ACCESSION: MSBNK-Athens_Univ-AU117911
RECORD_TITLE: Rifaximin; LC-ESI-QTOF; MS2; HILIC; CE: 50 eV; R=35000; [M+H]+
DATE: 2016.02.25
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 1179
CH$NAME: Rifaximin
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C43H51N3O11
CH$EXACT_MASS: 785.3523595
CH$SMILES: C[C@H]1/C=C/C=C(\C(=O)NC2=C(C3=C(C4=C(C(=C3O)C)O[C@@](C4=O)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)OC(=O)C)C)OC)C)C5=C2N6C=CC(=CC6=N5)C)O)/C
CH$IUPAC: InChI=1S/C43H51N3O11/c1-19-14-16-46-28(18-19)44-32-29-30-37(50)25(7)40-31(29)41(52)43(9,57-40)55-17-15-27(54-10)22(4)39(56-26(8)47)24(6)36(49)23(5)35(48)20(2)12-11-13-21(3)42(53)45-33(34(32)46)38(30)51/h11-18,20,22-24,27,35-36,39,48-51H,1-10H3,(H,45,53)/b12-11+,17-15+,21-13-/t20-,22+,23+,24+,27-,35-,36+,39+,43-/m0/s1
CH$LINK: CAS
88747-56-2
CH$LINK: CHEBI
75246
CH$LINK: PUBCHEM
CID:6436173
CH$LINK: INCHIKEY
NZCRJKRKKOLAOJ-XRCRFVBUSA-N
CH$LINK: CHEMSPIDER
10482302
CH$LINK: COMPTOX
DTXSID7045998
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 1.616 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$FOCUSED_ION: BASE_PEAK 284.1711
MS$FOCUSED_ION: PRECURSOR_M/Z 786.3596
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: splash10-0ik9-0911000000-73d7da92a73a78a0007d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
109.0669 C7H9O+ 1 109.0648 19.3
115.0533 C9H7+ 1 115.0542 -7.89
117.0689 C9H9+ 1 117.0699 -8.59
119.0867 C9H11+ 1 119.0855 10.25
121.0651 C8H9O+ 2 121.0648 2.43
121.1009 C9H13+ 1 121.1012 -2.68
122.1045 C4H14N2O2+ 2 122.105 -3.66
123.0803 C8H11O+ 2 123.0804 -1.21
123.1176 C9H15+ 1 123.1168 6.6
124.0842 C7[13]CH11O+ 1 124.0843 -1.37
125.0577 C5H7N3O+ 3 125.0584 -5.15
125.0963 C8H13O+ 2 125.0961 1.63
130.0773 C10H10+ 1 130.0777 -2.74
131.0864 C10H11+ 1 131.0855 6.29
133.0641 C7H7N3+ 2 133.0634 4.98
133.0843 C4H11N3O2+ 3 133.0846 -1.94
133.1009 C10H13+ 1 133.1012 -2.34
134.1055 C5H14N2O2+ 2 134.105 4.01
135.0802 C9H11O+ 2 135.0804 -1.62
135.1163 C10H15+ 1 135.1168 -3.59
136.0836 C8[13]CH11O+ 1 136.0843 -5.14
137.0597 C8H9O2+ 2 137.0597 0.32
137.0957 C9H13O+ 2 137.0961 -2.85
137.1323 C10H17+ 1 137.1325 -1.43
138.0997 C4H14N2O3+ 3 138.0999 -1.39
138.137 C5H18N2O2+ 3 138.1363 5.32
139.0765 C8H11O2+ 2 139.0754 8.11
139.1114 C9H15O+ 2 139.1117 -2.81
141.0914 C8H13O2+ 2 141.091 2.99
142.0795 C11H10+ 2 142.0777 12.41
143.0853 C11H11+ 1 143.0855 -1.75
144.0931 C11H12+ 1 144.0934 -1.94
