ACCESSION: MSBNK-IPB_Halle-PB010801
RECORD_TITLE: Marchantin G 5; LC-ESI-QTOF; MS2; CE: 31.6361675; [M+H]+
DATE: 2019.06.20
AUTHORS: Stefanie Doell, Kristian Peters, Hendrik Treutler, Dept. Biochemistry of Plant Interactions, Leibniz Institute of Plant Biochemistry, Germany
LICENSE: CC BY
COPYRIGHT: Copyright (C) Stefanie Doell, Kristian Peters, Hendrik Treutler, Dept. Biochemistry of Plant Interactions, Leibniz Institute of Plant Biochemistry, Germany
COMMENT: CONFIDENCE Predicted
CH$NAME: Marchantin G 5
CH$NAME: Marchantin G
CH$NAME: 4,5,17-trihydroxy-2,15-dioxapentacyclo[22.2.2.13,7.110,14.016,21]triaconta-1(26),3(30),4,6,10(29),11,13,16(21),17,19,24,27-dodecaen-8-one
CH$COMPOUND_CLASS: Lignane
CH$FORMULA: C28H22O6
CH$EXACT_MASS: 454.142
CH$SMILES: C1CC2=C(C(=CC=C2)O)OC3=CC=CC(=C3)CC(=O)C4=CC(=C(C(=C4)O)O)OC5=CC=C1C=C5
CH$IUPAC: InChI=1S/C28H22O6/c29-23-6-2-4-19-10-7-17-8-11-21(12-9-17)33-26-16-20(15-25(31)27(26)32)24(30)14-18-3-1-5-22(13-18)34-28(19)23/h1-6,8-9,11-13,15-16,29,31-32H,7,10,14H2
CH$LINK: PUBCHEM
CID:5319275
CH$LINK: INCHIKEY
CUIZSIJMLPQKRE-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
4477611
SP$SAMPLE: Marchantia polymorpha
AC$INSTRUMENT: Bruker MicrOTOF-Q
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: CAPILLARY_TEMPERATURE 190 C
AC$MASS_SPECTROMETRY: CAPILLARY_VOLTAGE 5000V
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 31.6361675
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: FUNNEL1_RF 200Vpp
AC$MASS_SPECTROMETRY: FUNNEL2_RF 300VPP
AC$MASS_SPECTROMETRY: HEXAPOLE RF 100VPP
AC$MASS_SPECTROMETRY: COLLISION_CELL_RF 400VPP
AC$MASS_SPECTROMETRY: TRANSFER_TIME 70µs
AC$MASS_SPECTROMETRY: PREPULSE_STORAGE_TIME 5µs
AC$CHROMATOGRAPHY: COLUMN_NAME ACQUITY UPLC HSS T3 Column
AC$CHROMATOGRAPHY: RETENTION_TIME 9.296 min
AC$CHROMATOGRAPHY: FLOW_GRADIENT 0 to 1 min, isocratic 95% A , 5% B; 1 to 18 min, linear from 5% to 95% B, delay 18 to 20 min, 95% A isocratic
AC$CHROMATOGRAPHY: FLOW_RATE 0.15 ml/min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 455.1489
MS$FOCUSED_ION: PRECURSOR_M/Z 455.1489
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.9.1
PK$SPLASH: splash10-02vm-0391000000-80ad0633246ea7db52b0
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
107.05 C7H7O+ 2 107.0491 8.02
115.05 C9H7+ 1 115.0542 -36.74
119.05 C8H7O+ 2 119.0491 7.21
120.05 C8H8O+ 1 120.057 -58.02
121.06 C8H9O+ 1 121.0648 -39.58
123.04 C7H7O2+ 1 123.0441 -32.96
124.04 C3H8O5+ 1 124.0366 27.21
125.03 C6H5O3+ 1 125.0233 53.43
128.06 C10H8+ 1 128.0621 -16.02
129.07 C10H9+ 2 129.0699 0.96
131.05 C9H7O+ 2 131.0491 6.55
132.06 C2H12O6+ 2 132.0628 -21.5
135.04 C8H7O2+ 1 135.0441 -30.03
136.05 C8H8O2+ 1 136.0519 -13.82
137.02 C7H5O3+ 1 137.0233 -24.23
139.04 C7H7O3+ 1 139.039 7.4
141.07 C11H9+ 2 141.0699 0.87
142.07 C7H10O3+ 2 142.0624 53.18
