ACCESSION: MSBNK-IPB_Halle-PB010701
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 2; 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$NAME: 2,15-dioxapentacyclo[22.2.2.13,7.110,14.016,21]triaconta-1(26),3(30),4,6,10(29),11,13,16(21),17,19,24,27-dodecaene-4,5,8,17-tetrol 2
CH$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$CHROMATOGRAPHY: RETENTION_TIME 9.101 min
AC$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$SPLASH: splash10-004l-0191000000-3c118e6af5db0438274e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
105.07 C8H9+ 2 105.0699 1.17
117.07 C9H9+ 2 117.0699 1.05
119.05 C8H7O+ 2 119.0491 7.21
121.06 C8H9O+ 1 121.0648 -39.58
122.07 C8H10O+ 1 122.0726 -21.43
123.04 C7H7O2+ 1 123.0441 -32.96
124.05 C7H8O2+ 1 124.0519 -15.16
125.03 C6H5O3+ 1 125.0233 53.43
128.06 C10H8+ 1 128.0621 -16.02
131.05 C9H7O+ 2 131.0491 6.55
133.03 C8H5O2+ 1 133.0284 11.98
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
138.06 C8H10O2+ 2 138.0675 -54.55
139.04 C7H7O3+ 1 139.039 7.4
141.07 C11H9+ 2 141.0699 0.87
143.08 C11H11+ 1 143.0855 -38.63
144.05 C10H8O+ 2 144.057 -48.36
144.09 C11H12+ 1 144.0934 -23.26
145.07 C3H13O6+ 2 145.0707 -4.58
147.05 C9H7O2+ 1 147.0441 40.42
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
154.09 C5H14O5+ 2 154.0836 41.7
155.08 C12H11+ 1 155.0855 -35.64
157.07 C4H13O6+ 2 157.0707 -4.23
159.07 C7H11O4+ 1 159.0652 30.27
161.06 C10H9O2+ 1 161.0597 1.83
165.07 C13H9+ 2 165.0699 0.75
166.08 C13H10+ 2 166.0777 13.84
167.08 C13H11+ 2 167.0855 -33.08
168.05 C12H8O+ 2 168.057 -41.45
169.07 C5H13O6+ 2 169.0707 -3.93
170.07 C12H10O+ 2 170.0726 -15.38
171.08 C12H11O+ 2 171.0804 -2.58
172.05 C11H8O2+ 1 172.0519 -10.93
173.11 C9H17O3+ 2 173.1172 -41.71
174.09 C8H14O4+ 1 174.0887 7.7
177.07 C14H9+ 2 177.0699 0.7
178.16 C9H22O3+ 1 178.1563 20.51
179.08 C14H11+ 2 179.0855 -30.86
180.09 C14H12+ 2 180.0934 -18.61
181.06 C13H9O+ 3 181.0648 -26.46
182.07 C13H10O+ 2 182.0726 -14.37
183 C7H3O6+ 2 182.9924 41.45
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
187.08 C12H11O2+ 1 187.0754 24.82
188.08 C12H12O2+ 1 188.0832 -16.91
189.06 C11H9O3+ 2 189.0546 28.45
190.07 C11H10O3+ 2 190.0624 39.75
191.08 C15H11+ 3 191.0855 -28.92
193.06 C14H9O+ 3 193.0648 -24.82
194.07 C14H10O+ 2 194.0726 -13.48
195.08 C14H11O+ 2 195.0804 -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
207.08 C15H11O+ 2 207.0804 -2.13
208.08 C11H12O4+ 2 208.073 33.59
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
214.06 C13H10O3+ 2 214.0624 -11.42
214.16 C12H22O3+ 2 214.1563 17.06
215.07 C13H11O3+ 1 215.0703 -1.26
216.07 C9H12O6+ 2 216.0628 33.14
217.08 C13H13O3+ 2 217.0859 -27.27
218.07 C16H10O+ 3 218.0726 -12
219.08 C16H11O+ 2 219.0804 -2.01
220.09 C16H12O+ 2 220.0883 7.88
221.08 C12H13O4+ 1 221.0808 -3.78
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
225.98 C12H2O5+ 1 225.9897 -42.81
226.06 C14H10O3+ 2 226.0624 -10.82
227.07 C14H11O3+ 1 227.0703 -1.19
228 C19+ 2 227.9995 2.41
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
235.07 C16H11O2+ 2 235.0754 -22.78
235.14 C14H19O3+ 3 235.1329 30.32
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
