ACCESSION: MSBNK-Eawag-EQ369353
RECORD_TITLE: Rifaximin; LC-ESI-QFT; MS2; CE: 45; 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 45 (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: splash10-03di-0009000000-51c24f8f2118d045dce3
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
57.0346 C3H5O- 1 57.0346 -0.5
59.0138 C2H3O2- 1 59.0139 -0.05
83.0502 C5H7O- 1 83.0502 -0.58
85.0294 C4H5O2- 1 85.0295 -0.74
97.0659 C6H9O- 1 97.0659 -0.19
105.071 C8H9- 1 105.071 0.06
107.0503 C7H7O- 1 107.0502 0.11
108.0454 C6H6NO- 1 108.0455 -1.18
111.0452 C6H7O2- 1 111.0452 0.69
121.0534 C7H7NO- 1 121.0533 0.48
121.0659 C8H9O- 1 121.0659 -0.07
123.0816 C8H11O- 1 123.0815 0.26
125.0607 C7H9O2- 1 125.0608 -0.66
136.0767 C8H10NO- 1 136.0768 -0.64
151.0764 C9H11O2- 1 151.0765 -0.48
164.0717 C9H10NO2- 1 164.0717 -0.32
277.0855 C16H11N3O2- 1 277.0857 -0.7
277.0987 C17H13N2O2- 1 277.0983 1.58
279.0787 C16H11N2O3- 1 279.0775 4.24
290.0936 C17H12N3O2- 2 290.0935 0.21
291.1013 C17H13N3O2- 2 291.1013 -0.05
292.0854 C17H12N2O3- 1 292.0853 0.34
292.1102 C17H14N3O2- 2 292.1092 3.66
293.0793 C16H11N3O3- 2 293.0806 -4.37
293.0933 C17H13N2O3- 1 293.0932 0.59
294.089 C16H12N3O3- 2 294.0884 2.02
304.1091 C18H14N3O2- 2 304.1092 0
305.0798 C17H11N3O3- 1 305.0806 -2.52
306.0884 C17H12N3O3- 2 306.0884 -0.08
307.0963 C17H13N3O3- 2 307.0962 0.1
308.1041 C17H14N3O3- 2 308.1041 0.15
309.076 C16H11N3O4- 2 309.0755 1.51
317.0939 C19H13N2O3- 1 317.0932 2.38
318.0864 C15H14N2O6- 1 318.0857 2.22
319.1091 C19H15N2O3- 1 319.1088 0.83
320.0675 C17H10N3O4- 2 320.0677 -0.59
320.104 C18H14N3O3- 2 320.1041 -0.05
330.0883 C19H12N3O3- 2 330.0884 -0.35
331.0966 C19H13N3O3- 2 331.0962 1.09
332.104 C19H14N3O3- 2 332.1041 -0.04
333.0753 C18H11N3O4- 2 333.0755 -0.7
333.0897 C19H13N2O4- 2 333.0881 4.77
333.1122 C19H15N3O3- 2 333.1119 0.81
334.0835 C18H12N3O4- 2 334.0833 0.63
334.1193 C19H16N3O3- 1 334.1197 -1.24
342.0874 C20H12N3O3- 2 342.0884 -2.85
343.0732 C20H11N2O4- 1 343.0724 2.21
343.0966 C20H13N3O3- 2 343.0962 1.14
344.082 C23H10N3O- 1 344.0829 -2.6
344.1043 C20H14N3O3- 2 344.1041 0.74
345.0888 C20H13N2O4- 1 345.0881 2.14
345.1095 C17H17N2O6- 1 345.1092 0.96
346.096 C20H14N2O4- 1 346.0959 0.24
346.1197 C20H16N3O3- 2 346.1197 -0.13
347.1038 C20H15N2O4- 1 347.1037 0.2
348.0984 C19H14N3O4- 1 348.099 -1.66
356.1027 C21H14N3O3- 2 356.1041 -3.92
358.0828 C20H12N3O4- 1 358.0833 -1.48
358.1187 C18H18N2O6- 2 358.117 4.62
359.0912 C20H13N3O4- 2 359.0912 0.02
360.0991 C20H14N3O4- 2 360.099 0.42
361.1068 C20H15N3O4- 2 361.1068 -0.04
362.1146 C20H16N3O4- 2 362.1146 -0.16
370.1189 C22H16N3O3- 1 370.1197 -2.12
371.1037 C22H15N2O4- 1 371.1037 -0.16
372.0986 C21H14N3O4- 2 372.099 -0.94
373.1057 C21H15N3O4- 2 373.1068 -3.01
374.1145 C21H16N3O4- 2 374.1146 -0.43
376.071 C20H12N2O6- 2 376.0701 2.46
382.1554 C24H20N3O2- 1 382.1561 -1.7
384.1345 C23H18N3O3- 2 384.1354 -2.15
386.0781 C21H12N3O5- 2 386.0782 -0.4
386.1135 C22H16N3O4- 2 386.1146 -3.03
387.0857 C21H13N3O5- 2 387.0861 -1.01
388.0937 C21H14N3O5- 2 388.0939 -0.47
393.0971 C20H15N3O6- 2 393.0966 1.16
396.1359 C24H18N3O3- 2 396.1354 1.22
