ACCESSION: MSBNK-IPB_Halle-PB011001
RECORD_TITLE: Paleatin A; LC-ESI-QTOF; MS2; CE: 32.9896925; [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$NAME: Paleatin A
CH$NAME: 5-[2-[3-[2-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]phenoxy]phenyl]ethyl]-3-methoxybenzene-1,2-diol
CH$COMPOUND_CLASS: Lignane
CH$FORMULA: C29H28O6
CH$EXACT_MASS: 472.189
CH$SMILES: COC1=CC(=CC(=C1O)O)CCC2=CC(=CC=C2)OC3=C(C=CC=C3O)CCC4=CC=C(C=C4)O
CH$IUPAC: InChI=1S/C29H28O6/c1-34-27-18-21(17-26(32)28(27)33)9-8-20-4-2-6-24(16-20)35-29-22(5-3-7-25(29)31)13-10-19-11-14-23(30)15-12-19/h2-7,11-12,14-18,30-33H,8-10,13H2,1H3
CH$LINK: PUBCHEM
CID:10027781
CH$LINK: INCHIKEY
UPLFZIGBQDCELE-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
8203352
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$MASS_SPECTROMETRY: COLLISION_ENERGY 32.9896925
AC$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 9.534 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$FOCUSED_ION: BASE_PEAK 473.1959
MS$FOCUSED_ION: PRECURSOR_M/Z 473.1959
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: splash10-02p0-0690000000-68c2534e5be345ee9664
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
103.05 C8H7+ 1 103.0542 -41.01
107.05 C7H7O+ 2 107.0491 8.02
115.05 C9H7+ 1 115.0542 -36.74
117.07 C9H9+ 2 117.0699 1.05
118.08 C9H10+ 2 118.0777 19.46
119.05 C8H7O+ 2 119.0491 7.21
120.06 CH12O6+ 2 120.0628 -23.65
120.99 C6HO3+ 1 120.992 -16.7
121.06 C8H9O+ 1 121.0648 -39.58
121.19 C8H25+ 1 121.1951 -41.89
122.07 C8H10O+ 1 122.0726 -21.43
123.05 C7H7O2+ 1 123.0441 48.31
124.05 C7H8O2+ 1 124.0519 -15.16
125.03 C6H5O3+ 1 125.0233 53.43
125.06 C7H9O2+ 1 125.0597 2.35
127.05 C10H7+ 1 127.0542 -33.27
128.06 C10H8+ 1 128.0621 -16.02
129.07 C10H9+ 2 129.0699 0.96
130.07 C6H10O3+ 2 130.0624 58.08
131.05 C9H7O+ 2 131.0491 6.55
132.05 C9H8O+ 1 132.057 -52.75
133.06 C9H9O+ 1 133.0648 -36.01
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
138.03 C7H6O3+ 1 138.0311 -8.3
139.04 C7H7O3+ 1 139.039 7.4
141.07 C11H9+ 2 141.0699 0.87
142.08 C11H10+ 2 142.0777 16.18
143.09 C4H15O5+ 2 143.0914 -9.78
144.09 C11H12+ 1 144.0934 -23.26
145.06 C10H9O+ 1 145.0648 -33.03
146.07 C10H10O+ 2 146.0726 -17.91
147.08 C10H11O+ 2 147.0804 -3
148.08 C6H12O4+ 2 148.073 47.2
149.06 C9H9O2+ 1 149.0597 1.97
150.06 C9H10O2+ 2 150.0675 -50.18
151.07 C9H11O2+ 1 151.0754 -35.45
152.05 C8H8O3+ 1 152.0468 21.08
153.05 C8H9O3+ 1 153.0546 -30.19
154.06 C8H10O3+ 1 154.0624 -15.87
155.07 C8H11O3+ 1 155.0703 -1.75
156.08 C8H12O3+ 1 156.0781 12.2
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
161.06 C10H9O2+ 1 161.0597 1.83
165.07 C13H9+ 2 165.0699 0.75
166.08 C13H10+ 2 166.0777 13.84
167.07 C9H11O3+ 1 167.0703 -1.62