243.09 C11H15O6+ 3 243.0863 15.16
244.1 C11H16O6+ 3 244.0941 24.01
245.1 C11H17O6+ 2 245.102 -8.02
248.07 C13H12O5+ 2 248.0679 8.37
251.07 C16H11O3+ 2 251.0703 -1.08
253.09 C16H13O3+ 2 253.0859 16.12
254.1 C16H14O3+ 3 254.0937 24.61
254.99 C13H3O6+ 1 254.9924 -9.47
255.1 C16H15O3+ 2 255.1016 -6.16
256.11 C16H16O3+ 2 256.1094 2.36
257.1 C12H17O6+ 2 257.102 -7.64
265.1 C21H13+ 3 265.1012 -4.44
266.15 C15H22O4+ 1 266.1513 -4.74
267.12 C14H19O5+ 2 267.1227 -10.11
270.08 C16H14O4+ 2 270.0887 -32.06
271.12 C13H19O6+ 3 271.1176 8.8
272.08 C19H12O2+ 2 272.0832 -11.69
273.08 C15H13O5+ 2 273.0757 15.56
274.08 C22H10+ 2 274.0777 8.39
276.1 C15H16O5+ 3 276.0992 2.81
277.09 C18H13O3+ 2 277.0859 14.72
281.11 C18H17O3+ 3 281.1172 -25.69
282.1 C21H14O+ 3 282.1039 -13.88
283.11 C21H15O+ 3 283.1117 -6.15
286.1 C20H14O2+ 2 286.0988 4.09
287.1 C20H15O2+ 2 287.1067 -23.18
289.11 C16H17O5+ 2 289.1071 10.2
290.12 C16H18O5+ 2 290.1149 17.67
291.1 C19H15O3+ 3 291.1016 -5.4
297.1 C21H13O2+ 2 297.091 30.27
298.1 C21H14O2+ 2 298.0988 3.92
299.11 C21H15O2+ 2 299.1067 11.18
300.09 C24H12+ 3 300.0934 -11.17
301.12 C21H17O2+ 2 301.1223 -7.66
302.1 C20H14O3+ 3 302.0937 20.7
303.1 C20H15O3+ 3 303.1016 -5.18
304.11 C20H16O3+ 3 304.1094 1.99
305.01 C17H5O6+ 3 305.0081 6.35
305.1 C16H17O6+ 3 305.102 -6.44
306.11 C16H18O6+ 3 306.1098 0.69
307.11 C23H15O+ 3 307.1117 -5.67
308.1 C19H16O4+ 2 308.1043 -13.99
309.1 C22H13O2+ 2 309.091 29.1
310.09 C18H14O5+ 2 310.0836 20.72
311.11 C22H15O2+ 3 311.1067 10.75
313.11 C18H17O5+ 2 313.1071 9.42
314.13 C22H18O2+ 2 314.1301 -0.42
315.11 C25H15+ 3 315.1168 -21.66
316.11 C21H16O3+ 3 316.1094 1.91
317.12 C21H17O3+ 4 317.1172 8.76
318.11 C17H18O6+ 3 318.1098 0.66
319.13 C21H19O3+ 4 319.1329 -9
320.11 C20H16O4+ 3 320.1043 17.77
321.11 C20H17O4+ 3 321.1121 -6.65
322.11 C20H18O4+ 2 322.12 -30.92
323.13 C20H19O4+ 3 323.1278 6.85
327.1 C22H15O3+ 4 327.1016 -4.8
328.1 C18H16O6+ 3 328.0941 17.86
329.13 C26H17+ 3 329.1325 -7.53
330.09 C21H14O4+ 3 330.0887 4.06
331.09 C21H15O4+ 2 331.0965 -19.59
332.14 C22H20O3+ 3 332.1407 -2.1
333.12 C25H17O+ 3 333.1274 -22.19
334.12 C21H18O4+ 2 334.12 0.12
335.13 C21H19O4+ 3 335.1278 6.61
336.13 C21H20O4+ 2 336.1356 -16.69
337.14 C21H21O4+ 3 337.1434 -10.19
345.11 C22H17O4+ 3 345.1121 -6.19
346.12 C22H18O4+ 2 346.12 0.11
347.11 C25H15O2+ 3 347.1067 9.63
348.11 C25H16O2+ 2 348.1145 -12.87
349.11 C21H17O5+ 2 349.1071 8.45
350.11 C28H14+ 4 350.109 2.85
351.12 C21H19O5+ 4 351.1227 -7.69
352.13 C21H20O5+ 4 352.1305 -1.49
362.12 C22H18O5+ 2 362.1149 14.15
363.12 C22H19O5+ 3 363.1227 -7.44
364.13 C22H20O5+ 3 364.1305 -1.44
365.14 C22H21O5+ 2 365.1384 4.52
376.97 C26HO4+ 1 376.9869 -44.92
397.2 C27H25O3+ 1 397.1798 50.81
409.14 C27H21O4+ 1 409.1434 -8.4
411.16 C27H23O4+ 1 411.1591 2.22
412.17 C27H24O4+ 1 412.1669 7.5
421.15 C28H21O4+ 2 421.1434 15.59
422.14 C28H22O4+ 2 422.1513 -26.67
428.18 C27H24O5+ 1 428.1618 42.45
439.15 C28H23O5+ 1 439.154 -9.11
440.16 C28H24O5+ 1 440.1618 -4.15
441.15 C27H21O6+ 2 441.1333 37.94
455.15 C28H23O6+ 1 455.1489 2.38
456.15 C28H24O6+ 1 456.1567 -14.78
457.16 C28H25O6+ 1 457.1646 -9.99
PK$NUM_PEAK: 201
PK$PEAK: m/z int. rel.int.
