ACCESSION: MSBNK-IPB_Halle-PB011301
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$CHROMATOGRAPHY: RETENTION_TIME 10.107 min
AC$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$SPLASH: splash10-03dr-0290000000-fc2829be88e8ac0622d8
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
117.06 C5H9O3+ 1 117.0546 45.96
119.05 C8H7O+ 1 119.0491 7.21
120.05 C8H8O+ 1 120.057 -58.02
121.06 C8H9O+ 1 121.0648 -39.58
122.07 C8H10O+ 1 122.0726 -21.43
128.06 C10H8+ 1 128.0621 -16.02
129.06 C6H9O3+ 1 129.0546 41.68
131.05 C9H7O+ 1 131.0491 6.55
131.09 C10H11+ 1 131.0855 34.12
133.06 C9H9O+ 1 133.0648 -36.01
133.11 C6H15NO2+ 1 133.1097 2.03
135.04 C8H7O2+ 1 135.0441 -30.03
136.05 C8H8O2+ 1 136.0519 -13.82
137.06 C8H9O2+ 1 137.0597 2.15
141.07 C11H9+ 1 141.0699 0.87
145.06 C10H9O+ 1 145.0648 -33.03
146.07 C10H10O+ 1 146.0726 -17.91
147.04 C9H7O2+ 1 147.0441 -27.58
148.08 C6H12O4+ 2 148.073 47.2
149.07 C8H9N2O+ 1 149.0709 -6.3
152.06 C12H8+ 1 152.0621 -13.49
153.07 C12H9+ 1 153.0699 0.81
154.07 C8H10O3+ 2 154.0624 49.03
155.08 C12H11+ 1 155.0855 -35.64
157.07 C11H9O+ 1 157.0648 33.16
161.06 C10H9O2+ 1 161.0597 1.83
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
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
180.06 C13H8O+ 1 180.057 16.85
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
185.1 C13H13O+ 1 185.0961 21.12
186.1 C13H14O+ 1 186.1039 -21.04
187.07 C12H11O2+ 1 187.0754 -28.63
190.07 C11H10O3+ 2 190.0624 39.75
191.08 C15H11+ 2 191.0855 -28.92
192.06 C14H8O+ 1 192.057 15.8
193.1 C15H13+ 1 193.1012 -6.09
194.1 C11H14O3+ 2 194.0937 32.22
195.08 C14H11O+ 1 195.0804 -2.26
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
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
209.09 C15H13O+ 2 209.0961 -29.13
210.07 C14H10O2+ 1 210.0675 11.75
211.08 C14H11O2+ 1 211.0754 22
212.08 C14H12O2+ 1 212.0832 -15
213.09 C14H13O2+ 1 213.091 -4.72
214.1 C14H14O2+ 1 214.0988 5.46
215.09 C17H11+ 1 215.0855 20.8
216.09 C17H12+ 2 216.0934 -15.51
217.1 C17H13+ 1 217.1012 -5.42
219.08 C16H11O+ 1 219.0804 -2.01
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
226.09 C15H14O2+ 1 226.0988 -39.06
227.11 C15H15O2+ 1 227.1067 14.72
228.11 C15H16O2+ 1 228.1145 -19.64
231.07 C13H11O4+ 2 231.0652 20.84
235.08 C16H11O2+ 1 235.0754 19.76
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
241.11 C16H17O2+ 1 241.1223 -51.04
242.08 C18H10O+ 2 242.0726 30.5
244.09 C18H12O+ 1 244.0883 7.1
247.1 C14H15O4+ 2 247.0965 14.22
248.08 C17H12O2+ 1 248.0832 -12.82
249.09 C17H13O2+ 1 249.091 -4.04
251.1 C17H15O2+ 1 251.1067 -26.51
253.09 C16H13O3+ 2 253.0859 16.12
257.12 C16H17O3+ 2 257.1172 10.81
258.11 C19H14O+ 2 258.1039 23.57
259.11 C19H15O+ 2 259.1117 -6.72
261.08 C18H13O2+ 1 261.091 -42.15
261.1 C18H13O2+ 2 261.091 34.45
262.1 C18H14O2+ 1 262.0988 4.46
263.11 C18H15O2+ 1 263.1067 12.71
264.1 C18H16O2+ 2 264.1145 -54.83
264.12 C18H16O2+ 2 264.1145 20.9
265.13 C18H17O2+ 2 265.1223 29.02
267.12 C21H15+ 1 267.1168 11.88
268.11 C17H16O3+ 2 268.1094 2.25
269.1 C20H13O+ 1 269.0961 14.52
270.1 C20H14O+ 2 270.1039 -14.5
271.11 C20H15O+ 2 271.1117 -6.42
273.09 C19H13O2+ 1 273.091 -3.68
275.11 C19H15O2+ 1 275.1067 12.15
277.12 C19H17O2+ 1 277.1223 -8.32
279.14 C19H19O2+ 1 279.138 7.32
281.09 C21H13O+ 2 281.0961 -21.67
283.11 C21H15O+ 2 283.1117 -6.15
284.11 C17H16O4+ 2 284.1043 20.03
285.12 C21H17O+ 2 285.1274 -25.92
286.1 C20H14O2+ 1 286.0988 4.09
