenazine 5-oxide63.9890.945 (B)
3063-Phenylbicyclo(3.2.2)nona-3,6-dien-2-one63.9950.217 (B)
3071-(1-Hydroxybutyl)-2,5-dimethoxybenzene64.0350.423 (B)0.49 (B)
308Methyleugenol64.5380.123 (B)0.315 (B)0.23 (B)
3092-Ethyl-3,4-dihydro-2H-1-benzothiopyran64.6301.177 (B)
310Acetic acid-cyano-hydroxyimino-methyl ester65.0060.484
311N-Dimethylaminomethylene-anthranilic acid65.0120.252 (S)0.26 (S)0.165 (S)
3122-Methyl-9-(prop-1-en-3-ol-2-yl)-bicyclo[4.4.0]dec-2-ene-4-ol65.2431.25 (S)
313(1aR, 4aR, 7R, 7aR, 7bS)-Decahydro-1,1,7-trimethyl-4-methylene-1H-cycloprop[e]azulene65.2540.514 (B)1.064 (B)
314[4aR-(4aα, 5α, 8aα)]-4a,5,6,7,8,8a-Hexahydro-3,4a,5-trimethyl-naphtho[2,3-b]furan-9(4H)-one65.3814.963 (S)
3157,7,8,8-Tetracyanoquinodimethane65.7160.137 (B)
3164-(1,3,3-Trimethyl-bicyclo[4.1.0]hept-2-yl)-but-3-en-2-one65.7800.233
317Alloaromadendrene oxide65.8200.543 (S)
318γ-Elemene66.2070.835 (S)
3191-(2,4,6-Trimethylphenyl)-3-(2-propynyl)-thiourea66.6980.68 (B)1.52 (B)1.68 (B)5.466 (B)
3203,4-Dimethylphenyl trifluoro-acetate66.8830.209 (B)
32112-Azabicyclo[9.2.2]pentadeca-1(13),11,14-trien-13-ylamine66.9010.2050.2761.177
3221-Butyl-1H-pyrrole67.0620.2130.2880.174
323(3aα, 8β, 8aα)-5,6-1,2,3,3a,8,8a-Hexahydro-2,2,8-trimethyl-azulenedimethanol67.2590.631 (S)
324(2R, 5S, 10R)-6,10-Dimethyl-2-(1-methylethenyl)-spiro[4.5]dec-6-en-8-one67.3860.326 (S)
325N-Salicylidene-N′-salicyloylhydrazine67.4960.597 (B)
3263,5-Dimethyl-benzenamine67.5070.633 (B)
3272-Allyl-3-ethoxy-4-methoxyphenol67.7091.709 (B)
3281,2-Dimethoxy-4-(3-methoxy-1-propenyl)benzene67.7321.572 (B)
329Levomenol67.7780.305 (S)
330n-Hexadecanoic acid67.8071.701
3312,2,8,8-Tetramethyl-3,6-nonadien-5-one67.9580.428
3323,5-Dimethoxy-4-hydroxycinnamaldehyde68.1190.123 (B)1.723 (B)3.472 (B)
3331-Hydroxy-6-methylphenazine68.5291.19 (B)1.897 (B)1.555 (B)
334Desaspidinol68.8473.559 (B)
3352-Chloro-4-cyclohexyl-phenol68.8820.177 (B)0.302 (B)
3365-Ethyl-1,2,3,4-tetrahydro-naphthalene68.8990.779 (B)
337Heptadecane69.3610.195
338Humulane-1,6-dien-3-ol69.3840.784 (S)
3398,8-Dimethyl-9-methylene-1,5-cycloundecadiene69.7770.465 (S)
3402,4-Dichloro-1-nitrobenzene70.0830.429 (B)
3411-(2-Benzyloxyethyl)cyclohexene70.4530.369 (B)
342Caryophyllene oxide70.4762.082 (S)
343Aromadendrene oxide-(2)70.4760.272 (S)
344Diepicedrene-1-oxide70.5450.368 (S)
3453,4-Dihydro-3,3,6,8-tetramethylnaphthalen-1(2H)-one70.5800.115 (B)
3461-Methyl-2,4-bis(1-methylethenyl)-cyclohexane71.0310.248 (S)
347[1aR-(1aα, 4aα, 7β, 7aβ, 7bα)]-Decahydro-1,1,7-trimethyl-4-methylene-1H-cycloprop[e]azulen-7-ol71.1400.512 (S)
3483-Hydroxy-2-methyl-4-[4-t-butyl]-butanal72.4810.242
3491-(1-Hydroxy-3-methoxy-2-naphthyl)ethanone72.4981.586 (B)
3502-(Butenyl)-5-(1,1-dimethylethyl)-1,3-dimethyl-benzene72.5440.346 (B)
351(1R, 2R, 6S, 7S, 8S) -1-Methyl-8-(1-methylethyl)-tricyclo[4.4.0.02,7]dec-3-ene-3-methanol72.8850.359 (S)
