ACCESSION: MSBNK-Athens_Univ-AU166410
RECORD_TITLE: Norbuprenorphine; LC-ESI-QTOF; MS2; HILIC; CE: 40 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 40 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$CHROMATOGRAPHY: RETENTION_TIME 6.194 min
AC$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 414.265
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$SPLASH: splash10-03di-0373900000-5dbabdd5d661445ca6e1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
121.1008 C9H13+ 1 121.1012 -3.06
123.0439 C7H7O2+ 1 123.0441 -1.35
123.117 C9H15+ 1 123.1168 1.51
135.0798 C9H11O+ 1 135.0804 -4.73
135.1165 C10H15+ 1 135.1168 -2.31
137.0958 C9H13O+ 1 137.0961 -2.01
147.0439 C9H7O2+ 1 147.0441 -1.03
149.0956 C10H13O+ 1 149.0961 -3.23
151.1123 C10H15O+ 1 151.1117 3.86
155.1434 C10H19O+ 1 155.143 2.06
157.0632 C11H9O+ 1 157.0648 -10.37
159.08 C11H11O+ 1 159.0804 -2.47
161.0578 C10H9O2+ 1 161.0597 -11.73
163.0748 C10H11O2+ 1 163.0754 -3.16
164.0722 C9H10NO2+ 1 164.0706 9.97
173.0588 C11H9O2+ 1 173.0597 -5.36
174.0637 C11H10O2+ 1 174.0675 -22.09
175.0755 C11H11O2+ 1 175.0754 0.79
176.0732 C10H10NO2+ 1 176.0706 14.8
181.0662 C13H9O+ 1 181.0648 7.85
184.0515 C12H8O2+ 1 184.0519 -2.06
185.0581 C12H9O2+ 1 185.0597 -8.74
187.0751 C12H11O2+ 1 187.0754 -1.14
188.0741 C11H10NO2+ 1 188.0706 18.33
189.0784 C11H11NO2+ 1 189.0784 0.08
190.0861 C11H12NO2+ 1 190.0863 -0.92
191.0699 C11H11O3+ 2 191.0703 -2.06
191.0868 C15H11+ 1 191.0855 6.82
193.0652 C14H9O+ 1 193.0648 2.36
195.0807 C14H11O+ 1 195.0804 1.31
197.0588 C13H9O2+ 1 197.0597 -4.72
198.065 C13H10O2+ 1 198.0675 -12.95
199.0748 C13H11O2+ 1 199.0754 -2.68
201.0908 C13H13O2+ 1 201.091 -1.17
202.086 C12H12NO2+ 1 202.0863 -1.47
203.0816 C16H11+ 1 203.0855 -19.22
204.102 C12H14NO2+ 1 204.1019 0.31
205.1601 C14H21O+ 1 205.1587 6.65
207.0812 C15H11O+ 1 207.0804 3.48
209.0969 C15H13O+ 1 209.0961 4.08
211.0745 C14H11O2+ 1 211.0754 -4.05
212.079 C14H12O2+ 1 212.0832 -19.9
213.0914 C14H13O2+ 1 213.091 1.68
214.0897 C13H12NO2+ 1 214.0863 15.95
215.0695 C13H11O3+ 2 215.0703 -3.35
215.1042 C14H15O2+ 1 215.1067 -11.48
217.0849 C13H13O3+ 2 217.0859 -4.75
219.0812 C16H11O+ 1 219.0804 3.33
219.1175 C17H15+ 1 219.1168 3.07
221.095 C16H13O+ 1 221.0961 -4.91
223.0748 C15H11O2+ 1 223.0754 -2.49
223.1113 C16H15O+ 1 223.1117 -2.15
224.0819 C15H12O2+ 1 224.0832 -5.92
225.091 C15H13O2+ 1 225.091 0.09
226.0945 C15H14O2+ 1 226.0988 -18.95
227.0697 C14H11O3+ 2 227.0703 -2.5
227.1055 C15H15O2+ 1 227.1067 -5.21
229.0867 C14H13O3+ 2 229.0859 3.3
233.0957 C17H13O+ 1 233.0961 -1.72
235.0736 C16H11O2+ 1 235.0754 -7.28
236.084 C16H12O2+ 1 236.0832 3.5
237.0917 C16H13O2+ 1 237.091 2.92
238.0955 C16H14O2+ 1 238.0988 -13.9
239.1061 C16H15O2+ 1 239.1067 -2.23
240.0776 C15H12O3+ 2 240.0781 -2.24
240.1109 C16H16O2+ 1 240.1145 -15.02
241.0864 C15H13O3+ 2 241.0859 1.94
