ACCESSION: MSBNK-IPB_Halle-PB010501
RECORD_TITLE: Marchantin G 4; 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$NAME: Marchantin G 4
CH$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$CHROMATOGRAPHY: RETENTION_TIME 8.773 min
AC$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$SPLASH: splash10-056r-0192100000-5510305e0901b2b47400
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
107.05 C7H7O+ 2 107.0491 8.02
115.06 C2H11O5+ 2 115.0601 -0.87
119.05 C8H7O+ 2 119.0491 7.21
121.06 C8H9O+ 1 121.0648 -39.58
123.04 C7H7O2+ 1 123.0441 -32.96
124.04 C3H8O5+ 1 124.0366 27.21
129.07 C10H9+ 2 129.0699 0.96
131.05 C9H7O+ 2 131.0491 6.55
133.03 C8H5O2+ 1 133.0284 11.98
135.04 C8H7O2+ 1 135.0441 -30.03
136.05 C8H8O2+ 1 136.0519 -13.82
137.02 C7H5O3+ 1 137.0233 -24.23
137.06 C8H9O2+ 1 137.0597 2.15
138.02 C3H6O6+ 1 138.0159 29.78
139.04 C7H7O3+ 1 139.039 7.4
141.07 C11H9+ 2 141.0699 0.87
145.1 C11H13+ 2 145.1012 -8.11
149.02 C8H5O3+ 1 149.0233 -22.28
151.04 C8H7O3+ 1 151.039 6.82
152.06 C12H8+ 2 152.0621 -13.49
153.07 C12H9+ 2 153.0699 0.81
155.08 C12H11+ 1 155.0855 -35.64
157.07 C4H13O6+ 2 157.0707 -4.23
158.07 C11H10O+ 2 158.0726 -16.55
159.11 C12H15+ 2 159.1168 -42.9
160.05 C10H8O2+ 1 160.0519 -11.75
161.06 C10H9O2+ 1 161.0597 1.83
163.04 C9H7O3+ 1 163.039 6.31
163.14 C8H19O3+ 2 163.1329 43.7
164.07 C6H12O5+ 1 164.0679 12.65
165.07 C13H9+ 2 165.0699 0.75
166.07 C9H10O3+ 2 166.0624 45.49
167.09 C6H15O5+ 2 167.0914 -8.38
168.06 C5H12O6+ 2 168.0628 -16.9
169.07 C5H13O6+ 2 169.0707 -3.93
170.07 C12H10O+ 2 170.0726 -15.38
171.08 C12H11O+ 2 171.0804 -2.58
172.09 C12H12O+ 2 172.0883 10.07
173.08 C8H13O4+ 1 173.0808 -4.83
174.06 C11H10O2+ 2 174.0675 -43.26
175.04 C10H7O3+ 1 175.039 5.88
175.11 C12H15O+ 2 175.1117 -9.95
177.07 C14H9+ 2 177.0699 0.7
177.15 C9H21O3+ 1 177.1485 8.35
178.07 C10H10O3+ 2 178.0624 42.43
179.08 C14H11+ 2 179.0855 -30.86
180.06 C6H12O6+ 2 180.0628 -15.77
181.07 C6H13O6+ 2 181.0707 -3.67
182.07 C13H10O+ 2 182.0726 -14.37
183.08 C13H11O+ 2 183.0804 -2.41
184.08 C9H12O4+ 2 184.073 37.97
185.06 C12H9O2+ 1 185.0597 1.59
186.07 C12H10O2+ 1 186.0675 13.27
187.08 C12H11O2+ 1 187.0754 24.82
187.15 C14H19+ 2 187.1481 10.01
189.06 C11H9O3+ 2 189.0546 28.45
190.07 C11H10O3+ 2 190.0624 39.75
191.09 C8H15O5+ 2 191.0914 -7.33
192.09 C15H12+ 2 192.0934 -17.45
193.06 C14H9O+ 3 193.0648 -24.82
194.07 C14H10O+ 2 194.0726 -13.48
195.08 C14H11O+ 2 195.0804 -2.26
196.06 C13H8O2+ 1 196.0519 41.41
197.06 C13H9O2+ 1 197.0597 1.49
198.07 C13H10O2+ 1 198.0675 12.47
199.07 C13H11O2+ 2 199.0754 -26.9
200.07 C9H12O5+ 1 200.0679 10.37
201.09 C13H13O2+ 1 201.091 -5
