ACCESSION: MSBNK-Athens_Univ-AU117901
RECORD_TITLE: Rifaximin; LC-ESI-QTOF; MS2; CE: Ramp 31.6-47.3 eV; R=35000; [M+H]+
DATE: 2015.07.05
AUTHORS: Nikiforos Alygizakis, Anna Bletsou, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 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: 785.3524
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: 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 Ramp 31.6-47.3 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 10.1 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 786.3666
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: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.8.1
PK$SPLASH: splash10-0w29-0921000300-2bb8eff12228a72e34b1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0532 C4H7+ 1 55.0542 -19.19
57.0325 CH3N3+ 2 57.0321 6.16
60.0545 CH6N3+ 1 60.0556 -17.88
67.0535 C5H7+ 1 67.0542 -11.28
69.0332 C4H5O+ 2 69.0335 -4.07
69.0697 C5H9+ 1 69.0699 -2.41
71.048 C2H5N3+ 2 71.0478 3.12
79.0549 C6H7+ 1 79.0542 7.89
81.0697 C6H9+ 1 81.0699 -2.3
83.0483 C3H5N3+ 3 83.0478 6.16
85.0647 C5H9O+ 2 85.0648 -0.6
93.0705 C7H9+ 1 93.0699 6.48
95.0499 C6H7O+ 2 95.0491 8.51
95.0861 C7H11+ 1 95.0855 6.24
96.0893 C2H12N2O2+ 1 96.0893 0.11
97.0656 C6H9O+ 2 97.0648 8.13
97.1005 C7H13+ 2 97.1012 -6.56
105.0719 C8H9+ 1 105.0699 19.64
107.0867 C8H11+ 1 107.0855 10.77
108.0903 C3H12N2O2+ 2 108.0893 8.8
109.0655 C7H9O+ 2 109.0648 6.22
109.1026 C8H13+ 1 109.1012 13.14
111.0815 C7H11O+ 2 111.0804 9.98
119.086 C9H11+ 2 119.0855 4.23
121.0655 C8H9O+ 3 121.0648 6.18
121.1012 C9H13+ 2 121.1012 0.27
122.1046 C4H14N2O2+ 2 122.105 -3.35
123.0809 C8H11O+ 3 123.0804 3.97
123.1174 C9H15+ 2 123.1168 4.33
124.0847 C3H12N2O3+ 3 124.0842 4
125.0975 C8H13O+ 2 125.0961 10.94
133.0644 C9H9O+ 4 133.0648 -2.72
133.1013 C10H13+ 2 133.1012 0.78
135.0806 C9H11O+ 3 135.0804 0.88
135.1173 C10H15+ 2 135.1168 3.35
136.0842 C4H12N2O3+ 3 136.0842 -0.61
136.1211 C5H16N2O2+ 2 136.1206 3.31
137.0602 C8H9O2+ 3 137.0597 3.53
137.0964 C9H13O+ 3 137.0961 1.89
137.133 C10H17+ 2 137.1325 3.67
139.0753 C8H11O2+ 3 139.0754 -0.12
139.1118 C9H15O+ 3 139.1117 0.49
140.0795 C3H12N2O4+ 3 140.0792 2.15
141.0895 C6H11N3O+ 3 141.0897 -1.09
143.0866 C11H11+ 3 143.0855 7.5
145.101 C11H13+ 3 145.1012 -1.01
146.1039 C6H14N2O2+ 2 146.105 -7.66
147.0805 C10H11O+ 4 147.0804 0.26
147.1175 C11H15+ 2 147.1168 4.37
148.1206 C6H16N2O2+ 2 148.1206 -0.13
149.0611 C9H9O2+ 4 149.0597 9.55
149.0952 C8H11N3+ 3 149.0947 3.36
149.1338 C11H17+ 2 149.1325 8.74
151.0759 C9H11O2+ 3 151.0754 3.27
152.0783 C4H12N2O4+ 3 152.0792 -5.64
153.091 C9H13O2+ 3 153.091 0.29
154.0948 C4H14N2O4+ 3 154.0948 -0.05
