ACCESSION: MSBNK-Eawag-EQ369355
RECORD_TITLE: Rifaximin; LC-ESI-QFT; MS2; CE: 75; 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 75 (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: splash10-0a59-1059000000-296d661742f994741043
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0189 C3H3O- 1 55.0189 -1.24
57.0345 C3H5O- 1 57.0346 -0.85
59.0138 C2H3O2- 1 59.0139 -0.22
65.0144 C3HN2- 1 65.0145 -1.72
65.0396 C5H5- 1 65.0397 -0.98
65.9985 C3NO- 1 65.9985 0.19
66.035 C4H4N- 1 66.0349 0.56
68.9983 C3HO2- 1 68.9982 1.26
71.0139 C3H3O2- 1 71.0139 0.8
79.0553 C6H7- 1 79.0553 -0.93
81.0345 C5H5O- 1 81.0346 -1.21
83.0502 C5H7O- 1 83.0502 -0.34
85.0295 C4H5O2- 1 85.0295 0.08
95.0503 C6H7O- 1 95.0502 0.12
97.0658 C6H9O- 1 97.0659 -0.6
104.0506 C7H6N- 1 104.0506 0.17
105.071 C8H9- 1 105.071 -0.13
107.0378 C6H5NO- 1 107.0377 1.29
107.0502 C7H7O- 1 107.0502 -0.17
108.0455 C6H6NO- 1 108.0455 -0.07
121.0534 C7H7NO- 1 121.0533 1.14
121.0659 C8H9O- 1 121.0659 -0.15
123.0815 C8H11O- 1 123.0815 -0.07
125.0607 C7H9O2- 1 125.0608 -0.66
131.0613 C8H7N2- 1 131.0615 -1.39
134.0612 C8H8NO- 1 134.0611 0.76
136.0768 C8H10NO- 1 136.0768 0.09
155.0376 C10H5NO- 1 155.0377 -0.14
156.0566 C9H6N3- 1 156.0567 -1.03
183.0332 C11H5NO2- 1 183.0326 3.4
200.035 C11H6NO3- 1 200.0353 -1.53
221.0722 C14H9N2O- 1 221.072 0.78
222.0668 C13H8N3O- 1 222.0673 -1.96
223.0514 C13H7N2O2- 1 223.0513 0.62
224.0356 C13H6NO3- 1 224.0353 1.31
226.0506 C13H8NO3- 1 226.051 -1.53
231.093 C16H11N2- 1 231.0928 0.9
232.0877 C15H10N3- 1 232.088 -1.56
233.072 C15H9N2O- 1 233.072 -0.07
234.0798 C15H10N2O- 1 234.0799 -0.39
235.0751 C14H9N3O- 1 235.0751 -0.13
235.0875 C15H11N2O- 1 235.0877 -0.71
239.0464 C13H7N2O3- 1 239.0462 0.65
241.0618 C13H9N2O3- 1 241.0619 -0.15
244.0891 C16H10N3- 2 244.088 4.54
246.0792 C16H10N2O- 1 246.0799 -2.53
247.0876 C16H11N2O- 1 247.0877 -0.35
248.0587 C15H8N2O2- 1 248.0591 -1.88
248.0832 C15H10N3O- 2 248.0829 1.11
249.067 C15H9N2O2- 1 249.067 0.12
249.0909 C15H11N3O- 2 249.0908 0.52
249.1029 C16H13N2O- 1 249.1033 -1.71
250.0985 C15H12N3O- 1 250.0986 -0.38
251.0464 C14H7N2O3- 1 251.0462 0.65
258.1031 C17H12N3- 1 258.1037 -2.06
259.0755 C16H9N3O- 2 259.0751 1.39
259.0874 C17H11N2O- 1 259.0877 -0.99
260.0824 C16H10N3O- 1 260.0829 -2.1