105.07 3 3
117.07 15 15
119.05 4 4
121.06 21 21
122.07 5 5
123.04 61 61
124.05 6 6
125.03 3 3
128.06 4 4
131.05 9 9
133.03 11 11
133.06 14 14
135.04 43 43
136.05 31 31
137.06 87 87
138.06 8 8
139.04 9 9
141.07 9 9
143.08 3 3
144.05 3 3
144.09 3 3
145.07 8 8
147.05 5 5
149.06 27 27
150.06 3 3
151.04 10 10
152.06 7 7
153.07 23 23
154.09 3 3
155.08 3 3
157.07 7 7
159.07 4 4
161.06 8 8
165.07 57 57
166.08 18 18
167.08 14 14
168.05 19 19
169.07 41 41
170.07 8 8
171.08 12 12
172.05 3 3
173.11 3 3
174.09 3 3
177.07 4 4
178.16 3 3
179.08 9 9
180.09 3 3
181.06 92 92
182.07 26 26
183 3 3
183.08 251 251
184.08 46 46
185.09 10 10
186.07 3 3
187.08 17 17
188.08 5 5
189.06 6 6
190.07 3 3
191.08 10 10
193.06 17 17
194.07 19 19
195.08 85 85
196.06 104 104
197.06 138 138
198.07 32 32
199.08 78 78
200.08 23 23
201.09 21 21
202.09 9 9
203.08 7 7
207.08 17 17
208.08 15 15
209.07 129 129
210.07 66 66
211.08 461 461
212.08 169 169
213.06 275 275
214.06 48 48
214.16 3 3
215.07 606 606
216.07 80 80
217.08 11 11
218.07 6 6
219.08 22 22
220.09 10 10
221.08 9 9
222.07 23 23
223.07 101 101
224.08 51 51
225.09 105 105
225.98 3 3
226.06 231 231
227.07 573 573
228 4 4
228.08 280 280
229.09 999 999
230.09 161 161
231.09 19 19
232.09 3 3
235.07 10 10
235.14 3 3
236.08 9 9
237.09 94 94
238.1 45 45
239.07 116 116
240.08 630 630
241.09 889 889
242.09 198 198
243.09 65 65
244.1 12 12
245.1 6 6
248.07 4 4
251.07 3 3
253.09 26 26
254.1 18 18
254.99 4 4
255.1 902 902
256.11 152 152
257.1 12 12
265.1 3 3
266.15 3 3
267.12 3 3
270.08 6 6
271.12 13 13
272.08 3 3
273.08 7 7
274.08 4 4
276.1 3 3
277.09 6 6
281.11 7 7
282.1 9 9
283.11 3 3
286.1 5 5
287.1 7 7
289.11 4 4
290.12 3 3
291.1 7 7
297.1 4 4
298.1 4 4
299.11 31 31
300.09 10 10
301.12 19 19
302.1 6 6
303.1 12 12
304.11 6 6
305.01 3 3
305.1 5 5
306.11 9 9
307.11 7 7
308.1 5 5
309.1 4 4
310.09 3 3
311.11 7 7
313.11 6 6
314.13 9 9
315.11 15 15
316.11 6 6
317.12 61 61
318.11 15 15
319.13 18 18
320.11 8 8
321.11 9 9
322.11 3 3
323.13 5 5
327.1 8 8
328.1 6 6
329.13 6 6
330.09 9 9
331.09 27 27
332.14 41 41
333.12 65 65
334.12 12 12
335.13 141 141
336.13 45 45
337.14 7 7
345.11 23 23
346.12 35 35
347.11 17 17
348.11 8 8
349.11 102 102
350.11 26 26
351.12 28 28
352.13 9 9
362.12 3 3
363.12 37 37
364.13 68 68
365.14 28 28
376.97 3 3
397.2 4 4
409.14 3 3
411.16 8 8
412.17 3 3
421.15 4 4
422.14 4 4
428.18 4 4
439.15 25 25
440.16 7 7
441.15 3 3
455.15 29 29
456.15 6 6
457.16 38 38
//
