ACCESSION: MSBNK-Eawag-EQ369357
RECORD_TITLE: Rifaximin; LC-ESI-QFT; MS2; CE: 120; 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 120 (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: splash10-0aor-9670000000-87aeaa462b24f5a0d1aa
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0188 C3H3O- 1 55.0189 -1.79
59.0138 C2H3O2- 1 59.0139 -0.56
64.0067 C3N2- 1 64.0067 -0.26
65.0032 C4HO- 1 65.0033 -0.74
65.0145 C3HN2- 1 65.0145 -0.02
65.0396 C5H5- 1 65.0397 -0.52
65.9985 C3NO- 1 65.9985 -0.26
66.035 C4H4N- 1 66.0349 1.02
68.9982 C3HO2- 1 68.9982 -0.19
71.0139 C3H3O2- 1 71.0139 0.8
74.0036 C5N- 1 74.0036 -0.71
79.0188 C5H3O- 1 79.0189 -1.37
79.0554 C6H7- 1 79.0553 0.71
89.0146 C5HN2- 1 89.0145 0.77
90.0348 C6H4N- 1 90.0349 -1.36
104.0505 C7H6N- 1 104.0506 -0.6
105.0457 C6H5N2- 1 105.0458 -1.06
108.0455 C6H6NO- 1 108.0455 -0.07
114.0349 C8H4N- 1 114.0349 0.15
115.0301 C7H3N2- 1 115.0302 -0.45
118.0299 C7H4NO- 1 118.0298 0.28
121.0661 C8H9O- 1 121.0659 2.16
128.0505 C9H6N- 1 128.0506 -0.65
129.0459 C8H5N2- 1 129.0458 0.53
139.0302 C9H3N2- 1 139.0302 0.13
140.0506 C10H6N- 1 140.0506 0.41
141.0458 C9H5N2- 1 141.0458 -0.3
142.0301 C9H4NO- 1 142.0298 1.71
144.0453 C9H6NO- 1 144.0455 -1.65
155.0614 C10H7N2- 1 155.0615 -0.33
156.0452 C10H6NO- 1 156.0455 -1.71
156.0566 C9H6N3- 1 156.0567 -0.84
157.0406 C9H5N2O- 1 157.0407 -0.87
168.0455 C11H6NO- 1 168.0455 0.19
169.0409 C10H5N2O- 1 169.0407 0.67
180.0323 C11H4N2O- 1 180.0329 -3.34
180.057 C11H6N3- 1 180.0567 1.27
184.0402 C11H6NO2- 1 184.0404 -0.99
193.0408 C12H5N2O- 1 193.0407 0.49
196.0402 C12H6NO2- 1 196.0404 -0.98
197.0356 C11H5N2O2- 1 197.0357 -0.46
200.0347 C11H6NO3- 1 200.0353 -2.88
205.0768 C14H9N2- 1 205.0771 -1.72
206.0485 C13H6N2O- 1 206.0486 -0.44
209.0353 C12H5N2O2- 1 209.0357 -1.44
216.0558 C14H6N3- 1 216.0567 -4.35
217.0764 C15H9N2- 1 217.0771 -3.14
219.0564 C14H7N2O- 1 219.0564 0.02
221.0719 C14H9N2O- 1 221.072 -0.66
222.0438 C13H6N2O2- 1 222.0435 1.59
229.0654 C15H7N3- 2 229.0645 3.55
230.0719 C15H8N3- 1 230.0724 -2
231.0575 C15H7N2O- 1 231.0564 4.95
231.0804 C15H9N3- 2 231.0802 1.06
231.0924 C16H11N2- 1 231.0928 -1.61
232.0644 C15H8N2O- 1 232.0642 0.68
232.0882 C15H10N3- 1 232.088 0.6
233.072 C15H9N2O- 1 233.072 -0.33
235.0513 C14H7N2O2- 1 235.0513 0.17
235.0877 C15H11N2O- 1 235.0877 0.14
245.0602 C17H9O2- 2 245.0608 -2.54
245.0725 C16H9N2O- 1 245.072 2.01