260.0958 C17H12N2O- 1 260.0955 0.96
261.0665 C16H9N2O2- 1 261.067 -1.88
261.0905 C16H11N3O- 1 261.0908 -1.07
261.103 C17H13N2O- 1 261.1033 -1.44
262.0622 C15H8N3O2- 1 262.0622 0.08
262.0752 C16H10N2O2- 1 262.0748 1.69
262.0984 C16H12N3O- 1 262.0986 -0.75
263.0697 C15H9N3O2- 1 263.07 -1.12
263.0825 C16H11N2O2- 1 263.0826 -0.31
265.062 C15H9N2O3- 1 265.0619 0.32
267.0416 C14H7N2O4- 1 267.0411 1.72
271.0879 C18H11N2O- 2 271.0877 0.64
272.0833 C17H10N3O- 2 272.0829 1.49
273.0682 C17H9N2O2- 1 273.067 4.72
273.0899 C17H11N3O- 1 273.0908 -3.26
274.0748 C17H10N2O2- 1 274.0748 0.2
274.0982 C17H12N3O- 1 274.0986 -1.26
275.0829 C17H11N2O2- 1 275.0826 0.9
276.0774 C16H10N3O2- 1 276.0779 -1.56
276.0905 C17H12N2O2- 1 276.0904 0.3
276.1134 C17H14N3O- 1 276.1142 -2.92
277.0854 C16H11N3O2- 1 277.0857 -0.81
277.0986 C17H13N2O2- 1 277.0983 1.37
278.0703 C16H10N2O3- 1 278.0697 2.33
278.0935 C16H12N3O2- 2 278.0935 0
279.0775 C16H11N2O3- 1 279.0775 -0.13
280.0477 C15H8N2O4- 1 280.049 -4.38
285.0902 C18H11N3O- 1 285.0908 -1.83
286.0745 C18H10N2O2- 1 286.0748 -1
286.0986 C18H12N3O- 2 286.0986 0.16
287.0709 C17H9N3O2- 2 287.07 3.12
287.0834 C18H11N2O2- 1 287.0826 2.68
288.0775 C17H10N3O2- 1 288.0779 -1.18
288.0912 C18H12N2O2- 1 288.0904 2.72
288.1137 C18H14N3O- 1 288.1142 -1.76
289.0616 C17H9N2O3- 1 289.0619 -0.78
289.0854 C17H11N3O2- 1 289.0857 -0.92
289.0988 C18H13N2O2- 1 289.0983 1.83
290.0937 C17H12N3O2- 2 290.0935 0.83
291.0777 C17H11N2O3- 1 291.0775 0.5
291.1015 C17H13N3O2- 2 291.1013 0.67
292.0722 C16H10N3O3- 1 292.0728 -1.83
292.0858 C17H12N2O3- 1 292.0853 1.71
292.109 C17H14N3O2- 1 292.1092 -0.51
293.0568 C16H9N2O4- 1 293.0568 0
293.0939 C17H13N2O3- 1 293.0932 2.57
294.0889 C16H12N3O3- 2 294.0884 1.72
298.0982 C19H12N3O- 1 298.0986 -1.33
299.0839 C19H11N2O2- 1 299.0826 4.38
300.0769 C18H10N3O2- 1 300.0779 -3.3
300.0908 C19H12N2O2- 1 300.0904 1.28
301.0849 C18H11N3O2- 1 301.0857 -2.51
301.0986 C19H13N2O2- 1 301.0983 1.22
302.0934 C18H12N3O2- 2 302.0935 -0.23
303.078 C18H11N2O3- 1 303.0775 1.56
303.1008 C18H13N3O2- 1 303.1013 -1.67
304.0711 C14H12N2O6- 1 304.0701 3.4
304.0865 C18H12N2O3- 2 304.0853 3.91
304.1091 C18H14N3O2- 2 304.1092 0
305.0796 C17H11N3O3- 1 305.0806 -3.31
305.094 C18H13N2O3- 1 305.0932 2.87