143.08 C11H11+ 1 143.0855 -38.63
145.06 C10H9O+ 1 145.0648 -33.03
147.04 C9H7O2+ 1 147.0441 -27.58
151.05 C12H7+ 1 151.0542 -27.98
152.06 C12H8+ 2 152.0621 -13.49
153.07 C12H9+ 2 153.0699 0.81
154.08 C12H10+ 2 154.0777 14.92
155.08 C12H11+ 1 155.0855 -35.64
157.07 C4H13O6+ 2 157.0707 -4.23
159.08 C11H11O+ 2 159.0804 -2.77
164.06 C13H8+ 2 164.0621 -12.51
165.07 C13H9+ 2 165.0699 0.75
166.08 C13H10+ 2 166.0777 13.84
167.09 C6H15O5+ 2 167.0914 -8.38
168.06 C5H12O6+ 2 168.0628 -16.9
169.06 C12H9O+ 1 169.0648 -28.34
170.07 C12H10O+ 2 170.0726 -15.38
171.08 C12H11O+ 2 171.0804 -2.58
172.09 C12H12O+ 2 172.0883 10.07
173.06 C11H9O2+ 1 173.0597 1.7
174.06 C11H10O2+ 2 174.0675 -43.26
176.06 C14H8+ 2 176.0621 -11.65
177.07 C14H9+ 2 177.0699 0.7
178.08 C14H10+ 2 178.0777 12.91
179.08 C14H11+ 2 179.0855 -30.86
180.09 C14H12+ 2 180.0934 -18.61
181.07 C6H13O6+ 2 181.0707 -3.67
182.07 C13H10O+ 2 182.0726 -14.37
183.08 C13H11O+ 2 183.0804 -2.41
184.07 C9H12O4+ 1 184.073 -16.35
185.09 C13H13O+ 2 185.0961 -32.91
186.08 C9H14O4+ 1 186.0887 -46.54
186.1 C13H14O+ 2 186.1039 -21.04
187.08 C12H11O2+ 1 187.0754 24.82
188.08 C12H12O2+ 1 188.0832 -16.91
189.07 C15H9+ 2 189.0699 0.65
190.06 C11H10O3+ 1 190.0624 -12.87
191.09 C8H15O5+ 2 191.0914 -7.33
192.09 C15H12+ 2 192.0934 -17.45
193.07 C7H13O6+ 2 193.0707 -3.44
194.07 C14H10O+ 2 194.0726 -13.48
194.98 C7HNO6+ 1 194.9798 0.83
195.08 C14H11O+ 2 195.0804 -2.26
196.08 C10H12O4+ 2 196.073 35.65
197.06 C13H9O2+ 1 197.0597 1.49
198.07 C13H10O2+ 1 198.0675 12.47
199.08 C13H11O2+ 1 199.0754 23.33
200.08 C13H12O2+ 1 200.0832 -15.9
201.07 C9H13O5+ 2 201.0757 -28.6
201.08 C9H13O5+ 2 201.0757 21.14
202.09 C9H14O5+ 2 202.0836 31.79
203.07 C12H11O3+ 1 203.0703 -1.33
205.06 C15H9O+ 3 205.0648 -23.36
206.07 C15H10O+ 2 206.0726 -12.7
207.08 C15H11O+ 2 207.0804 -2.13
208.09 C15H12O+ 2 208.0883 8.33
209.09 C15H13O+ 3 209.0961 -29.13
210.07 C14H10O2+ 1 210.0675 11.75
211.08 C14H11O2+ 1 211.0754 22
212.08 C14H12O2+ 2 212.0832 -15
213.09 C14H13O2+ 1 213.091 -4.72
214.07 C13H10O3+ 2 214.0624 35.29
215.07 C13H11O3+ 1 215.0703 -1.26
216.07 C9H12O6+ 2 216.0628 33.14
217.08 C13H13O3+ 2 217.0859 -27.27
218.07 C16H10O+ 3 218.0726 -12
219.07 C12H11O4+ 2 219.0652 21.98
221.06 C15H9O2+ 1 221.0597 1.33
222.06 C15H10O2+ 2 222.0675 -33.91
222.08 C15H10O2+ 2 222.0675 56.15
223.08 C15H11O2+ 1 223.0754 20.82
224.08 C15H12O2+ 2 224.0832 -14.2
225.09 C15H13O2+ 1 225.091 -4.47
226.08 C18H10+ 2 226.0777 10.17
227.07 C14H11O3+ 1 227.0703 -1.19
228.08 C14H12O3+ 2 228.0781 8.35
229.08 C14H13O3+ 2 229.0859 -25.84
230.08 C10H14O6+ 3 230.0785 6.56
231.06 C13H11O4+ 1 231.0652 -22.44
231.07 C13H11O4+ 2 231.0652 20.84
233.09 C17H13O+ 3 233.0961 -26.13
234.07 C16H10O2+ 1 234.0675 10.55
235.08 C16H11O2+ 1 235.0754 19.76
236.08 C16H12O2+ 2 236.0832 -13.47
237.05 C15H9O3+ 2 237.0546 -19.49
237.08 C12H13O5+ 2 237.0757 17.93