241.1196 C16H17O2+ 1 241.1223 -11.26
242.0949 C15H14O3+ 2 242.0937 4.93
243.101 C15H15O3+ 2 243.1016 -2.36
245.0959 C18H13O+ 1 245.0961 -0.84
247.1102 C18H15O+ 1 247.1117 -6.1
248.1164 C18H16O+ 1 248.1196 -12.6
249.0916 C17H13O2+ 1 249.091 2.21
251.1064 C17H15O2+ 1 251.1067 -0.92
252.1097 C17H16O2+ 1 252.1145 -19.15
253.0841 C16H13O3+ 2 253.0859 -7.02
253.121 C17H17O2+ 1 253.1223 -5.32
254.1178 C16H16NO2+ 1 254.1176 0.81
255.1006 C16H15O3+ 2 255.1016 -3.69
257.1172 C16H17O3+ 2 257.1172 -0.16
261.127 C19H17O+ 1 261.1274 -1.55
263.1069 C18H15O2+ 1 263.1067 0.93
264.1111 C18H16O2+ 1 264.1145 -12.97
265.1227 C18H17O2+ 1 265.1223 1.58
266.1263 C17[13]CH17O2+ 1 266.1262 0.36
267.1008 C17H15O3+ 2 267.1016 -2.81
267.1391 C18H19O2+ 1 267.138 4.33
268.1102 C17H16O3+ 2 268.1094 2.94
269.1163 C17H17O3+ 2 269.1172 -3.45
269.1546 C18H21O2+ 1 269.1536 3.86
270.1211 C17H18O3+ 2 270.125 -14.5
271.1334 C17H19O3+ 2 271.1329 1.95
272.1369 C17H20O3+ 2 272.1407 -14.08
273.1325 C16H19NO3+ 2 273.1359 -12.79
277.1237 C19H17O2+ 1 277.1223 5.07
279.1386 C19H19O2+ 1 279.138 2.39
280.1377 C18H18NO2+ 1 280.1332 15.97
281.1174 C18H17O3+ 2 281.1172 0.49
281.1517 C19H21O2+ 1 281.1536 -6.71
282.1227 C18H18O3+ 2 282.125 -8.47
282.1518 C18H20NO2+ 1 282.1489 10.6
283.133 C18H19O3+ 2 283.1329 0.58
284.136 C18H20O3+ 1 284.1407 -16.52
285.1363 C17H19NO3+ 1 285.1359 1.15
286.1466 C17H20NO3+ 1 286.1438 9.76
291.138 C20H19O2+ 1 291.138 0.2
292.1435 C20H20O2+ 1 292.1458 -7.81
293.1535 C20H21O2+ 1 293.1536 -0.32
295.1344 C22H17N+ 2 295.1356 -3.84
297.1487 C19H21O3+ 2 297.1485 0.59
307.1663 C21H23O2+ 1 307.1693 -9.56
308.1645 C20H22NO2+ 1 308.1645 0.12
309.1512 C23H19N+ 2 309.1512 0.05
311.1648 C20H23O3+ 2 311.1642 1.95
312.1606 C19H22NO3+ 1 312.1594 3.74
313.1627 C23H21O+ 2 313.1587 12.82
314.175 C19H24NO3+ 1 314.1751 -0.22
315.1579 C19H23O4+ 2 315.1591 -3.9
321.1877 C22H25O2+ 2 321.1849 8.72
322.1892 C22H26O2+ 1 322.1927 -10.83
323.1603 C21H23O3+ 2 323.1642 -12.06
326.1749 C20H24NO3+ 1 326.1751 -0.63
327.1781 C24H23O+ 2 327.1743 11.38
335.1995 C23H27O2+ 1 335.2006 -3.03
339.1944 C22H27O3+ 2 339.1955 -3.29
340.1908 C21H26NO3+ 1 340.1907 0.24
341.194 C20[13]CH26NO3+ 1 341.1946 -1.84
342.1694 C20H24NO4+ 2 342.17 -1.83
343.1731 C24H23O2+ 2 343.1693 11.19
347.1982 C24H27O2+ 1 347.2006 -6.81
351.1964 C23H27O3+ 1 351.1955 2.74
353.2113 C23H29O3+ 1 353.2111 0.39
354.2162 C23H30O3+ 1 354.2189 -7.74
364.2284 C24H30NO2+ 1 364.2271 3.68
365.2317 C23[13]CH30NO2+ 1 365.231 1.99
367.2254 C24H31O3+ 1 367.2268 -3.8
382.2395 C24H32NO3+ 1 382.2377 4.77
383.2412 C24H33NO3+ 1 383.2455 -11.21
396.2524 C25H34NO3+ 1 396.2533 -2.45
397.2572 C24[13]CH34NO3+ 1 397.2572 0
414.2651 C25H36NO4+ 1 414.2639 2.85
415.2685 C24[13]CH36NO4+ 1 415.2678 1.61
416.2719 C23[13]C2H36NO4+ 1 416.2711 1.73
PK$NUM_PEAK: 144
PK$PEAK: m/z int. rel.int.
