ACCESSION: MSBNK-Eawag-EQ369356
RECORD_TITLE: Rifaximin; LC-ESI-QFT; MS2; CE: 90; R=35000; [M-H]-
DATE: 2015.08.26
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3693
CH$NAME: Rifaximin
CH$NAME: (7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,36-Tetrahydroxy-11-methoxy-3,7,12,14,16,18,22,30-octamethyl-6,23-dioxo-8,37-dioxa-24,27,33-triazahexacyclo[23.10.1.14,7.05,35.026,34.027, 32]heptatriaconta-1(35),2,4,9,19,21,25(36),26(34),28,30,32-undecaen-13-yl acetate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C43H51N3O11
CH$EXACT_MASS: 785.35236
CH$SMILES: CC1C=CC=C(C(=O)NC2=C(C3=C(C4=C(C(=C3O)C)OC(C4=O)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C5=C2N6C=CC(=CC6=N5)C)O)C
CH$IUPAC: InChI=1S/C43H51N3O11/c1-19-14-16-46-28(18-19)44-32-29-30-37(50)25(7)40-31(29)41(52)43(9,57-40)55-17-15-27(54-10)22(4)39(56-26(8)47)24(6)36(49)23(5)35(48)20(2)12-11-13-21(3)42(53)45-33(34(32)46)38(30)51/h11-18,20,22-24,27,35-36,39,48-51H,1-10H3,(H,45,53)
CH$LINK: CAS
80621-81-4
CH$LINK: PUBCHEM
CID:53395233
CH$LINK: INCHIKEY
NZCRJKRKKOLAOJ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
10482302
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 10.9 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 784.3448
MS$FOCUSED_ION: PRECURSOR_M/Z 784.3451
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-0a59-2195000000-39af90366730bcd94f33
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0189 C3H3O- 1 55.0189 -1.06
57.0345 C3H5O- 1 57.0346 -1.55
59.0138 C2H3O2- 1 59.0139 -0.22
64.0067 C3N2- 1 64.0067 -0.57
65.0144 C3HN2- 1 65.0145 -1.1
65.0397 C5H5- 1 65.0397 0.56
65.9986 C3NO- 1 65.9985 0.5
68.9982 C3HO2- 1 68.9982 -0.33
71.0139 C3H3O2- 1 71.0139 0.1
81.0345 C5H5O- 1 81.0346 -0.72
83.0503 C5H7O- 1 83.0502 0.26
85.0295 C4H5O2- 1 85.0295 -0.04
104.0505 C7H6N- 1 104.0506 -0.41
105.0707 C8H9- 1 105.071 -2.61
106.0423 C7H6O- 1 106.0424 -0.79
107.0502 C7H7O- 1 107.0502 -0.45
107.0614 C6H7N2- 1 107.0615 -0.48
108.0455 C6H6NO- 1 108.0455 -0.07
121.0533 C7H7NO- 1 121.0533 -0.27
121.0658 C8H9O- 1 121.0659 -0.65
123.0813 C8H11O- 1 123.0815 -1.69
131.0617 C8H7N2- 1 131.0615 2.12
136.0766 C8H10NO- 1 136.0768 -1.38
155.0378 C10H5NO- 1 155.0377 1.21
156.0566 C9H6N3- 1 156.0567 -0.9
157.0406 C9H5N2O- 1 157.0407 -1.06
