ACCESSION: MSBNK-IPB_Halle-PB011201
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 10.035 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: splash10-01t9-0291000000-99584634e469389aa508
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
124.05 C7H8O2+ 1 124.0519 -15.16
125.02 C6H5O3+ 1 125.0233 -26.56
127.05 C10H7+ 1 127.0542 -33.27
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
132.05 C9H8O+ 1 132.057 -52.75
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
143.08 C11H11+ 1 143.0855 -38.63
145.06 C10H9O+ 1 145.0648 -33.03
146.07 C10H10O+ 1 146.0726 -17.91
147.04 C9H7O2+ 1 147.0441 -27.58
148.05 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 C11H9O+ 1 157.0648 33.16
158.07 C11H10O+ 1 158.0726 -16.55
159.08 C11H11O+ 1 159.0804 -2.77
161.06 C10H9O2+ 1 161.0597 1.83
162.07 C10H10O2+ 1 162.0675 15.23
163.05 C13H7+ 1 163.0542 -25.92
164.06 C13H8+ 2 164.0621 -12.51
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
169.07 C12H9O+ 1 169.0648 30.81
170.07 C12H10O+ 1 170.0726 -15.38
171.08 C12H11O+ 1 171.0804 -2.58
172.08 C8H12O4+ 2 172.073 40.62
173.06 C11H9O2+ 1 173.0597 1.7
177.07 C14H9+ 2 177.0699 0.7
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 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
185.09 C13H13O+ 2 185.0961 -32.91
186.09 C9H14O4+ 1 186.0887 7.2
187.07 C12H11O2+ 2 187.0754 -28.63
188.08 C12H12O2+ 1 188.0832 -16.91
191.09 C8H15O5+ 2 191.0914 -7.33
192.09 C15H12+ 2 192.0934 -17.45
193.08 C11H13O3+ 1 193.0859 -30.66
193.09 C11H13O3+ 2 193.0859 21.13
194.07 C14H10O+ 1 194.0726 -13.48
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
212.08 C14H12O2+ 2 212.0832 -15
212.98 C11HO5+ 1 212.9818 -8.68
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
218.08 C16H10O+ 1 218.0726 33.86
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+ 2 224.0832 -14.2
224.97 C12HO5+ 1 224.9818 -52.67
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
240.1 C12H16O5+ 2 240.0992 3.23
241.09 C15H13O3+ 2 241.0859 16.92
242.09 C15H14O3+ 1 242.0937 -15.47
243.07 C14H11O4+ 2 243.0652 19.81
244.08 C14H12O4+ 2 244.073 28.64
245.09 C18H13O+ 2 245.0961 -24.85
246.1 C18H14O+ 2 246.1039 -15.91
247.08 C17H11O2+ 1 247.0754 18.8
248.08 C17H12O2+ 2 248.0832 -12.82
249.09 C17H13O2+ 2 249.091 -4.04
250.09 C13H14O5+ 2 250.0836 25.69
251.1 C17H15O2+ 2 251.1067 -26.51
252.08 C16H12O3+ 2 252.0781 7.55
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
260.09 C18H12O2+ 2 260.0832 26.22
261.09 C18H13O2+ 2 261.091 -3.85
262.1 C18H14O2+ 1 262.0988 4.46
263.1 C18H15O2+ 2 263.1067 -25.3
264.1 C14H16O5+ 3 264.0992 2.93
265.1 C21H13+ 3 265.1012 -4.44
266.1 C17H14O3+ 3 266.0937 23.5
267.11 C21H15+ 3 267.1168 -25.56
268.09 C20H12O+ 1 268.0883 6.47
269.09 C20H13O+ 2 269.0961 -22.64
270.1 C20H14O+ 2 270.1039 -14.5
271.11 C20H15O+ 2 271.1117 -6.42
272.09 C16H16O4+ 2 272.1043 -52.59
272.1 C16H16O4+ 1 272.1043 -15.84
273.12 C20H17O+ 2 273.1274 -27.06
274.11 C16H18O4+ 2 274.12 -36.34
275.11 C19H15O2+ 1 275.1067 12.15
276.11 C19H16O2+ 2 276.1145 -16.23
277.12 C19H17O2+ 2 277.1223 -8.32
278.11 C22H14+ 3 278.109 3.59
279.1 C18H15O3+ 1 279.1016 -5.63
281.1 C21H13O+ 1 281.0961 13.9
282.1 C21H14O+ 2 282.1039 -13.88
283.11 C21H15O+ 2 283.1117 -6.15
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
288.11 C20H16O2+ 2 288.1145 -15.55
289.12 C20H17O2+ 2 289.1223 -7.98
290.11 C23H14+ 3 290.109 3.44
291.12 C16H19O5+ 2 291.1227 -9.27
293.1 C22H13O+ 2 293.0961 13.34
294.11 C22H14O+ 2 294.1039 20.68
295.11 C22H15O+ 2 295.1117 -5.9
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
302.12 C17H18O5+ 2 302.1149 16.96
303.13 C17H19O5+ 2 303.1227 24.08
304.12 C24H16+ 3 304.1247 -15.3
305.12 C20H17O3+ 2 305.1172 9.11
306.12 C20H18O3+ 2 306.125 -16.48
307.11 C23H15O+ 2 307.1117 -5.67
311.11 C22H15O2+ 3 311.1067 10.75
312.11 C22H16O2+ 2 312.1145 -14.36
313.12 C22H17O2+ 2 313.1223 -7.37
314.1 C21H14O3+ 3 314.0937 19.91
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
323.12 C20H19O4+ 2 323.1278 -24.09
329.12 C22H17O3+ 3 329.1172 8.44
330.12 C22H18O3+ 2 330.125 -15.28
331.13 C22H19O3+ 3 331.1329 -8.67
332.14 C22H20O3+ 2 332.1407 -2.1
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
345.11 C22H17O4+ 3 345.1121 -6.19
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
405.15 C28H21O3+ 2 405.1485 3.65
413.17 C27H25O4+ 1 413.1747 -11.46
423.16 C28H23O4+ 1 423.1591 2.16
424.16 C28H24O4+ 1 424.1669 -16.29
425.16 C28H25O4+ 2 425.1747 -34.66
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: 218
PK$PEAK: m/z int. rel.int.