155.1064 C9H15O2+ 3 155.1067 -1.91
157.1009 C12H13+ 3 157.1012 -1.51
158.104 C7H14N2O2+ 2 158.105 -6.45
159.1173 C12H15+ 3 159.1168 3.04
160.1221 C7H16N2O2+ 2 160.1206 9.06
161.0961 C11H13O+ 4 161.0961 0.18
161.1343 C12H17+ 2 161.1325 11.07
162.0987 C6H14N2O3+ 3 162.0999 -7.12
163.1124 C11H15O+ 3 163.1117 3.85
164.1148 C6H16N2O3+ 3 164.1155 -4.53
165.0907 C10H13O2+ 3 165.091 -1.91
165.1279 C11H17O+ 3 165.1274 2.96
166.1296 C6H18N2O3+ 3 166.1312 -9.47
171.117 C13H15+ 3 171.1168 0.72
173.0968 C12H13O+ 4 173.0961 4.21
173.1325 C13H17+ 3 173.1325 0.36
174.0996 C7H14N2O3+ 3 174.0999 -1.4
174.1363 C8H18N2O2+ 2 174.1363 -0.05
175.1123 C12H15O+ 4 175.1117 3.02
175.1485 C13H19+ 2 175.1481 2.02
176.1177 C10H14N3+ 4 176.1182 -3.09
177.0921 C11H13O2+ 4 177.091 6.4
177.1287 C12H17O+ 3 177.1274 7.61
178.1337 C10H16N3+ 3 178.1339 -1.03
179.1073 C11H15O2+ 3 179.1067 3.71
180.1093 C6H16N2O4+ 3 180.1105 -6.32
181.1227 C11H17O2+ 3 181.1223 2.4
182.125 C6H18N2O4+ 3 182.1261 -6.14
183.1172 C14H15+ 4 183.1168 1.98
183.1381 C11H19O2+ 3 183.138 0.89
185.097 C13H13O+ 4 185.0961 4.91
185.1336 C14H17+ 3 185.1325 5.9
186.1369 C9H18N2O2+ 2 186.1363 3.55
187.1132 C13H15O+ 5 187.1117 7.74
187.1481 C14H19+ 3 187.1481 -0.3
188.1526 C9H20N2O2+ 2 188.1519 3.62
189.0901 C10H11N3O+ 4 189.0897 2.31
189.127 C13H17O+ 4 189.1274 -1.96
191.1079 C12H15O2+ 5 191.1067 6.72
192.1098 C7H16N2O4+ 3 192.1105 -3.48
193.1227 C12H17O2+ 3 193.1223 2.09
194.1273 C7H18N2O4+ 3 194.1261 6.03
195.1189 C15H15+ 5 195.1168 10.62
195.1387 C12H19O2+ 3 195.138 3.56
198.1422 C15H18+ 4 198.1403 9.48
199.1121 C14H15O+ 5 199.1117 1.95
199.1474 C15H19+ 3 199.1481 -3.8
200.153 C10H20N2O2+ 3 200.1519 5.55
201.1282 C14H17O+ 5 201.1274 3.82
202.1324 C9H18N2O3+ 4 202.1312 6.02
203.1072 C13H15O2+ 5 203.1067 2.87
203.1433 C14H19O+ 4 203.143 1.27
205.1237 C13H17O2+ 5 205.1223 6.75
207.1028 C12H15O3+ 6 207.1016 5.79
209.1174 C12H17O3+ 5 209.1172 1.1
210.1213 C7H18N2O5+ 5 210.121 1.32
211.1122 C15H15O+ 7 211.1117 2.17
211.1326 C12H19O3+ 4 211.1329 -1.43
213.1291 C15H17O+ 6 213.1274 7.92
213.1646 C16H21+ 4 213.1638 3.81
215.1443 C15H19O+ 5 215.143 5.66
216.1467 C10H20N2O3+ 4 216.1468 -0.76
217.124 C14H17O2+ 5 217.1223 7.8
217.1578 C13H19N3+ 4 217.1573 2.17
218.1288 C12H16N3O+ 4 218.1288 0.24
219.1392 C14H19O2+ 5 219.138 5.86
220.1431 C12H18N3O+ 4 220.1444 -6.08
221.1531 C14H21O2+ 3 221.1536 -2.15
223.1498 C17H19+ 6 223.1481 7.68
225.1648 C17H21+ 5 225.1638 4.41
227.1457 C7H21N3O5+ 6 227.1476 -8.42
231.1385 C15H19O2+ 5 231.138 2.14
232.1428 C10H20N2O4+ 4 232.1418 4.4
235.1344 C17H17N+ 6 235.1356 -4.81
237.1291 C17H17O+ 7 237.1274 7.12
237.1478 C12H19N3O2+ 6 237.1472 2.54