398.1508 C24H20N3O3- 2 398.151 -0.62
400.0928 C22H14N3O5- 2 400.0939 -2.76
402.1093 C22H16N3O5- 2 402.1095 -0.56
403.1173 C22H17N3O5- 2 403.1174 -0.05
404.1252 C22H18N3O5- 2 404.1252 0.06
410.15 C25H20N3O3- 2 410.151 -2.4
412.1318 C24H18N3O4- 2 412.1303 3.64
424.1286 C25H18N3O4- 2 424.1303 -3.84
426.1107 C26H18O6- 2 426.1109 -0.42
426.146 C25H20N3O4- 2 426.1459 0.21
438.11 C25H16N3O5- 2 438.1095 0.95
439.1652 C27H23N2O4- 2 439.1663 -2.51
440.125 C25H18N3O5- 2 440.1252 -0.42
440.1979 C27H26N3O3- 2 440.198 -0.19
441.1332 C25H19N3O5- 2 441.133 0.32
442.1434 C27H22O6- 2 442.1422 2.77
452.1252 C26H18N3O5- 2 452.1252 -0.03
454.1407 C26H20N3O5- 2 454.1408 -0.23
458.1708 C26H24N3O5- 2 458.1721 -3
464.1609 C28H22N3O4- 3 464.1616 -1.53
466.1408 C27H20N3O5- 2 466.1408 -0.18
468.1925 C28H26N3O4- 3 468.1929 -0.92
482.172 C28H24N3O5- 2 482.1721 -0.26
483.18 C28H25N3O5- 2 483.18 -0.02
484.1878 C28H26N3O5- 2 484.1878 -0.05
510.1668 C29H24N3O6- 3 510.1671 -0.53
512.1827 C29H26N3O6- 2 512.1827 0.02
692.2935 C37H44N2O11- 1 692.2951 -2.32
PK$NUM_PEAK: 105
PK$PEAK: m/z int. rel.int.
57.0346 16909.3 4
59.0138 362148.8 95
83.0502 42017.2 11
85.0294 11900.1 3
97.0659 11122 2
105.071 16562.7 4
107.0503 13486.4 3
108.0454 11158.5 2
111.0452 4341.8 1
121.0534 5297.5 1
121.0659 63726.6 16
123.0816 290178 76
125.0607 52523.1 13
136.0767 109407.7 28
151.0764 45753.1 12
164.0717 35410.9 9
277.0855 45409.5 11
277.0987 4140.6 1
279.0787 4108.6 1
290.0936 15471 4
291.1013 73531.7 19
292.0854 5002.9 1
292.1102 18217.5 4
293.0793 16663 4
293.0933 9686 2
294.089 18193 4
304.1091 34998.9 9
305.0798 63274.1 16
306.0884 166293.6 43
307.0963 53897.3 14
308.1041 165666.8 43
309.076 13750.5 3
317.0939 8255.8 2
318.0864 21356.6 5
319.1091 14323.7 3
320.0675 18542.7 4
320.104 21331.1 5
330.0883 19403.3 5
331.0966 12354.2 3
332.104 170160.6 44
333.0753 74034.4 19
333.0897 50905.4 13
333.1122 147860.4 38
334.0835 89418.8 23
334.1193 31271.5 8
342.0874 5555.5 1
343.0732 3844.6 1
343.0966 15322.9 4
344.082 53965.3 14
344.1043 11801.6 3
345.0888 64749.6 17
345.1095 6752.2 1
346.096 22860.2 6
346.1197 20969 5
347.1038 2079974.2 547
348.0984 9135 2
356.1027 5611 1
358.0828 47426 12
358.1187 28635.2 7
359.0912 752868.2 198
360.0991 3795855.8 999
361.1068 996245.8 262
362.1146 557142.4 146
370.1189 29232.5 7
371.1037 48372.8 12
372.0986 22209.8 5
373.1057 83420.8 21
374.1145 61781.3 16
376.071 5323.4 1
382.1554 5192.7 1
384.1345 5020.4 1
386.0781 177367.5 46
386.1135 24458.9 6
387.0857 141371.2 37
388.0937 228470.1 60
393.0971 64100.6 16
396.1359 18285.1 4
398.1508 9002.3 2
400.0928 11753.3 3
402.1093 82905.3 21
403.1173 26725.4 7
404.1252 19199.2 5
410.15 23950.5 6
412.1318 4657.5 1
424.1286 4036.4 1
426.1107 5286.7 1
426.146 21704.6 5
438.11 12999.6 3
439.1652 17754.4 4
440.125 11227.2 2
440.1979 31016.9 8
441.1332 46231.9 12
442.1434 3877.7 1
452.1252 21281.2 5
454.1407 340958.4 89
458.1708 9553.9 2
464.1609 26229.3 6
466.1408 10821.6 2
468.1925 24420.6 6
482.172 140781.1 37
483.18 9458.3 2
484.1878 24534.5 6
510.1668 12931.9 3
512.1827 42133.2 11
692.2935 5274.4 1
//
