ACCESSION: MSBNK-IPB_Halle-PB011501
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 10.219 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-e6e88de889584eb21a73
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
115.06 C2H11O5+ 2 115.0601 -0.87
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
125.02 C6H5O3+ 1 125.0233 -26.56
129.07 C10H9+ 2 129.0699 0.96
131.05 C9H7O+ 1 131.0491 6.55
133.06 C9H9O+ 1 133.0648 -36.01
134.07 C9H10O+ 1 134.0726 -19.51
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
142.08 C11H10+ 2 142.0777 16.18
143.08 C11H11+ 1 143.0855 -38.63
145.07 C10H9O+ 1 145.0648 35.91
146.07 C10H10O+ 1 146.0726 -17.91
147.05 C9H7O2+ 1 147.0441 40.42
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
157.07 C11H9O+ 1 157.0648 33.16
158.07 C11H10O+ 1 158.0726 -16.55
159.08 C11H11O+ 1 159.0804 -2.77
160.08 C7H12O4+ 2 160.073 43.67
161.06 C10H9O2+ 1 161.0597 1.83
164.07 C6H12O5+ 1 164.0679 12.65
165.07 C13H9+ 2 165.0699 0.75
166.08 C13H10+ 2 166.0777 13.84
167.09 C6H15O5+ 2 167.0914 -8.38
168.06 C12H8O+ 1 168.057 18.05
169.06 C12H9O+ 1 169.0648 -28.34
170.08 C12H10O+ 1 170.0726 43.41
171.08 C12H11O+ 1 171.0804 -2.58
172.09 C12H12O+ 1 172.0883 10.07
173.07 C11H9O2+ 1 173.0597 59.48
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
186.08 C9H14O4+ 1 186.0887 -46.54
187.08 C12H11O2+ 1 187.0754 24.82
188.08 C12H12O2+ 1 188.0832 -16.91
189.07 C15H9+ 2 189.0699 0.65
191.08 C15H11+ 3 191.0855 -28.92
192.1 C8H16O5+ 2 192.0992 4.03
193.07 C14H9O+ 1 193.0648 26.98
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
202.08 C16H10+ 2 202.0777 11.37
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
216.08 C13H12O3+ 1 216.0781 8.81
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
222.1 C16H14O+ 2 222.1039 -17.63
223.08 C15H11O2+ 1 223.0754 20.82
224.09 C15H12O2+ 1 224.0832 30.43
225.09 C15H13O2+ 1 225.091 -4.47
226.09 C11H14O5+ 2 226.0836 28.42
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
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
239.97 C16O3+ 1 239.9842 -59.15
240.09 C19H12+ 3 240.0934 -13.96
241.09 C15H13O3+ 2 241.0859 16.92
242.09 C15H14O3+ 1 242.0937 -15.47
243.08 C18H11O+ 1 243.0804 -1.82
244.08 C14H12O4+ 2 244.073 28.64
245.09 C18H13O+ 2 245.0961 -24.85
249.09 C17H13O2+ 2 249.091 -4.04
251.07 C16H11O3+ 1 251.0703 -1.08
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
258.1 C19H14O+ 2 258.1039 -15.17
259.11 C19H15O+ 2 259.1117 -6.72
260.08 C18H12O2+ 2 260.0832 -12.23
261.1 C18H13O2+ 2 261.091 34.45
