ACCESSION: MSBNK-IPB_Halle-PB010601
RECORD_TITLE: 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-4,5,8,17-tetrol 1; LC-ESI-QTOF; MS2; CE: 31.787345; [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$NAME: 2,15-dioxapentacyclo[22.2.2.13,7.110,14.016,21]triaconta-1(26),3(30),4,6,10(29),11,13,16(21),17,19,24,27-dodecaene-4,5,8,17-tetrol 1
CH$NAME: NJNMMLUSUMUVMX-UHFFFAOYSA-N
CH$NAME: 2,15-dioxapentacyclo[22.2.2.13,7.110,14.016,21]triaconta-1(26),3(30),4,6,10(29),11,13,16(21),17,19,24,27-dodecaene-4,5,8,17-tetrol
CH$COMPOUND_CLASS: Lignane
CH$FORMULA: C28H24O6
CH$EXACT_MASS: 456.157
CH$SMILES: C1CC2=C(C(=CC=C2)O)OC3=CC=CC(=C3)CC(C4=CC(=C(C(=C4)O)O)OC5=CC=C1C=C5)O
CH$IUPAC: InChI=1S/C28H24O6/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/h1-6,8-9,11-13,15-16,24,29-32H,7,10,14H2
CH$LINK: PUBCHEM
CID:5319273
CH$LINK: INCHIKEY
NJNMMLUSUMUVMX-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
4477609
SP$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 31.787345
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$CHROMATOGRAPHY: RETENTION_TIME 9.033 min
AC$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 457.1646
MS$FOCUSED_ION: PRECURSOR_M/Z 457.1646
MS$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$SPLASH: splash10-056u-0191000000-9aad89c64bd67a80525b
PK$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
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
131.05 C9H7O+ 2 131.0491 6.55
133.06 C9H9O+ 1 133.0648 -36.01
134.03 C8H6O2+ 1 134.0362 -46.49
134.06 C5H10O4+ 1 134.0574 19.69
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
142.07 C7H10O3+ 2 142.0624 53.18
143.05 C10H7O+ 2 143.0491 6
143.08 C11H11+ 1 143.0855 -38.63
144.06 C3H12O6+ 2 144.0628 -19.71
145.06 C10H9O+ 1 145.0648 -33.03
146.07 C10H10O+ 2 146.0726 -17.91
147.04 C9H7O2+ 1 147.0441 -27.58
148.05 C9H8O2+ 1 148.0519 -12.7
149.06 C9H9O2+ 1 149.0597 1.97
150.06 C9H10O2+ 2 150.0675 -50.18
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
156.09 C12H12+ 2 156.0934 -21.47
157.07 C4H13O6+ 2 157.0707 -4.23
158.07 C11H10O+ 2 158.0726 -16.55
159.08 C11H11O+ 2 159.0804 -2.77
160.06 C10H8O2+ 1 160.0519 50.73
161.06 C10H9O2+ 1 161.0597 1.83
162.07 C10H10O2+ 1 162.0675 15.23
163.04 C9H7O3+ 1 163.039 6.31
164.05 C9H8O3+ 1 164.0468 19.53
165.07 C13H9+ 2 165.0699 0.75
166.08 C13H10+ 2 166.0777 13.84
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
172.08 C8H12O4+ 2 172.073 40.62
173.06 C11H9O2+ 1 173.0597 1.7
177.06 C10H9O3+ 2 177.0546 30.38
178.08 C14H10+ 2 178.0777 12.91
179.08 C14H11+ 2 179.0855 -30.86
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
185.09 C13H13O+ 2 185.0961 -32.91
186.07 C12H10O2+ 1 186.0675 13.27
187.07 C12H11O2+ 2 187.0754 -28.63
188.08 C12H12O2+ 1 188.0832 -16.91
189.07 C15H9+ 2 189.0699 0.65
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
199.08 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
203.07 C12H11O3+ 1 203.0703 -1.33
203.18 C15H23+ 1 203.1794 2.82
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
209.08 C11H13O4+ 1 209.0808 -4
210.07 C14H10O2+ 1 210.0675 11.75
211.07 C14H11O2+ 2 211.0754 -25.37
212.08 C14H12O2+ 2 212.0832 -15
213.06 C13H9O3+ 2 213.0546 25.25
213.09 C14H13O2+ 1 213.091 -4.72
214.06 C13H10O3+ 2 214.0624 -11.42
214.07 C13H10O3+ 2 214.0624 35.29
215.07 C13H11O3+ 1 215.0703 -1.26
216.07 C9H12O6+ 2 216.0628 33.14
217.08 C13H13O3+ 2 217.0859 -27.27
218.08 C9H14O6+ 2 218.0785 6.93
219.08 C16H11O+ 2 219.0804 -2.01
220.09 C16H12O+ 2 220.0883 7.88
221.09 C16H13O+ 3 221.0961 -27.55
