ACCESSION: MSBNK-IPB_Halle-PB011701
RECORD_TITLE: Marchantin E; LC-ESI-QTOF; MS2; CE: 32.838515; [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$NAME: Marchantin E
CH$NAME: 8-methoxy-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-dodecaene-4,5,17-triol
CH$COMPOUND_CLASS: Lignane
CH$FORMULA: C29H26O6
CH$EXACT_MASS: 470.173
CH$SMILES: COC1CC2=CC(=CC=C2)OC3=C(CCC4=CC=C(C=C4)OC5=C(C(=CC1=C5)O)O)C=CC=C3O
CH$IUPAC: InChI=1S/C29H26O6/c1-33-26-15-19-4-2-6-23(14-19)35-29-20(5-3-7-24(29)30)11-8-18-9-12-22(13-10-18)34-27-17-21(26)16-25(31)28(27)32/h2-7,9-10,12-14,16-17,26,30-32H,8,11,15H2,1H3
CH$LINK: PUBCHEM
CID:5319274
CH$LINK: INCHIKEY
FMXHHHCREWAZNN-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
4477610
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$MASS_SPECTROMETRY: COLLISION_ENERGY 32.838515
AC$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 10.297 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$FOCUSED_ION: BASE_PEAK 471.1802
MS$FOCUSED_ION: PRECURSOR_M/Z 471.1802
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: splash10-00ou-0191000000-79f92a21d26002d7667f
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
117.07 C9H9+ 2 117.0699 1.05
119.05 C8H7O+ 2 119.0491 7.21
121.06 C8H9O+ 1 121.0648 -39.58
122.04 C7H6O2+ 1 122.0362 30.89
123.04 C7H7O2+ 1 123.0441 -32.96
124.05 C7H8O2+ 1 124.0519 -15.16
125.02 C6H5O3+ 1 125.0233 -26.56
128.06 C10H8+ 1 128.0621 -16.02
129.07 C10H9+ 2 129.0699 0.96
131.05 C9H7O+ 2 131.0491 6.55
133.03 C8H5O2+ 1 133.0284 11.98
133.06 C9H9O+ 1 133.0648 -36.01
134.03 C8H6O2+ 1 134.0362 -46.49
135.04 C8H7O2+ 1 135.0441 -30.03
136.05 C8H8O2+ 1 136.0519 -13.82
137.06 C8H9O2+ 1 137.0597 2.15
138.06 C8H10O2+ 2 138.0675 -54.55
139.04 C7H7O3+ 1 139.039 7.4
141.07 C11H9+ 2 141.0699 0.87
144.06 C3H12O6+ 2 144.0628 -19.71
145.06 C10H9O+ 1 145.0648 -33.03
147.05 C9H7O2+ 1 147.0441 40.42
149.06 C9H9O2+ 1 149.0597 1.97
150.07 C9H10O2+ 1 150.0675 16.45
151.07 C9H11O2+ 1 151.0754 -35.45
152.07 C5H12O5+ 1 152.0679 13.65
153.06 C8H9O3+ 1 153.0546 35.15
154.07 C8H10O3+ 2 154.0624 49.03
155.08 C12H11+ 1 155.0855 -35.64
157.07 C4H13O6+ 2 157.0707 -4.23
159.08 C11H11O+ 2 159.0804 -2.77