263.1 C18H15O2+ 2 263.1067 -25.3
264.12 C18H16O2+ 2 264.1145 20.9
265.1 C21H13+ 3 265.1012 -4.44
267.12 C14H19O5+ 2 267.1227 -10.11
268.09 C20H12O+ 1 268.0883 6.47
269.09 C20H13O+ 2 269.0961 -22.64
269.16 C18H21O2+ 2 269.1536 23.75
270.1 C20H14O+ 2 270.1039 -14.5
271.11 C20H15O+ 2 271.1117 -6.42
272.09 C19H12O2+ 2 272.0832 25.06
273.11 C16H17O4+ 1 273.1121 -7.82
274.11 C16H18O4+ 2 274.12 -36.34
275.11 C19H15O2+ 1 275.1067 12.15
276.11 C19H16O2+ 2 276.1145 -16.23
277.11 C15H17O5+ 2 277.1071 10.65
278.12 C15H18O5+ 2 278.1149 18.43
283.12 C21H15O+ 2 283.1117 29.17
284.12 C21H16O+ 2 284.1196 1.53
285.11 C17H17O4+ 1 285.1121 -7.49
286.1 C20H14O2+ 2 286.0988 4.09
287.11 C20H15O2+ 1 287.1067 11.65
288.12 C20H16O2+ 2 288.1145 19.15
289.12 C20H17O2+ 2 289.1223 -7.98
290.12 C16H18O5+ 2 290.1149 17.67
291.12 C16H19O5+ 2 291.1227 -9.27
292.11 C19H16O3+ 2 292.1094 2.07
293.11 C19H17O3+ 2 293.1172 -24.63
294.11 C22H14O+ 2 294.1039 20.68
296.09 C21H12O2+ 2 296.0832 23.03
297.09 C21H13O2+ 2 297.091 -3.39
298.1 C21H14O2+ 2 298.0988 3.92
299.11 C21H15O2+ 2 299.1067 11.18
300.12 C21H16O2+ 2 300.1145 18.39
301.12 C21H17O2+ 2 301.1223 -7.66
302.13 C21H18O2+ 2 302.1301 -0.43
303.13 C17H19O5+ 2 303.1227 24.08
304.13 C17H20O5+ 3 304.1305 -1.73
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+ 3 311.1067 10.75
312.12 C22H16O2+ 2 312.1145 17.68
313.12 C22H17O2+ 2 313.1223 -7.37
314.11 C25H14+ 3 314.109 3.18
315.11 C25H15+ 3 315.1168 -21.66
316.14 C22H20O2+ 2 316.1458 -18.29
317.12 C21H17O3+ 3 317.1172 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
321.14 C21H21O3+ 2 321.1485 -26.53
322.12 C20H18O4+ 2 322.12 0.12
328.11 C22H16O3+ 2 328.1094 1.84
329.12 C22H17O3+ 3 329.1172 8.44
330.12 C22H18O3+ 2 330.125 -15.28
331.13 C22H19O3+ 3 331.1329 -8.67
332.13 C25H16O+ 2 332.1196 31.41
333.12 C25H17O+ 2 333.1274 -22.19
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
345.11 C22H17O4+ 3 345.1121 -6.19
346.11 C22H18O4+ 2 346.12 -28.78
347.13 C22H19O4+ 2 347.1278 6.38
348.14 C22H20O4+ 2 348.1356 12.61
349.14 C22H21O4+ 3 349.1434 -9.84
350.14 C25H18O2+ 2 350.1301 28.19
371.16 C25H23O3+ 2 371.1642 -11.24
395.16 C27H23O3+ 1 395.1642 -10.56
396.17 C27H24O3+ 1 396.172 -5.04
405.14 C28H21O3+ 1 405.1485 -21.03
412.14 C26H20O5+ 1 412.1305 22.99
423.16 C28H23O4+ 1 423.1591 2.16
424.17 C28H24O4+ 1 424.1669 7.28
426.14 C27H22O5+ 1 426.1462 -14.49
439.16 C28H23O5+ 1 439.154 13.66
440.16 C28H24O5+ 1 440.1618 -4.15
441.17 C28H25O5+ 1 441.1697 0.79
PK$NUM_PEAK: 201
PK$PEAK: m/z int. rel.int.