238.07 C15H10O3+ 3 238.0624 31.73
239.07 C15H11O3+ 1 239.0703 -1.13
239.96 C12O6+ 1 239.9689 -37.25
240.08 C15H12O3+ 2 240.0781 7.93
241.09 C15H13O3+ 2 241.0859 16.92
242.09 C15H14O3+ 2 242.0937 -15.47
243.08 C18H11O+ 2 243.0804 -1.82
244.08 C18H12O+ 3 244.0883 -33.87
244.09 C18H12O+ 2 244.0883 7.1
245.09 C18H13O+ 3 245.0961 -24.85
246.1 C18H14O+ 3 246.1039 -15.91
247.08 C17H11O2+ 1 247.0754 18.8
249.09 C17H13O2+ 2 249.091 -4.04
253.09 C16H13O3+ 2 253.0859 16.12
255.07 C15H11O4+ 2 255.0652 18.88
256.07 C15H12O4+ 1 256.073 -11.76
257.09 C19H13O+ 3 257.0961 -23.69
259.11 C19H15O+ 3 259.1117 -6.72
261.09 C18H13O2+ 2 261.091 -3.85
263.1 C18H15O2+ 2 263.1067 -25.3
265.09 C17H13O3+ 2 265.0859 15.39
269.09 C20H13O+ 3 269.0961 -22.64
270.1 C20H14O+ 3 270.1039 -14.5
271.11 C20H15O+ 3 271.1117 -6.42
272.09 C19H12O2+ 2 272.0832 25.06
273.09 C19H13O2+ 2 273.091 -3.68
274.09 C15H14O5+ 2 274.0836 23.44
275.11 C19H15O2+ 1 275.1067 12.15
277.1 C15H17O5+ 3 277.1071 -25.44
277.12 C15H17O5+ 2 277.1071 46.73
284.12 C21H16O+ 3 284.1196 1.53
285.09 C20H13O2+ 2 285.091 -3.53
286.1 C20H14O2+ 2 286.0988 4.09
287.11 C20H15O2+ 1 287.1067 11.65
288.11 C20H16O2+ 2 288.1145 -15.55
289.12 C20H17O2+ 2 289.1223 -7.98
291.1 C19H15O3+ 3 291.1016 -5.4
292.1 C15H16O6+ 3 292.0941 20.06
293.11 C19H17O3+ 3 293.1172 -24.63
297.09 C21H13O2+ 2 297.091 -3.39
298.1 C21H14O2+ 2 298.0988 3.92
299.11 C21H15O2+ 2 299.1067 11.18
300.09 C24H12+ 3 300.0934 -11.17
301.1 C24H13+ 3 301.1012 -3.91
302.13 C21H18O2+ 2 302.1301 -0.43
303.11 C24H15+ 3 303.1168 -22.52
304.11 C20H16O3+ 3 304.1094 1.99
305.12 C20H17O3+ 3 305.1172 9.11
306.12 C20H18O3+ 3 306.125 -16.48
307.1 C19H15O4+ 3 307.0965 11.44
308.1 C19H16O4+ 2 308.1043 -13.99
315.1 C21H15O3+ 3 315.1016 -4.98
316.11 C21H16O3+ 3 316.1094 1.91
317.12 C21H17O3+ 4 317.1172 8.76
318.12 C21H18O3+ 3 318.125 -15.86
319.1 C20H15O4+ 3 319.0965 11.01
320.1 C20H16O4+ 2 320.1043 -13.47
321.11 C20H17O4+ 3 321.1121 -6.65
322.11 C20H18O4+ 2 322.12 -30.92
323.11 C23H15O2+ 3 323.1067 10.35
329.08 C21H13O4+ 2 329.0808 -2.54
330.1 C25H14O+ 3 330.1039 -11.86
331.1 C21H15O4+ 3 331.0965 10.62
333.11 C21H17O4+ 3 333.1121 -6.41
334.12 C21H18O4+ 2 334.12 0.12
335.12 C21H19O4+ 2 335.1278 -23.23
336.11 C24H16O2+ 2 336.1145 -13.33
337.1 C27H13+ 3 337.1012 -3.49
343.09 C22H15O4+ 2 343.0965 -18.9
344.1 C22H16O4+ 3 344.1043 -12.53
347.1 C25H15O2+ 2 347.1067 -19.18
348.1 C21H16O5+ 3 348.0992 2.23
349.11 C21H17O5+ 2 349.1071 8.45
381.15 C26H21O3+ 2 381.1485 3.88
399.17 C26H23O4+ 1 399.1591 27.34
409.14 C27H21O4+ 1 409.1434 -8.4
410.15 C27H22O4+ 1 410.1513 -3.07
411.15 C27H23O4+ 1 411.1591 -22.1
427.16 C27H23O5+ 1 427.154 14.05
429.16 C26H23NO5+ 1 429.1571 6.82
437.14 C28H21O5+ 1 437.1384 3.77
438.14 C28H22O5+ 1 438.1462 -14.09
455.15 C28H23O6+ 1 455.1489 2.38
PK$NUM_PEAK: 187
PK$PEAK: m/z int. rel.int.
