ACCESSION: MSBNK-IPB_Halle-PB011401
RECORD_TITLE: (8Z)-2,15-dioxapentacyclo[22.2.2.13,7.110,14.016,21]triaconta-3(30),4,6,8,10(29),11,13,16(21),17,19,25,27-dodecaene-4,5,17-triol 1; LC-ESI-QTOF; MS2; CE: 30.58772; [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$NAME: (8Z)-2,15-dioxapentacyclo[22.2.2.13,7.110,14.016,21]triaconta-3(30),4,6,8,10(29),11,13,16(21),17,19,25,27-dodecaene-4,5,17-triol 1
CH$NAME: 7,8,19,20-Tetrahydro-15,18-etheno-2,6:9,13-dimetheno-1,14-benzodioxacyclodocosin-11,12,24-triol
CH$NAME: (8Z)-2,15-dioxapentacyclo[22.2.2.13,7.110,14.016,21]triaconta-3(30),4,6,8,10(29),11,13,16(21),17,19,25,27-dodecaene-4,5,17-triol
CH$COMPOUND_CLASS: Lignane
CH$FORMULA: C28H24O5
CH$EXACT_MASS: 440.162
CH$SMILES: C1CC2=C(C(=CC=C2)O)OC3=CC=CC(=C3)/C=C\C4=CC(=C(C(=C4)O)O)OC5C=CC1C=C5
CH$IUPAC: InChI=1S/C28H24O5/c29-24-6-2-4-21-12-9-18-10-13-22(14-11-18)32-26-17-20(16-25(30)27(26)31)8-7-19-3-1-5-23(15-19)33-28(21)24/h1-8,10-11,13-18,22,29-31H,9,12H2/b8-7-
CH$LINK: CAS
88418-46-6
CH$LINK: PUBCHEM
CID:6439028
CH$LINK: INCHIKEY
AZIYOMYZWLGWRM-FPLPWBNLSA-N
CH$LINK: CHEMSPIDER
4943464
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$MASS_SPECTROMETRY: COLLISION_ENERGY 30.58772
AC$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 10.120 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$FOCUSED_ION: BASE_PEAK 441.1697
MS$FOCUSED_ION: PRECURSOR_M/Z 441.1697
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: splash10-01t9-0291000000-8f5b1dce0913b4ab3326
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+ 2 117.0699 1.05
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
123.04 C7H7O2+ 1 123.0441 -32.96
124.04 C3H8O5+ 1 124.0366 27.21
125.02 C6H5O3+ 1 125.0233 -26.56
128.06 C10H8+ 1 128.0621 -16.02
129.07 C10H9+ 2 129.0699 0.96
130.08 C10H10+ 2 130.0777 17.67
131.05 C9H7O+ 1 131.0491 6.55
133.06 C9H9O+ 1 133.0648 -36.01
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+ 2 141.0699 0.87
143.09 C4H15O5+ 2 143.0914 -9.78
145.06 C10H9O+ 1 145.0648 -33.03
146.07 C10H10O+ 1 146.0726 -17.91
147.04 C9H7O2+ 1 147.0441 -27.58
149.06 C9H9O2+ 1 149.0597 1.97
151.04 C8H7O3+ 1 151.039 6.82
152.06 C12H8+ 2 152.0621 -13.49
153.07 C12H9+ 2 153.0699 0.81
154.07 C8H10O3+ 2 154.0624 49.03
155.08 C12H11+ 1 155.0855 -35.64
157.06 C11H9O+ 1 157.0648 -30.51
158.08 C11H10O+ 1 158.0726 46.71
161.06 C10H9O2+ 1 161.0597 1.83
162.07 C10H10O2+ 1 162.0675 15.23
163.04 C9H7O3+ 1 163.039 6.31
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 C12H8O+ 1 168.057 18.05
169.06 C12H9O+ 1 169.0648 -28.34
170.07 C12H10O+ 1 170.0726 -15.38