168.07 C5H12O6+ 2 168.0628 42.61
169.07 C5H13O6+ 2 169.0707 -3.93
170.07 C12H10O+ 2 170.0726 -15.38
171.08 C12H11O+ 2 171.0804 -2.58
172.09 C12H12O+ 2 172.0883 10.07
173.06 C11H9O2+ 1 173.0597 1.7
175.08 C11H11O2+ 1 175.0754 26.53
176.06 C14H8+ 2 176.0621 -11.65
177.07 C14H9+ 2 177.0699 0.7
178.08 C14H10+ 2 178.0777 12.91
179.08 C14H11+ 2 179.0855 -30.86
180.07 C6H12O6+ 2 180.0628 39.77
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
185.1 C6H17O6+ 2 185.102 -10.61
186.1 C13H14O+ 2 186.1039 -21.04
187.08 C12H11O2+ 1 187.0754 24.82
191.08 C15H11+ 3 191.0855 -28.92
192.09 C15H12+ 2 192.0934 -17.45
193.1 C15H13+ 2 193.1012 -6.09
194.08 C7H14O6+ 2 194.0785 7.78
195.08 C14H11O+ 2 195.0804 -2.26
196.06 C13H8O2+ 1 196.0519 41.41
196.08 C10H12O4+ 2 196.073 35.65
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 C8H13O6+ 2 205.0707 -3.24
206.08 C8H14O6+ 2 206.0785 7.33
207.08 C15H11O+ 2 207.0804 -2.13
208.09 C15H12O+ 2 208.0883 8.33
209.06 C14H9O2+ 1 209.0597 1.41
210.07 C14H10O2+ 1 210.0675 11.75
211.08 C14H11O2+ 1 211.0754 22
212.08 C14H12O2+ 2 212.0832 -15
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+ 2 217.0859 -27.27
219.08 C16H11O+ 2 219.0804 -2.01
220.09 C16H12O+ 2 220.0883 7.88
221.1 C9H17O6+ 2 221.102 -8.89
222.1 C16H14O+ 3 222.1039 -17.63
223.08 C15H11O2+ 1 223.0754 20.82
224.08 C15H12O2+ 2 224.0832 -14.2
225.09 C15H13O2+ 1 225.091 -4.47
226.09 C11H14O5+ 2 226.0836 28.42
227.08 C18H11+ 3 227.0855 -24.34
228.08 C14H12O3+ 2 228.0781 8.35
229.09 C14H13O3+ 2 229.0859 17.81
230.09 C14H14O3+ 2 230.0937 -16.28
231.1 C14H15O3+ 2 231.1016 -6.8
232.1 C10H16O6+ 3 232.0941 25.25
233.09 C17H13O+ 3 233.0961 -26.13
233.2 C9H29O6+ 3 233.1959 17.73
234.06 C16H10O2+ 2 234.0675 -32.17
235.07 C16H11O2+ 2 235.0754 -22.78
236.08 C16H12O2+ 2 236.0832 -13.47
236.22 C16H28O+ 1 236.2135 27.66
237.09 C16H13O2+ 1 237.091 -4.24
238 C17H2O2+ 2 238.0049 -20.72
238.1 C16H14O2+ 1 238.0988 4.91
239.11 C16H15O2+ 1 239.1067 13.98
240.11 C16H16O2+ 2 240.1145 -18.66
241.09 C15H13O3+ 2 241.0859 16.92
242.09 C15H14O3+ 2 242.0937 -15.47
243.07 C18H11O+ 2 243.0804 -42.95
243.09 C18H11O+ 3 243.0804 39.32
244.08 C14H12O4+ 3 244.073 28.64
245.08 C14H13O4+ 1 245.0808 -3.41
245.11 C15H17O3+ 3 245.1172 -29.46
247.08 C17H11O2+ 1 247.0754 18.8
249.09 C17H13O2+ 2 249.091 -4.04
251.11 C17H15O2+ 1 251.1067 13.32
252.11 C17H16O2+ 2 252.1145 -17.77
253.11 C13H17O5+ 2 253.1071 11.65
254.1 C16H14O3+ 3 254.0937 24.61
255.1 C16H15O3+ 2 255.1016 -6.16
256.11 C16H16O3+ 2 256.1094 2.36
257.08 C15H13O4+ 1 257.0808 -3.25
258.09 C15H14O4+ 2 258.0887 5.19
259.09 C15H15O4+ 2 259.0965 -25.03
260.1 C15H16O4+ 1 260.1043 -16.57
261.1 C18H13O2+ 2 261.091 34.45
262.1 C18H14O2+ 1 262.0988 4.46
