ACCESSION: MSBNK-Eawag-EQ369358
RECORD_TITLE: Rifaximin; LC-ESI-QFT; MS2; CE: 150; 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 150 (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-9550000000-3ac2a376de60acde0cae
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0189 C3H3O- 1 55.0189 -1.6
59.0138 C2H3O2- 1 59.0139 -0.56
63.0239 C5H3- 1 63.024 -1.8
64.0067 C3N2- 1 64.0067 -0.26
65.0032 C4HO- 1 65.0033 -1.51
65.0145 C3HN2- 1 65.0145 -0.33
65.0397 C5H5- 1 65.0397 -0.06
65.9985 C3NO- 1 65.9985 0.04
71.0138 C3H3O2- 1 71.0139 -0.6
74.0037 C5N- 1 74.0036 0.64
89.0144 C5HN2- 1 89.0145 -1.14
90.0348 C6H4N- 1 90.0349 -1.36
93.0345 C6H5O- 1 93.0346 -1.06
104.0506 C7H6N- 1 104.0506 -0.12
105.0455 C6H5N2- 1 105.0458 -2.97
108.0453 C6H6NO- 1 108.0455 -1.73
114.0349 C8H4N- 1 114.0349 -0.64
115.0299 C7H3N2- 1 115.0302 -1.93
128.0504 C9H6N- 1 128.0506 -1.43
129.0458 C8H5N2- 1 129.0458 -0.17
139.0302 C9H3N2- 1 139.0302 0.28
140.0507 C10H6N- 1 140.0506 0.69
141.0456 C9H5N2- 1 141.0458 -1.64
144.0457 C9H6NO- 1 144.0455 1.55
155.0379 C10H5NO- 1 155.0377 1.4
155.0615 C10H7N2- 1 155.0615 0.18
156.0457 C10H6NO- 1 156.0455 1.62
156.0566 C9H6N3- 1 156.0567 -0.52
168.0456 C11H6NO- 1 168.0455 0.55
169.0404 C10H5N2O- 1 169.0407 -1.75
170.0244 C10H4NO2- 1 170.0248 -1.83
180.0565 C11H6N3- 1 180.0567 -0.95
183.0322 C11H5NO2- 1 183.0326 -1.84
191.0617 C13H7N2- 1 191.0615 1.4
193.0405 C12H5N2O- 1 193.0407 -1.38
196.0399 C12H6NO2- 1 196.0404 -2.36
200.0355 C11H6NO3- 1 200.0353 0.82
205.0766 C14H9N2- 1 205.0771 -2.35
207.0563 C13H7N2O- 1 207.0564 -0.66
209.0349 C12H5N2O2- 1 209.0357 -3.45
216.0573 C14H6N3- 2 216.0567 2.54
218.0723 C14H8N3- 1 218.0724 -0.37
219.0559 C14H7N2O- 1 219.0564 -2.36
219.0802 C14H9N3- 1 219.0802 -0.16
220.0641 C14H8N2O- 1 220.0642 -0.69
220.0876 C14H10N3- 1 220.088 -1.73
229.0644 C15H7N3- 1 229.0645 -0.77
230.0719 C15H8N3- 1 230.0724 -1.83
231.0553 C15H7N2O- 1 231.0564 -4.66
231.0799 C15H9N3- 1 231.0802 -1.41
232.0636 C15H8N2O- 1 232.0642 -2.55
232.088 C15H10N3- 1 232.088 -0.26
233.0712 C15H9N2O- 1 233.072 -3.67
237.0294 C13H5N2O3- 1 237.0306 -4.92
246.0669 C15H8N3O- 1 246.0673 -1.53
246.0793 C16H10N2O- 1 246.0799 -2.4
247.0873 C16H11N2O- 1 247.0877 -1.69
249.0669 C15H9N2O2- 1 249.067 -0.33
251.0458 C14H7N2O3- 1 251.0462 -1.74
257.072 C17H9N2O- 2 257.072 -0.3
258.067 C16H8N3O- 1 258.0673 -0.95
259.0749 C16H9N3O- 1 259.0751 -0.85
261.0907 C16H11N3O- 1 261.0908 -0.27
272.084 C17H10N3O- 2 272.0829 3.84
275.0828 C17H11N2O2- 1 275.0826 0.8
287.0698 C17H9N3O2- 1 287.07 -0.82
PK$NUM_PEAK: 66
PK$PEAK: m/z int. rel.int.
55.0189 3664.8 67
59.0138 53952.4 999
63.0239 1519.6 28
64.0067 24382.7 451
65.0032 1580.2 29
65.0145 8835.7 163
65.0397 2184.2 40
65.9985 49822 922
71.0138 7391.4 136
74.0037 3943.3 73
89.0144 2275.7 42
90.0348 3675.4 68
93.0345 2139.7 39
104.0506 7236.3 133
105.0455 1649.4 30
108.0453 10842.3 200
114.0349 7799.5 144
115.0299 1920.8 35
128.0504 3277.8 60
129.0458 3155.1 58
139.0302 3736.3 69
140.0507 2414.9 44
141.0456 9018.4 166
144.0457 3425 63
155.0379 2324.8 43
155.0615 7143.1 132
156.0457 2897.5 53
156.0566 9334.4 172
168.0456 3180.5 58
169.0404 7257.1 134
170.0244 2077.8 38
180.0565 7171.4 132
183.0322 3726.3 68
191.0617 1898.2 35
193.0405 3170.2 58
196.0399 3762.6 69
200.0355 2631.5 48
205.0766 7568.9 140
207.0563 2909.8 53
209.0349 3500.8 64
216.0573 2999.4 55
218.0723 3531.4 65
219.0559 2527.7 46
219.0802 2400.4 44
220.0641 2666.7 49
220.0876 2522.5 46
229.0644 2217.2 41
230.0719 2449.1 45
231.0553 2263.2 41
231.0799 2095.9 38
232.0636 2710.6 50
232.088 3038.8 56
233.0712 6292.8 116
237.0294 1667.8 30
246.0669 3144.7 58
246.0793 3142.1 58
247.0873 7120.3 131
249.0669 1901.7 35
251.0458 2425.5 44
257.072 6206.5 114
258.067 3784.4 70
259.0749 2783.4 51
261.0907 1939.2 35
272.084 2611 48
275.0828 2116.4 39
287.0698 2067.3 38
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