ACCESSION: MSBNK-Athens_Univ-AU166411
RECORD_TITLE: Norbuprenorphine; LC-ESI-QTOF; MS2; HILIC; CE: 50 eV; R=35000; [M+H]+
DATE: 2016.02.26
AUTHORS: Nikiforos Alygizakis, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 1664
CH$NAME: Norbuprenorphine
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C25H35NO4
CH$EXACT_MASS: 413.2566086
CH$SMILES: C[C@]([C@H]1C[C@@]23CC[C@@]1([C@H]4[C@@]25CCN[C@@H]3Cc6c5c(c(cc6)O)O4)OC)(C(C)(C)C)O
CH$IUPAC: InChI=1S/C25H35NO4/c1-21(2,3)22(4,28)16-13-23-8-9-25(16,29-5)20-24(23)10-11-26-17(23)12-14-6-7-15(27)19(30-20)18(14)24/h6-7,16-17,20,26-28H,8-13H2,1-5H3/t16-,17-,20-,22+,23-,24+,25-/m1/s1
CH$LINK: CAS
78715-23-8
CH$LINK: PUBCHEM
CID:114976
CH$LINK: INCHIKEY
YOYLLRBMGQRFTN-IOMBULRVSA-N
CH$LINK: CHEMSPIDER
102911
CH$LINK: COMPTOX
DTXSID60891436
AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 50 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME ACQUITY UPLC BEH Amide 1.7 um 2.1x100mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 0/100 at 0-2 min, 95/5 at 12 min, 95/5 at 17 min, 0/100 at 17.1, 0/100 at 25 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 6.244 min
AC$CHROMATOGRAPHY: SOLVENT A Water with 0.01% formic acid and 1mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B Acetonitrile:Water 95:5 with 0.01% formic acid and 1mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 328.1551
MS$FOCUSED_ION: PRECURSOR_M/Z 414.2639
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 1.99.10
PK$SPLASH: splash10-03ki-0691100000-c4bd0578be49683c4f20
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
123.0431 C7H7O2+ 1 123.0441 -8.03
123.114 C9H15+ 1 123.1168 -23.08
135.0814 C9H11O+ 1 135.0804 7.2
137.0962 C9H13O+ 1 137.0961 1.12
143.0485 C10H7O+ 1 143.0491 -4.37
145.0649 C10H9O+ 1 145.0648 0.51
147.0445 C9H7O2+ 1 147.0441 3.03
149.0955 C10H13O+ 1 149.0961 -3.9
151.1108 C10H15O+ 1 151.1117 -6.45
159.0804 C11H11O+ 1 159.0804 -0.31
161.0599 C10H9O2+ 1 161.0597 1.36
162.0541 C9H8NO2+ 1 162.055 -5.56
162.0917 C10H12NO+ 2 162.0913 2.22
165.0692 C13H9+ 1 165.0699 -4.1
169.0649 C12H9O+ 1 169.0648 0.9
173.0585 C11H9O2+ 1 173.0597 -6.99
174.0919 C11H12NO+ 2 174.0913 3.33
175.0734 C11H11O2+ 1 175.0754 -11.06
176.071 C10H10NO2+ 1 176.0706 2.51
179.0846 C14H11+ 1 179.0855 -5.19
181.0622 C13H9O+ 1 181.0648 -14.31
184.0511 C12H8O2+ 1 184.0519 -4.33
185.0566 C12H9O2+ 1 185.0597 -16.67
187.0746 C12H11O2+ 1 187.0754 -3.89
189.0776 C11H11NO2+ 1 189.0784 -4.46
190.0857 C11H12NO2+ 1 190.0863 -2.88
191.069 C11H11O3+ 2 191.0703 -6.79
191.0855 C15H11+ 1 191.0855 -0.39
193.0648 C14H9O+ 1 193.0648 0.08
193.1055 C11H15NO2+ 2 193.1097 -21.75
195.0794 C14H11O+ 1 195.0804 -5.52
197.0572 C13H9O2+ 1 197.0597 -12.74
197.0943 C14H13O+ 1 197.0961 -8.85
198.0669 C13H10O2+ 1 198.0675 -2.95
199.075 C13H11O2+ 1 199.0754 -1.72
202.0839 C12H12NO2+ 1 202.0863 -11.42
204.0917 C16H12+ 1 204.0934 -8.17
205.1569 C14H21O+ 1 205.1587 -8.57
207.0798 C15H11O+ 1 207.0804 -3.01
209.0978 C15H13O+ 1 209.0961 8.23
211.0747 C14H11O2+ 1 211.0754 -3.33
212.08 C14H12O2+ 1 212.0832 -14.86
213.0903 C14H13O2+ 1 213.091 -3.13
217.1038 C17H13+ 1 217.1012 11.87
219.0779 C16H11O+ 1 219.0804 -11.56
221.0958 C16H13O+ 1 221.0961 -1.24
223.0753 C15H11O2+ 1 223.0754 -0.32
223.11 C16H15O+ 1 223.1117 -7.88
224.0782 C15H12O2+ 1 224.0832 -22.18
225.0573 C17H7N+ 2 225.0573 0.2
225.0902 C15H13O2+ 1 225.091 -3.58
