Table 11 Identification and relative peak areas of secondary metabolites in agarwood samples induced by complex inducer.
No. | Rt (min) | Compound | Formula | CAS | RIa | RIb | Relative percentage (%) | ||
---|---|---|---|---|---|---|---|---|---|
N1-1 | N1-2 | N1-3 | |||||||
1 | 12.352 | 2-Butanone, 4-phenyl-○ | C10H12O | 2550–26-7 | 1245 | 1293.3 | 0.232 | 0.323 | 0.492 |
2 | 17.107 | Hydrocinnamic acid○ | C9H10O2 | 501–52-0 | 1361 | 1366.9 | 0.25 | 0.082 | 0.228 |
3 | 19.245 | Benzenepropanal, 2-oxo-○ | C9H8O2 | 56,485–04-2 | 1398.5 | 1400.5 | – | 0.018 | – |
4 | 25.641 | Benzeneacetic acid, 4-methoxy-○ | C9H10O3 | 104–01-8 | 1496 | 1499.3 | – | 0.218 | – |
5 | 26.669 | 2H-1-Benzopyran-2-one, 6-methyl-○ | C10H8O2 | 92–48-8 | 1560.5 | 1515.6 | – | 0.08 | 0.033 |
6 | 28.482 | Cyclohexanemethanol, 4-ethenyl-α,α,4-trimethyl-3-(1-methylethenyl)-, [1R-(1α,3α,4β)]- ■ | C15H26O | 639–99-6 | 1557.1 | 1543.4 | – | 0.038 | 0.023 |
7 | 30.499 | (-)-Spathulenol ■ | C15H24O | 77,171–55-2 | 1582 | 1574.6 | – | – | 0.409 |
8 | 30.504 | Caryophyllene oxide ■ | C15H24O | 1139–30-6 | 1593 | 1574.6 | 0.375 | 0.419 | – |
9 | 35.438 | 10-epi-γ-Eudesmol ■ | C15H26O | 15,051–81-7 | 1621 | 1627.8 | – | – | 0.053 |
10 | 35.463 | 2-Naphthalenemethanol, 1,2,3,4,4a,5,6,7-octahydro-α,α,4a,8-tetramethyl-, (2R-cis)- ■ | C15H26O | 1209–71-8 | 1633 | 1634.9 | – | 0.049 | – |
11 | 35.892 | β-Eudesmol■ | C15H26O | 473–15-4 | 1639 | 1639.3 | 0.285 | – | – |
12 | 36.035 | 2-((2R,8R,8aS)-8,8a-Dimethyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)propan-2-ol ■ | C15H26O | 20,489–45-6 | 1661 | 1642.5 | – | 0.155 | – |
13 | 36.342 | Agarospirol ■ | C15H26O | 1460–73-7 | 1642.1 | 1643.3 | 0.572 | – | 0.399 |
14 | 37.538 | α-Cadinol ■ | C15H26O | 481–34-5 | 1653 | 1656.1 | 0.299 | – | – |
15 | 38.029 | 2-((2R,4aR,8aS)-4a-Methyl-8-methylenedecahydronaphthalen-2-yl)acrylaldehyde ■ | C15H22O | 3650–40-6 | 1691.4 | 1662.0 | – | 1.239 | – |
16 | 39.458 | 2-((2R,4aR,8aR)-4a,8-Dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-2-yl)acrylaldehyde■ | C15H22O | 4586–01-0 | 1695.4 | 1675.8 | – | 0.217 | 0.405 |
17 | 41.099 | (1R,7S,E)-7-Isopropyl-4,10-dimethylenecyclodec-5-enol ■ | C15H24O | 81,968–62-9 | 1694.5 | 1693.5 | – | – | 0.582 |
18 | 46.587 | Ethyl 2,4-dihydroxy-6-methylbenzoate○ | C10H12O4 | 2524–37-0 | 1743.2 | 1725.8 | – | 0.25 | – |
