ACCESSION: MSBNK-Eawag-EQ369354
RECORD_TITLE: Rifaximin; LC-ESI-QFT; MS2; CE: 60; 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 60 (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: splash10-08fr-0019000000-907eb045de5ec616cd9f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0188 C3H3O- 1 55.0189 -2.51
57.0345 C3H5O- 1 57.0346 -1.02
59.0138 C2H3O2- 1 59.0139 -0.22
65.0397 C5H5- 1 65.0397 1.02
65.9986 C3NO- 1 65.9985 1.1
71.0138 C3H3O2- 1 71.0139 -0.89
81.0346 C5H5O- 1 81.0346 -0.35
83.0502 C5H7O- 1 83.0502 -0.22
85.0295 C4H5O2- 1 85.0295 -0.27
93.0709 C7H9- 1 93.071 -0.47
95.0504 C6H7O- 1 95.0502 2.02
97.0657 C6H9O- 1 97.0659 -1.53
105.071 C8H9- 1 105.071 -0.04
106.0425 C7H6O- 1 106.0424 1.19
107.0376 C6H5NO- 1 107.0377 -0.58
107.0503 C7H7O- 1 107.0502 0.39
108.0456 C6H6NO- 1 108.0455 0.67
111.0452 C6H7O2- 1 111.0452 0.06
121.0532 C7H7NO- 1 121.0533 -1.34
121.0659 C8H9O- 1 121.0659 -0.24
123.0815 C8H11O- 1 123.0815 0.01
125.0607 C7H9O2- 1 125.0608 -0.66
134.0615 C8H8NO- 1 134.0611 2.33
136.0767 C8H10NO- 1 136.0768 -0.64
151.0766 C9H11O2- 1 151.0765 0.71
156.0565 C9H6N3- 1 156.0567 -1.54
164.0715 C9H10NO2- 1 164.0717 -1.48
224.0357 C13H6NO3- 1 224.0353 1.89
235.0759 C14H9N3O- 2 235.0751 3.44
235.0876 C15H11N2O- 1 235.0877 -0.33
241.0617 C13H9N2O3- 1 241.0619 -0.52
247.0867 C16H11N2O- 1 247.0877 -3.79
249.091 C15H11N3O- 2 249.0908 1
250.0983 C15H12N3O- 1 250.0986 -1.26
259.0877 C17H11N2O- 1 259.0877 0.05
260.0951 C17H12N2O- 1 260.0955 -1.74
261.1028 C17H13N2O- 1 261.1033 -2.02
262.0748 C16H10N2O2- 1 262.0748 0.21
262.0983 C16H12N3O- 1 262.0986 -1.13
263.07 C15H9N3O2- 1 263.07 0.06
263.0828 C16H11N2O2- 1 263.0826 0.6
265.062 C15H9N2O3- 1 265.0619 0.32
273.0907 C17H11N3O- 1 273.0908 -0.22
274.0985 C17H12N3O- 1 274.0986 -0.49
275.0828 C17H11N2O2- 1 275.0826 0.58
276.0774 C16H10N3O2- 1 276.0779 -1.45
276.0904 C17H12N2O2- 1 276.0904 -0.24
276.1141 C17H14N3O- 1 276.1142 -0.49
277.0854 C16H11N3O2- 1 277.0857 -1.03
277.0986 C17H13N2O2- 1 277.0983 1.15
278.0704 C16H10N2O3- 1 278.0697 2.66
278.0934 C16H12N3O2- 1 278.0935 -0.32
279.0773 C16H11N2O3- 1 279.0775 -0.77
280.0491 C15H8N2O4- 1 280.049 0.41
286.0986 C18H12N3O- 2 286.0986 0.16