161.06 C10H9O2+ 1 161.0597 1.83
162.07 C10H10O2+ 1 162.0675 15.23
163.07 C10H11O2+ 1 163.0754 -32.84
165.07 C13H9+ 2 165.0699 0.75
166.07 C9H10O3+ 2 166.0624 45.49
167.08 C13H11+ 2 167.0855 -33.08
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
175.08 C11H11O2+ 1 175.0754 26.53
176.08 C11H12O2+ 1 176.0832 -18.07
177.06 C14H9+ 2 177.0699 -55.78
177.07 C14H9+ 2 177.0699 0.7
178.07 C10H10O3+ 2 178.0624 42.43
179.09 C7H15O5+ 2 179.0914 -7.82
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
184.08 C9H12O4+ 2 184.073 37.97
185.07 C9H13O4+ 2 185.0808 -58.54
185.09 C9H13O4+ 2 185.0808 49.52
186.07 C12H10O2+ 1 186.0675 13.27
187.08 C12H11O2+ 1 187.0754 24.82
188.08 C12H12O2+ 1 188.0832 -16.91
190.07 C11H10O3+ 2 190.0624 39.75
191.08 C15H11+ 3 191.0855 -28.92
192.09 C15H12+ 2 192.0934 -17.45
193.07 C7H13O6+ 2 193.0707 -3.44
194.07 C14H10O+ 2 194.0726 -13.48
195.08 C14H11O+ 2 195.0804 -2.26
196.05 C13H8O2+ 1 196.0519 -9.59
197.06 C13H9O2+ 1 197.0597 1.49
198.07 C13H10O2+ 1 198.0675 12.47
199.07 C13H11O2+ 2 199.0754 -26.9
200.08 C13H12O2+ 1 200.0832 -15.9
201.09 C13H13O2+ 1 201.091 -5
202.1 C13H14O2+ 1 202.0988 5.78
203.08 C16H11+ 3 203.0855 -27.21
207.08 C15H11O+ 2 207.0804 -2.13
208.09 C15H12O+ 2 208.0883 8.33
209.07 C14H9O2+ 2 209.0597 49.24
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
214.07 C13H10O3+ 2 214.0624 35.29
215.07 C13H11O3+ 1 215.0703 -1.26
216.08 C13H12O3+ 1 216.0781 8.81
217.09 C17H13+ 2 217.1012 -51.48
217.1 C17H13+ 2 217.1012 -5.42
218.08 C9H14O6+ 2 218.0785 6.93
219.08 C16H11O+ 2 219.0804 -2.01
220.09 C16H12O+ 2 220.0883 7.88
221.1 C9H17O6+ 2 221.102 -8.89
222.07 C15H10O2+ 1 222.0675 11.12
223.08 C15H11O2+ 1 223.0754 20.82
224.08 C15H12O2+ 2 224.0832 -14.2
225.09 C15H13O2+ 1 225.091 -4.47
226.09 C11H14O5+ 2 226.0836 28.42
227.07 C14H11O3+ 1 227.0703 -1.19
227.97 C11O6+ 1 227.9689 4.65
228.08 C14H12O3+ 2 228.0781 8.35
228.98 C11HO6+ 2 228.9768 14.13
229.09 C14H13O3+ 2 229.0859 17.81
230.09 C14H14O3+ 2 230.0937 -16.28
231.09 C10H15O6+ 3 231.0863 15.95
232.1 C10H16O6+ 3 232.0941 25.25
233.09 C17H13O+ 3 233.0961 -26.13
235.08 C16H11O2+ 1 235.0754 19.76
236.08 C16H12O2+ 2 236.0832 -13.47