241.1576 C15H19N3+ 6 241.1573 1.25
241.1948 C18H25+ 4 241.1951 -1.27
243.174 C17H23O+ 5 243.1743 -1.45
249.1489 C15H21O3+ 6 249.1485 1.4
251.1804 C19H23+ 6 251.1794 3.87
253.16 C18H21O+ 8 253.1587 5.01
255.1389 C17H19O2+ 7 255.138 3.58
255.1781 C9H25N3O5+ 6 255.1789 -2.95
257.1578 C8H23N3O6+ 6 257.1581 -1.27
259.1667 C15H21N3O+ 5 259.1679 -4.8
261.1647 C20H21+ 7 261.1638 3.46
261.187 C17H25O2+ 6 261.1849 7.82
264.1503 C19H20O+ 8 264.1509 -2.18
269.1903 C19H25O+ 6 269.19 1.07
270.1947 C14H26N2O3+ 6 270.1938 3.28
271.1697 C18H23O2+ 7 271.1693 1.6
277.1881 C13H27NO5+ 7 277.1884 -0.88
279.1753 C20H23O+ 8 279.1743 3.58
280.1781 C15H24N2O3+ 9 280.1781 -0.12
281.1782 C19H23NO+ 7 281.1774 2.61
287.2037 C10H29N3O6+ 6 287.2051 -4.79
289.1807 C18H25O3+ 8 289.1798 3.14
297.1855 C20H25O2+ 8 297.1849 2.17
298.1907 C18H24N3O+ 7 298.1914 -2.28
315.1966 C20H27O3+ 9 315.1955 3.55
316.2019 C18H26N3O2+ 10 316.202 -0.17
333.2086 C23H27NO+ 10 333.2087 -0.5
334.2137 C20H30O4+ 9 334.2139 -0.51
347.1044 C23H13N3O+ 14 347.1053 -2.6
348.1098 C20H16N2O4+ 13 348.1105 -1.78
357.2062 C22H29O4+ 12 357.206 0.43
361.1081 C22H17O5+ 14 361.1071 2.8
362.1156 C22H18O5+ 13 362.1149 1.97
363.1187 C17H19N2O7+ 14 363.1187 0.09
364.1205 C24H16N2O2+ 14 364.1206 -0.41
375.2176 C22H31O5+ 13 375.2166 2.58
388.1014 C19H18NO8+ 18 388.1027 -3.25
466.1874 C29H26N2O4+ 17 466.1887 -2.87
495.1843 C22H29N3O10+ 22 495.1847 -0.9
496.1852 C26H28N2O8+ 22 496.184 2.42
511.1772 C34H25NO4+ 20 511.1778 -1.27
512.1851 C34H26NO4+ 20 512.1856 -1.14
513.1862 C26H29N2O9+ 19 513.1868 -1.16
513.2026 C30H29N2O6+ 22 513.202 1.2
540.2266 C32H32N2O6+ 22 540.2255 2.02
639.2968 C42H41NO5+ 18 639.2979 -1.74
676.3092 C38H46NO10+ 12 676.3116 -3.58
694.3148 C42H46O9+ 12 694.3136 1.65
695.3255 C42H47O9+ 11 695.3215 5.78
698.3194 C40H46N2O9+ 11 698.3198 -0.55
708.3427 C42H48N2O8+ 11 708.3405 3.05
725.3351 C43H49O10+ 7 725.332 4.23
726.3371 C41H48N3O9+ 7 726.3385 -1.99
727.3359 C42H49NO10+ 7 727.3351 1.13
727.3549 C42H51N2O9+ 4 727.3589 -5.45
736.3258 C42H46N3O9+ 5 736.3229 4.07
737.3359 C42H47N3O9+ 5 737.3307 7.13
752.3443 C43H50N3O9+ 3 752.3542 -13.14
753.3305 C42H47N3O10+ 4 753.3256 6.44
754.3421 C43H50N2O10+ 4 754.346 -5.21
755.3441 C42H49N3O10+ 4 755.3412 3.76
756.3449 C42H50N3O10+ 4 756.3491 -5.46
757.3476 C43H51NO11+ 4 757.3457 2.56
768.3555 C43H50N3O10+ 2 768.3491 8.43
768.4003 C43H52N4O9+ 1 768.3729 35.65
769.3581 C43H51N3O10+ 2 769.3569 1.58
784.3504 C43H50N3O11+ 1 784.344 8.15
785.3514 C43H51N3O11+ 1 785.3518 -0.46
786.3674 C43H52N3O11+ 1 786.3596 9.92
787.3671 C42H51N4O11+ 3 787.3549 15.53
788.3777 C42H52N4O11+ 3 788.3627 19.04
PK$NUM_PEAK: 204
PK$PEAK: m/z int. rel.int.