115.06 4 4
117.07 13 13
119.05 11 11
120.05 15 15
121.06 56 56
122.07 7 7
123.04 35 35
125.02 8 8
129.07 5 5
131.05 11 11
133.06 36 36
134.07 5 5
135.04 41 41
136.05 24 24
137.06 70 70
138.06 5 5
139.04 3 3
141.07 9 9
142.08 3 3
143.08 5 5
145.07 28 28
146.07 7 7
147.05 5 5
149.06 15 15
151.04 6 6
152.06 15 15
153.07 20 20
154.07 8 8
155.08 12 12
157.07 15 15
158.07 3 3
159.08 7 7
160.08 2 2
161.06 7 7
164.07 4 4
165.07 68 68
166.08 27 27
167.09 40 40
168.06 17 17
169.06 36 36
170.08 8 8
171.08 29 29
172.09 5 5
173.07 7 7
177.07 19 19
178.08 21 21
179.09 43 43
180.09 8 8
181.07 156 156
182.07 57 57
183.08 277 277
184.08 45 45
185.1 49 49
186.08 6 6
187.08 15 15
188.08 2 2
189.07 3 3
191.08 18 18
192.1 7 7
193.07 51 51
194.08 57 57
195.08 151 151
196.06 94 94
197.06 254 254
198.07 99 99
199.08 439 439
200.08 67 67
201.09 26 26
202.08 3 3
203.08 8 8
204.09 2 2
205.07 4 4
206.07 10 10
207.08 59 59
208.09 31 31
209.07 187 187
210.07 183 183
211.08 999 999
211.98 3 3
212.08 518 518
212.97 4 4
213.09 729 729
214.09 97 97
215.07 426 426
216.08 70 70
217.08 5 5
219.08 12 12
220.09 11 11
221.1 76 76
222.1 20 20
223.08 134 134
224.09 488 488
225.09 846 846
226.09 290 290
227.07 684 684
228.08 491 491
229.09 865 865
230.09 130 130
231.09 12 12
235.08 15 15
236.08 6 6
237.09 83 83
238.1 54 54
239.11 941 941
239.97 3 3
240.09 247 247
241.09 671 671
242.09 133 133
243.08 32 32
244.08 10 10
245.09 5 5
249.09 4 4
251.07 4 4
253.09 18 18
254.09 27 27
255.1 400 400
256.11 77 77
257.1 14 14
258.1 3 3
259.11 7 7
260.08 5 5
261.1 5 5
263.1 4 4
264.12 2 2
265.1 7 7
267.12 2 2
268.09 3 3
269.09 6 6
269.16 2 2
270.1 3 3
271.11 6 6
272.09 5 5
273.11 8 8
274.11 4 4
275.11 11 11
276.11 5 5
277.11 4 4
278.12 4 4
283.12 35 35
284.12 11 11
285.11 7 7
286.1 12 12
287.11 17 17
288.12 12 12
289.12 10 10
290.12 4 4
291.12 5 5
292.11 3 3
293.11 5 5
294.11 3 3
296.09 5 5
297.09 9 9
298.1 6 6
299.11 37 37
300.12 12 12
301.12 80 80
302.13 30 30
303.13 22 22
304.13 10 10
305.12 16 16
306.12 6 6
307.12 3 3
311.11 34 34
312.12 11 11
313.12 14 14
314.11 29 29
315.11 50 50
316.14 37 37
317.12 103 103
318.12 22 22
319.13 253 253
320.14 55 55
321.14 11 11
322.12 15 15
328.11 4 4
329.12 80 80
330.12 47 47
331.13 36 36
332.13 35 35
333.12 274 274
334.12 78 78
335.13 84 84
336.13 23 23
337.13 6 6
345.11 4 4
346.11 5 5
347.13 110 110
348.14 275 275
349.14 65 65
350.14 12 12
371.16 3 3
395.16 7 7
396.17 3 3
405.14 5 5
412.14 4 4
423.16 40 40
424.17 10 10
426.14 3 3
439.16 47 47
440.16 9 9
441.17 68 68
//