3524-Hydroxy-4a,5-dimethyl-3-methylene-3a,4,4a,5,6,7,9,9a-octahydro-3H-naphtho[2,3-b]furan-2-one72.8960.194 (B)
3531,2,3,4-Tetrahydro-6-nitronaphthalene72.9310.888 (B)
3541-(3,3-Dimethyl-1-yl)-2,2-dimethylcyclopropane-3-carboxylic acid72.9600.324
355N-(p-Methoxy-trans-styryl)-formamide73.2720.546 (B)
3568,9-Dehydro-9-formyl-cycloisolongifolene73.7050.548 (S)0.691 (S)
3572-tert-Butyl-quinoxaline 4-oxide73.7451.237 (B)
358β-Vatirenene73.7630.803 (S)
359Octadecanal73.9190.144
360[1S-(1α, 3aβ, 4α, 7aβ)]-Octahydro-1,7a-dimethyl-4-(1-methylethenyl)-1,4-methano-1H-indene74.8720.368 (S)
3611-(1-Hydroxyethyl)-1-(diethylphosphonyl)-2-methylene-cyclopropane74.8780.109
3621-Nonadecene75.2650.149
363(E,E)-3,7-Dimethyl-10-(1-methylethylidene)-3,7-cyclodecadien-1-one75.6920.232 (S)
364Alloaromadendrene76.1950.488 (S)
365Heneicosane76.2350.1480.1770.127
3662,3-Dihydro-7-hydroxy-2,2-dimethyl-4H-1-benzopyran-4-one76.8590.277 (B)
3672-Butyl-5-hexyloctahydro-1H-indene77.3440.253
3682,2' : 5′,2″-Terthiophene77.7770.228
3691-Methyl-4-(2-methyloxiranyl)-7-oxabicyclo[4.1.0]heptane78.3550.248 (B)
3704,4-Dimethyl-1-phenyl-1-penten-3-one78.5630.199 (B)
3711,5-Diphenyl-1-penten-3-one78.6030.16 (B)0.354 (B)0.139 (B)
372(1-Methylbutyl)-benzene79.4240.266 (B)
373Stearic acid79.5040.198
374[1S-(1α, 2α, 3aβ, 4α, 8aβ, 9R)]-Decahydro-1,5,5,8a-tetramethyl-1,2,4-methenoazulene79.6660.186 (S)
375Z-8-Methyl-9-tetradecenoic acid79.7990.105
3761,2,3,4-Tetrahydro-1,5,7-trimethylnaphthalene79.9030.426 (B)
377N-Phenyl-2-naphthylamine80.7460.121 (B)0.186 (B)
378Z-5-Nonadecene81.0240.1960.1810.230
379Cyclopentadecane81.0470.188
380Diaveridine81.1050.108 (B)
381(Z)-3-Tridecen-1-yne81.4280.322
382Ambrosin82.2770.102 (S)
3832-Decanone O-methyl oxime82.3290.1040.1150.092
384N,N-Dimethyldecanamide82.3520.140
385[1aR-(1aα, 4aβ, 8aS)]-1,1a,5,6,7,8-Hexahydro-4a,8,8-trimethyl-cyclopropa[d]naphthalen-2(4aH)-one82.7100.124 (S)
386Murolan-3,9(11)-diene-10-peroxy83.2480.267 (S)
387Chromone derivative85.3960.109 (C)0.08 (C)
388Chromone derivative85.8180.132 (C)0.217 (C)0.151 (C)
389Chromone derivative86.7832.245 (C)1.812 (C)1.697 (C)3.633 (C)
390Chromone derivative87.1870.1040.112
391Chromone derivative87.5390.331 (C)
392Chromone derivative88.7240.159
393Chromone derivative88.8800.1180.123
394Chromone derivative88.891
395Chromone derivative88.8970.152 (C)0.175
396Chromone derivative89.2090.14 (C)0.662 (C)0.345 (C)0.334 (C)
397Chromone derivative89.5150.064 (C)0.14 (C)
398Chromone derivative89.7690.221 (C)
399Chromone derivative89.7870.125 (B)
400Chromone derivative89.8440.286
401Chromone derivative89.8670.108 (B)
402Chromone derivative90.5953.447 (C)
403Chromone derivative90.6011.127 (C)
404Chromone derivative90.6300.179 (C)
405Chromone derivative90.6413.239 (C)
406Chromone derivative90.6767.398 (C)
407Chromone derivative91.0000.197 (C)
408Chromone derivative91.0000.121 (C)
409Chromone derivative91.0170.148 (C)
410Chromone derivative91.4853.502 (C)