202.07 C12H10O3+ 2 202.0624 37.39
203.08 C16H11+ 3 203.0855 -27.21
204.09 C16H12+ 3 204.0934 -16.42
205.07 C8H13O6+ 2 205.0707 -3.24
206.07 C15H10O+ 2 206.0726 -12.7
207.08 C15H11O+ 2 207.0804 -2.13
208.09 C15H12O+ 2 208.0883 8.33
209.06 C14H9O2+ 1 209.0597 1.41
210.07 C14H10O2+ 1 210.0675 11.75
211.08 C14H11O2+ 1 211.0754 22
212.08 C14H12O2+ 2 212.0832 -15
213.06 C13H9O3+ 2 213.0546 25.25
214.06 C13H10O3+ 2 214.0624 -11.42
215.07 C13H11O3+ 1 215.0703 -1.26
216.07 C9H12O6+ 2 216.0628 33.14
217.07 C9H13O6+ 2 217.0707 -3.06
218.07 C16H10O+ 3 218.0726 -12
219.08 C16H11O+ 2 219.0804 -2.01
219.17 C15H23O+ 2 219.1743 -19.81
221.06 C15H9O2+ 1 221.0597 1.33
222.07 C15H10O2+ 1 222.0675 11.12
223.08 C15H11O2+ 1 223.0754 20.82
224.08 C15H12O2+ 2 224.0832 -14.2
225.07 C18H9+ 2 225.0699 0.55
226.06 C14H10O3+ 2 226.0624 -10.82
227.07 C14H11O3+ 1 227.0703 -1.19
228.07 C10H12O6+ 3 228.0628 31.4
229.09 C14H13O3+ 2 229.0859 17.81
230.09 C14H14O3+ 2 230.0937 -16.28
231.09 C10H15O6+ 3 231.0863 15.95
233.06 C16H9O2+ 1 233.0597 1.26
234.07 C16H10O2+ 1 234.0675 10.55
235.08 C16H11O2+ 1 235.0754 19.76
236.08 C16H12O2+ 2 236.0832 -13.47
237.08 C12H13O5+ 2 237.0757 17.93
238.06 C15H10O3+ 2 238.0624 -10.27
239.07 C15H11O3+ 1 239.0703 -1.13
240.08 C15H12O3+ 2 240.0781 7.93
241.08 C15H13O3+ 2 241.0859 -24.56
242.09 C15H14O3+ 2 242.0937 -15.47
243.1 C15H15O3+ 2 243.1016 -6.46
244.11 C15H16O3+ 1 244.1094 2.48
245.09 C18H13O+ 3 245.0961 -24.85
246.09 C14H14O4+ 2 246.0887 5.44
247.08 C17H11O2+ 1 247.0754 18.8
250.06 C16H10O3+ 2 250.0624 -9.78
251.07 C16H11O3+ 2 251.0703 -1.08
252.08 C16H12O3+ 2 252.0781 7.55
253.09 C16H13O3+ 2 253.0859 16.12
254.09 C16H14O3+ 2 254.0937 -14.74
255.08 C19H11O+ 3 255.0804 -1.73
256.09 C19H12O+ 2 256.0883 6.77
257.1 C12H17O6+ 2 257.102 -7.64
258.1 C19H14O+ 3 258.1039 -15.17
259.1 C15H15O4+ 2 259.0965 13.56
260.08 C18H12O2+ 2 260.0832 -12.23
261.09 C18H13O2+ 2 261.091 -3.85
263.07 C17H11O3+ 3 263.0703 -1.03
264.08 C17H12O3+ 2 264.0781 7.21
265.09 C17H13O3+ 2 265.0859 15.39
266.08 C13H14O6+ 3 266.0785 5.68
268.09 C20H12O+ 2 268.0883 6.47
269.1 C13H17O6+ 2 269.102 -7.3
270.1 C20H14O+ 3 270.1039 -14.5
271.11 C20H15O+ 3 271.1117 -6.42
273.09 C19H13O2+ 2 273.091 -3.68
274.09 C15H14O5+ 2 274.0836 23.44
275.11 C19H15O2+ 1 275.1067 12.15
277.09 C18H13O3+ 2 277.0859 14.72
278.09 C18H14O3+ 2 278.0937 -13.47
279.08 C21H11O+ 3 279.0804 -1.58
280.1 C14H16O6+ 3 280.0941 20.92
281.1 C14H17O6+ 2 281.102 -6.99
283.11 C21H15O+ 3 283.1117 -6.15
284.09 C20H12O2+ 2 284.0832 24
285.09 C20H13O2+ 2 285.091 -3.53
286.1 C20H14O2+ 2 286.0988 4.09
287.11 C20H15O2+ 1 287.1067 11.65