263.11 C18H15O2+ 1 263.1067 12.71
265.11 C14H17O5+ 2 265.1071 11.13
267.1 C17H15O3+ 2 267.1016 -5.88
268.09 C20H12O+ 2 268.0883 6.47
269.09 C20H13O+ 3 269.0961 -22.64
269.11 C13H17O6+ 3 269.102 29.86
270.13 C17H18O3+ 3 270.125 18.34
271.1 C16H15O4+ 2 271.0965 12.96
272.1 C16H16O4+ 1 272.1043 -15.84
273.11 C16H17O4+ 1 273.1121 -7.82
274.1 C19H14O2+ 2 274.0988 4.26
274.12 C16H18O4+ 2 274.12 0.14
275.11 C19H15O2+ 1 275.1067 12.15
277.11 C15H17O5+ 2 277.1071 10.65
277.12 C19H17O2+ 2 277.1223 -8.32
281.09 C21H13O+ 3 281.0961 -21.67
283.11 C21H15O+ 3 283.1117 -6.15
284.12 C21H16O+ 3 284.1196 1.53
285.09 C20H13O2+ 2 285.091 -3.53
285.12 C21H17O+ 3 285.1274 -25.92
286.1 C20H14O2+ 2 286.0988 4.09
287.11 C20H15O2+ 1 287.1067 11.65
288.1 C16H16O5+ 3 288.0992 2.69
291.14 C20H19O2+ 2 291.138 7.02
293.1 C15H17O6+ 3 293.102 -6.7
294.11 C15H18O6+ 3 294.1098 0.71
297.09 C21H13O2+ 2 297.091 -3.39
299.11 C21H15O2+ 2 299.1067 11.18
300.11 C21H16O2+ 2 300.1145 -14.93
301.12 C21H17O2+ 2 301.1223 -7.66
302.13 C21H18O2+ 2 302.1301 -0.43
303.11 C24H15+ 3 303.1168 -22.52
304.11 C20H16O3+ 3 304.1094 1.99
305.12 C20H17O3+ 3 305.1172 9.11
310.1 C22H14O2+ 2 310.0988 3.77
311.11 C22H15O2+ 3 311.1067 10.75
312.11 C22H16O2+ 2 312.1145 -14.36
313.11 C18H17O5+ 2 313.1071 9.42
314.1 C21H14O3+ 3 314.0937 19.91
315.11 C25H15+ 3 315.1168 -21.66
316.11 C21H16O3+ 3 316.1094 1.91
317.12 C21H17O3+ 4 317.1172 8.76
319.13 C21H19O3+ 4 319.1329 -9
320.14 C21H20O3+ 3 320.1407 -2.17
321.14 C17H21O6+ 3 321.1333 20.97
327.1 C22H15O3+ 4 327.1016 -4.8
328.11 C22H16O3+ 3 328.1094 1.84
329.12 C22H17O3+ 4 329.1172 8.44
330.12 C22H18O3+ 3 330.125 -15.28
331.1 C21H15O4+ 3 331.0965 10.62
332.1 C21H16O4+ 3 332.1043 -12.98
333.15 C22H21O3+ 4 333.1485 4.44
334.15 C22H22O3+ 3 334.1563 -18.99
335.15 C18H23O6+ 3 335.1489 3.24
343.13 C23H19O3+ 4 343.1329 -8.37
345.12 C26H17O+ 3 345.1274 -21.42
346.12 C22H18O4+ 2 346.12 0.11
347.13 C22H19O4+ 3 347.1278 6.38
348.13 C22H20O4+ 3 348.1356 -16.12
349.13 C25H17O2+ 2 349.1223 22.04
349.14 C22H21O4+ 3 349.1434 -9.84
350.12 C21H18O5+ 2 350.1149 14.64
351.12 C21H19O5+ 4 351.1227 -7.69
361.15 C23H21O4+ 3 361.1434 18.18
362.15 C23H22O4+ 3 362.1513 -3.48
363.13 C22H19O5+ 2 363.1227 20.1
364.13 C22H20O5+ 4 364.1305 -1.44
365.13 C29H17+ 3 365.1325 -6.78
371.16 C25H23O3+ 4 371.1642 -11.24
379.15 C23H23O5+ 3 379.154 -10.55
380.16 C23H24O5+ 3 380.1618 -4.8
385.14 C25H21O4+ 3 385.1434 -8.92
413.17 C27H25O4+ 1 413.1747 -11.46
413.18 C27H25O4+ 2 413.1747 12.74
425.13 C27H21O5+ 1 425.1384 -19.64
427.19 C28H27O4+ 1 427.1904 -0.9
441.17 C28H25O5+ 1 441.1697 0.79
453.14 C28H21O6+ 1 453.1333 14.86
454.14 C28H22O6+ 1 454.1411 -2.4
473.2 C29H29O6+ 1 473.1959 8.74
PK$NUM_PEAK: 225
PK$PEAK: m/z int. rel.int.