236.15 C18H20+ 3 236.156 -25.2
237.09 C16H13O2+ 1 237.091 -4.24
238.1 C16H14O2+ 1 238.0988 4.91
239.07 C15H11O3+ 1 239.0703 -1.13
240.08 C15H12O3+ 2 240.0781 7.93
241.09 C15H13O3+ 2 241.0859 16.92
242.09 C15H14O3+ 2 242.0937 -15.47
243.1 C15H15O3+ 2 243.1016 -6.46
244.1 C11H16O6+ 3 244.0941 24.01
245.1 C11H17O6+ 2 245.102 -8.02
246.11 C11H18O6+ 2 246.1098 0.85
247.08 C17H11O2+ 1 247.0754 18.8
249.09 C17H13O2+ 2 249.091 -4.04
251.1 C17H15O2+ 2 251.1067 -26.51
252.08 C16H12O3+ 2 252.0781 7.55
253.09 C16H13O3+ 2 253.0859 16.12
254 C17H2O3+ 2 253.9998 0.61
254.09 C16H14O3+ 2 254.0937 -14.74
255.1 C16H15O3+ 2 255.1016 -6.16
256.1 C12H16O6+ 3 256.0941 22.88
257.11 C16H17O3+ 3 257.1172 -28.08
258.1 C19H14O+ 3 258.1039 -15.17
259.12 C12H19O6+ 3 259.1176 9.21
260.12 C19H16O+ 2 260.1196 1.67
261.13 C19H17O+ 2 261.1274 9.99
262.14 C12H22O6+ 2 262.1411 -4.16
263.1 C18H15O2+ 2 263.1067 -25.3
264.08 C17H12O3+ 2 264.0781 7.21
265.09 C17H13O3+ 2 265.0859 15.39
266.1 C17H14O3+ 3 266.0937 23.5
267.1 C17H15O3+ 2 267.1016 -5.88
268.1 C13H16O6+ 3 268.0941 21.86
268.97 C13HO7+ 1 268.9717 -6.24
269.12 C17H17O3+ 2 269.1172 10.33
270.12 C17H18O3+ 3 270.125 -18.68
271.11 C20H15O+ 3 271.1117 -6.42
272.1 C16H16O4+ 1 272.1043 -15.84
273.12 C20H17O+ 3 273.1274 -27.06
274.12 C16H18O4+ 2 274.12 0.14
275.11 C19H15O2+ 1 275.1067 12.15
277.1 C22H13+ 3 277.1012 -4.25
279.1 C18H15O3+ 2 279.1016 -5.63
281.09 C21H13O+ 3 281.0961 -21.67
281.11 C14H17O6+ 3 281.102 28.59
282.1 C21H14O+ 3 282.1039 -13.88
282.19 C16H26O4+ 2 282.1826 26.36
283.11 C21H15O+ 3 283.1117 -6.15
284.1 C17H16O4+ 2 284.1043 -15.17
285.1 C20H13O2+ 2 285.091 31.55
286.1 C20H14O2+ 2 286.0988 4.09
287.1 C20H15O2+ 2 287.1067 -23.18
288.11 C20H16O2+ 2 288.1145 -15.55
289.11 C16H17O5+ 2 289.1071 10.2
290.12 C16H18O5+ 2 290.1149 17.67
291.11 C23H15+ 3 291.1168 -23.45
293.11 C19H17O3+ 3 293.1172 -24.63
295.11 C22H15O+ 3 295.1117 -5.9
297.1 C21H13O2+ 2 297.091 30.27
298.1 C21H14O2+ 2 298.0988 3.92
299.11 C21H15O2+ 2 299.1067 11.18
300.11 C21H16O2+ 2 300.1145 -14.93
301.12 C21H17O2+ 2 301.1223 -7.66
302.12 C17H18O5+ 2 302.1149 16.96
303.1 C20H15O3+ 3 303.1016 -5.18
304.11 C20H16O3+ 3 304.1094 1.99
305.12 C20H17O3+ 3 305.1172 9.11
