ACCESSION: MSBNK-Eawag-EQ331006
RECORD_TITLE: Tramadol N-Oxide; LC-ESI-QFT; MS2; CE: 90; 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 90 (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: splash10-0a4l-9600000000-4ec0297d9af286a18972
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.03
51.0229 C4H3+ 1 51.0229 -1.11
53.0386 C4H5+ 1 53.0386 0.25
54.0464 C4H6+ 1 54.0464 -0.03
55.0178 C3H3O+ 1 55.0178 -0.02
55.0542 C4H7+ 1 55.0542 0.06
56.0495 C3H6N+ 1 56.0495 -0.1
57.0335 C3H5O+ 1 57.0335 0.15
57.0573 C3H7N+ 1 57.0573 0.34
58.0651 C3H8N+ 1 58.0651 -0.1
62.06 C2H8NO+ 1 62.06 0
63.0228 C5H3+ 1 63.0229 -1.21
64.0308 C5H4+ 1 64.0308 0.13
65.0386 C5H5+ 1 65.0386 -0.25
66.0463 C5H6+ 1 66.0464 -1.24
67.0417 C4H5N+ 1 67.0417 0.44
67.0542 C5H7+ 1 67.0542 -0.1
67.9891 C3O2+ 1 67.9893 -2.22
68.0256 C4H4O+ 1 68.0257 -0.53
68.0495 C4H6N+ 1 68.0495 0.21
69.0335 C4H5O+ 1 69.0335 -0.02
69.0698 C5H9+ 1 69.0699 -0.68
70.0651 C4H8N+ 1 70.0651 -0.65
71.0729 C4H9N+ 1 71.073 -0.57
72.0807 C4H10N+ 1 72.0808 -0.63
74.06 C3H8NO+ 1 74.06 -0.95
77.0385 C6H5+ 1 77.0386 -0.86
78.0463 C6H6+ 1 78.0464 -0.79
79.0542 C6H7+ 1 79.0542 -0.46
80.0494 C5H6N+ 1 80.0495 -0.32
81.0335 C5H5O+ 1 81.0335 0.23
81.0573 C5H7N+ 1 81.0573 -0.5
81.0699 C6H9+ 1 81.0699 0.04
82.0651 C5H8N+ 1 82.0651 -0.43
83.0492 C5H7O+ 1 83.0491 0.35
83.0855 C6H11+ 1 83.0855 -0.08
84.0808 C5H10N+ 1 84.0808 -0.07
91.0542 C7H7+ 1 91.0542 0.15
92.0257 C6H4O+ 1 92.0257 -0.07
93.0699 C7H9+ 1 93.0699 0.57
94.0413 C6H6O+ 1 94.0413 0.25
94.0652 C6H8N+ 1 94.0651 0.26
95.0491 C6H7O+ 1 95.0491 -0.01
95.073 C6H9N+ 1 95.073 0.2
96.0206 C5H4O2+ 1 96.0206 0.1
96.0807 C6H10N+ 1 96.0808 -0.89
97.0887 C6H11N+ 1 97.0886 1.02
102.0465 C8H6+ 1 102.0464 0.87
103.0542 C8H7+ 1 103.0542 -0.26
104.062 C8H8+ 1 104.0621 -0.21
105.0447 C6H5N2+ 1 105.0447 0.05
105.0699 C8H9+ 1 105.0699 -0.25
106.0414 C7H6O+ 1 106.0413 0.79
107.0491 C7H7O+ 1 107.0491 -0.11
108.057 C7H8O+ 1 108.057 0.22
108.0807 C7H10N+ 1 108.0808 -0.98
109.0648 C7H9O+ 1 109.0648 -0.01
110.0965 C7H12N+ 1 110.0964 0.4
111.0441 C6H7O2+ 1 111.0441 0.49
115.0542 C9H7+ 1 115.0542 -0.06
116.062 C9H8+ 1 116.0621 -0.19
117.0698 C9H9+ 1 117.0699 -0.66
118.0413 C8H6O+ 1 118.0413 -0.56
119.0492 C8H7O+ 1 119.0491 0.58
119.0603 C7H7N2+ 1 119.0604 -0.54
119.0855 C9H11+ 1 119.0855 0.03
120.0569 C8H8O+ 1 120.057 -0.72
121.0648 C8H9O+ 1 121.0648 -0.01
124.052 C7H8O2+ 1 124.0519 0.64
125.0597 C7H9O2+ 1 125.0597 0.11
127.0542 C10H7+ 1 127.0542 0.18
128.062 C10H8+ 1 128.0621 -0.33
129.0699 C10H9+ 1 129.0699 -0.13
130.0413 C9H6O+ 1 130.0413 -0.43
130.0777 C10H10+ 1 130.0777 -0.17
131.0492 C9H7O+ 1 131.0491 0.3
132.0569 C9H8O+ 1 132.057 -0.73
133.0647 C9H9O+ 1 133.0648 -0.69
135.044 C8H7O2+ 1 135.0441 -0.12
135.0552 C7H7N2O+ 1 135.0553 -0.59
135.0804 C9H11O+ 1 135.0804 -0.38
136.0521 C8H8O2+ 1 136.0519 1.83
141.0698 C11H9+ 1 141.0699 -0.33
142.0778 C11H10+ 1 142.0777 0.34
143.0491 C10H7O+ 1 143.0491 -0.01
