Table 3 Metabolites composition of T. boudieri and T. claveryi analyzed via UPLC-MS.
No | Proposed structure | Molecular formula | Error in ppm | MS2 | T. boudieri | T. claveryi | M − H | M + H | RT |
|---|---|---|---|---|---|---|---|---|---|
Amino acids and carbohydrates | |||||||||
1 | N, N′-Di-α-hexosyl-butanediamine | C16H32N2O10 | 4.4 | 342, 234 | + | 413.211 | 0.743 | ||
2 | Choline Glutamate | C10H22N2O5 | 6.2 | 233, 216, 198 | + | 251.159 | 0.777 | ||
3 | Eletefine | C19H19NO5 | − 8.5 | 324, 306, 288 | + | 342.134 | 0.811 | ||
4 | N-Methyl-L-glutamic acid | C6H11NO4 | 5.4 | 146,127 | + | 162.076 | 0.849 | ||
5 | N-Glucosyl arginine | C12H24N4O7 | 7.3 | 319, 175 | + | 337.172 | 0.856 | ||
6 | Arginine | C6H14N4O2 | 5.5 | 158 | + | 175.118 | 0.859 | ||
7 | Xylonic acid | C5H10O6 | 1.9 | 147, 129, 87, 75 | + | 165.041 | 0.946 | ||
8 | Unknown amino sugar | C9H17NO7 | 5.5 | 234, 216, 170 | + | + | 252.108 | 0.955 | |
9 | Sucrose | C12H22O11 | − 0.1 | 162 | + | 341.109 | 0.994 | ||
10 | Fructosyl valine | C11H21NO7 | 0.1 | 118, 262, 126 | + | 280.137 | 1.014 | ||
11 | N-Fructosyl pyroglutamate | C11H17NO8 | − 1.3 | 128, 170, 200, 243, 272 | + | + | 290.088 | 1.021 | |
12 | N-fructosyl isoleucine | C12H23NO7 | 0.1 | 276, 258, 230, 212, 86 | + | + | 294.155 | 1.036 | |
13 | Pyroglutamic acid | C5H7NO3 | 0.3 | + | 1,280,353 | 130.05 | 1.463 | ||
14 | Unknown amino sugar | C16H23NO10 | − 1.3 | 244, 287, 306 | + | + | 388.125 | 1.864 | |
15 | N-Fructosyl phenylalanine | C15H21NO7 | 4.7 | 310, 292, 264, 178, 166 | + | + | 328.137 | 2.682 | |
16 | N-acyl homoserine lactone | C9H16NO4 | 3.4 | 186, 168, 99 | + | 202.107 | 2.74 | ||
17 | Unknown amino sugar | C14H21NO9 | − 1.9 | 189, 273 | + | 346.111 | 3.168 | ||
18 | Pipecolate | C6H10NO2 | 3 | 113 | + | 128.071 | 3.275 | ||
19 | Stachydrine | C7H14NO2 | 3.8 | + | 144.102 | 3.911 | |||
20 | N-Acetyl-L-leucine | C8H15NO3 | -4.7 | 130 | + | 172.099 | 5.232 | ||
21 | N-Acetylaspartic acid | C14H25NO5 | − 0.2 | 214 | + | 286.166 | 11.748 | ||
Alkaloids | |||||||||
22 | Vincapyridine C | C12H16NO4 | 4.4 | 220, 179 | + | + | 238.107 | 5.273 | |
23 | 4-Hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl | C9H18NO2 | − 0.1 | 85 | + | 172.133 | 6.202 | ||
24 | Puniceusine F | C14H16NO4 | 2.6 | 244, 216,192 | + | 262.107 | 6.38 | ||
25 | Hyrtiosine A | C10H9NO3 | 4.3 | 176, 164 | + | 192.066 | 6.418 | ||
26 | Piperlongumine | C17H19NO5 | 1.7 | 212.1056 | + | 316.119 | 318.134 | 6.578 | |
27 | augustine N-oxide | C17H20NO5 | 3.1 | 288, 258, 242 | + | 318.134 | 8.918 | ||