145.0638 C8H7N3+ 3 145.0634 2.41
145.1011 C11H13+ 1 145.1012 -0.76
146.1052 C6H14N2O2+ 2 146.105 1.69
147.0796 C8H9N3+ 3 147.0791 3.11
147.1164 C11H15+ 2 147.1168 -3.19
148.0871 C8H10N3+ 3 148.0869 0.92
148.1201 C10[13]CH15+ 1 148.1207 -4.53
149.0591 C9H9O2+ 3 149.0597 -4.33
149.0955 C10H13O+ 3 149.0961 -3.93
149.132 C11H17+ 2 149.1325 -2.99
151.0752 C9H11O2+ 2 151.0754 -1.32
152.0786 C8[13]CH11O2+ 1 152.0793 -4.64
152.117 C8H14N3+ 3 152.1182 -8.37
153.0906 C9H13O2+ 3 153.091 -2.52
154.0934 C8[13]CH13O2+ 1 154.0949 -9.55
155.1063 C9H15O2+ 3 155.1067 -2.09
157.0999 C12H13+ 3 157.1012 -8.24
159.08 C11H11O+ 3 159.0804 -2.53
159.1163 C12H15+ 3 159.1168 -3
160.12 C7H16N2O2+ 2 160.1206 -4.18
161.0962 C11H13O+ 2 161.0961 0.43
161.1321 C12H17+ 3 161.1325 -2.48
162.1001 C10[13]CH13O+ 1 162.1 0.93
162.1331 C4H20NO5+ 3 162.1336 -3.28
163.1114 C11H15O+ 3 163.1117 -2.06
164.1151 C10[13]CH15O+ 1 164.1156 -3.06
165.0911 C10H13O2+ 2 165.091 0.76
165.1276 C11H17O+ 2 165.1274 1.03
166.1313 C6H18N2O3+ 4 166.1312 0.36
170.1082 C13H14+ 3 170.109 -4.58
171.1166 C13H15+ 3 171.1168 -1.6
172.1253 C13H16+ 3 172.1247 3.93
173.0958 C12H13O+ 4 173.0961 -1.62
173.1325 C13H17+ 3 173.1325 0.1
174.1006 C7H14N2O3+ 4 174.0999 3.8
174.136 C8H18N2O2+ 3 174.1363 -1.76
175.0743 C9H9N3O+ 3 175.074 1.88
175.1113 C12H15O+ 4 175.1117 -2.73
175.1489 C13H19+ 3 175.1481 4.43
176.1164 C11[13]CH15O+ 1 176.1156 4.18
177.0901 C9H11N3O+ 3 177.0897 2.36
177.1278 C12H17O+ 4 177.1274 2.47
178.095 C6H14N2O4+ 4 178.0948 1.23
179.1065 C11H15O2+ 3 179.1067 -0.71
180.1098 C10[13]CH15O2+ 1 180.1106 -4.44
181.1035 C2H17N2O7+ 4 181.103 2.7
181.122 C11H17O2+ 3 181.1223 -1.89
182.1234 C3H20NO7+ 3 182.1234 0.05
183.1174 C14H15+ 4 183.1168 2.96
183.1379 C11H19O2+ 3 183.138 -0.47
185.0976 CH17N2O8+ 5 185.0979 -1.83
185.1319 C14H17+ 3 185.1325 -3.02
186.1045 C13H14O+ 5 186.1039 2.89
187.1116 C13H15O+ 5 187.1117 -0.56
187.1485 C14H19+ 4 187.1481 2.24
188.1563 C14H20+ 4 188.156 2.1
189.093 H17N2O9+ 5 189.0929 0.84
189.1275 C13H17O+ 5 189.1274 0.4
191.1062 C12H15O2+ 4 191.1067 -2.26
191.1425 C13H19O+ 4 191.143 -2.84
192.1097 C11[13]CH15O2+ 1 192.1106 -4.23
193.1215 C10H15N3O+ 4 193.121 2.97
195.117 C15H15+ 5 195.1168 0.99
197.1307 H23NO10+ 5 197.1316 -5
198.1417 C3H22N2O7+ 5 198.1422 -2.27
199.1112 C14H15O+ 4 199.1117 -2.69
199.1474 H25NO10+ 4 199.1473 0.66
201.1273 C14H17O+ 5 201.1274 -0.33
201.1617 H27NO10+ 5 201.1629 -6.02