143.0857 C11H11+ 1 143.0855 1.14
144.057 C10H8O+ 1 144.057 0.03
145.0648 C10H9O+ 1 145.0648 -0.28
146.0727 C10H10O+ 1 146.0726 0.3
147.0804 C10H11O+ 1 147.0804 -0.21
153.07 C12H9+ 1 153.0699 0.48
154.0777 C12H10+ 1 154.0777 -0.27
155.0604 C10H7N2+ 1 155.0604 -0.03
157.0648 C11H9O+ 1 157.0648 0.25
158.0726 C11H10O+ 1 158.0726 0.15
159.0804 C11H11O+ 1 159.0804 -0.07
160.0883 C11H12O+ 1 160.0883 0.02
161.0958 C11H13O+ 1 161.0961 -1.62
171.0805 C12H11O+ 1 171.0804 0.05
172.0883 C12H12O+ 1 172.0883 0.43
173.0961 C12H13O+ 1 173.0961 -0.12
183.0811 C13H11O+ 1 183.0804 3.32
184.0881 C13H12O+ 1 184.0883 -0.85
185.0963 C13H13O+ 1 185.0961 1.13
186.1036 C13H14O+ 1 186.1039 -1.81
PK$NUM_PEAK: 105
PK$PEAK: m/z int. rel.int.
50.0151 1827873.9 9
51.0229 1370852.8 6
53.0386 18709270 94
54.0464 249090.8 1
55.0178 4597852 23
55.0542 12843224 65
56.0495 7557283.5 38
57.0335 1586515.2 8
57.0573 1118195 5
58.0651 197235088 999
62.06 3465542.8 17
63.0228 1745498.1 8
64.0308 1753781 8
65.0386 7644966.5 38
66.0463 273507.3 1
67.0417 1756149.5 8
67.0542 10456676 52
67.9891 226083.5 1
68.0256 953172.6 4
68.0495 2031127.1 10
69.0335 349345.9 1
69.0698 3715626.8 18
70.0651 5776604 29
71.0729 4900329.5 24
72.0807 1787342 9
74.06 1226992.1 6
77.0385 36397704 184
78.0463 4171241.5 21
79.0542 23456076 118
80.0494 2198505 11
81.0335 2692397.2 13
81.0573 2690071 13
81.0699 3632199 18
82.0651 6887316.5 34
83.0492 664963.6 3
83.0855 2871196 14
84.0808 15600687 79
91.0542 66485356 336
92.0257 50489196 255
93.0699 6169278 31
94.0413 6569016.5 33
94.0652 9090253 46
95.0491 63555496 321
95.073 5641416.5 28
96.0206 278498.5 1
96.0807 780289.7 3
97.0887 260271.3 1
102.0465 647049.1 3
103.0542 4572696 23
104.062 930117.8 4
105.0447 35222156 178
105.0699 5388975.5 27
106.0414 3354461 16
107.0491 18711144 94
108.057 303015.1 1
108.0807 3340086.2 16
109.0648 9270100 46
110.0965 4215816.5 21
111.0441 317092.2 1
115.0542 10365957 52
116.062 6710091 33
117.0698 4523739 22
118.0413 589192.4 2
119.0492 715749.1 3
119.0603 1613569.6 8
119.0855 1066265.1 5
120.0569 853789.2 4
121.0648 69133152 350
124.052 282816.1 1
125.0597 58969636 298
127.0542 976494.8 4
128.062 8601673 43
129.0699 10570693 53
130.0413 1192861.4 6
130.0777 1374065 6
131.0492 4907684.5 24
132.0569 2831794.5 14
133.0647 2168325 10
135.044 37073740 187
135.0552 28185804 142
135.0804 4755915 24
136.0521 264259.9 1
141.0698 2697697.5 13
142.0778 923844.9 4
143.0491 1102679.9 5
143.0857 1067570.5 5
144.057 24623284 124
145.0648 12553679 63
146.0727 3127934.5 15
147.0804 5387458.5 27
153.07 212806.8 1
154.0777 389129.3 1
155.0604 4799755.5 24
157.0648 2293983.5 11
158.0726 9839554 49
159.0804 22220602 112
160.0883 4932095.5 24
161.0958 234068 1
171.0805 2148197.5 10
172.0883 2174329 11
173.0961 2529345.2 12
183.0811 242908 1
184.0881 280098.7 1
185.0963 318909.8 1
186.1036 365396.2 1
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