ACCESSION: MSBNK-Eawag-EQ331008
RECORD_TITLE: Tramadol N-Oxide; LC-ESI-QFT; MS2; CE: 150; 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 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$CHROMATOGRAPHY: RETENTION_TIME 5.1 min
AC$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: splash10-05ox-9200000000-6616b39daa6d8b35fa23
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.17
51.023 C4H3+ 1 51.0229 0.46
52.0308 C4H4+ 1 52.0308 0.35
53.0022 C3HO+ 1 53.0022 0.17
53.0386 C4H5+ 1 53.0386 0.25
53.9974 C2NO+ 1 53.9974 -0.37
54.0464 C4H6+ 1 54.0464 -0.03
55.0178 C3H3O+ 1 55.0178 -0.2
55.0542 C4H7+ 1 55.0542 -0.12
56.0495 C3H6N+ 1 56.0495 0.08
57.0334 C3H5O+ 1 57.0335 -1.07
57.0573 C3H7N+ 1 57.0573 -0.19
58.0651 C3H8N+ 1 58.0651 0.07
60.0444 C2H6NO+ 1 60.0444 -0.17
61.0072 C5H+ 1 61.0073 -0.76
62.015 C5H2+ 1 62.0151 -1.15
63.0229 C5H3+ 1 63.0229 -0.1
64.0307 C5H4+ 1 64.0308 -0.02
65.0386 C5H5+ 1 65.0386 -0.1
66.0464 C5H6+ 1 66.0464 -0.18
67.0416 C4H5N+ 1 67.0417 -0.31
67.0542 C5H7+ 1 67.0542 -0.1
68.0495 C4H6N+ 1 68.0495 -0.08
69.0573 C4H7N+ 1 69.0573 -0.3
69.0698 C5H9+ 1 69.0699 -0.97
70.0651 C4H8N+ 1 70.0651 -0.51
71.073 C4H9N+ 1 71.073 0.55
72.0809 C4H10N+ 1 72.0808 1.45
75.0228 C6H3+ 1 75.0229 -1.15
76.0307 C6H4+ 1 76.0308 -0.94
77.0385 C6H5+ 1 77.0386 -0.73
78.0464 C6H6+ 1 78.0464 -0.28
79.0542 C6H7+ 1 79.0542 -0.46
80.0256 C5H4O+ 1 80.0257 -0.7
80.0494 C5H6N+ 1 80.0495 -0.32
81.0335 C5H5O+ 1 81.0335 -0.14
81.0572 C5H7N+ 1 81.0573 -1.49
82.0652 C5H8N+ 1 82.0651 0.66
84.0808 C5H10N+ 1 84.0808 0.05
89.0386 C7H5+ 1 89.0386 -0.3
90.0465 C7H6+ 1 90.0464 0.65
91.0542 C7H7+ 1 91.0542 0.26
92.0257 C6H4O+ 1 92.0257 0.04
92.0369 C5H4N2+ 1 92.0369 -0.1
93.0701 C7H9+ 1 93.0699 1.97
94.0413 C6H6O+ 1 94.0413 0.25
94.0652 C6H8N+ 1 94.0651 0.47
95.0491 C6H7O+ 1 95.0491 -0.01
102.0464 C8H6+ 1 102.0464 0.08
103.0542 C8H7+ 1 103.0542 0.03
104.062 C8H8+ 1 104.0621 -0.11
105.0447 C6H5N2+ 1 105.0447 0.15
106.0414 C7H6O+ 1 106.0413 0.6
107.0491 C7H7O+ 1 107.0491 -0.2
108.057 C7H8O+ 1 108.057 0.22
108.0807 C7H10N+ 1 108.0808 -0.52
109.0649 C7H9O+ 1 109.0648 1
114.0466 C9H6+ 1 114.0464 1.74
115.0542 C9H7+ 1 115.0542 0.12
116.062 C9H8+ 1 116.0621 -0.19
117.0698 C9H9+ 1 117.0699 -0.4
118.0411 C8H6O+ 1 118.0413 -1.92
119.0489 C8H7O+ 1 119.0491 -1.86
121.0648 C8H9O+ 1 121.0648 -0.26
125.0598 C7H9O2+ 1 125.0597 0.51
126.0463 C10H6+ 1 126.0464 -0.89