287.11 C20H15O2+ 1 287.1067 11.65
288.11 C20H16O2+ 1 288.1145 -15.55
289.12 C20H17O2+ 1 289.1223 -7.98
290.09 C19H14O3+ 2 290.0937 -12.91
291.14 C20H19O2+ 1 291.138 7.02
292.15 C20H20O2+ 2 292.1458 14.44
293.09 C22H13O+ 2 293.0961 -20.78
294.11 C22H14O+ 2 294.1039 20.68
295.11 C22H15O+ 2 295.1117 -5.9
296.12 C22H16O+ 2 296.1196 1.46
298.1 C21H14O2+ 1 298.0988 3.92
298.17 C23H22+ 2 298.1716 -5.37
299.11 C21H15O2+ 2 299.1067 11.18
300.11 C21H16O2+ 1 300.1145 -14.93
301.12 C21H17O2+ 1 301.1223 -7.66
302.11 C24H14+ 2 302.109 3.3
303.14 C21H19O2+ 1 303.138 6.74
304.13 C24H16+ 2 304.1247 17.59
305.12 C20H17O3+ 2 305.1172 9.11
306.12 C20H18O3+ 2 306.125 -16.48
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
315.11 C25H15+ 2 315.1168 -21.66
315.12 C25H15+ 3 315.1168 10.07
316.13 C25H16+ 2 316.1247 16.92
317.12 C21H17O3+ 2 317.1172 8.76
318.12 C21H18O3+ 2 318.125 -15.86
319.13 C21H19O3+ 3 319.1329 -9
320.14 C21H20O3+ 2 320.1407 -2.17
321.13 C24H17O+ 3 321.1274 8.12
322.14 C24H18O+ 2 322.1352 14.85
329.11 C22H17O3+ 2 329.1172 -21.94
331.13 C22H19O3+ 3 331.1329 -8.67
332.14 C22H20O3+ 2 332.1407 -2.1
333.14 C22H21O3+ 2 333.1485 -25.58
347.12 C22H19O4+ 2 347.1278 -22.43
351.15 C22H23O4+ 2 351.1591 -25.87
374.12 C27H18O2+ 1 374.1301 -27.08
397.18 C27H25O3+ 1 397.1798 0.45
407.16 C28H23O3+ 1 407.1642 -10.24
408.18 C28H24O3+ 1 408.172 19.61
423.18 C28H23O4+ 1 423.1591 49.42
425.17 C28H25O4+ 1 425.1747 -11.14
PK$NUM_PEAK: 167
PK$PEAK: m/z int. rel.int.
117.06 1 1
119.05 7 7
120.05 21 21
121.06 31 31
122.07 3 3
128.06 1 1
129.06 1 1
131.05 3 3
131.09 2 2
133.06 4 4
133.11 1 1
135.04 5 5
136.05 1 1
137.06 1 1
141.07 1 1
145.06 4 4
146.07 2 2
147.04 1 1
148.08 1 1
149.07 1 1
152.06 5 5
153.07 2 2
154.07 1 1
155.08 1 1
157.07 8 8
161.06 1 1
164.06 1 1
165.07 21 21
166.08 6 6
167.09 53 53
168.09 10 10
169.07 4 4
170.07 6 6
171.08 11 11
176.06 4 4
177.07 28 28
178.08 15 15
179.08 9 9
180.06 1 1
181.07 30 30
182.07 7 7
183.08 31 31
184.08 6 6
185.1 47 47
186.1 6 6
187.07 1 1
190.07 1 1
191.08 5 5
192.06 1 1
193.1 25 25
194.1 6 6
195.08 175 175
196.09 42 42
197.06 62 62
198.07 69 69
199.08 211 211
200.08 27 27
201.08 5 5
202.08 10 10
203.09 18 18
204.09 3 3
206.07 12 12
207.08 18 18
208.09 4 4
209.09 22 22
210.07 61 61
211.08 213 213
212.08 56 56
213.09 999 999
214.1 149 149
215.09 33 33
216.09 4 4
217.1 4 4
219.08 13 13
220.09 7 7
221.1 116 116
222.1 25 25
223.08 16 16
224.08 71 71
225.09 324 324
226.09 67 67
227.11 26 26
228.11 5 5
231.07 1 1
235.08 3 3
236.08 1 1
237.09 66 66
238.1 19 19
239.11 933 933
240.11 154 154
241.11 19 19
242.08 1 1
244.09 1 1
247.1 1 1
248.08 1 1
249.09 2 2
251.1 2 2
253.09 1 1
257.12 1 1
258.11 1 1
259.11 2 2
261.08 1 1
261.1 2 2
262.1 2 2
263.11 1 1
264.1 1 1
264.12 1 1
265.13 1 1
267.12 1 1
268.11 2 2
269.1 5 5
270.1 3 3
271.11 4 4
273.09 2 2
275.11 8 8
277.12 3 3
279.14 1 1
281.09 2 2
283.11 6 6
284.11 2 2
285.12 10 10
286.1 5 5
287.11 8 8
288.11 3 3
289.12 4 4
290.09 2 2
291.14 3 3
292.15 1 1
293.09 1 1
294.11 1 1
295.11 11 11
296.12 2 2
298.1 7 7
298.17 1 1
299.11 16 16
300.11 4 4
301.12 17 17
302.11 4 4
303.14 35 35
304.13 6 6
305.12 7 7
306.12 6 6
311.11 5 5
312.11 1 1
313.12 25 25
314.13 11 11
315.11 2 2
315.12 2 2
316.13 4 4
317.12 51 51
318.12 14 14
319.13 103 103
320.14 27 27
321.13 2 2
322.14 1 1
329.11 3 3
331.13 41 41
332.14 21 21
333.14 6 6
347.12 1 1
351.15 1 1
374.12 1 1
397.18 2 2
407.16 6 6
408.18 2 2
423.18 1 1
425.17 25 25
//