171.08 C12H11O+ 1 171.0804 -2.58
172.09 C12H12O+ 1 172.0883 10.07
173.06 C11H9O2+ 1 173.0597 1.7
174.07 C11H10O2+ 1 174.0675 14.18
177.07 C14H9+ 2 177.0699 0.7
178.08 C14H10+ 2 178.0777 12.91
179.09 C7H15O5+ 2 179.0914 -7.82
180.09 C14H12+ 2 180.0934 -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
185.1 C13H13O+ 1 185.0961 21.12
186.09 C9H14O4+ 1 186.0887 7.2
187.08 C12H11O2+ 1 187.0754 24.82
188.08 C12H12O2+ 1 188.0832 -16.91
189.07 C15H9+ 2 189.0699 0.65
191.09 C8H15O5+ 2 191.0914 -7.33
192.09 C15H12+ 2 192.0934 -17.45
193.09 C11H13O3+ 2 193.0859 21.13
194.08 C14H10O+ 1 194.0726 38.05
195.08 C14H11O+ 1 195.0804 -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
199.08 C13H11O2+ 1 199.0754 23.33
200.08 C13H12O2+ 1 200.0832 -15.9
201.09 C13H13O2+ 1 201.091 -5
202.09 C9H14O5+ 2 202.0836 31.79
203.08 C16H11+ 3 203.0855 -27.21
204.09 C16H12+ 3 204.0934 -16.42
205.07 C15H9O+ 1 205.0648 25.4
206.07 C15H10O+ 1 206.0726 -12.7
207.08 C15H11O+ 1 207.0804 -2.13
208.09 C15H12O+ 1 208.0883 8.33
209.07 C14H9O2+ 2 209.0597 49.24
210.07 C14H10O2+ 1 210.0675 11.75
211.08 C14H11O2+ 1 211.0754 22
211.98 C11O5+ 2 211.974 28.19
212.08 C14H12O2+ 2 212.0832 -15
212.97 C11HO5+ 1 212.9818 -55.64
213.09 C14H13O2+ 1 213.091 -4.72
214.09 C10H14O5+ 2 214.0836 30.01
215.07 C13H11O3+ 1 215.0703 -1.26
216.07 C13H12O3+ 1 216.0781 -37.47
217.08 C13H13O3+ 1 217.0859 -27.27
219.08 C16H11O+ 1 219.0804 -2.01
220.09 C16H12O+ 1 220.0883 7.88
221.1 C16H13O+ 1 221.0961 17.68
222.09 C12H14O4+ 1 222.0887 6.03
223.08 C15H11O2+ 1 223.0754 20.82
224.08 C15H12O2+ 2 224.0832 -14.2
225.09 C15H13O2+ 1 225.091 -4.47
226.07 C14H10O3+ 2 226.0624 33.42
227.07 C14H11O3+ 1 227.0703 -1.19
228.08 C14H12O3+ 2 228.0781 8.35
229.09 C14H13O3+ 2 229.0859 17.81
230.09 C14H14O3+ 1 230.0937 -16.28
231.09 C17H11O+ 2 231.0804 41.36
232.08 C13H12O4+ 2 232.073 30.12
234.07 C16H10O2+ 1 234.0675 10.55
235.08 C16H11O2+ 1 235.0754 19.76
236.08 C16H12O2+ 2 236.0832 -13.47
237.09 C16H13O2+ 1 237.091 -4.24
238.1 C16H14O2+ 1 238.0988 4.91
239.11 C16H15O2+ 1 239.1067 13.98
239.99 C16O3+ 2 239.9842 24.19
240.1 C12H16O5+ 2 240.0992 3.23
241.09 C15H13O3+ 2 241.0859 16.92
242.09 C15H14O3+ 1 242.0937 -15.47
243.08 C18H11O+ 1 243.0804 -1.82
244.07 C14H12O4+ 1 244.073 -12.33
245.09 C18H13O+ 2 245.0961 -24.85
246.15 C12H22O5+ 2 246.1462 15.54
247.08 C17H11O2+ 1 247.0754 18.8
249.1 C17H13O2+ 2 249.091 36.11
252.09 C20H12+ 3 252.0934 -13.3
253.09 C16H13O3+ 2 253.0859 16.12
254.09 C16H14O3+ 1 254.0937 -14.74
255.1 C16H15O3+ 1 255.1016 -6.16
256.11 C16H16O3+ 2 256.1094 2.36