107.05 1 1
115.05 2 2
119.05 4 4
120.05 7 7
121.06 9 9
123.04 67 67
124.04 5 5
125.03 3 3
128.06 3 3
129.07 2 2
131.05 9 9
132.06 2 2
135.04 8 8
136.05 2 2
137.02 10 10
139.04 3 3
141.07 13 13
142.07 3 3
143.08 2 2
145.06 3 3
147.04 9 9
151.05 2 2
152.06 9 9
153.07 12 12
154.08 3 3
155.08 5 5
157.07 7 7
159.08 8 8
164.06 1 1
165.07 32 32
166.08 22 22
167.09 57 57
168.06 7 7
169.06 117 117
170.07 19 19
171.08 25 25
172.09 4 4
173.06 7 7
174.06 1 1
176.06 2 2
177.07 17 17
178.08 13 13
179.08 60 60
180.09 26 26
181.07 51 51
182.07 27 27
183.08 57 57
184.07 7 7
185.09 31 31
186.08 5 5
186.1 2 2
187.08 65 65
188.08 9 9
189.07 2 2
190.06 1 1
191.09 4 4
192.09 12 12
193.07 11 11
194.07 34 34
194.98 1 1
195.08 176 176
196.08 48 48
197.06 320 320
198.07 136 136
199.08 257 257
200.08 41 41
201.07 2 2
201.08 3 3
202.09 1 1
203.07 2 2
205.06 4 4
206.07 2 2
207.08 45 45
208.09 31 31
209.09 44 44
210.07 162 162
211.08 395 395
212.08 100 100
213.09 387 387
214.07 70 70
215.07 999 999
216.07 136 136
217.08 14 14
218.07 2 2
219.07 2 2
221.06 5 5
222.06 3 3
222.08 1 1
223.08 114 114
224.08 44 44
225.09 284 284
226.08 58 58
227.07 290 290
228.08 76 76
229.08 135 135
230.08 20 20
231.06 1 1
231.07 3 3
233.09 1 1
234.07 4 4
235.08 60 60
236.08 11 11
237.05 1 1
237.08 2 2
238.07 1 1
239.07 25 25
239.96 1 1
240.08 13 13
241.09 756 756
242.09 135 135
243.08 17 17
244.08 2 2
244.09 1 1
245.09 3 3
246.1 2 2
247.08 3 3
249.09 3 3
253.09 15 15
255.07 33 33
256.07 6 6
257.09 4 4
259.11 5 5
261.09 2 2
263.1 2 2
265.09 3 3
269.09 9 9
270.1 2 2
271.11 3 3
272.09 2 2
273.09 8 8
274.09 4 4
275.11 4 4
277.1 2 2
277.12 2 2
284.12 3 3
285.09 6 6
286.1 4 4
287.11 24 24
288.11 10 10
289.12 4 4
291.1 11 11
292.1 4 4
293.11 2 2
297.09 6 6
298.1 4 4
299.11 12 12
300.09 5 5
301.1 14 14
302.13 41 41
303.11 39 39
304.11 21 21
305.12 43 43
306.12 12 12
307.1 7 7
308.1 3 3
315.1 29 29
316.11 23 23
317.12 32 32
318.12 18 18
319.1 67 67
320.1 29 29
321.11 31 31
322.11 6 6
323.11 2 2
329.08 3 3
330.1 2 2
331.1 4 4
333.11 86 86
334.12 110 110
335.12 24 24
336.11 9 9
337.1 2 2
343.09 1 1
344.1 2 2
347.1 9 9
348.1 5 5
349.11 4 4
381.15 6 6
399.17 2 2
409.14 33 33
410.15 9 9
411.15 2 2
427.16 54 54
429.16 2 2
437.14 10 10
438.14 2 2
455.15 26 26
//