222.07 C15H10O2+ 1 222.0675 11.12
223.07 C15H11O2+ 2 223.0754 -24.01
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+ 2 230.0937 -16.28
231.09 C10H15O6+ 3 231.0863 15.95
232.09 C17H12O+ 2 232.0883 7.47
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
239.07 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
244.09 C18H12O+ 2 244.0883 7.1
245.09 C18H13O+ 3 245.0961 -24.85
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
255.1 C16H15O3+ 2 255.1016 -6.16
255.97 C16O4+ 1 255.9791 -35.59
256.1 C12H16O6+ 3 256.0941 22.88
257.1 C12H17O6+ 2 257.102 -7.64
258.1 C19H14O+ 3 258.1039 -15.17
259.1 C15H15O4+ 2 259.0965 13.56
260.09 C18H12O2+ 2 260.0832 26.22
261.09 C18H13O2+ 2 261.091 -3.85
261.12 C19H17O+ 3 261.1274 -28.31
262.09 C14H14O5+ 2 262.0836 24.52
263.08 C21H11+ 3 263.0855 -21.01
264.07 C13H12O6+ 3 264.0628 27.12
265.09 C17H13O3+ 2 265.0859 15.39
266.09 C17H14O3+ 2 266.0937 -14.08
267.1 C17H15O3+ 2 267.1016 -5.88
269.09 C20H13O+ 3 269.0961 -22.64
270.09 C16H14O4+ 2 270.0887 4.96
271.11 C20H15O+ 3 271.1117 -6.42
272.1 C16H16O4+ 1 272.1043 -15.84
272.11 C16H16O4+ 3 272.1043 20.91
273.09 C19H13O2+ 2 273.091 -3.68
273.11 C16H17O4+ 1 273.1121 -7.82
274.1 C19H14O2+ 2 274.0988 4.26
275.1 C19H15O2+ 2 275.1067 -24.19
276.09 C22H12+ 3 276.0934 -12.14
277.09 C18H13O3+ 2 277.0859 14.72
278.09 C18H14O3+ 2 278.0937 -13.47
279.1 C18H15O3+ 2 279.1016 -5.63
281.09 C21H13O+ 3 281.0961 -21.67
282.1 C21H14O+ 3 282.1039 -13.88
283.11 C21H15O+ 3 283.1117 -6.15
284.09 C20H12O2+ 2 284.0832 24
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
289.12 C20H17O2+ 2 289.1223 -7.98
290.12 C16H18O5+ 2 290.1149 17.67
291.1 C19H15O3+ 3 291.1016 -5.4
293.11 C19H17O3+ 3 293.1172 -24.63
295.1 C18H15O4+ 3 295.0965 11.91
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
302.11 C24H14+ 3 302.109 3.3
303.1 C20H15O3+ 3 303.1016 -5.18
304.11 C20H16O3+ 3 304.1094 1.99
305.11 C20H17O3+ 3 305.1172 -23.67
306.12 C20H18O3+ 3 306.125 -16.48
307.12 C16H19O6+ 3 307.1176 7.77
309.09 C22H13O2+ 2 309.091 -3.25
311.11 C22H15O2+ 3 311.1067 10.75
313.11 C18H17O5+ 2 313.1071 9.42
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
319.1 C24H15O+ 3 319.1117 -36.79
319.13 C17H19O6+ 4 319.1176 38.81
320.12 C24H16O+ 3 320.1196 1.35
321.11 C20H17O4+ 3 321.1121 -6.65
322.12 C20H18O4+ 2 322.12 0.12
323.12 C20H19O4+ 2 323.1278 -24.09
327.1 C22H15O3+ 4 327.1016 -4.8
328.11 C22H16O3+ 3 328.1094 1.84
329.12 C22H17O3+ 4 329.1172 8.44
330.1 C25H14O+ 3 330.1039 -11.86
331.1 C21H15O4+ 3 331.0965 10.62
332.14 C22H20O3+ 3 332.1407 -2.1
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
345.11 C22H17O4+ 3 345.1121 -6.19
346.12 C22H18O4+ 2 346.12 0.11
347.12 C22H19O4+ 2 347.1278 -22.43
348.13 C22H20O4+ 3 348.1356 -16.12
349.11 C21H17O5+ 2 349.1071 8.45
350.11 C28H14+ 4 350.109 2.85
351.12 C21H19O5+ 4 351.1227 -7.69
352.12 C28H16+ 3 352.1247 -13.21
362.11 C22H18O5+ 3 362.1149 -13.46
363.12 C22H19O5+ 3 363.1227 -7.44
364.13 C22H20O5+ 3 364.1305 -1.44
365.13 C22H21O5+ 2 365.1384 -22.87
366.13 C25H18O3+ 3 366.125 13.53
393.15 C27H21O3+ 3 393.1485 3.76
411.16 C27H23O4+ 1 411.1591 2.22
412.16 C27H24O4+ 1 412.1669 -16.77
421.14 C28H21O4+ 2 421.1434 -8.16
427.15 C27H23O5+ 1 427.154 -9.36
439.15 C28H23O5+ 1 439.154 -9.11
440.16 C28H24O5+ 1 440.1618 -4.15
441.16 C28H25O5+ 1 441.1697 -21.87
455.15 C28H23O6+ 1 455.1489 2.38
456.15 C28H24O6+ 1 456.1567 -14.78
457.16 C28H25O6+ 1 457.1646 -9.99
459.17 C27H25NO6+ 1 459.1676 5.14
PK$NUM_PEAK: 230
PK$PEAK: m/z int. rel.int.