107.05 3 3
115.05 5 5
117.07 8 8
119.05 12 12
120.05 7 7
121.06 48 48
122.07 4 4
123.04 34 34
124.05 3 3
125.02 3 3
127.05 2 2
128.06 2 2
129.07 6 6
130.08 2 2
131.05 9 9
132.05 2 2
133.06 17 17
134.07 2 2
135.04 36 36
136.05 26 26
137.06 63 62
138.06 5 5
139.04 2 2
141.07 7 7
143.08 3 3
145.06 17 17
146.07 4 4
147.04 6 6
148.05 1 1
149.06 14 14
150.06 2 2
151.04 6 6
152.06 9 9
153.07 18 18
154.07 4 4
155.08 16 16
156.09 2 2
157.07 10 10
158.07 2 2
159.08 4 4
161.06 6 6
162.07 2 2
163.05 2 2
164.06 2 2
165.07 73 73
166.08 28 28
167.09 41 41
168.06 14 14
169.07 38 38
170.07 9 9
171.08 26 26
172.08 4 4
173.06 6 6
177.07 12 12
178.08 19 19
179.08 35 35
180.09 7 7
181.07 151 151
182.07 47 47
183.08 232 232
184.08 35 35
185.09 36 36
186.09 4 4
187.07 12 12
188.08 2 2
191.09 14 14
192.09 7 7
193.08 24 24
193.09 14 14
194.07 54 54
195.08 136 136
196.06 76 76
197.06 255 255
198.07 74 74
199.08 294 294
200.08 61 61
201.09 22 22
202.08 6 6
203.08 11 11
204.09 2 2
205.07 3 3
206.07 6 6
207.08 59 59
208.09 29 29
209.07 169 169
210.07 161 161
211.08 898 898
212.08 527 527
212.98 1 1
213.09 531 531
214.09 75 75
215.07 445 445
216.07 60 60
217.08 9 9
218.08 2 2
219.08 12 12
220.09 11 11
221.1 60 60
222.1 19 19
223.08 118 118
224.08 514 514
224.97 1 1
225.09 644 644
226.09 154 154
227.07 593 593
228.08 439 439
229.09 776 776
230.09 115 115
231.09 13 13
235.08 9 9
236.08 5 5
237.09 57 57
238.1 31 31
239.11 999 999
240.1 170 170
241.09 517 517
242.09 92 92
243.07 33 33
244.08 7 7
245.09 3 3
246.1 1 1
247.08 2 2
248.08 1 1
249.09 4 4
250.09 2 2
251.1 2 2
252.08 2 2
253.09 15 15
254.09 15 15
255.1 253 253
256.11 46 46
257.1 8 8
258.09 3 3
259.11 6 6
260.09 6 6
261.09 6 6
262.1 2 2
263.1 3 3
264.1 1 1
265.1 6 6
266.1 2 2
267.11 2 2
268.09 4 4
269.09 6 6
270.1 3 3
271.11 4 4
272.09 2 2
272.1 1 1
273.12 7 7
274.11 2 2
275.11 6 6
276.11 2 2
277.12 5 5
278.11 1 1
279.1 1 1
281.1 2 2
282.1 2 2
283.11 29 29
284.12 9 9
285.11 6 6
286.1 10 10
287.11 21 21
288.11 7 7
289.12 8 8
290.11 2 2
291.12 4 4
293.1 6 6
294.11 3 3
295.11 3 3
297.1 6 6
298.1 4 4
299.11 28 28
300.11 9 9
301.12 73 73
302.12 29 29
303.13 26 26
304.12 7 7
305.12 11 11
306.12 4 4
307.11 2 2
311.11 28 28
312.11 16 16
313.12 12 12
314.1 19 19
315.1 45 45
316.13 19 19
317.12 62 62
318.12 16 16
319.13 113 113
320.13 36 36
321.13 6 6
322.12 9 9
323.12 2 2
329.12 67 67
330.12 52 52
331.13 34 34
332.14 33 33
333.11 240 240
334.12 66 66
335.13 79 79
336.13 18 18
337.13 3 3
345.11 2 2
346.12 2 2
347.13 92 92
348.13 209 209
349.14 52 52
350.14 8 8
395.16 7 7
396.17 2 2
405.15 3 3
413.17 3 3
423.16 35 35
424.16 11 11
425.16 2 2
439.15 19 19
440.16 6 6
441.17 67 67
//
