ACCESSION: MSBNK-Eawag-EQ369359
RECORD_TITLE: Rifaximin; LC-ESI-QFT; MS2; CE: 180; 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 180 (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: splash10-066r-9740000000-312b4dcea959e730efce
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0188 C3H3O- 1 55.0189 -2.15
59.0138 C2H3O2- 1 59.0139 -0.22
63.024 C5H3- 1 63.024 -0.06
64.0067 C3N2- 1 64.0067 -0.42
65.0145 C3HN2- 1 65.0145 -0.18
65.0395 C5H5- 1 65.0397 -2.52
65.9985 C3NO- 1 65.9985 0.19
68.9983 C3HO2- 1 68.9982 1.99
71.0139 C3H3O2- 1 71.0139 0.52
74.0038 C5N- 1 74.0036 2.4
79.0189 C5H3O- 1 79.0189 -0.48
89.0145 C5HN2- 1 89.0145 -0.02
90.0348 C6H4N- 1 90.0349 -1.03
104.0504 C7H6N- 1 104.0506 -1.56
105.0455 C6H5N2- 1 105.0458 -2.87
107.0616 C6H7N2- 1 107.0615 1.01
108.0455 C6H6NO- 1 108.0455 0.3
114.0349 C8H4N- 1 114.0349 -0.2
115.0301 C7H3N2- 1 115.0302 -0.28
118.03 C7H4NO- 1 118.0298 1.12
121.0658 C8H9O- 1 121.0659 -0.9
128.0505 C9H6N- 1 128.0506 -0.88
129.0462 C8H5N2- 1 129.0458 3.01
139.0302 C9H3N2- 1 139.0302 0.06
141.046 C9H5N2- 1 141.0458 1.12
142.0298 C9H4NO- 1 142.0298 -0.26
144.0454 C9H6NO- 1 144.0455 -0.68
155.0377 C10H5NO- 1 155.0377 0.31
155.0614 C10H7N2- 1 155.0615 -0.4
156.0454 C10H6NO- 1 156.0455 -0.82
156.0567 C9H6N3- 1 156.0567 -0.07
157.0403 C9H5N2O- 1 157.0407 -2.78
168.0453 C11H6NO- 1 168.0455 -1.12
169.0406 C10H5N2O- 1 169.0407 -0.57
170.0244 C10H4NO2- 1 170.0248 -2.13
180.0329 C11H4N2O- 1 180.0329 -0.29
180.0565 C11H6N3- 1 180.0567 -1
184.0403 C11H6NO2- 1 184.0404 -0.55
191.0613 C13H7N2- 1 191.0615 -1
193.0405 C12H5N2O- 1 193.0407 -1.22
196.0404 C12H6NO2- 1 196.0404 -0.11
200.0352 C11H6NO3- 1 200.0353 -0.33
205.0772 C14H9N2- 1 205.0771 0.23
206.0476 C13H6N2O- 1 206.0486 -4.62
207.0561 C13H7N2O- 1 207.0564 -1.19
209.0356 C12H5N2O2- 1 209.0357 -0.05
216.0561 C14H6N3- 1 216.0567 -2.83
218.0722 C14H8N3- 1 218.0724 -0.88
219.0563 C14H7N2O- 1 219.0564 -0.21
219.0805 C14H9N3- 2 219.0802 1.39
230.0724 C15H8N3- 1 230.0724 0.04
231.0805 C15H9N3- 2 231.0802 1.36
232.0639 C15H8N2O- 1 232.0642 -1.17
232.0877 C15H10N3- 1 232.088 -1.17
233.0718 C15H9N2O- 1 233.072 -1.19
237.0302 C13H5N2O3- 1 237.0306 -1.58
244.088 C16H10N3- 1 244.088 -0.09
246.0667 C15H8N3O- 1 246.0673 -2.34
246.0795 C16H10N2O- 1 246.0799 -1.35
247.0874 C16H11N2O- 1 247.0877 -1.2
249.0667 C15H9N2O2- 1 249.067 -0.93
258.0673 C16H8N3O- 1 258.0673 0.02
259.0753 C16H9N3O- 2 259.0751 0.77
259.088 C17H11N2O- 1 259.0877 1.36
260.0823 C16H10N3O- 1 260.0829 -2.33
271.0751 C17H9N3O- 2 271.0751 0.07
272.0827 C17H10N3O- 1 272.0829 -0.87
275.0831 C17H11N2O2- 1 275.0826 1.92
285.0915 C18H11N3O- 2 285.0908 2.56
287.0699 C17H9N3O2- 1 287.07 -0.4
PK$NUM_PEAK: 70
PK$PEAK: m/z int. rel.int.
55.0188 11029.8 231
59.0138 47666.2 999
63.024 1742.3 36
64.0067 20241.9 424
65.0145 14080.1 295
65.0395 2575.7 53
65.9985 46866.2 982
68.9983 1775.1 37
71.0139 8838 185
74.0038 2790 58
79.0189 1938.1 40
89.0145 2621.2 54
90.0348 2086.9 43
104.0504 8625.4 180
105.0455 2801.2 58
107.0616 2349.2 49
108.0455 4008.7 84
114.0349 10082 211
115.0301 9080.6 190
118.03 2198.9 46
121.0658 2536.7 53
128.0505 1990 41
129.0462 2875.9 60
139.0302 8677.9 181
141.046 10010 209
142.0298 3043.8 63
144.0454 2392.8 50
155.0377 3119.7 65
155.0614 7178.8 150
156.0454 2236.1 46
156.0567 14724.6 308
157.0403 2376.8 49
168.0453 2117.9 44
169.0406 9976.9 209
170.0244 2284.1 47
180.0329 2383.6 49
180.0565 8006.5 167
184.0403 3332.4 69
191.0613 2704.5 56
193.0405 3486.7 73
196.0404 2882.8 60
200.0352 3312.1 69
205.0772 6827.6 143
206.0476 2096 43
207.0561 1730.3 36
209.0356 3379.5 70
216.0561 1951.9 40
218.0722 1832.8 38
219.0563 3208.5 67
219.0805 1829.4 38
230.0724 2865.2 60
231.0805 2482.4 52
232.0639 2687.6 56
232.0877 3373.3 70
233.0718 4011.2 84
237.0302 2284.3 47
244.088 2775.6 58
246.0667 3806.5 79
246.0795 2534.5 53
247.0874 3863.1 80
249.0667 3483.9 73
258.0673 3372.4 70
259.0753 3405.6 71
259.088 1778.7 37
260.0823 3053.7 64
271.0751 2345.3 49
272.0827 2615.8 54
275.0831 2150.8 45
285.0915 2105.1 44
287.0699 3934 82
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