168.0457 C11H6NO- 1 168.0455 1.56
169.0408 C10H5N2O- 1 169.0407 0.14
184.0402 C11H6NO2- 1 184.0404 -0.83
196.0406 C12H6NO2- 1 196.0404 0.81
197.0355 C11H5N2O2- 1 197.0357 -0.77
200.0354 C11H6NO3- 1 200.0353 0.32
205.0769 C14H9N2- 1 205.0771 -1.33
217.0774 C15H9N2- 1 217.0771 1.42
218.072 C14H8N3- 1 218.0724 -1.56
220.0647 C14H8N2O- 1 220.0642 2.31
220.0884 C14H10N3- 2 220.088 1.86
221.0717 C14H9N2O- 1 221.072 -1.75
222.0445 C13H6N2O2- 1 222.0435 4.39
222.0676 C13H8N3O- 2 222.0673 1.64
223.0521 C13H7N2O2- 1 223.0513 3.36
224.0351 C13H6NO3- 1 224.0353 -1.1
226.0509 C13H8NO3- 1 226.051 -0.34
231.0927 C16H11N2- 1 231.0928 -0.14
232.0877 C15H10N3- 1 232.088 -1.51
233.0724 C15H9N2O- 1 233.072 1.47
234.08 C15H10N2O- 1 234.0799 0.59
235.0507 C14H7N2O2- 1 235.0513 -2.6
235.0749 C14H9N3O- 1 235.0751 -1.02
235.0876 C15H11N2O- 1 235.0877 -0.45
237.0308 C13H5N2O3- 1 237.0306 1.07
239.0463 C13H7N2O3- 1 239.0462 0.56
241.0615 C13H9N2O3- 1 241.0619 -1.43
244.0878 C16H10N3- 1 244.088 -0.95
245.0603 C17H9O2- 2 245.0608 -2.09
245.072 C16H9N2O- 1 245.072 0.06
246.0673 C15H8N3O- 1 246.0673 0.22
246.0799 C16H10N2O- 1 246.0799 0.03
247.0755 C15H9N3O- 2 247.0751 1.41
247.0877 C16H11N2O- 1 247.0877 0.05
248.0588 C15H8N2O2- 1 248.0591 -1.19
248.0831 C15H10N3O- 2 248.0829 0.5
249.0675 C15H9N2O2- 1 249.067 2.24
249.0908 C15H11N3O- 1 249.0908 0.24
249.1027 C16H13N2O- 1 249.1033 -2.4
250.0989 C15H12N3O- 2 250.0986 1.14
251.0465 C14H7N2O3- 1 251.0462 1.17
256.0884 C17H10N3- 2 256.088 1.48
258.0671 C16H8N3O- 1 258.0673 -0.83
258.1032 C17H12N3- 1 258.1037 -1.67
259.0747 C16H9N3O- 1 259.0751 -1.58
259.0876 C17H11N2O- 1 259.0877 -0.41
260.0829 C16H10N3O- 1 260.0829 -0.21
260.095 C17H12N2O- 1 260.0955 -1.85
261.0669 C16H9N2O2- 1 261.067 -0.23
261.0906 C16H11N3O- 1 261.0908 -0.73
261.1031 C17H13N2O- 1 261.1033 -0.94
262.062 C15H8N3O2- 1 262.0622 -0.84
262.0747 C16H10N2O2- 1 262.0748 -0.18
262.0985 C16H12N3O- 1 262.0986 -0.52
263.0707 C15H9N3O2- 2 263.07 2.72
265.0615 C15H9N2O3- 1 265.0619 -1.53
267.0407 C14H7N2O4- 1 267.0411 -1.57
271.0746 C17H9N3O- 1 271.0751 -1.96
271.0876 C18H11N2O- 2 271.0877 -0.39
272.083 C17H10N3O- 2 272.0829 0.38
273.0674 C17H9N2O2- 1 273.067 1.57
273.0908 C17H11N3O- 2 273.0908 0.22
274.0747 C17H10N2O2- 1 274.0748 -0.13