246.0676 C15H8N3O- 2 246.0673 1.44
246.0801 C16H10N2O- 1 246.0799 1.13
247.0756 C15H9N3O- 2 247.0751 2.1
247.0876 C16H11N2O- 1 247.0877 -0.39
248.0588 C15H8N2O2- 1 248.0591 -1.19
248.0833 C15H10N3O- 2 248.0829 1.47
249.0674 C15H9N2O2- 1 249.067 1.76
256.0874 C17H10N3- 1 256.088 -2.42
257.0719 C17H9N2O- 2 257.072 -0.45
258.0665 C16H8N3O- 1 258.0673 -2.97
259.0747 C16H9N3O- 1 259.0751 -1.47
259.0874 C17H11N2O- 1 259.0877 -1.11
260.0826 C16H10N3O- 1 260.0829 -1.48
261.0664 C16H9N2O2- 1 261.067 -2.11
272.0833 C17H10N3O- 2 272.0829 1.27
273.0674 C17H9N2O2- 1 273.067 1.57
276.0781 C16H10N3O2- 2 276.0779 0.76
287.0695 C17H9N3O2- 1 287.07 -1.79
288.0781 C17H10N3O2- 2 288.0779 1.04
300.0768 C18H10N3O2- 1 300.0779 -3.5
330.088 C19H12N3O3- 1 330.0884 -1.29
PK$NUM_PEAK: 83
PK$PEAK: m/z int. rel.int.
55.0188 11168.3 174
59.0138 64040.7 999
64.0067 25218.7 393
65.0032 1740.3 27
65.0145 10245.9 159
65.0396 2715.8 42
65.9985 38944 607
66.035 3002.4 46
68.9982 2616.7 40
71.0139 10732.3 167
74.0036 2457.9 38
79.0188 2190.2 34
79.0554 2191.4 34
89.0146 3362.9 52
90.0348 3202.3 49
104.0505 8039.2 125
105.0457 2749.4 42
108.0455 9515 148
114.0349 9515.9 148
115.0301 3562.8 55
118.0299 2324.6 36
121.0661 3116 48
128.0505 2824.9 44
129.0459 3368.1 52
139.0302 2485.1 38
140.0506 3075.9 47
141.0458 8862.6 138
142.0301 1940 30
144.0453 6392.7 99
155.0614 3801.5 59
156.0452 2474.4 38
156.0566 17250.8 269
157.0406 3612.2 56
168.0455 3018.1 47
169.0409 10589.3 165
180.0323 2125.2 33
180.057 3269.1 50
184.0402 2698.9 42
193.0408 4219.8 65
196.0402 3935.9 61
197.0356 1617.8 25
200.0347 3625.7 56
205.0768 6726.9 104
206.0485 2341.1 36
209.0353 3371.6 52
216.0558 2073.2 32
217.0764 2346.5 36
219.0564 7970.6 124
221.0719 2440.9 38
222.0438 1695.2 26
229.0654 2145.4 33
230.0719 3634.4 56
231.0575 1604.5 25
231.0804 3732.9 58
231.0924 2139.1 33
232.0644 2852.6 44
232.0882 3759.6 58
233.072 8852.8 138
235.0513 2651 41
235.0877 1989.3 31
245.0602 1724.6 26
245.0725 3083.5 48
246.0676 4134.4 64
246.0801 6479.1 101
247.0756 1805.1 28
247.0876 9368 146
248.0588 1712.2 26
248.0833 3024.5 47
249.0674 2370.2 36
256.0874 2155.4 33
257.0719 3066.7 47
258.0665 2894.3 45
259.0747 7177.9 111
259.0874 2902.1 45
260.0826 3650.5 56
261.0664 2231.3 34
272.0833 6561 102
273.0674 2034.3 31
276.0781 2763.8 43
287.0695 6000.5 93
288.0781 3335.3 52
300.0768 3464.4 54
330.088 4015.2 62
//