411Chromone derivative91.4851.32 (C)
412Chromone derivative91.5710.542 (C)
413Chromone derivative91.5714.593 (C)
414Chromone derivative91.6290.105 (C)
415Chromone derivative91.7100.649 (C)
416Chromone derivative91.7160.132 (C)
417Chromone derivative91.7271.405 (C)
418Chromone derivative91.7450.561 (C)
419Chromone derivative91.8030.592 (C)
420Chromone derivative91.8080.481 (C)
421Chromone derivative91.8370.411
423Chromone derivative91.8370.539 (C)
422Chromone derivative91.9530.88 (C)
424Chromone derivative91.9530.434 (C)
425Chromone derivative91.9870.796 (C)
426Chromone derivative92.5710.143 (C)
427Chromone derivative92.8940.254 (B)
428Chromone derivative92.9351.293 (C)
429Chromone derivative92.9580.221 (C)
430Chromone derivative92.9690.485 (B)
431Chromone derivative93.3390.388 (C)
432Chromone derivative93.7840.6 (C)
433Chromone derivative94.1360.14 (C)
434Chromone derivative94.3560.731
435Chromone derivative94.3610.125 (C)
436Chromone derivative94.3610.596 (C)
437Chromone derivative94.3900.832 (C)
438Chromone derivative94.7950.323 (C)
439Chromone derivative94.8000.187 (C)
440Chromone derivative94.8120.371 (C)
441Chromone derivative95.2281.254 (C)
442Chromone derivative95.2280.596 (C)
443Chromone derivative95.2570.614 (C)
444Chromone derivative95.2680.165 (C)
445Chromone derivative95.6090.217 (C)
446Chromone derivative95.7480.243 (C)
447Chromone derivative95.7540.237 (C)
448Chromone derivative95.7650.478 (B)
449Chromone derivative95.7710.206 (C)
450Chromone derivative95.8340.414 (C)
451Chromone derivative95.9040.291 (C)
452Chromone derivative95.9210.678 (B)
453Chromone derivative95.9670.713 (C)
454Chromone derivative95.9733.243 (C)
455Chromone derivative96.0192.703 (C)
456Chromone derivative96.0887.2 (C)
457Chromone derivative96.3080.178 (C)
458Chromone derivative96.3080.192 (C)
459Chromone derivative96.3190.177 (B)
460Chromone derivative96.3430.281 (C)
461Chromone derivative96.3720.498 (C)
462Chromone derivative96.3950.267 (C)
463Chromone derivative96.4000.313 (C)
464Chromone derivative96.4120.381
465Chromone derivative96.4180.43 (B)
466Chromone derivative96.5560.138 (B)
467Chromone derivative96.6320.058 (C)
468Chromone derivative96.6370.312 (C)
469Chromone derivative96.6490.236 (B)
470Chromone derivative96.6550.16 (B)
471Chromone derivative96.7180.332 (C)
472Chromone derivative96.7530.206
473Chromone derivative97.0880.464 (C)
474Chromone derivative97.3190.176 (C)
475Chromone derivative97.4690.171 (C)
476Chromone derivative97.7000.469 (C)
477Chromone derivative98.3410.863 (C)
478Chromone derivative98.3990.103
479Chromone derivative98.9820.104 (C)
480Chromone derivative99.2420.374 (C)
481Chromone derivative99.5660.264 (C)
482Chromone derivative99.7510.192 (C)
483Chromone derivative100.0340.281 (C)
484Chromone derivative100.3460.577 (C)
Total97.62097.16499.85997.04096.079

B: aromatic compound; C: chromone derivative; S: sesquiterpenes; —: not detected.