ACCESSION: MSBNK-IPB_Halle-PB012101
RECORD_TITLE: 2-oxapentacyclo[21.2.2.13,7.110,14.015,20]nonacosa-1(25),3,5,7(29),10(28),11,13,15(20),16,18,23,26-dodecaene-4,13,18-triol; LC-ESI-QTOF; MS2; CE: 29.3881025; [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$NAME: 2-oxapentacyclo[21.2.2.13,7.110,14.015,20]nonacosa-1(25),3,5,7(29),10(28),11,13,15(20),16,18,23,26-dodecaene-4,13,18-triol
CH$NAME: UTQZPYPEAXCDNU-UHFFFAOYSA-N
CH$COMPOUND_CLASS: Lignane
CH$FORMULA: C28H24O4
CH$EXACT_MASS: 424.167
CH$SMILES: C1CC2=C(C=CC(=C2)O)C3=C(C=CC(=C3)CCC4=CC(=C(C=C4)O)OC5=CC=C1C=C5)O
CH$IUPAC: InChI=1S/C28H24O4/c29-22-9-12-24-21(17-22)8-3-18-4-10-23(11-5-18)32-28-16-20(7-14-27(28)31)2-1-19-6-13-26(30)25(24)15-19/h4-7,9-17,29-31H,1-3,8H2
CH$LINK: PUBCHEM
CID:132535088
CH$LINK: INCHIKEY
UTQZPYPEAXCDNU-UHFFFAOYSA-N
SP$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 29.3881025
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$CHROMATOGRAPHY: RETENTION_TIME 11.201 min
AC$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 425.1747
MS$FOCUSED_ION: PRECURSOR_M/Z 425.1747
MS$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$SPLASH: splash10-03di-0292000000-f4c125f98918a89b1005
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
107.05 C7H7O+ 1 107.0491 8.02
115.05 C9H7+ 1 115.0542 -36.74
117.07 C9H9+ 1 117.0699 1.05
119.05 C8H7O+ 1 119.0491 7.21
120.06 C8H8O+ 1 120.057 25.27
121.06 C8H9O+ 1 121.0648 -39.58
122.07 C8H10O+ 1 122.0726 -21.43
127.05 C10H7+ 1 127.0542 -33.27
128.06 C10H8+ 1 128.0621 -16.02
129.07 C10H9+ 1 129.0699 0.96
130.07 C6H10O3+ 2 130.0624 58.08
131.05 C9H7O+ 1 131.0491 6.55
132.05 C9H8O+ 1 132.057 -52.75
133.06 C9H9O+ 1 133.0648 -36.01
134.07 C9H10O+ 1 134.0726 -19.51
135.04 C8H7O2+ 1 135.0441 -30.03
137.06 C8H9O2+ 1 137.0597 2.15
141.07 C11H9+ 1 141.0699 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
146.07 C10H10O+ 1 146.0726 -17.91
147.08 C10H11O+ 1 147.0804 -3
152.06 C12H8+ 1 152.0621 -13.49
153.07 C12H9+ 1 153.0699 0.81
155.09 C12H11+ 1 155.0855 28.84
156.09 C12H12+ 1 156.0934 -21.47
157.07 C11H9O+ 1 157.0648 33.16
158.07 C11H10O+ 1 158.0726 -16.55
159.08 C11H11O+ 1 159.0804 -2.77
161.06 C10H9O2+ 1 161.0597 1.83
161.13 C12H17+ 1 161.1325 -15.37
163.05 C13H7+ 1 163.0542 -25.92
163.15 C12H19+ 1 163.1481 11.48
164.06 C13H8+ 1 164.0621 -12.51
165.07 C13H9+ 1 165.0699 0.75
166.08 C13H10+ 1 166.0777 13.84