257.1 C19H13O+ 1 257.0961 15.2
258.09 C15H14O4+ 2 258.0887 5.19
259.11 C19H15O+ 2 259.1117 -6.72
260.08 C18H12O2+ 2 260.0832 -12.23
261.09 C18H13O2+ 2 261.091 -3.85
262.1 C18H14O2+ 1 262.0988 4.46
263.11 C18H15O2+ 1 263.1067 12.71
265.1 C21H13+ 3 265.1012 -4.44
266.11 C21H14+ 2 266.109 3.75
267.11 C21H15+ 3 267.1168 -25.56
268.09 C20H12O+ 1 268.0883 6.47
269.1 C20H13O+ 1 269.0961 14.52
270.1 C20H14O+ 2 270.1039 -14.5
271.11 C20H15O+ 2 271.1117 -6.42
272.09 C19H12O2+ 2 272.0832 25.06
273.12 C20H17O+ 2 273.1274 -27.06
274.12 C16H18O4+ 2 274.12 0.14
275.1 C19H15O2+ 2 275.1067 -24.19
277.11 C15H17O5+ 2 277.1071 10.65
281.09 C21H13O+ 2 281.0961 -21.67
283.11 C21H15O+ 2 283.1117 -6.15
284.11 C17H16O4+ 2 284.1043 20.03
285.1 C20H13O2+ 2 285.091 31.55
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
290.12 C16H18O5+ 2 290.1149 17.67
291.13 C16H19O5+ 2 291.1227 25.07
293.1 C22H13O+ 2 293.0961 13.34
296.09 C21H12O2+ 2 296.0832 23.03
297.1 C21H13O2+ 2 297.091 30.27
298.11 C18H18O4+ 2 298.12 -33.41
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
303.13 C17H19O5+ 2 303.1227 24.08
304.12 C24H16+ 3 304.1247 -15.3
305.11 C20H17O3+ 2 305.1172 -23.67
306.12 C20H18O3+ 2 306.125 -16.48
307.11 C23H15O+ 2 307.1117 -5.67
309.09 C22H13O2+ 2 309.091 -3.25
311.11 C22H15O2+ 3 311.1067 10.75
312.11 C22H16O2+ 2 312.1145 -14.36
313.11 C18H17O5+ 2 313.1071 9.42
314.11 C25H14+ 3 314.109 3.18
315.1 C21H15O3+ 2 315.1016 -4.98
316.13 C18H20O5+ 3 316.1305 -1.66
317.12 C21H17O3+ 3 317.1172 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
321.13 C24H17O+ 3 321.1274 8.12
322.12 C20H18O4+ 2 322.12 0.12
323.13 C20H19O4+ 2 323.1278 6.85
328.11 C22H16O3+ 2 328.1094 1.84
329.12 C22H17O3+ 3 329.1172 8.44
330.12 C22H18O3+ 2 330.125 -15.28
331.12 C25H15O+ 2 331.1117 24.94
332.13 C25H16O+ 2 332.1196 31.41
333.11 C21H17O4+ 3 333.1121 -6.41
334.12 C21H18O4+ 2 334.12 0.12
335.13 C21H19O4+ 2 335.1278 6.61
336.13 C21H20O4+ 2 336.1356 -16.69
337.13 C24H17O2+ 2 337.1223 22.82
345.12 C26H17O+ 2 345.1274 -21.42
346.12 C22H18O4+ 2 346.12 0.11
347.13 C22H19O4+ 2 347.1278 6.38
348.13 C22H20O4+ 3 348.1356 -16.12
349.14 C22H21O4+ 3 349.1434 -9.84
350.14 C25H18O2+ 2 350.1301 28.19
395.16 C27H23O3+ 1 395.1642 -10.56
396.17 C27H24O3+ 1 396.172 -5.04
411.16 C27H23O4+ 1 411.1591 2.22
413.17 C27H25O4+ 1 413.1747 -11.46
421.14 C28H21O4+ 1 421.1434 -8.16
423.16 C28H23O4+ 1 423.1591 2.16
424.16 C28H24O4+ 1 424.1669 -16.29
439.15 C28H23O5+ 1 439.154 -9.11
440.16 C28H24O5+ 1 440.1618 -4.15
441.17 C28H25O5+ 1 441.1697 0.79
PK$NUM_PEAK: 203
PK$PEAK: m/z int. rel.int.