121.1008 552 7
123.0439 612 8
123.117 1104 14
135.0798 748 9
135.1165 384 5
137.0958 2060 27
147.0439 396 5
149.0956 1032 13
151.1123 812 10
155.1434 564 7
157.0632 740 9
159.08 396 5
161.0578 1456 19
163.0748 672 8
164.0722 384 5
173.0588 1660 22
174.0637 444 5
175.0755 1684 22
176.0732 480 6
181.0662 628 8
184.0515 688 9
185.0581 876 11
187.0751 6516 86
188.0741 1224 16
189.0784 620 8
190.0861 1804 23
191.0699 1176 15
191.0868 404 5
193.0652 1192 15
195.0807 756 10
197.0588 896 11
198.065 496 6
199.0748 2464 32
201.0908 788 10
202.086 1244 16
203.0816 432 5
204.102 824 10
205.1601 380 5
207.0812 612 8
209.0969 480 6
211.0745 3224 42
212.079 808 10
213.0914 2248 29
214.0897 936 12
215.0695 460 6
215.1042 468 6
217.0849 948 12
219.0812 600 7
219.1175 584 7
221.095 1420 18
223.0748 2444 32
223.1113 680 9
224.0819 652 8
225.091 2516 33
226.0945 696 9
227.0697 832 11
227.1055 724 9
229.0867 452 6
233.0957 984 13
235.0736 432 5
236.084 436 5
237.0917 2584 34
238.0955 1024 13
239.1061 3212 42
240.0776 560 7
240.1109 484 6
241.0864 2232 29
241.1196 612 8
242.0949 1144 15
243.101 3420 45
245.0959 764 10
247.1102 1544 20
248.1164 440 5
249.0916 444 5
251.1064 1692 22
252.1097 620 8
253.0841 612 8
253.121 1820 24
254.1178 964 12
255.1006 2248 29
257.1172 696 9
261.127 1152 15
263.1069 1016 13
264.1111 536 7
265.1227 3868 51
266.1263 956 12
267.1008 1572 20
267.1391 596 7
268.1102 932 12
269.1163 1976 26
269.1546 424 5
270.1211 516 6
271.1334 1624 21
272.1369 420 5
273.1325 904 12
277.1237 472 6
279.1386 2100 27
280.1377 1176 15
281.1174 432 5
281.1517 1120 14
282.1227 392 5
282.1518 768 10
283.133 2076 27
284.136 508 6
285.1363 548 7
286.1466 600 7
291.138 1588 21
292.1435 552 7
293.1535 572 7
295.1344 1444 19
297.1487 2792 37
307.1663 416 5
308.1645 1024 13
309.1512 396 5
311.1648 2348 31
312.1606 2596 34
313.1627 988 13
314.175 552 7
315.1579 468 6
321.1877 1456 19
322.1892 496 6
323.1603 848 11
326.1749 2688 35
327.1781 928 12
335.1995 1140 15
339.1944 532 7
340.1908 4728 62
341.194 1484 19
342.1694 876 11
343.1731 388 5
347.1982 400 5
351.1964 476 6
353.2113 1560 20
354.2162 568 7
364.2284 2640 35
365.2317 840 11
367.2254 524 6
382.2395 1848 24
383.2412 828 10
396.2524 5184 68
397.2572 1316 17
414.2651 75204 999
415.2685 20424 271
416.2719 3500 46
//