167.09 C13H11+ 1 167.0855 26.77
168.09 C13H12+ 1 168.0934 -19.94
169.07 C12H9O+ 1 169.0648 30.81
170.07 C12H10O+ 1 170.0726 -15.38
171.08 C12H11O+ 1 171.0804 -2.58
172.08 C8H12O4+ 2 172.073 40.62
173.06 C11H9O2+ 1 173.0597 1.7
176.06 C14H8+ 1 176.0621 -11.65
177.07 C14H9+ 1 177.0699 0.7
178.08 C14H10+ 1 178.0777 12.91
179.08 C14H11+ 2 179.0855 -30.86
180.09 C14H12+ 1 180.0934 -18.61
181.07 C13H9O+ 1 181.0648 28.77
182.07 C13H10O+ 1 182.0726 -14.37
183.08 C13H11O+ 1 183.0804 -2.41
184.08 C9H12O4+ 2 184.073 37.97
185.09 C13H13O+ 2 185.0961 -32.91
186.09 C9H14O4+ 1 186.0887 7.2
187.07 C12H11O2+ 1 187.0754 -28.63
188.08 C12H12O2+ 1 188.0832 -16.91
189.16 C14H21+ 1 189.1638 -19.97
191.09 C15H11+ 1 191.0855 23.41
192.09 C15H12+ 1 192.0934 -17.45
193.07 C14H9O+ 1 193.0648 26.98
194.07 C14H10O+ 1 194.0726 -13.48
195.08 C14H11O+ 1 195.0804 -2.26
195.99 C15O+ 2 195.9944 -22.28
196.09 C14H12O+ 1 196.0883 8.84
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
201.08 C13H13O2+ 1 201.091 -54.73
201.16 C15H21+ 2 201.1638 -18.78
202.08 C16H10+ 1 202.0777 11.37
203.09 C16H11+ 1 203.0855 22.03
204.09 C16H12+ 2 204.0934 -16.42
206.07 C15H10O+ 1 206.0726 -12.7
207.08 C15H11O+ 1 207.0804 -2.13
208.09 C15H12O+ 1 208.0883 8.33
209 C16HO+ 1 209.0022 -10.48
209.1 C15H13O+ 1 209.0961 18.69
210.07 C14H10O2+ 1 210.0675 11.75
211.08 C14H11O2+ 1 211.0754 22
211.98 C15O2+ 1 211.9893 -43.78
212.08 C14H12O2+ 1 212.0832 -15
213.09 C14H13O2+ 1 213.091 -4.72
214.09 C14H14O2+ 1 214.0988 -41.25
215.1 C14H15O2+ 1 215.1067 -30.94
215.18 C16H23+ 1 215.1794 2.66
219.08 C16H11O+ 1 219.0804 -2.01
219.17 C15H23O+ 2 219.1743 -19.81
220.09 C16H12O+ 1 220.0883 7.88
221.1 C16H13O+ 1 221.0961 17.68
222.1 C16H14O+ 2 222.1039 -17.63
223.08 C15H11O2+ 1 223.0754 20.82
224.08 C15H12O2+ 1 224.0832 -14.2
225.09 C15H13O2+ 1 225.091 -4.47
226.1 C15H14O2+ 1 226.0988 5.17
227.09 C18H11+ 1 227.0855 19.7
228.08 C14H12O3+ 2 228.0781 8.35
229.09 C14H13O3+ 2 229.0859 17.81
231.08 C17H11O+ 1 231.0804 -1.91
233.09 C17H13O+ 2 233.0961 -26.13
234.07 C16H10O2+ 1 234.0675 10.55
235.07 C16H11O2+ 1 235.0754 -22.78
236.08 C16H12O2+ 1 236.0832 -13.47
237.09 C16H13O2+ 1 237.091 -4.24
238.1 C16H14O2+ 1 238.0988 4.91
239.11 C16H15O2+ 1 239.1067 13.98
240.11 C16H16O2+ 1 240.1145 -18.66
241.12 C16H17O2+ 1 241.1223 -9.56
242.09 C15H14O3+ 1 242.0937 -15.47
243.1 C15H15O3+ 1 243.1016 -6.46
245.08 C14H13O4+ 1 245.0808 -3.41