306.0885 C17H12N3O3- 2 306.0884 0.15
308.1043 C17H14N3O3- 2 308.1041 0.83
309.0747 C16H11N3O4- 1 309.0755 -2.54
313.0854 C19H11N3O2- 1 313.0857 -0.78
314.0935 C19H12N3O2- 2 314.0935 -0.13
315.078 C19H11N2O3- 1 315.0775 1.6
316.0706 C15H12N2O6- 1 316.0701 1.63
316.0863 C19H12N2O3- 1 316.0853 3
316.1093 C19H14N3O2- 2 316.1092 0.38
317.057 C18H9N2O4- 1 317.0568 0.66
317.0936 C19H13N2O3- 1 317.0932 1.5
318.0639 C18H10N2O4- 1 318.0646 -2.34
318.087 C15H14N2O6- 2 318.0857 3.85
318.103 C22H12N3- 2 318.1037 -2.08
319.0738 C18H11N2O4- 2 319.0724 4.2
320.0674 C17H10N3O4- 1 320.0677 -1
320.1038 C18H14N3O3- 1 320.1041 -0.92
328.1078 C20H14N3O2- 2 328.1092 -4.21
329.0941 C20H13N2O3- 1 329.0932 2.93
330.0884 C19H12N3O3- 2 330.0884 0.02
331.0722 C19H11N2O4- 1 331.0724 -0.54
331.096 C19H13N3O3- 2 331.0962 -0.85
332.0807 C19H12N2O4- 1 332.0803 1.34
332.104 C19H14N3O3- 2 332.1041 -0.14
333.0887 C19H13N2O4- 1 333.0881 1.95
333.1117 C19H15N3O3- 2 333.1119 -0.63
334.0836 C18H12N3O4- 2 334.0833 0.9
334.1189 C19H16N3O3- 1 334.1197 -2.41
340.1091 C21H14N3O2- 2 340.1092 -0.21
342.0884 C20H12N3O3- 2 342.0884 -0.16
343.0725 C20H11N2O4- 1 343.0724 0.17
343.096 C20H13N3O3- 2 343.0962 -0.82
344.066 C19H10N3O4- 2 344.0677 -4.82
344.0821 C23H10N3O- 1 344.0829 -2.34
344.1041 C20H14N3O3- 2 344.1041 0.04
345.0895 C20H13N2O4- 2 345.0881 4
346.0816 C16H14N2O7- 1 346.0806 2.69
347.1042 C20H15N2O4- 1 347.1037 1.35
356.1045 C21H14N3O3- 2 356.1041 1.14
358.0832 C20H12N3O4- 2 358.0833 -0.45
358.1188 C18H18N2O6- 2 358.117 4.87
359.0909 C20H13N3O4- 2 359.0912 -0.65
360.0989 C20H14N3O4- 2 360.099 -0.11
361.1069 C20H15N3O4- 2 361.1068 0.21
362.1147 C20H16N3O4- 2 362.1146 0.08
369.0882 C22H13N2O4- 1 369.0881 0.32
370.0839 C21H12N3O4- 2 370.0833 1.43
370.1186 C22H16N3O3- 2 370.1197 -2.96
371.1047 C22H15N2O4- 2 371.1037 2.72
372.0989 C21H14N3O4- 2 372.099 -0.27
373.1057 C21H15N3O4- 2 373.1068 -2.93
374.1131 C21H16N3O4- 2 374.1146 -4.17
382.1199 C23H16N3O3- 2 382.1197 0.41
386.0778 C21H12N3O5- 2 386.0782 -1.05
386.1145 C22H16N3O4- 2 386.1146 -0.28
388.0924 C21H14N3O5- 2 388.0939 -3.85
412.1299 C24H18N3O4- 2 412.1303 -0.87
423.137 C26H19N2O4- 3 423.135 4.56
424.1295 C25H18N3O4- 2 424.1303 -1.89
PK$NUM_PEAK: 178
PK$PEAK: m/z int. rel.int.