28 | Fabiocinine | C15H14NO3 | 4.1 | 210, 178, 105 | + | 256.097 | 11.654 | ||
29 | Tersone G | C14H12NO2 | 2.8 | 208, 172, 148, 105 | + | 226.086 | 12.186 | ||
30 | Norargemonine | C20H22NO4 | 3.6 | 294, 266 | + | 340.153 | 13.641 | ||
31 | 2-methyl-6-(9-phenylnonyl) piperidine-3,4-diol | C21H36NO2 | 3.3 | 236, 220 | + | 334.274 | 14.17 | ||
32 | 17,20-dihydroxybuxadine-M | C25H42NO2 | 1.8 | 238, 222 | + | 388.321 | 15.838 | ||
Amides | |||||||||
33 | Dodecanamide | C12H26NO | − 1.4 | + | 200.201 | 14.79 | |||
34 | Octadecenoic acid amide | C18H35NO | 2 | 247, 212, 163, 97 | + | 282.279 | 17.6 | ||
Fatty acids/esters | |||||||||
35 | Hydroxytetradecanedioic acid | C14H26O5 | − 2 | + | 273.171 | 10.415 | |||
36 | Octadecenedioic acid | C18H32O4 | − 0.7 | 311, 293 | + | + | 311.222 | 313.237 | 11.467 |
37 | Hydroxyoctadecanedioic acid | C18H34O5 | − 0.1 | 229, 211 | + | + | 329.233 | 11.666 | |
38 | Dodecanedioic acid | C12H22O4 | 0.3 | 229, 211, 167 | + | 229.145 | 11.979 | ||
39 | Octadecenedioic acid | C18H33O4 | 3.8 | 295, 277 | + | 313.236 | 12.129 | ||
40 | Trihydroxy trioxo docosanoic acid | C22H37O8 | 4.2 | 411, 393, 293 | + | 429.248 | 12.606 | ||
41 | Unknown fatty acyl amide | C23H44NO3 | 3 | 357, 340, 277 | + | 382.332 | 12.723 | ||
42 | Hexadecanedioic acid | C16H30O4 | − 0.7 | + | 285.207 | 13.137 | |||
43 | Octadecanedioic acid | C18H34O4 | 0.3 | 295, 277, 183, 129 | + | + | 313.238 | 13.528 | |
44 | Hydroxy-octadecanoic acid | C18H35O4 | 3.3 | 279, 261, 243 | + | + | 315.253 | 13.569 | |
45 | Hydroxy-octadecenoic acid | C18H33O3 | 3.1 | 261, 243 | + | 279.231 | 14.064 | ||
46 | Octadecatetraenoic acid | C18H28O2 | 3.3 | 231, 176, 163 | + | 277.215 | 14.181 | ||
47 | Unknown oxylipid | C22H40O7 | − 0.2 | + | 415.27 | 14.406 | |||
48 | Hydroxy-octadecadienoic acid | C18H32O3 | − 0.9 | 295, 277, 195 | + | + | 295.228 | 15.023 | |
49 | Hydroxy-octadecatrienoic acid | C18H30O3 | 0.4 | + | 293.212 | 295.227 | 15.288 | ||
50 | Hydroxyoctadecanoic acid | C18H36O3 | 1.3 | + | 299.258 | 16.119 | |||
51 | Oxo-octadecadienoic acid | C18H28O3 | 0.8 | 275, 223, 205, 187 | + | 293.21 | 16.522 | ||
52 | Octadecatrienoic acid | C18H30O2 | − 0.5 | 261, 223, 209, 173 | + | 277.218 | 279.232 | 16.812 | |
53 | Hydroxyhexadecanoic acid | C16H32O3 | 1 | + | + | 271.228 | 16.992 | ||
54 | linoleoyl glycerol | C21H38O4 | 1.8 | 337, 263, 245 | + | + | 355.284 | 16.962 | |
55 | Hexadecenoic acid | C16H30O2 | 0.4 | + | 253.217 | 17.239 | |||
56 | Linoleic acid | C18H32O2 | − 0.1 | 263, 245 | + | + | 279.233 | 281.248 | 17.46 |
57 | Hexadecanoic Acid | C16H32O2 | − 0.4 | 229, 173 | + | 255.233 | 257.248 | 17.646 | |