55.0532 520 14
57.0325 556 15
60.0545 748 21
67.0535 1112 31
69.0332 1016 29
69.0697 844 24
71.048 364 10
79.0549 528 15
81.0697 716 20
83.0483 392 11
85.0647 688 19
93.0705 1564 44
95.0499 2744 78
95.0861 3272 93
96.0893 420 12
97.0656 1172 33
97.1005 312 8
105.0719 920 26
107.0867 2364 67
108.0903 400 11
109.0655 1052 30
109.1026 976 27
111.0815 588 16
119.086 1444 41
121.0655 1064 30
121.1012 2380 68
122.1046 404 11
123.0809 11060 317
123.1174 964 27
124.0847 736 21
125.0975 1328 38
133.0644 660 18
133.1013 1576 45
135.0806 5144 147
135.1173 1968 56
136.0842 600 17
136.1211 420 12
137.0602 544 15
137.0964 3464 99
137.133 992 28
139.0753 1736 49
139.1118 552 15
140.0795 300 8
141.0895 312 8
143.0866 460 13
145.101 2608 74
146.1039 536 15
147.0805 1048 30
147.1175 3684 105
148.1206 736 21
149.0611 864 24
149.0952 1224 35
149.1338 672 19
151.0759 34828 999
152.0783 3388 97
153.091 7004 200
154.0948 632 18
155.1064 784 22
157.1009 760 21
158.104 464 13
159.1173 2728 78
160.1221 404 11
161.0961 5600 160
161.1343 448 12
162.0987 500 14
163.1124 26172 750
164.1148 2244 64
165.0907 484 13
165.1279 2944 84
166.1296 332 9
171.117 548 15
173.0968 4980 142
173.1325 3248 93
174.0996 916 26
174.1363 436 12
175.1123 4440 127
175.1485 1096 31
176.1177 680 19
177.0921 1144 32
177.1287 1824 52
178.1337 320 9
179.1073 10960 314
180.1093 680 19
181.1227 1704 48
182.125 364 10
183.1172 496 14
183.1381 464 13
185.097 324 9
185.1336 2028 58
186.1369 436 12
187.1132 372 10
187.1481 736 21
188.1526 300 8
189.0901 832 23
189.127 784 22
191.1079 11876 340
192.1098 1328 38
193.1227 3732 107
194.1273 444 12
195.1189 432 12
195.1387 376 10
198.1422 388 11
199.1121 572 16
199.1474 992 28
200.153 328 9
201.1282 3096 88
202.1324 436 12
203.1072 664 19
203.1433 1716 49
205.1237 784 22
207.1028 404 11
209.1174 4924 141
210.1213 608 17
211.1122 348 9
211.1326 1108 31
213.1291 1768 50
213.1646 332 9
215.1443 716 20
216.1467 536 15
217.124 612 17
217.1578 368 10
218.1288 324 9
219.1392 2124 60
220.1431 556 15
221.1531 1420 40
223.1498 520 14
225.1648 748 21
227.1457 444 12
231.1385 1808 51
232.1428 424 12
235.1344 420 12
237.1291 660 18
237.1478 524 15
241.1576 452 12
241.1948 584 16
243.174 368 10
249.1489 876 25
251.1804 996 28
253.16 792 22
255.1389 460 13
255.1781 408 11
257.1578 360 10
259.1667 312 8
261.1647 548 15
261.187 500 14
264.1503 324 9
269.1903 1148 32
270.1947 508 14
271.1697 1204 34
277.1881 332 9
279.1753 2144 61
280.1781 380 10
281.1782 328 9
287.2037 796 22
289.1807 932 26
297.1855 4000 114
298.1907 928 26
315.1966 5096 146
316.2019 852 24
333.2086 1172 33
334.2137 416 11
347.1044 2604 74
348.1098 756 21
357.2062 328 9
361.1081 1660 47
362.1156 16640 477
363.1187 3032 86
364.1205 548 15
375.2176 688 19
388.1014 316 9
466.1874 472 13
495.1843 420 12
496.1852 400 11
511.1772 724 20
512.1851 1120 32
513.1862 328 9
513.2026 308 8
540.2266 348 9
639.2968 532 15
676.3092 728 20
694.3148 816 23
695.3255 556 15
698.3194 344 9
708.3427 516 14
725.3351 548 15
726.3371 752 21
727.3359 304 8
727.3549 452 12
736.3258 2268 65
737.3359 1336 38
752.3443 348 9
753.3305 308 8
754.3421 34228 981
755.3441 13952 400
756.3449 4000 114
757.3476 804 23
768.3555 1572 45
768.4003 372 10
769.3581 828 23
784.3504 2128 61
785.3514 1476 42
786.3674 8080 231
787.3671 3656 104
788.3777 1204 34
//