55.0189 9046.4 25
57.0345 16470.7 45
59.0138 257498.9 715
65.0144 1973.9 5
65.0396 3187.9 8
65.9985 12327.4 34
66.035 2764.9 7
68.9983 2921.9 8
71.0139 29396.4 81
79.0553 4538.5 12
81.0345 7868 21
83.0502 22946.8 63
85.0295 3971.2 11
95.0503 2112.9 5
97.0658 2485.4 6
104.0506 1969.1 5
105.071 10228.3 28
107.0378 3752.8 10
107.0502 15183.3 42
108.0455 39081.3 108
121.0534 14578.6 40
121.0659 49058.4 136
123.0815 21410.4 59
125.0607 3882.9 10
131.0613 2128.5 5
134.0612 2627.2 7
136.0768 32483 90
155.0376 4366.4 12
156.0566 23962.3 66
183.0332 1871.8 5
200.035 3485.3 9
221.0722 2465 6
222.0668 2263.3 6
223.0514 2544.2 7
224.0356 4043.6 11
226.0506 3417.4 9
231.093 3481.5 9
232.0877 2077.6 5
233.072 3175.9 8
234.0798 2493 6
235.0751 19056.9 52
235.0875 14156.7 39
239.0464 2734.5 7
241.0618 17897.5 49
244.0891 3103.8 8
246.0792 8111.9 22
247.0876 16185.9 44
248.0587 2509.9 6
248.0832 20033 55
249.067 10874.5 30
249.0909 47213.6 131
249.1029 6991.3 19
250.0985 27028.7 75
251.0464 9239.8 25
258.1031 4407 12
259.0755 2939.1 8
259.0874 13750 38
260.0824 10666.1 29
260.0958 9915.1 27
261.0665 9184.7 25
261.0905 13692.4 38
261.103 6258.3 17
262.0622 3396.8 9
262.0752 36992 102
262.0984 58221.8 161
263.0697 45872.9 127
263.0825 31025.6 86
265.062 16941.8 47
267.0416 4244.2 11
271.0879 3093.1 8
272.0833 10185.3 28
273.0682 2696.9 7
273.0899 7894.8 21
274.0748 7193.9 19
274.0982 4325.4 12
275.0829 28384.5 78
276.0774 46607.1 129
276.0905 48198.7 133
276.1134 19350.1 53
277.0854 192428.9 534
277.0986 31013.6 86
278.0703 5528.9 15
278.0935 47817.7 132
279.0775 74661.5 207
280.0477 2226.8 6
285.0902 8110.4 22
286.0745 7521.8 20
286.0986 49262.1 136
287.0709 4100.3 11
287.0834 26462.6 73
288.0775 30879.5 85
288.0912 5556.6 15
288.1137 21515.7 59
289.0616 9207.1 25
289.0854 53396.6 148
289.0988 14385.8 39
290.0937 69399.8 192
291.0777 17021.3 47
291.1015 6624.4 18
292.0722 10197.6 28
292.0858 8387.4 23
292.109 18073.2 50
293.0568 7829.3 21
293.0939 4247.1 11
294.0889 14957.8 41
298.0982 4622.5 12
299.0839 3486.9 9
300.0769 9386 26
300.0908 7487.5 20
301.0849 11808 32
301.0986 11187.5 31
302.0934 22325.4 61
303.078 20100.6 55
303.1008 12041.8 33
304.0711 30253.6 84
304.0865 11448.4 31
304.1091 130083.7 361
305.0796 9301.1 25
305.094 54668.3 151
306.0885 177389.1 492
308.1043 17401.3 48
309.0747 2069.8 5
313.0854 9857.6 27
314.0935 53368.2 148
315.078 46927.4 130
316.0706 37194.4 103
316.0863 14875.1 41
316.1093 12329 34
317.057 2995.5 8
317.0936 15049.2 41
318.0639 8833.7 24
318.087 8676.1 24
318.103 5623.6 15
319.0738 14785 41
320.0674 2631.8 7
320.1038 3653.1 10
328.1078 3149.7 8
329.0941 40956.2 113
330.0884 359766.4 999
331.0722 62957.4 174
331.096 16014 44
332.0807 17575.6 48
332.104 146857.2 407
333.0887 63687.2 176
333.1117 11281 31
334.0836 46675.7 129
334.1189 21695.4 60
340.1091 3699.7 10
342.0884 17675.1 49
343.0725 20203.7 56
343.096 32711.1 90
344.066 9573.7 26
344.0821 7790.1 21
344.1041 10741.6 29
345.0895 80265.5 222
346.0816 18942.9 52
347.1042 75133.4 208
356.1045 3850.2 10
358.0832 60086.8 166
358.1188 3522 9
359.0909 112784.9 313
360.0989 236882.5 657
361.1069 9377 26
362.1147 30731.1 85
369.0882 2612.3 7
370.0839 11808.4 32
370.1186 2734.7 7
371.1047 16639.9 46
372.0989 18159.4 50
373.1057 3108.9 8
374.1131 8648.3 24
382.1199 2200.4 6
386.0778 16378.7 45
386.1145 3612 10
388.0924 4232.9 11
412.1299 2847.6 7
423.137 2778.2 7
424.1295 2940.7 8
//