287.0823 C18H11N2O2- 1 287.0826 -0.94
288.0781 C17H10N3O2- 2 288.0779 0.73
288.0915 C18H12N2O2- 1 288.0904 3.69
288.1143 C18H14N3O- 2 288.1142 0.15
289.0622 C17H9N2O3- 1 289.0619 1.02
289.0845 C17H11N3O2- 1 289.0857 -4.07
289.0985 C18H13N2O2- 1 289.0983 0.86
290.0688 C17H10N2O3- 1 290.0697 -2.93
290.0935 C17H12N3O2- 2 290.0935 0.1
291.0773 C17H11N2O3- 1 291.0775 -0.78
291.1009 C17H13N3O2- 1 291.1013 -1.43
292.0715 C16H10N3O3- 2 292.0728 -4.36
292.0863 C17H12N2O3- 1 292.0853 3.39
292.1096 C17H14N3O2- 2 292.1092 1.57
293.0561 C16H9N2O4- 1 293.0568 -2.29
293.0803 C16H11N3O3- 1 293.0806 -0.95
293.0933 C17H13N2O3- 1 293.0932 0.49
294.0883 C16H12N3O3- 1 294.0884 -0.46
298.098 C19H12N3O- 1 298.0986 -2.03
299.0829 C19H11N2O2- 1 299.0826 1.13
300.0917 C19H12N2O2- 1 300.0904 4.21
302.0931 C18H12N3O2- 1 302.0935 -1.23
303.077 C18H11N2O3- 1 303.0775 -1.77
303.1003 C18H13N3O2- 1 303.1013 -3.48
304.0712 C14H12N2O6- 1 304.0701 3.6
304.0867 C18H12N2O3- 2 304.0853 4.34
304.1091 C18H14N3O2- 2 304.1092 -0.2
305.0803 C17H11N3O3- 1 305.0806 -0.92
305.0936 C18H13N2O3- 1 305.0932 1.55
306.0884 C17H12N3O3- 2 306.0884 0.05
307.0962 C17H13N3O3- 2 307.0962 -0.19
308.104 C17H14N3O3- 2 308.1041 -0.15
309.0748 C16H11N3O4- 1 309.0755 -2.25
313.0857 C19H11N3O2- 2 313.0857 0.11
314.0932 C19H12N3O2- 1 314.0935 -1.02
315.0775 C19H11N2O3- 1 315.0775 -0.15
316.0691 C15H12N2O6- 1 316.0701 -3.12
316.0859 C19H12N2O3- 1 316.0853 1.64
316.1093 C19H14N3O2- 2 316.1092 0.57
317.0553 C18H9N2O4- 2 317.0568 -4.64
317.0778 C15H13N2O6- 1 317.0779 -0.44
317.0939 C19H13N2O3- 1 317.0932 2.25
318.0645 C18H10N2O4- 1 318.0646 -0.33
318.0856 C15H14N2O6- 1 318.0857 -0.3
318.1032 C22H12N3- 2 318.1037 -1.42
319.0715 C18H11N2O4- 1 319.0724 -2.85
319.11 C19H15N2O3- 2 319.1088 3.62
320.067 C17H10N3O4- 1 320.0677 -2.12
320.1028 C18H14N3O3- 2 320.1041 -4.08
328.1086 C20H14N3O2- 1 328.1092 -1.62
329.0933 C20H13N2O3- 1 329.0932 0.41
330.0883 C19H12N3O3- 2 330.0884 -0.35
331.0722 C19H11N2O4- 1 331.0724 -0.54
331.0959 C19H13N3O3- 2 331.0962 -0.94
332.0809 C19H12N2O4- 1 332.0803 1.97
332.104 C19H14N3O3- 2 332.1041 -0.14
333.0882 C19H13N2O4- 1 333.0881 0.3
333.1117 C19H15N3O3- 2 333.1119 -0.63