202.1284 C6H20NO6+ 4 202.1285 -0.4
203.1065 C13H15O2+ 5 203.1067 -0.56
203.1426 C14H19O+ 5 203.143 -1.93
205.1202 C11H15N3O+ 5 205.121 -3.53
209.0951 H19NO11+ 5 209.0953 -0.69
209.1173 C12H17O3+ 6 209.1172 0.43
211.1097 C13H13N3+ 6 211.1104 -3.08
211.1359 C15H17N+ 6 211.1356 1.67
211.1483 C16H19+ 5 211.1481 1.04
213.1278 C15H17O+ 6 213.1274 1.73
213.1661 C4H25N2O7+ 5 213.1656 2.09
214.1298 C7H20NO6+ 6 214.1285 5.79
215.1416 C13H17N3+ 6 215.1417 -0.54
217.1213 C12H15N3O+ 4 217.121 1.76
219.1372 C12H17N3O+ 5 219.1366 2.65
221.1543 C14H21O2+ 6 221.1536 3.05
223.1121 C16H15O+ 7 223.1117 1.39
223.1459 C2H25NO10+ 5 223.1473 -6.37
225.1644 C17H21+ 6 225.1638 2.92
227.1445 C4H23N2O8+ 7 227.1449 -1.75
231.1383 C15H19O2+ 6 231.138 1.59
232.1398 C7H22NO7+ 5 232.1391 3.17
237.1274 C17H17O+ 7 237.1274 0.04
238.134 C15H16N3+ 7 238.1339 0.42
239.1435 C17H19O+ 7 239.143 2.11
241.1598 C5H25N2O8+ 7 241.1605 -3.24
241.193 C3H31NO10+ 5 241.1942 -5.23
243.1726 C15H21N3+ 6 243.173 -1.59
249.148 C15H21O3+ 7 249.1485 -2.22
251.1788 C4H29NO10+ 6 251.1786 0.8
253.1589 C18H21O+ 7 253.1587 0.63
255.1723 C16H21N3+ 6 255.173 -2.7
269.1891 C4H31NO11+ 7 269.1892 -0.31
271.1678 C16H21N3O+ 6 271.1679 -0.47
279.1756 C8H27N2O8+ 7 279.1762 -1.96
280.1766 C12H26NO6+ 7 280.1755 4.18
289.1822 C21H23N+ 8 289.1825 -0.99
297.185 C20H25O2+ 7 297.1849 0.23
298.1914 C18H24N3O+ 7 298.1914 0.02
315.1975 C8H31N2O10+ 8 315.1973 0.47
316.2012 C18H26N3O2+ 9 316.202 -2.26
347.1025 C20H15N2O4+ 8 347.1026 -0.51
348.1058 C14H20O10+ 9 348.1051 2.08
357.2072 C10H33N2O11+ 9 357.2079 -1.93
360.0998 C22H16O5+ 9 360.0992 1.62
361.1046 C20H15N3O4+ 9 361.1057 -3.13
362.1145 C22H18O5+ 9 362.1149 -1.06
363.1175 C29H15+ 8 363.1168 1.81
364.1237 C28[13]CH15+ 1 364.1207 8.08
456.1588 C31H22NO3+ 12 456.1594 -1.39
465.1703 C30H25O5+ 11 465.1697 1.4
466.1778 C30H26O5+ 11 466.1775 0.73
467.1823 C25H27N2O7+ 11 467.1813 2.19
495.1801 C31H27O6+ 13 495.1802 -0.21
496.1854 C29H26N3O5+ 13 496.1867 -2.63
497.196 C31H29O6+ 13 497.1959 0.32
512.1805 C29H26N3O6+ 11 512.1816 -2.15
676.3051 C42H44O8+ 6 676.3031 3.03
708.3255 C38H48N2O11+ 7 708.3253 0.36
736.3247 C42H46N3O9+ 3 736.3229 2.46
737.3296 C41[13]CH46N3O9+ 1 737.3268 3.86
754.3352 C42H48N3O10+ 3 754.3334 2.37
755.3332 C43H49NO11+ 3 755.33 4.24
768.3605 C43H50N3O10+ 1 768.3491 14.9
769.3598 C43H51N3O10+ 1 769.3569 3.77
PK$NUM_PEAK: 166
PK$PEAK: m/z int. rel.int.