248.09 C17H12O2+ 2 248.0832 27.49
249.09 C17H13O2+ 1 249.091 -4.04
250.09 C17H14O2+ 1 250.0988 -35.31
252.09 C20H12+ 2 252.0934 -13.3
253.11 C17H17O2+ 1 253.1223 -48.62
255.11 C20H15+ 2 255.1168 -26.76
257.1 C19H13O+ 1 257.0961 15.2
259.11 C19H15O+ 2 259.1117 -6.72
261.09 C18H13O2+ 1 261.091 -3.85
262.1 C18H14O2+ 1 262.0988 4.46
263.09 C21H11+ 1 263.0855 17
265.1 C21H13+ 2 265.1012 -4.44
267.12 C21H15+ 1 267.1168 11.88
268.12 C21H16+ 2 268.1247 -17.35
269.1 C20H13O+ 1 269.0961 14.52
270.1 C20H14O+ 2 270.1039 -14.5
271.1 C16H15O4+ 2 271.0965 12.96
272.12 C20H16O+ 2 272.1196 1.59
273.1 C19H13O2+ 2 273.091 32.93
274.1 C19H14O2+ 1 274.0988 4.26
275.11 C19H15O2+ 1 275.1067 12.15
277.11 C19H17O2+ 1 277.1223 -44.41
278.11 C22H14+ 2 278.109 3.59
280.09 C21H12O+ 1 280.0883 6.19
283.11 C21H15O+ 2 283.1117 -6.15
284.08 C20H12O2+ 1 284.0832 -11.2
285.12 C21H17O+ 2 285.1274 -25.92
286.13 C21H18O+ 2 286.1352 -18.23
287.1 C20H15O2+ 1 287.1067 -23.18
288.12 C20H16O2+ 2 288.1145 19.15
289.12 C20H17O2+ 1 289.1223 -7.98
290.11 C23H14+ 2 290.109 3.44
291.11 C23H15+ 2 291.1168 -23.45
292.1 C19H16O3+ 2 292.1094 -32.17
294.1 C22H14O+ 2 294.1039 -13.32
295.11 C22H15O+ 2 295.1117 -5.9
296.11 C18H16O4+ 2 296.1043 19.21
297.11 C18H17O4+ 2 297.1121 -7.19
298.1 C21H14O2+ 1 298.0988 3.92
299.11 C21H15O2+ 2 299.1067 11.18
300.11 C21H16O2+ 1 300.1145 -14.93
301.12 C21H17O2+ 1 301.1223 -7.66
302.12 C21H18O2+ 1 302.1301 -33.53
303.13 C21H19O2+ 1 303.138 -26.25
304.14 C21H20O2+ 1 304.1458 -19.01
305.12 C20H17O3+ 2 305.1172 9.11
306.12 C20H18O3+ 2 306.125 -16.48
307.12 C23H15O+ 2 307.1117 26.89
311.11 C22H15O2+ 2 311.1067 10.75
312.11 C22H16O2+ 1 312.1145 -14.36
313.12 C22H17O2+ 1 313.1223 -7.37
314.13 C22H18O2+ 1 314.1301 -0.42
315.13 C22H19O2+ 1 315.138 -25.25
316.14 C22H20O2+ 1 316.1458 -18.29
317.12 C21H17O3+ 2 317.1172 8.76
318.12 C21H18O3+ 2 318.125 -15.86
319.13 C21H19O3+ 3 319.1329 -9
320.13 C24H16O+ 2 320.1196 32.59
321.14 C21H21O3+ 2 321.1485 -26.53
329.12 C22H17O3+ 2 329.1172 8.44
331.13 C22H19O3+ 3 331.1329 -8.67
332.14 C22H20O3+ 2 332.1407 -2.1
333.14 C22H21O3+ 2 333.1485 -25.58
334.14 C25H18O+ 3 334.1352 14.32
379.17 C27H23O2+ 1 379.1693 1.96
396.13 C26H20O4+ 1 396.1356 -14.16
397.18 C27H25O3+ 1 397.1798 0.45
407.16 C28H23O3+ 1 407.1642 -10.24
423.17 C28H23O4+ 1 423.1591 25.79
425.17 C28H25O4+ 1 425.1747 -11.14
PK$NUM_PEAK: 182
PK$PEAK: m/z int. rel.int.