Sterols | |||||||||
58 | Hydroxystigmast-4-en- | C29H48O2 | 3.1 | 297, 233 | + | 429.372 | 15.852 | ||
3-one | |||||||||
59 | dankasterone A | C28H40O3 | 3.3 | 407, 297, 165 | + | 425.304 | 15.976 | ||
60 | Matsutoic acid | C18H30O3 | 4.4 | 277, 259, 198, 180 | + | 295.224 | 16.202 | ||
61 | Unknown sterol | C19H30O3 | 2.4 | 289, 251 | + | 307.227 | 16.367 | ||
62 | Paxisterol | C28H42O4 | 2.3 | 341 | + | 443.316 | 17.034 | ||
Phenolic compounds | |||||||||
63 | Hydroquinone-glucose-O-hexoside | C12H15O7 | 4.1 | 161, 109, 101 | + | 271.081 | 1.624 | ||
64 | Scopoletin | C10H8O4 | 3.7 | + | 191.034 | 10.757 | |||
65 | Flavonol 3-O-petosyl hexoside | C26H28O12 | − 5.7 | 487, 443 | + | 531.154 | 11.667 | ||
66 | isomyrtucommulone B | C24H30O6 | 2.8 | 281, 119 | + | 415.212 | 13.786 | ||
Miscellaneous | |||||||||
67 | Malic acid | C4H6O5 | − 1.5 | 115, 87,71, 87 | + | + | 133.014 | 1.011 | |
68 | Unknown hexose | C6H10O6 | − 0.6 | 129, 99, 89, 85, 75 | + | + | 177.041 | 1.028 | |
69 | Citric acid | C6H8O7 | − 0.6 | 129, 111, 87 | + | 191.02 | 1.028 | ||
70 | Succinic acid | C4H6O4 | − 0.8 | 117, 99, 73 | + | 117.019 | 1.555 | ||
71 | Citramalic acid | C5H8O5 | 3.2 | 147, 103, 87 | + | 147.029 | 1.597 | ||
72 | isoquinoline-1,4-diol | C10H13NO2 | 4.1 | 103, 89 | + | 162.055 | 3.327 | ||
73 | Menisdaurin D | C14H20N13O7 | 2.3 | 225, 180 | + | 314.123 | 3.543 | ||
74 | Homotyrosine methyl ether | C11H15NO3 | 4.2 | 192, 96 | + | 210.113 | 3.774 | ||
75 | Dihydroxybenzenebutanoic acid O hexoside | C16H22O9 | 5.3 | 313 | + | 357.117 | 4.677 | ||
76 | Cinnamic acid | C9H8O2 | 2.9 | + | 147.045 | 5.761 | |||
77 | Unknown nitrogenous | C12H17NO3 | 0.2 | 128, 89 | + | + | 224.128 | 6.99 | |
78 | Unknown aromatic | C14H10O3 | 6.2 | 124 | + | 225.054 | 7.553 | ||
79 | Unknown amino sugar | C12H19NO6 | 4 | 144 | + | 272.113 | 7.567 | ||
80 | Phenylacetic acid | C8H8O2 | 1.3 | + | 135.041 | 7.639 | |||
81 | unknown terpenoid | C16H18O5 | 4.4 | 181, 163 | + | 291.123 | 7.765 | ||
82 | 1-(1-b-Glucopyranosyl)-1H-indole-3-carbaldehyde | C15H17NO6 | − 8.7 | 289, 261 | + | 306.101 | 12.179 | ||
83 | Amino-octadecene-triol | C18H38NO3 | 4 | 298, 280 | + | 316.283 | 12.723 | ||
84 | Unknown terpenoid | C19H25O5 | 4.2 | 289, 247, 203 | + | 333.17 | 13.042 | ||
85 | Nitrogenous lipid | C18H29NO3 | 3 | 290, 210, 192 | + | 308.221 | 14.666 | ||
86 | LysoDGTSA 16:0 | C26H51NO6 | 2.1 | 456, 236 | + | 474.377 | 15.593 | ||
87 | unknown diterpene | C20H34O2 | 1.8 | 277, 261, 243, 219, 205, 187, 173, 163, 109, 95 | + | 307.263 | 16.9 | ||