288.1 C16H16O5+ 3 288.0992 2.69
289.09 C19H13O3+ 3 289.0859 14.11
290.11 C23H14+ 3 290.109 3.44
291.1 C19H15O3+ 3 291.1016 -5.4
292.1 C15H16O6+ 3 292.0941 20.06
293.08 C18H13O4+ 2 293.0808 -2.85
295.08 C21H11O2+ 2 295.0754 15.74
296.08 C21H12O2+ 2 296.0832 -10.74
297.09 C21H13O2+ 2 297.091 -3.39
298.09 C17H14O5+ 2 298.0836 21.55
299.11 C21H15O2+ 2 299.1067 11.18
300.1 C17H16O5+ 3 300.0992 2.58
301.09 C20H13O3+ 3 301.0859 13.55
302.1 C20H14O3+ 3 302.0937 20.7
303.1 C20H15O3+ 3 303.1016 -5.18
304.11 C20H16O3+ 3 304.1094 1.99
305.11 C20H17O3+ 3 305.1172 -23.67
307.1 C19H15O4+ 3 307.0965 11.44
308.1 C19H16O4+ 2 308.1043 -13.99
309.09 C22H13O2+ 2 309.091 -3.25
311.1 C22H15O2+ 2 311.1067 -21.4
312.11 C22H16O2+ 2 312.1145 -14.36
313.09 C21H13O3+ 3 313.0859 13.03
314.09 C21H14O3+ 3 314.0937 -11.93
315.1 C21H15O3+ 3 315.1016 -4.98
316.1 C17H16O6+ 3 316.0941 18.54
317.11 C21H17O3+ 3 317.1172 -22.77
318.1 C24H14O+ 3 318.1039 -12.31
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
325.08 C22H13O3+ 3 325.0859 -18.21
326.1 C22H14O3+ 3 326.0937 19.18
327.1 C22H15O3+ 4 327.1016 -4.8
328.08 C21H12O4+ 3 328.073 21.31
329.09 C25H13O+ 3 329.0961 -18.51
330.12 C22H18O3+ 3 330.125 -15.28
331.1 C21H15O4+ 3 331.0965 10.62
332.1 C21H16O4+ 3 332.1043 -12.98
333.11 C21H17O4+ 3 333.1121 -6.41
334.11 C21H18O4+ 2 334.12 -29.81
335.1 C24H15O2+ 2 335.1067 -19.86
336.1 C20H16O5+ 3 336.0992 2.31
337.1 C27H13+ 3 337.1012 -3.49
343.1 C22H15O4+ 3 343.0965 10.24
344.1 C22H16O4+ 3 344.1043 -12.53
345.11 C22H17O4+ 3 345.1121 -6.19
346.1 C25H14O2+ 3 346.0988 3.38
347.09 C21H15O5+ 4 347.0914 -4.03
348.1 C21H16O5+ 3 348.0992 2.23
349.11 C21H17O5+ 2 349.1071 8.45
350.11 C28H14+ 4 350.109 2.85
351.11 C28H15+ 3 351.1168 -19.44
361.11 C22H17O5+ 2 361.1071 8.17
362.11 C22H18O5+ 3 362.1149 -13.46
363.11 C25H15O3+ 2 363.1016 23.21
364.09 C28H12O+ 4 364.0883 4.76
365.11 C25H17O3+ 3 365.1172 -19.78
377.11 C26H17O3+ 2 377.1172 -19.15
381.15 C26H21O3+ 2 381.1485 3.88
391.14 C27H19O3+ 3 391.1329 18.23
394.12 C26H18O4+ 2 394.12 0.1
395.11 C26H19O4+ 2 395.1278 -45.01
409.14 C27H21O4+ 1 409.1434 -8.4
410.15 C27H22O4+ 1 410.1513 -3.07
414.13 C26H22O5+ 2 414.1462 -39.06
419.13 C28H19O4+ 2 419.1278 5.28
422.12 C27H18O5+ 1 422.1149 12.14
423.14 C27H19O5+ 2 423.1227 40.89
427.15 C27H23O5+ 1 427.154 -9.36
428.15 C26H20O6+ 1 428.1254 57.37
437.14 C28H21O5+ 1 437.1384 3.77
438.14 C28H22O5+ 1 438.1462 -14.09
440.13 C27H20O6+ 1 440.1254 10.36
453.14 C28H21O6+ 1 453.1333 14.86
454.14 C28H22O6+ 1 454.1411 -2.4
455.15 C28H23O6+ 1 455.1489 2.38
457.15 C27H23NO6+ 1 457.152 -4.35
PK$NUM_PEAK: 225
PK$PEAK: m/z int. rel.int.