19 | 47.35 | Isolongifolol■ | C15H26O | 1139–17-9 | 1781.2 | 1740.7 | – | – | 0.352 |
20 | 58.547 | Baimuxinal ■ | C15H24O2 | 86,408–21-1 | – | 1789.2 | 1.295 | 1.687 | 1.04 |
21 | 81.164 | Bohlmann k2631 ■ | C15H20O2 | 80,367–94-8 | 1916 | 1910.1 | 3.041 | 5.22 | 4.266 |
22 | 86.751 | (3aR,4aS,5R,9aS)-5,8-Dimethyl-3-methylene-3a,4,4a,5,6,7,9,9a-octahydroazuleno[6,5-b]furan-2(3H)-one■ | C15H20O2 | – | 1948 | 1952.0 | – | 0.225 | – |
23 | 140.734 | 2-(2-phenylethyl)chromone▲ | C17H14O2 | 61,828–53-3 | – | 2294.7 | 1.381 | 1.42 | 2.324 |
24 | 143.926 | 6-hydroxy-2-(2-phenylethyl)chromone▲ | C17H14O3 | 84,294–90-6 | – | – | – | 0.043 | 0.057 |
25 | 147.931 | 6-hydroxy-2-(2-phenylethyl)chromone▲ | C17H14O3 | 84,294–90-6 | – | 2417.0 | 0.255 | 0.298 | 0.299 |
26 | 152.653 | 5,8-dihydroxy-2-(2-phenylethyl)chromone▲ | C17H14O4 | 69,809–24-1 | – | 2596.7 | – | 1.45 | 0.428 |
27 | 153.048 | 6-hydroxy-2-(2-phenylethyl)chromone▲ | C17H14O3 | 84,294–90-6 | – | – | – | 0.786 | |
28 | 158.153 | 6-methoxy-2-phenethyl-4H-chromen-4-one▲ | C18H16O3 | 84,294–89-3 | – | 2509.3 | 4.158 | 4.606 | 5.735 |
29 | 158.44 | A methoxy group as the B-ring of 2-(2-phenylethyl)chromone▲ | - | – | – | 2670.7 | – | 0.382 | – |
30 | 162.256 | 5,8-dihydroxy-2-(2-phenylethyl)chromone▲ | C17H14O4 | 69,809–24-1 | – | – | 10.963 | – | 9.783 |
31 | 169.658 | A hydroxy group as the A-ring of 2-(2-phenylethyl)chromone▲ | - | – | – | 2802.6 | 5.089 | 6.295 | 6.531 |
32 | 178.915 | 6-methoxy-2-(3-methoxyphenethyl)-4H-chromen-4-one▲ | C19H18O4 | 84,294–88-2 | – | 2900.0 | 2.424 | 1.406 | 2.605 |
33 | 184.686 | 5,8-dihydroxy-2-(2-(4-methoxyphenyl)ethyl)chromone▲ | C18H16O5 | 128,922–70-3 | – | 2911.5 | 24.585 | 19.048 | 20.76 |
34 | 185.021 | 5,8-dihydroxy-2-(2-(5-methoxyphenyl)ethyl)chromone▲ | C18H16O5 | 128,922–70-3 | – | – | 2.761 | 2.605 | 1.359 |
35 | 189.285 | 6-hydroxy-7-methoxy-2-(2-phenylethyl)chromone▲ | C18H16O4 | – | – | 2923.4 | – | – | 2.018 |
36 | 193.554 | 6-hydroxy-2-(2-(4'-methoxyphenyl)ethyl)chromone▲ | C18H16O4 | 125,092–36-6 | – | 2933.0 | – | – | 0.959 |
37 | 214.623 | 6,7-dimethoxy-2-(2-(4-methoxyphenyl)ethyl)chromone▲ | C20H20O5 | 117,596–92-6 | – | 2978.9 | 5.188 | 3.665 | 2.186 |
38 | 219.902 | A methoxy and a hydroxy groups as the A-ring and a methoxy group as the B-ring of 2-(2-phenylethyl)chromone■ | – | – | – | – | – | 1.733 | 0.678 |