334.0835 C18H12N3O4- 2 334.0833 0.54
334.1193 C19H16N3O3- 1 334.1197 -1.33
340.109 C21H14N3O2- 2 340.1092 -0.56
342.0873 C20H12N3O3- 2 342.0884 -3.29
343.0721 C20H11N2O4- 1 343.0724 -0.9
343.0959 C20H13N3O3- 2 343.0962 -1.08
344.1043 C20H14N3O3- 2 344.1041 0.65
345.0895 C20H13N2O4- 2 345.0881 4
345.1097 C17H17N2O6- 1 345.1092 1.39
346.0797 C16H14N2O7- 2 346.0806 -2.6
346.1202 C20H16N3O3- 2 346.1197 1.29
347.1038 C20H15N2O4- 1 347.1037 0.29
348.0996 C19H14N3O4- 2 348.099 1.75
356.103 C21H14N3O3- 2 356.1041 -2.91
357.0906 C24H11N3O- 2 357.0908 -0.34
358.0832 C20H12N3O4- 2 358.0833 -0.45
358.1178 C18H18N2O6- 1 358.117 2.14
359.0911 C20H13N3O4- 2 359.0912 -0.15
360.099 C20H14N3O4- 2 360.099 -0.03
361.1067 C20H15N3O4- 2 361.1068 -0.32
362.1146 C20H16N3O4- 2 362.1146 -0.16
369.0893 C22H13N2O4- 2 369.0881 3.39
370.084 C21H12N3O4- 2 370.0833 1.7
370.119 C22H16N3O3- 1 370.1197 -1.96
371.1051 C22H15N2O4- 2 371.1037 3.61
372.0981 C21H14N3O4- 2 372.099 -2.5
373.1054 C18H17N2O7- 2 373.1041 3.53
374.1143 C21H16N3O4- 2 374.1146 -0.91
376.0695 C20H12N2O6- 1 376.0701 -1.5
382.1199 C23H16N3O3- 2 382.1197 0.48
382.1563 C24H20N3O2- 2 382.1561 0.55
383.1035 C23H15N2O4- 1 383.1037 -0.5
384.1347 C23H18N3O3- 1 384.1354 -1.73
386.078 C21H12N3O5- 2 386.0782 -0.74
386.1147 C22H16N3O4- 2 386.1146 0.13
387.0854 C21H13N3O5- 1 387.0861 -1.63
388.0937 C21H14N3O5- 2 388.0939 -0.4
396.1349 C24H18N3O3- 2 396.1354 -1.25
398.113 C20H18N2O7- 2 398.1119 2.61
398.1507 C24H20N3O3- 2 398.151 -0.77
400.0947 C22H14N3O5- 2 400.0939 1.96
400.1294 C23H18N3O4- 2 400.1303 -2.17
402.109 C22H16N3O5- 2 402.1095 -1.3
410.15 C25H20N3O3- 2 410.151 -2.47
411.1343 C25H19N2O4- 2 411.135 -1.9
412.1295 C24H18N3O4- 2 412.1303 -1.92
423.1345 C26H19N2O4- 1 423.135 -1.14
424.1308 C25H18N3O4- 2 424.1303 1.27
426.1108 C26H18O6- 2 426.1109 -0.27
426.1454 C25H20N3O4- 3 426.1459 -1.36
436.1296 C26H18N3O4- 3 436.1303 -1.65
438.1097 C25H16N3O5- 2 438.1095 0.33
439.1658 C27H23N2O4- 2 439.1663 -1.19
440.1254 C25H18N3O5- 2 440.1252 0.56
452.1241 C26H18N3O5- 2 452.1252 -2.53
454.141 C26H20N3O5- 2 454.1408 0.39
466.1387 C27H20N3O5- 2 466.1408 -4.64
482.1721 C28H24N3O5- 2 482.1721 -0.2
PK$NUM_PEAK: 171
PK$PEAK: m/z int. rel.int.