107.05 1 1
115.06 1 1
119.05 1 1
121.06 7 7
123.04 24 24
124.04 2 2
129.07 1 1
131.05 1 1
133.03 2 2
135.04 14 14
136.05 4 4
137.02 1 1
137.06 2 2
138.02 1 1
139.04 13 13
141.07 3 3
145.1 1 1
149.02 1 1
151.04 3 3
152.06 3 3
153.07 8 8
155.08 8 8
157.07 2 2
158.07 2 2
159.11 1 1
160.05 1 1
161.06 1 1
163.04 1 1
163.14 1 1
164.07 3 3
165.07 15 15
166.07 4 4
167.09 6 6
168.06 4 4
169.07 13 13
170.07 4 4
171.08 4 4
172.09 1 1
173.08 1 1
174.06 1 1
175.04 1 1
175.11 1 1
177.07 2 2
177.15 1 1
178.07 6 6
179.08 10 10
180.06 2 2
181.07 48 48
182.07 15 15
183.08 50 50
184.08 9 9
185.06 9 9
186.07 1 1
187.08 3 3
187.15 1 1
189.06 4 4
190.07 1 1
191.09 2 2
192.09 2 2
193.06 15 15
194.07 9 9
195.08 22 22
196.06 5 5
197.06 47 47
198.07 23 23
199.07 39 39
200.07 3 3
201.09 6 6
202.07 1 1
203.08 3 3
204.09 3 3
205.07 7 7
206.07 9 9
207.08 21 21
208.09 4 4
209.06 40 40
210.07 49 49
211.08 136 136
212.08 38 38
213.06 547 547
214.06 84 84
215.07 67 67
216.07 9 9
217.07 6 6
218.07 2 2
219.08 3 3
219.17 1 1
221.06 14 14
222.07 12 12
223.08 49 49
224.08 42 42
225.07 49 49
226.06 999 999
227.07 369 369
228.07 70 70
229.09 115 115
230.09 16 16
231.09 4 4
233.06 2 2
234.07 2 2
235.08 20 20
236.08 11 11
237.08 3 3
238.06 19 19
239.07 547 547
240.08 265 265
241.08 98 98
242.09 13 13
243.1 16 16
244.11 3 3
245.09 2 2
246.09 1 1
247.08 3 3
250.06 2 2
251.07 6 6
252.08 5 5
253.09 72 72
254.09 14 14
255.08 4 4
256.09 6 6
257.1 11 11
258.1 3 3
259.1 5 5
260.08 1 1
261.09 3 3
263.07 3 3
264.08 2 2
265.09 5 5
266.08 2 2
268.09 4 4
269.1 6 6
270.1 4 4
271.11 9 9
273.09 3 3
274.09 4 4
275.11 4 4
277.09 2 2
278.09 2 2
279.08 2 2
280.1 1 1
281.1 3 3
283.11 4 4
284.09 6 6
285.09 16 16
286.1 6 6
287.11 14 14
288.1 3 3
289.09 7 7
290.11 2 2
291.1 3 3
292.1 1 1
293.08 1 1
295.08 1 1
296.08 2 2
297.09 9 9
298.09 6 6
299.11 14 14
300.1 6 6
301.09 10 10
302.1 8 8
303.1 54 54
304.11 26 26
305.11 8 8
307.1 5 5
308.1 1 1
309.09 1 1
311.1 4 4
312.11 6 6
313.09 18 18
314.09 7 7
315.1 39 39
316.1 16 16
317.11 66 66
318.1 8 8
319.1 14 14
320.1 6 6
321.11 8 8
322.11 1 1
325.08 3 3
326.1 2 2
327.1 5 5
328.08 4 4
329.09 10 10
330.12 23 23
331.1 63 62
332.1 14 14
333.11 71 71
334.11 18 18
335.1 7 7
336.1 16 16
337.1 4 4
343.1 6 6
344.1 8 8
345.11 15 15
346.1 10 10
347.09 224 224
348.1 63 62
349.11 106 106
350.11 20 20
351.11 5 5
361.11 16 16
362.11 41 41
363.11 7 7
364.09 3 3
365.11 2 2
377.11 1 1
381.15 1 1
391.14 3 3
394.12 2 2
395.11 1 1
409.14 10 10
410.15 3 3
414.13 1 1
419.13 3 3
422.12 2 2
423.14 1 1
427.15 11 11
428.15 3 3
437.14 15 15
438.14 4 4
440.13 3 3
453.14 5 5
454.14 2 2
455.15 782 782
457.15 44 44
//
