ACCESSION: MSBNK-Eawag-EQ331009
RECORD_TITLE: Tramadol N-Oxide; LC-ESI-QFT; MS2; CE: 180; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3310
CH$NAME: Tramadol N-Oxide
CH$NAME: 1-[(1R,2R)-2-hydroxy-2-(3-methoxyphenyl)cyclohexyl]-N,N-dimethylmethanamine oxide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C16H25NO3
CH$EXACT_MASS: 279.18344
CH$SMILES: [O-][N+](C)(C)C[C@H]2CCCC[C@]2(O)c1cc(OC)ccc1
CH$IUPAC: InChI=1S/C16H25NO3/c1-17(2,19)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)20-3/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3/t14-,16+/m1/s1
CH$LINK: CAS
147441-56-3
CH$LINK: PUBCHEM
CID:9861699
CH$LINK: INCHIKEY
HBXKSXMNNGHBEA-ZBFHGGJFSA-N
CH$LINK: CHEMSPIDER
8037395
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$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$CHROMATOGRAPHY: RETENTION_TIME 5.1 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 280.1904
MS$FOCUSED_ION: PRECURSOR_M/Z 280.1907
MS$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: splash10-03xr-9200000000-782e5bc895b53861ef40
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.57
51.023 C4H3+ 1 51.0229 0.66
52.0307 C4H4+ 1 52.0308 -0.03
53.0022 C3HO+ 1 53.0022 0.73
53.0386 C4H5+ 1 53.0386 0.44
53.9974 C2NO+ 1 53.9974 -0.93
54.0338 C3H4N+ 1 54.0338 0.08
54.0464 C4H6+ 1 54.0464 0.16
55.0178 C3H3O+ 1 55.0178 -0.75
55.0542 C4H7+ 1 55.0542 -0.12
56.0495 C3H6N+ 1 56.0495 0.08
57.0334 C3H5O+ 1 57.0335 -1.42
57.0573 C3H7N+ 1 57.0573 -0.19
58.0651 C3H8N+ 1 58.0651 0.07
60.0444 C2H6NO+ 1 60.0444 -0.67
61.0073 C5H+ 1 61.0073 0.39
62.0151 C5H2+ 1 62.0151 -0.02
63.0229 C5H3+ 1 63.0229 0.06
64.0307 C5H4+ 1 64.0308 -0.02
65.0386 C5H5+ 1 65.0386 -0.1
66.0464 C5H6+ 1 66.0464 -0.63
67.0416 C4H5N+ 1 67.0417 -0.75
67.0542 C5H7+ 1 67.0542 -0.84
67.9893 C3O2+ 1 67.9893 0.43
68.0495 C4H6N+ 1 68.0495 0.06
68.9972 C3HO2+ 1 68.9971 1.66
70.0651 C4H8N+ 1 70.0651 -0.65
75.0229 C6H3+ 1 75.0229 -0.49
76.0307 C6H4+ 1 76.0308 -0.81
77.0385 C6H5+ 1 77.0386 -0.73
78.0464 C6H6+ 1 78.0464 -0.28
79.0543 C6H7+ 1 79.0542 0.42
80.0255 C5H4O+ 1 80.0257 -1.58
80.0494 C5H6N+ 1 80.0495 -0.32
81.0334 C5H5O+ 1 81.0335 -0.88
82.065 C5H8N+ 1 82.0651 -2.02
89.0386 C7H5+ 1 89.0386 -0.3
90.0465 C7H6+ 1 90.0464 1.43
91.0542 C7H7+ 1 91.0542 0.26
92.0257 C6H4O+ 1 92.0257 0.04
92.0369 C5H4N2+ 1 92.0369 -0.21
94.0413 C6H6O+ 1 94.0413 0.15
94.0652 C6H8N+ 1 94.0651 0.36
95.0491 C6H7O+ 1 95.0491 -0.01
102.0464 C8H6+ 1 102.0464 -0.11
103.0542 C8H7+ 1 103.0542 -0.26
104.0619 C8H8+ 1 104.0621 -1.27
105.0447 C6H5N2+ 1 105.0447 0.24
106.0414 C7H6O+ 1 106.0413 0.79
107.0491 C7H7O+ 1 107.0491 -0.11
114.0466 C9H6+ 1 114.0464 1.56
115.0542 C9H7+ 1 115.0542 0.12
116.0621 C9H8+ 1 116.0621 0.16
117.0697 C9H9+ 1 117.0699 -1.42
119.0491 C8H7O+ 1 119.0491 -0.6
121.0647 C8H9O+ 1 121.0648 -0.67
126.0465 C10H6+ 1 126.0464 0.62
127.0542 C10H7+ 1 127.0542 0.03
128.062 C10H8+ 1 128.0621 -0.09
129.0446 C8H5N2+ 1 129.0447 -0.58
129.0697 C10H9+ 1 129.0699 -0.98
131.0492 C9H7O+ 1 131.0491 0.45
139.0542 C11H7+ 1 139.0542 -0.12
141.0698 C11H9+ 1 141.0699 -0.4
145.0649 C10H9O+ 1 145.0648 0.47
152.062 C12H8+ 1 152.0621 -0.27
153.0698 C12H9+ 1 153.0699 -0.31
155.0604 C10H7N2+ 1 155.0604 -0.03
PK$NUM_PEAK: 69
PK$PEAK: m/z int. rel.int.
50.0151 18213408 252
51.023 36134876 501
52.0307 3875448.2 53
53.0022 3355082 46
53.0386 9263950 128
53.9974 735565.4 10
54.0338 664269.4 9
54.0464 3612238.2 50
55.0178 1706777.5 23
55.0542 2234582.2 30
56.0495 5408244.5 74
57.0334 184073.6 2
57.0573 627225.4 8
58.0651 21921804 303
60.0444 247289.5 3
61.0073 1027501.7 14
62.0151 4942882.5 68
63.0229 72040440 999
64.0307 27039400 374
65.0386 33852172 469
66.0464 4046556.8 56
67.0416 326647.3 4
67.0542 1057027 14
67.9893 751243.4 10
68.0495 1590780.1 22
68.9972 169726.7 2
70.0651 323477 4
74.0151 901187.5625 12
75.0229 2013716.1 27
76.0307 2395992.8 33
77.0385 18191416 252
78.0464 30884404 428
79.0543 2283944.8 31
80.0255 199113 2
80.0494 361989.6 5
81.0334 2281583.5 31
82.065 149927.5 2
89.0386 9328359 129
90.0465 276952.9 3
91.0542 19147314 265
92.0257 25676906 356
92.0369 2699261 37
94.0413 2207818 30
94.0652 1803265.1 25
95.0491 24604304 341
102.0464 7449727 103
103.0542 5038558 69
104.0619 205126.1 2
105.0447 14015098 194
106.0414 355212.5 4
107.0491 281328.3 3
114.0466 175740.3 2
115.0542 42454608 588
116.0621 2040975.4 28
117.0697 196765.5 2
119.0491 270662.2 3
121.0647 683104.7 9
126.0465 1836529.8 25
127.0542 2610853.5 36
128.062 12604177 174
129.0446 322421.2 4
129.0697 853637.3 11
131.0492 1205572.8 16
139.0542 591668.4 8
141.0698 1139716.2 15
145.0649 1393704.2 19
152.062 940134.8 13
153.0698 164285.7 2
155.0604 2231381.5 30
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