107.05 3 3
115.05 2 2
117.07 4 4
119.05 5 5
120.06 14 14
121.06 102 102
122.07 8 8
127.05 2 2
128.06 2 2
129.07 2 2
130.07 3 3
131.05 11 11
132.05 4 4
133.06 22 22
134.07 1 1
135.04 7 7
137.06 4 4
141.07 6 6
142.07 3 3
143.08 4 4
145.06 18 18
146.07 4 4
147.08 2 2
152.06 7 7
153.07 12 12
155.09 9 9
156.09 2 2
157.07 12 12
158.07 3 3
159.08 2 2
161.06 2 2
161.13 4 4
163.05 2 2
163.15 2 2
164.06 1 1
165.07 88 88
166.08 23 23
167.09 60 60
168.09 8 8
169.07 13 13
170.07 10 10
171.08 17 17
172.08 4 4
173.06 2 2
176.06 3 3
177.07 24 24
178.08 26 26
179.08 25 25
180.09 5 5
181.07 55 55
182.07 19 19
183.08 131 131
184.08 35 35
185.09 48 48
186.09 6 6
187.07 1 1
188.08 1 1
189.16 2 2
191.09 7 7
192.09 7 7
193.07 48 48
194.07 47 47
195.08 204 204
195.99 1 1
196.09 117 117
197.06 214 214
198.07 91 91
199.08 371 371
200.08 53 53
201.08 9 9
201.16 1 1
202.08 3 3
203.09 11 11
204.09 4 4
206.07 6 6
207.08 33 33
208.09 34 34
209 1 1
209.1 149 149
210.07 126 125
211.08 964 964
211.98 3 3
212.08 744 744
213.09 912 912
214.09 133 133
215.1 13 13
215.18 1 1
219.08 13 13
219.17 18 18
220.09 4 4
221.1 63 62
222.1 33 33
223.08 86 86
224.08 317 317
225.09 999 999
226.1 231 231
227.09 42 42
228.08 13 13
229.09 2 2
231.08 2 2
233.09 1 1
234.07 1 1
235.07 5 5
236.08 2 2
237.09 66 66
238.1 54 54
239.11 662 662
240.11 114 114
241.12 7 7
242.09 1 1
243.1 2 2
245.08 1 1
248.09 3 3
249.09 5 5
250.09 3 3
252.09 2 2
253.11 1 1
255.11 2 2
257.1 4 4
259.11 3 3
261.09 9 9
262.1 3 3
263.09 2 2
265.1 2 2
267.12 10 10
268.12 2 2
269.1 3 3
270.1 8 8
271.1 5 5
272.12 3 3
273.1 4 4
274.1 3 3
275.11 4 4
277.11 6 6
278.11 3 3
280.09 1 1
283.11 4 4
284.08 5 5
285.12 20 20
286.13 4 4
287.1 4 4
288.12 8 8
289.12 13 13
290.11 3 3
291.11 2 2
292.1 1 1
294.1 2 2
295.11 18 18
296.11 5 5
297.11 5 5
298.1 15 15
299.11 22 22
300.11 10 10
301.12 36 36
302.12 10 10
303.13 50 50
304.14 11 11
305.12 8 8
306.12 8 8
307.12 1 1
311.11 4 4
312.11 1 1
313.12 45 45
314.13 20 20
315.13 14 14
316.14 50 50
317.12 285 285
318.12 85 85
319.13 141 141
320.13 26 26
321.14 4 4
329.12 2 2
331.13 135 135
332.14 375 375
333.14 76 76
334.14 13 13
379.17 1 1
396.13 1 1
397.18 3 3
407.16 10 10
423.17 3 3
425.17 26 26
//