227.0706 C14H11O3+ 2 227.0703 1.33
233.0953 C17H13O+ 1 233.0961 -3.58
235.0736 C16H11O2+ 1 235.0754 -7.67
235.1136 C17H15O+ 1 235.1117 7.94
237.0914 C16H13O2+ 1 237.091 1.75
238.0973 C16H14O2+ 1 238.0988 -6.54
239.1062 C16H15O2+ 1 239.1067 -1.71
240.0789 C15H12O3+ 2 240.0781 3.38
241.0857 C15H13O3+ 2 241.0859 -0.74
241.1209 C16H17O2+ 1 241.1223 -5.84
242.0909 C15H14O3+ 2 242.0937 -11.62
242.1243 C16H18O2+ 1 242.1301 -24.21
243.1021 C15H15O3+ 2 243.1016 2.14
244.1066 C15H16O3+ 2 244.1094 -11.55
245.0963 C18H13O+ 1 245.0961 0.82
247.1116 C18H15O+ 1 247.1117 -0.71
249.0889 C17H13O2+ 1 249.091 -8.47
251.1051 C17H15O2+ 1 251.1067 -6.06
252.102 C16H14NO2+ 1 252.1019 0.33
253.1219 C17H17O2+ 1 253.1223 -1.52
255.1013 C16H15O3+ 2 255.1016 -1.05
261.1245 C19H17O+ 1 261.1274 -10.98
263.1074 C18H15O2+ 1 263.1067 2.88
264.1122 C18H16O2+ 1 264.1145 -8.55
265.1244 C18H17O2+ 2 265.1223 7.78
266.1254 C18H18O2+ 1 266.1301 -17.8
267.0995 C17H15O3+ 2 267.1016 -7.58
269.1157 C17H17O3+ 2 269.1172 -5.51
279.1372 C19H19O2+ 1 279.138 -2.87
280.1361 C18H18NO2+ 1 280.1332 10.17
281.1172 C18H17O3+ 2 281.1172 -0.23
281.1545 C19H21O2+ 1 281.1536 3.27
282.1432 C22H18+ 2 282.1403 10.41
283.1301 C18H19O3+ 2 283.1329 -9.8
295.1331 C19H19O3+ 2 295.1329 0.9
297.1499 C22H19N+ 2 297.1512 -4.4
308.1705 C20H22NO2+ 2 308.1645 19.58
311.1671 C23H21N+ 2 311.1669 0.74
312.1591 C19H22NO3+ 1 312.1594 -0.94
321.1839 C22H25O2+ 1 321.1849 -3
326.1769 C20H24NO3+ 1 326.1751 5.49
340.1895 C21H26NO3+ 2 340.1907 -3.47
342.1734 C20H24NO4+ 1 342.17 9.85
364.2251 C24H30NO2+ 1 364.2271 -5.63
396.2534 C25H34NO3+ 1 396.2533 0.2
414.2614 C25H36NO4+ 1 414.2639 -6.08
415.2727 C24[13]CH36NO4+ 1 415.2678 11.93
PK$NUM_PEAK: 98
PK$PEAK: m/z int. rel.int.
123.0431 376 117
123.114 416 129
135.0814 488 152
137.0962 536 167
143.0485 348 108
145.0649 432 134
147.0445 324 101
149.0955 400 124
151.1108 312 97
159.0804 364 113
161.0599 568 177
162.0541 352 109
162.0917 324 101
165.0692 620 193
169.0649 348 108
173.0585 1484 463
174.0919 384 119
175.0734 528 164
176.071 332 103
179.0846 320 99
181.0622 652 203
184.0511 1132 353
185.0566 652 203
187.0746 2724 850
189.0776 372 116
190.0857 940 293
191.069 628 196
191.0855 528 164
193.0648 844 263
193.1055 328 102
195.0794 780 243
197.0572 444 138
197.0943 544 169
198.0669 348 108
199.075 1348 420
202.0839 440 137
204.0917 356 111
205.1569 380 118
207.0798 368 114
209.0978 528 164
211.0747 2036 635
212.08 492 153
213.0903 728 227
217.1038 312 97
219.0779 412 128
221.0958 752 234
223.0753 1472 459
223.11 336 104
224.0782 632 197
225.0573 352 109
225.0902 1256 392
227.0706 492 153
233.0953 324 101
235.0736 664 207
235.1136 316 98
237.0914 1180 368
238.0973 464 144
239.1062 1020 318
240.0789 400 124
241.0857 848 264
241.1209 604 188
242.0909 536 167
242.1243 312 97
243.1021 864 269
244.1066 392 122
245.0963 652 203
247.1116 580 181
249.0889 364 113
251.1051 772 241
252.102 304 94
253.1219 416 129
255.1013 788 246
261.1245 344 107
263.1074 696 217
264.1122 312 97
265.1244 1004 313
266.1254 612 191
267.0995 996 310
269.1157 444 138
279.1372 688 214
280.1361 408 127
281.1172 460 143
281.1545 388 121
282.1432 364 113
283.1301 432 134
295.1331 328 102
297.1499 424 132
308.1705 312 97
311.1671 508 158
312.1591 508 158
321.1839 440 137
326.1769 564 176
340.1895 576 179
342.1734 596 186
364.2251 456 142
396.2534 712 222
414.2614 3200 999
415.2727 632 197
//