107.05 2 2
115.05 4 4
117.07 6 6
119.05 7 7
120.05 2 2
121.06 25 25
122.07 3 3
123.04 40 40
124.04 4 4
125.02 6 6
128.06 2 2
129.07 5 5
131.05 7 7
133.06 16 16
134.03 1 1
134.06 1 1
135.04 41 41
136.05 34 34
137.06 76 76
138.06 6 6
139.04 7 7
141.07 5 5
142.07 1 1
143.05 1 1
143.08 1 1
144.06 1 1
145.06 8 8
146.07 1 1
147.04 6 6
148.05 2 2
149.06 24 24
150.06 3 3
151.04 10 10
152.06 5 5
153.07 11 11
154.07 3 3
155.08 11 11
156.09 2 2
157.07 4 4
158.07 1 1
159.08 4 4
160.06 1 1
161.06 10 10
162.07 5 5
163.04 4 4
164.05 1 1
165.07 40 40
166.08 16 16
167.08 17 17
168.06 23 23
169.06 42 42
170.07 6 6
171.08 9 9
172.08 2 2
173.06 4 4
177.06 6 6
178.08 5 5
179.08 19 19
180.09 5 5
181.07 70 70
182.07 22 22
183.08 249 249
184.08 34 34
185.09 9 9
186.07 2 2
187.07 17 17
188.08 3 3
189.07 2 2
190.07 1 1
191.08 17 17
192.09 6 6
193.07 21 21
194.07 27 27
195.08 77 77
196.05 126 125
197.06 121 121
198.07 27 27
199.08 73 73
200.08 18 18
201.09 27 27
202.09 3 3
203.07 3 3
203.18 1 1
205.07 3 3
206.07 2 2
207.08 21 21
208.09 21 21
209.08 87 87
210.07 71 71
211.07 443 443
212.08 172 172
213.06 297 297
213.09 11 11
214.06 55 55
214.07 2 2
215.07 636 636
216.07 85 85
217.08 14 14
218.08 3 3
219.08 15 15
220.09 13 13
221.09 7 7
222.07 22 22
223.07 115 115
224.08 47 47
225.09 106 106
226.07 175 175
227.07 526 526
228.08 269 269
229.09 999 999
230.09 149 149
231.09 17 17
232.09 2 2
235.08 8 8
236.08 4 4
237.09 103 103
238.1 44 44
239.07 93 93
240.08 631 631
241.09 962 962
242.09 191 191
243.1 72 72
244.09 11 11
245.09 3 3
251.07 2 2
252.08 2 2
253.09 18 18
254.09 17 17
255.1 977 977
255.97 1 1
256.1 175 175
257.1 23 23
258.1 4 4
259.1 1 1
260.09 1 1
261.09 1 1
261.12 1 1
262.09 1 1
263.08 1 1
264.07 1 1
265.09 3 3
266.09 1 1
267.1 2 2
269.09 3 3
270.09 3 3
271.11 9 9
272.1 1 1
272.11 1 1
273.09 1 1
273.11 2 2
274.1 2 2
275.1 4 4
276.09 2 2
277.09 3 3
278.09 1 1
279.1 3 3
281.09 6 6
282.1 2 2
283.11 5 5
284.09 3 3
285.1 5 5
286.1 4 4
287.1 7 7
288.11 3 3
289.12 9 9
290.12 2 2
291.1 3 3
293.11 3 3
295.1 2 2
297.1 2 2
298.1 3 3
299.11 45 45
300.11 12 12
301.12 14 14
302.11 5 5
303.1 14 14
304.11 6 6
305.11 9 9
306.12 3 3
307.12 5 5
309.09 2 2
311.11 5 5
313.11 6 6
314.12 10 10
315.1 14 14
316.11 6 6
317.12 59 59
318.12 22 22
319.1 2 2
319.13 21 21
320.12 5 5
321.11 7 7
322.12 2 2
323.12 2 2
327.1 10 10
328.11 5 5
329.12 12 12
330.1 7 7
331.1 26 26
332.14 38 38
333.11 71 71
334.12 20 20
335.13 195 195
336.13 49 49
337.13 8 8
345.11 28 28
346.12 30 30
347.12 25 25
348.13 9 9
349.11 112 112
350.11 28 28
351.12 34 34
352.12 8 8
362.11 2 2
363.12 61 61
364.13 87 87
365.13 21 21
366.13 4 4
393.15 2 2
411.16 8 8
412.16 2 2
421.14 5 5
427.15 2 2
439.15 38 38
440.16 11 11
441.16 2 2
455.15 7 7
456.15 3 3
457.16 40 40
459.17 2 2
//