107.05 2 2
115.05 6 6
117.07 10 10
119.05 13 13
120.05 8 8
121.06 55 55
122.07 4 4
123.04 40 40
124.04 5 5
125.02 4 4
128.06 3 3
129.07 7 7
130.08 5 5
131.05 10 10
133.06 19 19
135.04 44 44
136.05 25 25
137.06 58 58
141.07 6 6
143.09 5 5
145.06 19 19
146.07 5 5
147.04 4 4
149.06 15 15
151.04 8 8
152.06 9 9
153.07 15 15
154.07 7 7
155.08 17 17
157.06 13 13
158.08 3 3
161.06 4 4
162.07 3 3
163.04 4 4
165.07 78 78
166.07 32 32
167.09 52 52
168.06 17 17
169.06 36 36
170.07 13 13
171.08 20 20
172.09 3 3
173.06 5 5
174.07 2 2
177.07 14 14
178.08 22 22
179.09 36 36
180.09 5 5
181.07 168 168
182.07 50 50
183.08 240 240
184.08 37 37
185.1 43 43
186.09 7 7
187.08 14 14
188.08 2 2
189.07 2 2
191.09 16 16
192.09 6 6
193.09 51 51
194.08 58 58
195.08 155 155
196.06 81 81
197.06 265 265
198.07 76 76
199.08 301 301
200.08 59 59
201.09 24 24
202.09 7 7
203.08 15 15
204.09 2 2
205.07 3 3
206.07 9 9
207.08 65 65
208.09 27 27
209.07 151 151
210.07 198 198
211.08 894 894
211.98 3 3
212.08 578 578
212.97 3 3
213.09 555 555
214.09 86 86
215.07 468 468
216.07 63 62
217.08 7 7
219.08 20 20
220.09 13 13
221.1 63 62
222.09 25 25
223.08 130 130
224.08 552 552
225.09 676 676
226.07 201 201
227.07 614 614
228.08 452 452
229.09 791 791
230.09 113 113
231.09 15 15
232.08 2 2
234.07 4 4
235.08 11 11
236.08 7 7
237.09 70 70
238.1 35 35
239.11 999 999
239.99 3 3
240.1 182 182
241.09 532 532
242.09 82 82
243.08 36 36
244.07 10 10
245.09 4 4
246.15 2 2
247.08 5 5
249.1 5 5
252.09 4 4
253.09 19 19
254.09 21 21
255.1 258 258
256.11 46 46
257.1 9 9
258.09 2 2
259.11 11 11
260.08 7 7
261.09 8 8
262.1 3 3
263.11 5 5
265.1 3 3
266.11 2 2
267.11 4 4
268.09 7 7
269.1 10 10
270.1 4 4
271.11 8 8
272.09 4 4
273.12 11 11
274.12 5 5
275.1 7 7
277.11 5 5
281.09 3 3
283.11 27 27
284.11 11 11
285.1 7 7
286.1 12 12
287.11 23 23
288.11 9 9
289.12 9 9
290.12 3 3
291.13 6 6
293.1 8 8
296.09 3 3
297.1 10 10
298.11 3 3
299.11 35 35
300.11 11 11
301.12 70 70
302.12 28 28
303.13 29 29
304.12 9 9
305.11 12 12
306.12 5 5
307.11 3 3
309.09 3 3
311.11 40 40
312.11 16 16
313.11 11 11
314.11 19 19
315.1 59 59
316.13 21 21
317.12 66 66
318.12 15 15
319.13 101 101
320.13 35 35
321.13 4 4
322.12 10 10
323.13 4 4
328.11 3 3
329.12 66 66
330.12 52 52
331.12 40 40
332.13 33 33
333.11 230 230
334.12 67 67
335.13 75 75
336.13 14 14
337.13 3 3
345.12 3 3
346.12 6 6
347.13 104 104
348.13 202 202
349.14 48 48
350.14 7 7
395.16 4 4
396.17 3 3
411.16 5 5
413.17 4 4
421.14 3 3
423.16 35 35
424.16 11 11
439.15 113 113
440.16 35 35
441.17 64 64
//