274.0991 C17H12N3O- 2 274.0986 1.73
275.0827 C17H11N2O2- 1 275.0826 0.47
276.0775 C16H10N3O2- 1 276.0779 -1.23
276.0906 C17H12N2O2- 1 276.0904 0.77
276.1134 C17H14N3O- 1 276.1142 -2.92
277.0853 C16H11N3O2- 1 277.0857 -1.46
277.0985 C17H13N2O2- 1 277.0983 0.83
278.0694 C16H10N2O3- 1 278.0697 -1.15
278.0934 C16H12N3O2- 1 278.0935 -0.32
279.0774 C16H11N2O3- 1 279.0775 -0.24
285.0905 C18H11N3O- 1 285.0908 -0.77
286.0754 C18H10N2O2- 1 286.0748 2.18
286.0986 C18H12N3O- 2 286.0986 0.05
287.0691 C17H9N3O2- 1 287.07 -3.26
287.0828 C18H11N2O2- 1 287.0826 0.55
288.0778 C17H10N3O2- 2 288.0779 -0.24
288.0916 C18H12N2O2- 1 288.0904 4.11
288.1145 C18H14N3O- 2 288.1142 0.92
289.0617 C17H9N2O3- 1 289.0619 -0.68
289.0854 C17H11N3O2- 1 289.0857 -0.92
289.0987 C18H13N2O2- 1 289.0983 1.41
290.0698 C17H10N2O3- 1 290.0697 0.55
290.0933 C17H12N3O2- 1 290.0935 -0.72
291.0772 C17H11N2O3- 1 291.0775 -1.19
292.1078 C17H14N3O2- 2 292.1092 -4.69
293.0566 C16H9N2O4- 1 293.0568 -0.72
294.0884 C16H12N3O3- 2 294.0884 0.05
298.099 C19H12N3O- 2 298.0986 1.26
299.0826 C19H11N2O2- 1 299.0826 0.1
300.0767 C18H10N3O2- 1 300.0779 -3.8
301.0843 C18H11N3O2- 2 301.0857 -4.43
301.0994 C19H13N2O2- 1 301.0983 3.65
302.0936 C18H12N3O2- 2 302.0935 0.26
303.0779 C18H11N2O3- 1 303.0775 1.27
303.1017 C18H13N3O2- 2 303.1013 1.24
304.0719 C17H10N3O3- 1 304.0728 -2.78
304.1091 C18H14N3O2- 2 304.1092 -0.3
305.0942 C18H13N2O3- 1 305.0932 3.26
306.0882 C17H12N3O3- 1 306.0884 -0.77
313.085 C19H11N3O2- 1 313.0857 -2.03
314.0936 C19H12N3O2- 2 314.0935 0.25
315.079 C19H11N2O3- 2 315.0775 4.68
317.0791 C15H13N2O6- 2 317.0779 3.69
318.0648 C18H10N2O4- 1 318.0646 0.61
319.0731 C18H11N2O4- 1 319.0724 2.1
330.0884 C19H12N3O3- 2 330.0884 0.02
331.0719 C19H11N2O4- 1 331.0724 -1.48
332.1039 C19H14N3O3- 2 332.1041 -0.62
333.0884 C19H13N2O4- 1 333.0881 0.84
334.0837 C18H12N3O4- 2 334.0833 0.99
342.0889 C20H12N3O3- 2 342.0884 1.45
343.073 C20H11N2O4- 1 343.0724 1.78
343.096 C20H13N3O3- 2 343.0962 -0.73
344.0668 C19H10N3O4- 1 344.0677 -2.7
344.103 C20H14N3O3- 2 344.1041 -3.24
345.0891 C20H13N2O4- 2 345.0881 2.93
358.0832 C20H12N3O4- 2 358.0833 -0.45
359.092 C20H13N3O4- 2 359.0912 2.24
360.0994 C20H14N3O4- 2 360.099 1.08
382.12 C23H16N3O3- 2 382.1197 0.88
PK$NUM_PEAK: 151
PK$PEAK: m/z int. rel.int.