307.13 C20H19O3+ 4 307.1329 -9.35
309.1 C22H13O2+ 2 309.091 29.1
311.11 C22H15O2+ 3 311.1067 10.75
312.11 C22H16O2+ 2 312.1145 -14.36
313.1 C18H17O5+ 3 313.1071 -22.52
313.11 C18H17O5+ 2 313.1071 9.42
314.11 C18H18O5+ 3 314.1149 -15.52
314.12 C18H18O5+ 2 314.1149 16.32
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
319.13 C21H19O3+ 4 319.1329 -9
320.14 C21H20O3+ 3 320.1407 -2.17
321.13 C24H17O+ 4 321.1274 8.12
327.1 C22H15O3+ 4 327.1016 -4.8
328.11 C22H16O3+ 3 328.1094 1.84
329.12 C22H17O3+ 4 329.1172 8.44
330.11 C18H18O6+ 3 330.1098 0.64
330.12 C22H18O3+ 3 330.125 -15.28
331.11 C25H15O+ 3 331.1117 -5.26
332.13 C18H20O6+ 3 332.1254 13.73
333.11 C21H17O4+ 3 333.1121 -6.41
334.12 C21H18O4+ 2 334.12 0.12
335.13 C21H19O4+ 3 335.1278 6.61
336.13 C21H20O4+ 2 336.1356 -16.69
337.13 C24H17O2+ 2 337.1223 22.82
344.11 C22H16O4+ 3 344.1043 16.53
345.11 C22H17O4+ 3 345.1121 -6.19
346.13 C26H18O+ 3 346.1352 -15.07
347.13 C22H19O4+ 3 347.1278 6.38
348.13 C22H20O4+ 3 348.1356 -16.12
349.14 C22H21O4+ 3 349.1434 -9.84
350.15 C22H22O4+ 3 350.1513 -3.6
351.15 C22H23O4+ 2 351.1591 -25.87
359.13 C23H19O4+ 3 359.1278 6.17
360.14 C23H20O4+ 3 360.1356 12.19
361.13 C26H17O2+ 2 361.1223 21.31
362.12 C26H18O2+ 2 362.1301 -27.98
362.15 C26H18O2+ 3 362.1301 54.87
363.12 C22H19O5+ 4 363.1227 -7.44
364.13 C22H20O5+ 4 364.1305 -1.44
365.14 C22H21O5+ 3 365.1384 4.52
375.11 C26H15O3+ 2 375.1016 22.47
376.13 C23H20O5+ 3 376.1305 -1.4
377.14 C23H21O5+ 2 377.1384 4.37
378.15 C23H22O5+ 2 378.1462 10.11
379.15 C23H23O5+ 3 379.154 -10.55
380.15 C26H20O3+ 2 380.1407 24.48
383.16 C26H23O3+ 3 383.1642 -10.89
393.15 C27H21O3+ 3 393.1485 3.76
421.14 C28H21O4+ 2 421.1434 -8.16
422.15 C28H22O4+ 2 422.1513 -2.99
423.16 C28H23O4+ 2 423.1591 2.16
425.17 C28H25O4+ 1 425.1747 -11.14
435.16 C29H23O4+ 2 435.1591 2.1
437.14 C28H21O5+ 1 437.1384 3.77
438.15 C28H22O5+ 1 438.1462 8.73
439.15 C28H23O5+ 1 439.154 -9.11
440.16 C28H24O5+ 1 440.1618 -4.15
453.17 C29H25O5+ 1 453.1697 0.77
454.17 C29H26O5+ 1 454.1775 -16.46
469.17 C29H25O6+ 1 469.1646 11.58
470.17 C29H26O6+ 1 470.1724 -5.08
471.18 C29H27O6+ 1 471.1802 -0.46
PK$NUM_PEAK: 236
PK$PEAK: m/z int. rel.int.