103.05 1 1
107.05 4 4
115.05 5 5
117.07 9 9
118.08 1 1
119.05 14 14
120.06 9 9
120.99 2 2
121.06 653 653
121.19 1 1
122.07 59 59
123.05 8 8
124.05 1 1
125.03 3 3
125.06 1 1
127.05 1 1
128.06 3 3
129.07 8 8
130.07 2 2
131.05 7 7
132.05 1 1
133.06 24 24
134.06 2 2
135.04 94 94
136.05 7 7
137.06 20 20
138.03 16 16
139.04 9 9
141.07 4 4
142.08 1 1
143.09 1 1
144.09 1 1
145.06 19 19
146.07 4 4
147.08 21 21
148.08 2 2
149.06 12 12
150.06 2 2
151.07 13 13
152.05 75 75
153.05 497 497
154.06 50 50
155.07 10 10
156.08 1 1
156.09 1 1
157.07 16 16
158.07 2 2
159.08 3 3
161.06 6 6
165.07 43 43
166.08 15 15
167.07 844 844
168.07 94 94
169.07 30 30
170.07 9 9
171.08 38 38
172.09 5 5
173.06 3 3
175.08 3 3
176.06 2 2
177.07 19 19
178.08 19 19
179.08 45 45
180.07 10 10
181.07 308 308
182.07 61 61
183.08 120 120
184.08 22 22
185.1 37 37
186.1 4 4
187.08 6 6
191.08 10 10
192.09 5 5
193.1 49 49
194.08 28 28
195.08 136 136
196.06 17 17
196.08 24 24
197.06 257 257
198.07 78 78
199.08 278 278
200.08 39 39
201.09 12 12
202.08 5 5
203.08 14 14
204.09 2 2
205.07 3 3
206.08 8 8
207.08 48 48
208.09 13 13
209.06 267 267
210.07 163 163
211.08 598 598
212.08 182 182
213.09 331 331
214.09 49 49
215.07 83 83
216.08 15 15
217.08 3 3
219.08 11 11
220.09 8 8
221.1 79 79
222.1 24 24
223.08 84 84
224.08 480 480
225.09 439 439
226.09 118 118
227.08 429 429
228.08 82 82
229.09 148 148
230.09 26 26
231.1 6 6
232.1 2 2
233.09 1 1
233.2 1 1
234.06 2 2
235.07 8 8
236.08 5 5
236.22 2 2
237.09 36 36
238 1 1
238.1 34 34
239.11 999 999
240.11 182 182
241.09 143 143
242.09 286 286
243.07 52 52
243.09 39 39
244.08 46 46
245.08 6 6
245.11 5 5
247.08 4 4
249.09 4 4
251.11 7 7
252.11 4 4
253.11 22 22
254.1 9 9
255.1 29 29
256.11 15 15
257.08 219 219
258.09 55 55
259.09 15 15
260.1 11 11
261.1 8 8
262.1 3 3
263.11 3 3
265.11 8 8
267.1 6 6
268.09 4 4
269.09 2 2
269.11 2 2
270.13 26 26
271.1 22 22
272.1 12 12
273.11 19 19
274.1 2 2
274.12 2 2
275.11 6 6
277.11 2 2
277.12 4 4
281.09 3 3
283.11 28 28
284.12 6 6
285.09 3 3
285.12 3 3
286.1 10 10
287.11 10 10
288.1 2 2
291.14 5 5
293.1 8 8
294.11 2 2
297.09 2 2
299.11 8 8
300.11 4 4
301.12 63 62
302.13 13 13
303.11 2 2
304.11 4 4
305.12 4 4
310.1 3 3
311.11 31 31
312.11 9 9
313.11 4 4
314.1 12 12
315.11 13 13
316.11 4 4
317.12 8 8
319.13 42 42
320.14 9 9
321.14 2 2
327.1 4 4
328.11 4 4
329.12 47 47
330.12 13 13
331.1 6 6
332.1 5 5
333.15 80 80
334.15 21 21
335.15 2 2
343.13 4 4
345.12 3 3
346.12 4 4
347.13 48 48
348.13 13 13
349.13 1 1
349.14 3 3
350.12 5 5
351.12 2 2
361.15 23 23
362.15 5 5
363.13 6 6
364.13 4 4
365.13 2 2
371.16 2 2
379.15 16 16
380.16 3 3
385.14 2 2
413.17 2 2
413.18 3 3
425.13 3 3
427.19 5 5
441.17 2 2
453.14 10 10
454.14 3 3
473.2 2 2
//