127.0543 C10H7+ 1 127.0542 0.34
128.062 C10H8+ 1 128.0621 -0.09
129.0447 C8H5N2+ 1 129.0447 -0.5
129.0698 C10H9+ 1 129.0699 -0.28
130.0414 C9H6O+ 1 130.0413 0.64
131.0491 C9H7O+ 1 131.0491 0.07
132.0568 C9H8O+ 1 132.057 -0.96
135.055 C7H7N2O+ 1 135.0553 -1.85
139.0543 C11H7+ 1 139.0542 0.53
141.0698 C11H9+ 1 141.0699 -0.61
143.0488 C10H7O+ 1 143.0491 -2.11
144.057 C10H8O+ 1 144.057 0.16
145.0648 C10H9O+ 1 145.0648 0.13
152.0621 C12H8+ 1 152.0621 0.19
153.0697 C12H9+ 1 153.0699 -1.09
155.0603 C10H7N2+ 1 155.0604 -0.22
157.0648 C11H9O+ 1 157.0648 0.25
165.0697 C13H9+ 1 165.0699 -0.83
PK$NUM_PEAK: 84
PK$PEAK: m/z int. rel.int.
50.0151 12251304 172
51.023 18606098 262
52.0308 1385107.5 19
53.0022 2771299.2 39
53.0386 15313262 215
53.9974 930197.4 13
54.0464 4913579 69
55.0178 2478803.8 34
55.0542 6671524 94
56.0495 9321795 131
57.0334 598598 8
57.0573 793381.4 11
58.0651 61419504 865
60.0444 246858.4 3
61.0072 325635 4
62.015 2253706.2 31
63.0229 41625064 586
64.0307 30662956 432
65.0386 43997668 620
66.0464 4581523.5 64
67.0416 1432509.4 20
67.0542 2714346.2 38
68.0495 1475649.1 20
69.0573 247985.6 3
69.0698 623696.4 8
70.0651 1853698.1 26
71.073 336238.5 4
72.0809 172051.9 2
75.0228 614476.6 8
76.0307 1020034.3 14
77.0385 33926532 478
78.0464 44731264 630
79.0542 5864885.5 82
80.0256 593021.8 8
80.0494 1414491.6 19
81.0335 3739203.8 52
81.0572 606973.9 8
82.0652 877366.4 12
84.0808 2097267 29
89.0386 4553147 64
90.0465 1139900.5 16
91.0542 45513888 641
92.0257 70855640 999
92.0369 5997619.5 84
93.0701 189579 2
94.0413 6001016 84
94.0652 4993565.5 70
95.0491 52320324 737
102.0464 6300477 88
103.0542 9952876 140
104.062 1292273.4 18
105.0447 31207808 440
106.0414 1952026 27
107.0491 1239268.6 17
108.057 206240.6 2
108.0807 184994.9 2
109.0649 344125.3 4
114.0466 177909.1 2
115.0542 55398220 781
116.062 7700557 108
117.0698 2192136.5 30
118.0411 267030.4 3
119.0489 257104 3
121.0648 3375162.5 47
125.0598 722675.4 10
126.0463 1071981.8 15
127.0543 3016635.8 42
128.062 22384120 315
129.0447 194724.2 2
129.0698 3414080 48
130.0414 265357.2 3
131.0491 2701252.2 38
132.0568 168340.1 2
135.055 263832.3 3
139.0543 222414.7 3
141.0698 2024786.1 28
143.0488 196641.5 2
144.057 2608759.8 36
145.0648 3444065.2 48
152.0621 906965.7 12
153.0697 1074632.5 15
155.0603 4768026 67
157.0648 689864.1 9
165.0697 181050.6 2
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