107.05 3 3
115.05 3 3
117.07 8 8
119.05 8 8
121.06 29 29
122.04 5 5
123.04 26 26
124.05 8 8
125.02 3 3
128.06 3 3
129.07 5 5
131.05 10 10
133.03 10 10
133.06 9 9
134.03 5 5
135.04 46 46
136.05 39 39
137.06 186 186
138.06 12 12
139.04 9 9
141.07 4 4
144.06 3 3
145.06 7 7
147.05 4 4
149.06 32 32
150.07 25 25
151.07 64 64
152.07 10 10
153.06 25 25
154.07 5 5
155.08 13 13
157.07 8 8
159.08 5 5
161.06 4 4
162.07 5 5
163.07 8 8
165.07 58 58
166.07 16 16
167.08 24 24
168.06 25 25
169.06 41 41
170.07 8 8
171.08 14 14
175.08 9 9
176.08 3 3
177.06 3 3
177.07 6 6
178.07 10 10
179.09 24 24
180.09 6 6
181.07 119 119
182.07 39 39
183.08 238 238
184.08 38 38
185.07 3 3
185.09 10 10
186.07 3 3
187.08 13 13
188.08 3 3
190.07 3 3
191.08 28 28
192.09 7 7
193.07 30 30
194.07 38 38
195.08 87 87
196.05 260 260
197.06 179 179
198.07 34 34
199.07 107 107
200.08 31 31
201.09 23 23
202.1 3 3
203.08 3 3
207.08 34 34
208.09 20 20
209.07 179 179
210.07 133 133
211.08 649 649
212.08 156 156
213.06 112 112
214.07 47 47
215.07 468 468
216.08 70 70
217.09 10 10
217.1 7 7
218.08 3 3
219.08 26 26
220.09 15 15
221.1 7 7
222.07 43 43
223.08 134 134
224.08 72 72
225.09 174 174
226.09 200 200
227.07 711 711
227.97 3 3
228.08 336 336
228.98 3 3
229.09 999 999
230.09 162 162
231.09 23 23
232.1 3 3
233.09 3 3
235.08 13 13
236.08 9 9
236.15 19 19
237.09 174 174
238.1 88 88
239.07 161 161
240.08 250 250
241.09 791 791
242.09 254 254
243.1 406 406
244.1 72 72
245.1 8 8
246.11 2 2
247.08 4 4
249.09 4 4
251.1 13 13
252.08 4 4
253.09 93 93
254 2 2
254.09 803 803
255.1 702 702
256.1 117 117
257.11 47 47
258.1 12 12
259.12 137 137
260.12 17 17
261.13 15 15
262.14 2 2
263.1 2 2
264.08 2 2
265.09 8 8
266.1 4 4
267.1 10 10
268.1 4 4
268.97 2 2
269.12 831 831
270.12 147 147
271.11 35 35
272.1 4 4
273.12 7 7
274.12 2 2
275.11 7 7
277.1 3 3
279.1 6 6
281.09 3 3
281.11 2 2
282.1 2 2
282.19 8 8
283.11 12 12
284.1 5 5
285.1 8 8
286.1 12 12
287.1 18 18
288.11 6 6
289.11 8 8
290.12 4 4
291.11 6 6
293.11 2 2
295.11 2 2
297.1 5 5
298.1 7 7
299.11 51 51
300.11 20 20
301.12 33 33
302.12 5 5
303.1 17 17
304.11 6 6
305.12 9 9
307.13 3 3
309.1 4 4
311.11 13 13
312.11 4 4
313.1 8 8
313.11 6 6
314.11 14 14
314.12 4 4
315.1 31 31
316.11 13 13
317.12 58 58
318.12 17 17
319.13 21 21
320.14 6 6
321.13 4 4
327.1 12 12
328.11 4 4
329.12 29 29
330.11 9 9
330.12 3 3
331.11 39 39
332.13 34 34
333.11 103 103
334.12 29 29
335.13 158 158
336.13 32 32
337.13 6 6
344.11 9 9
345.11 33 33
346.13 26 26
347.13 58 58
348.13 19 19
349.14 30 30
350.15 15 15
351.15 3 3
359.13 15 15
360.14 20 20
361.13 10 10
362.12 5 5
362.15 3 3
363.12 139 139
364.13 33 33
365.14 23 23
375.11 3 3
376.13 3 3
377.14 44 44
378.15 84 84
379.15 21 21
380.15 3 3
383.16 2 2
393.15 5 5
421.14 12 12
422.15 4 4
423.16 5 5
425.17 4 4
435.16 3 3
437.14 3 3
438.15 4 4
439.15 32 32
440.16 17 17
453.17 20 20
454.17 6 6
469.17 8 8
470.17 3 3
471.18 27 27
//