109.0669 340 12
115.0533 508 18
117.0689 412 15
119.0867 1680 62
121.0651 1560 58
121.1009 2776 103
122.1045 400 14
123.0803 8280 309
123.1176 596 22
124.0842 828 30
125.0577 304 11
125.0963 2168 81
130.0773 620 23
131.0864 608 22
133.0641 652 24
133.0843 388 14
133.1009 3084 115
134.1055 692 25
135.0802 6540 244
135.1163 3576 133
136.0836 648 24
137.0597 584 21
137.0957 2592 96
137.1323 852 31
138.0997 556 20
138.137 352 13
139.0765 1176 43
139.1114 496 18
141.0914 476 17
142.0795 336 12
143.0853 1048 39
144.0931 308 11
145.0638 356 13
145.1011 4616 172
146.1052 888 33
147.0796 688 25
147.1164 5672 212
148.0871 444 16
148.1201 692 25
149.0591 780 29
149.0955 1016 37
149.132 544 20
151.0752 26712 999
152.0786 2880 107
152.117 524 19
153.0906 6512 243
154.0934 636 23
155.1063 736 27
157.0999 1540 57
159.08 644 24
159.1163 3120 116
160.12 500 18
161.0962 6480 242
161.1321 784 29
162.1001 732 27
162.1331 316 11
163.1114 21820 816
164.1151 2584 96
165.0911 388 14
165.1276 2792 104
166.1313 604 22
170.1082 448 16
171.1166 1140 42
172.1253 324 12
173.0958 4184 156
173.1325 2624 98
174.1006 956 35
174.136 740 27
175.0743 376 14
175.1113 5720 213
175.1489 984 36
176.1164 636 23
177.0901 2064 77
177.1278 1248 46
178.095 384 14
179.1065 5044 188
180.1098 688 25
181.1035 340 12
181.122 988 36
182.1234 316 11
183.1174 728 27
183.1379 348 13
185.0976 400 14
185.1319 2084 77
186.1045 344 12
187.1116 520 19
187.1485 580 21
188.1563 324 12
189.093 596 22
189.1275 936 35
191.1062 8916 333
191.1425 508 18
192.1097 1752 65
193.1215 2820 105
195.117 404 15
197.1307 484 18
198.1417 536 20
199.1112 540 20
199.1474 952 35
201.1273 2616 97
201.1617 348 13
202.1284 416 15
203.1065 412 15
203.1426 2236 83
205.1202 452 16
209.0951 328 12
209.1173 1812 67
211.1097 316 11
211.1359 752 28
211.1483 616 23
213.1278 1876 70
213.1661 312 11
214.1298 316 11
215.1416 596 22
217.1213 720 26
219.1372 1772 66
221.1543 440 16
223.1121 312 11
223.1459 424 15
225.1644 564 21
227.1445 456 17
231.1383 2984 111
232.1398 476 17
237.1274 424 15
238.134 300 11
239.1435 616 23
241.1598 360 13
241.193 412 15
243.1726 372 13
249.148 552 20
251.1788 572 21
253.1589 552 20
255.1723 340 12
269.1891 684 25
271.1678 428 16
279.1756 1100 41
280.1766 324 12
289.1822 304 11
297.185 1608 60
298.1914 428 16
315.1975 1236 46
316.2012 452 16
347.1025 2192 81
348.1058 1132 42
357.2072 356 13
360.0998 392 14
361.1046 2252 84
362.1145 10092 377
363.1175 3308 123
364.1237 312 11
456.1588 368 13
465.1703 568 21
466.1778 1256 46
467.1823 584 21
495.1801 752 28
496.1854 632 23
497.196 372 13
512.1805 380 14
676.3051 716 26
708.3255 340 12
736.3247 1284 48
737.3296 908 33
754.3352 972 36
755.3332 336 12
768.3605 552 20
769.3598 404 15
//