55.0189 7932.6 44
57.0345 3908.4 22
59.0138 176575.3 999
64.0067 4405.1 24
65.0144 1967.1 11
65.0397 3232.6 18
65.9986 29665.3 167
68.9982 3266.8 18
71.0139 32609.9 184
81.0345 2995.8 16
83.0503 14501.6 82
85.0295 3268.1 18
104.0505 4433.5 25
105.0707 2952.5 16
106.0423 2507.5 14
107.0502 13306.3 75
107.0614 2999 16
108.0455 31295.3 177
121.0533 9200.1 52
121.0658 22733.9 128
123.0813 2376.2 13
131.0617 3297.1 18
136.0766 3910.9 22
155.0378 9233.1 52
156.0566 34965.4 197
157.0406 2598.6 14
168.0457 2476.9 14
169.0408 3786 21
184.0402 2654.9 15
196.0406 7569.4 42
197.0355 1882.4 10
200.0354 2650.5 14
205.0769 4139.1 23
217.0774 2603.9 14
218.072 1896.1 10
220.0647 1888.4 10
220.0884 3409.3 19
221.0717 2479 14
222.0445 2387.4 13
222.0676 1948.6 11
223.0521 2644.5 14
224.0351 4013.2 22
226.0509 3253 18
231.0927 3418.4 19
232.0877 10970.2 62
233.0724 14159.6 80
234.08 10618.1 60
235.0507 2882.6 16
235.0749 12084.6 68
235.0876 22456.4 127
237.0308 2072.6 11
239.0463 3994.9 22
241.0615 17041.7 96
244.0878 3751.9 21
245.0603 2245 12
245.072 7189 40
246.0673 3749.7 21
246.0799 12343 69
247.0755 3839.6 21
247.0877 21245.8 120
248.0588 3904.1 22
248.0831 15994.4 90
249.0675 12738.9 72
249.0908 18098.7 102
249.1027 3102.5 17
250.0989 21049.4 119
251.0465 6827.7 38
256.0884 2080.9 11
258.0671 2542.4 14
258.1032 16057.8 90
259.0747 13146.4 74
259.0876 21938.7 124
260.0829 25857.7 146
260.095 4123.8 23
261.0669 13048.7 73
261.0906 12124.2 68
261.1031 4002.7 22
262.062 3311.9 18
262.0747 25550 144
262.0985 35799 202
263.0707 20926.6 118
263.0811 19208.44727 108
265.0615 7061.5 39
267.0407 2309.7 13
271.0746 2806.6 15
271.0876 3861.7 21
272.083 15321.5 86
273.0674 7548.7 42
273.0908 9640.4 54
274.0747 3054.6 17
274.0991 9674.4 54
275.0827 30595.3 173
276.0775 28476.1 161
276.0906 12662.8 71
276.1134 3636.4 20
277.0853 36122.7 204
277.0985 13776.5 77
278.0694 2766.8 15
278.0934 26392.2 149
279.0774 23724.5 134
285.0905 11253 63
286.0754 4307.7 24
286.0986 43973.1 248
287.0691 12058.6 68
287.0828 18538.6 104
288.0778 28213.5 159
288.0916 3960.4 22
288.1145 7315.6 41
289.0617 8271.7 46
289.0854 22636.4 128
289.0987 3579.8 20
290.0698 2472.4 13
290.0933 25940.8 146
291.0772 8938 50
292.1078 2080.8 11
293.0566 2870.5 16
294.0884 3282.6 18
298.099 3748.9 21
299.0826 7602.3 43
300.0767 14477 81
301.0843 3110.9 17
301.0994 4238 23
302.0936 27508 155
303.0779 18093.9 102
303.1017 3398.4 19
304.0719 17950.1 101
304.1091 27029.8 152
305.0942 14091.8 79
306.0882 54161.7 306
313.085 9270.7 52
314.0936 21562.7 121
315.079 21808 123
316.0718 26222.5625 148
317.0791 3562.6 20
318.0648 2796.6 15
319.0731 4413.3 24
330.0884 157002.8 888
331.0719 25542.1 144
332.1039 12383.3 70
333.0884 3526.3 19
334.0837 8360.8 47
342.0889 4369.4 24
343.073 8490.1 48
343.096 11098.4 62
344.0668 2804.3 15
344.103 6464.5 36
345.0891 27727.1 156
358.0832 19368 109
359.092 15018.5 84
360.0994 21032.8 118
382.12 2770.7 15
//