55.0188 8007.2 4
57.0345 17331.3 9
59.0138 279477.4 154
65.0397 2266.7 1
65.9986 2552.1 1
71.0138 8673.1 4
81.0346 3487.8 1
83.0502 42615.7 23
85.0295 4371.8 2
93.0709 2666.2 1
95.0504 2485 1
97.0657 10557.8 5
105.071 15238.6 8
106.0425 4176.2 2
107.0376 8318.4 4
107.0503 16866.7 9
108.0456 20226.1 11
111.0452 5137.1 2
121.0532 10285.9 5
121.0659 80825.2 44
123.0815 96258.4 53
125.0607 26123.7 14
134.0615 2724.7 1
136.0767 72323.4 39
151.0766 3392.6 1
156.0565 3339.9 1
164.0715 2586 1
224.0357 2956.3 1
235.0759 3669.2 2
235.0876 2294.6 1
241.0617 4514.3 2
247.0867 2733.5 1
249.091 38555.5 21
250.0983 9278 5
259.0877 3686.7 2
260.0951 2929.8 1
261.1028 3017.3 1
262.0748 11606.5 6
262.0983 17610.1 9
263.07 27129.3 14
263.0828 15954.5 8
265.062 7930.3 4
273.0907 2664.7 1
274.0985 4004.3 2
275.0828 12322.6 6
276.0774 16360.1 9
276.0904 46570.1 25
276.1141 4990.1 2
277.0854 212871.6 117
277.0986 42359.2 23
278.0704 6394 3
278.0934 24870.4 13
279.0773 63268.9 34
280.0491 8515.1 4
286.0986 15639.1 8
287.0823 10140.5 5
288.0781 17796.1 9
288.0915 3835.1 2
288.1143 26525.8 14
289.0622 2981.9 1
289.0845 30752.1 16
289.0985 14468.2 7
290.0688 3933.9 2
290.0935 47495.6 26
291.0773 14065.2 7
291.1009 46728.5 25
292.0715 2926.1 1
292.0863 18567.2 10
292.1096 32455.3 17
293.0561 3373.1 1
293.0803 14216.4 7
293.0933 11217.7 6
294.0883 32304.9 17
298.098 3075 1
299.0829 3427 1
300.0917 3362 1
302.0931 2666.3 1
303.077 11629.4 6
303.1003 4848.7 2
304.0712 31370.2 17
304.0867 11112.6 6
304.1091 165602.8 91
305.0803 58689.6 32
305.0936 38719.7 21
306.0884 253329.8 140
307.0962 27538.3 15
308.104 101609.2 56
309.0748 11862.4 6
313.0857 8587.8 4
314.0932 47469.1 26
315.0775 28898.1 15
316.0691 21113 11
316.0859 15512.6 8
316.1093 27494.4 15
317.0553 2805.4 1
317.0778 27746.5 15
317.0939 15423.5 8
318.0645 8136 4
318.0856 20773.5 11
318.1032 4712 2
319.0715 10933.6 6
319.11 68298.2 37
320.067 18313.4 10
320.1028 15696.6 8
328.1086 3117.9 1
329.0933 56298.9 31
330.0883 264447.6 146
331.0722 39029.3 21
331.0959 38346.5 21
332.0809 35760.7 19
332.104 406662.4 224
333.0882 159687.4 88
333.1117 121275.7 67
334.0835 106890.7 59
334.1193 58595.6 32
340.109 3595.4 1
342.0873 28740.3 15
343.0721 21788.7 12
343.0959 35812.6 19
344.1043 22195 12
345.0895 110003.8 60
345.1097 6543.5 3
346.0797 26530.1 14
346.1202 22463.4 12
347.1038 856896.4 473
348.0996 3515.9 1
356.103 19159.9 10
357.0906 3686.4 2
358.0832 80911.6 44
358.1178 21144.3 11
359.0911 620205.1 342
360.099 1807412 999
361.1067 165056.4 91
362.1146 235686.1 130
369.0893 3146.4 1
370.084 3444.8 1
370.119 18433.8 10
371.1051 48630.7 26
372.0981 37503.8 20
373.1054 41457.7 22
374.1143 44447.7 24
376.0695 3692.3 2
382.1199 5275.4 2
382.1563 4349.3 2
383.1035 7540 4
384.1347 3985.5 2
386.078 97225 53
386.1147 12015.5 6
387.0854 12019.2 6
388.0937 82053.3 45
396.1349 13985.1 7
398.113 5122 2
398.1507 2801.9 1
400.0947 4618.8 2
400.1294 3540.6 1
402.109 12464.8 6
410.15 23098.8 12
411.1343 4320.6 2
412.1295 2511.8 1
423.1345 4798.4 2
424.1308 4810.7 2
426.1108 4986.4 2
426.1454 17084.1 9
436.1296 11284.6 6
438.1097 16580.5 9
439.1658 3290.6 1
440.1254 10432.6 5
452.1241 12926.5 7
454.141 92651.1 51
466.1387 3567 1
482.1721 4044.9 2
//
