ACCESSION: MSBNK-Eawag-EQ331007
RECORD_TITLE: Tramadol N-Oxide; LC-ESI-QFT; MS2; CE: 120; 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 120 (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: splash10-052f-9300000000-a39ec663794317f815cf
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 0.07
52.0307 C4H4+ 1 52.0308 -0.99
53.0022 C3HO+ 1 53.0022 -0.02
53.0386 C4H5+ 1 53.0386 0.25
54.0338 C3H4N+ 1 54.0338 0.08
54.0464 C4H6+ 1 54.0464 -0.21
55.0178 C3H3O+ 1 55.0178 -0.2
55.0542 C4H7+ 1 55.0542 0.24
56.0495 C3H6N+ 1 56.0495 -0.1
57.0335 C3H5O+ 1 57.0335 0.15
57.0573 C3H7N+ 1 57.0573 -0.01
58.0651 C3H8N+ 1 58.0651 -0.1
60.0444 C2H6NO+ 1 60.0444 1
62.0151 C5H2+ 1 62.0151 -0.67
62.06 C2H8NO+ 1 62.06 -0.33
63.0229 C5H3+ 1 63.0229 -0.26
64.0307 C5H4+ 1 64.0308 -0.18
65.0386 C5H5+ 1 65.0386 -0.1
66.0464 C5H6+ 1 66.0464 -0.48
67.0417 C4H5N+ 1 67.0417 0.29
67.0542 C5H7+ 1 67.0542 0.05
67.9892 C3O2+ 1 67.9893 -0.6
68.0495 C4H6N+ 1 68.0495 0.36
68.9971 C3HO2+ 1 68.9971 0.21
69.0335 C4H5O+ 1 69.0335 -0.45
69.0575 C4H7N+ 1 69.0573 2.31
69.0699 C5H9+ 1 69.0699 0.19
70.0651 C4H8N+ 1 70.0651 -0.37
71.0729 C4H9N+ 1 71.073 -0.29
72.0808 C4H10N+ 1 72.0808 0.06
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
80.0495 C5H6N+ 1 80.0495 0.43
81.0335 C5H5O+ 1 81.0335 -0.14
81.0572 C5H7N+ 1 81.0573 -0.87
81.0698 C6H9+ 1 81.0699 -0.82
82.0651 C5H8N+ 1 82.0651 -0.31
83.0855 C6H11+ 1 83.0855 -0.32
84.0808 C5H10N+ 1 84.0808 0.05
89.0386 C7H5+ 1 89.0386 0.6
90.0465 C7H6+ 1 90.0464 0.76
91.0542 C7H7+ 1 91.0542 0.26
92.0257 C6H4O+ 1 92.0257 0.04
93.0699 C7H9+ 1 93.0699 0.04
94.0413 C6H6O+ 1 94.0413 0.25
94.0652 C6H8N+ 1 94.0651 0.26
95.0491 C6H7O+ 1 95.0491 -0.01
96.0808 C6H10N+ 1 96.0808 0.25
98.0966 C6H12N+ 1 98.0964 2.29
102.0464 C8H6+ 1 102.0464 0.08
103.0542 C8H7+ 1 103.0542 0.03
104.0621 C8H8+ 1 104.0621 0.27
105.0448 C6H5N2+ 1 105.0447 0.34
105.0699 C8H9+ 1 105.0699 0.41
106.0413 C7H6O+ 1 106.0413 -0.06
107.0491 C7H7O+ 1 107.0491 0.08
108.057 C7H8O+ 1 108.057 0.03
108.0809 C7H10N+ 1 108.0808 0.78
109.0649 C7H9O+ 1 109.0648 0.54
110.0964 C7H12N+ 1 110.0964 0.13
115.0542 C9H7+ 1 115.0542 0.12
116.0621 C9H8+ 1 116.0621 0.07
117.0699 C9H9+ 1 117.0699 -0.14
118.0413 C8H6O+ 1 118.0413 0.29
119.0493 C8H7O+ 1 119.0491 0.91
119.0605 C7H7N2+ 1 119.0604 1.14
119.0857 C9H11+ 1 119.0855 1.54
121.0648 C8H9O+ 1 121.0648 -0.01
125.0597 C7H9O2+ 1 125.0597 0.11
126.0465 C10H6+ 1 126.0464 0.46
127.0543 C10H7+ 1 127.0542 0.34
128.062 C10H8+ 1 128.0621 -0.17
129.0698 C10H9+ 1 129.0699 -0.28
130.0414 C9H6O+ 1 130.0413 1.03
130.0778 C10H10+ 1 130.0777 0.6
131.0491 C9H7O+ 1 131.0491 -0.24
132.057 C9H8O+ 1 132.057 -0.05
133.0648 C9H9O+ 1 133.0648 -0.09
135.044 C8H7O2+ 1 135.0441 -0.34
135.0553 C7H7N2O+ 1 135.0553 0.01
135.0802 C9H11O+ 1 135.0804 -1.79
141.0699 C11H9+ 1 141.0699 0.24
142.0777 C11H10+ 1 142.0777 -0.15
143.0493 C10H7O+ 1 143.0491 0.76
143.0855 C11H11+ 1 143.0855 -0.19
144.057 C10H8O+ 1 144.057 0.16
145.0648 C10H9O+ 1 145.0648 0.06
146.0728 C10H10O+ 1 146.0726 1.33
147.0806 C10H11O+ 1 147.0804 1.35
152.0622 C12H8+ 1 152.0621 1.17
153.0698 C12H9+ 1 153.0699 -0.7
154.0778 C12H10+ 1 154.0777 0.38
155.0603 C10H7N2+ 1 155.0604 -0.22
157.0647 C11H9O+ 1 157.0648 -0.33
158.0728 C11H10O+ 1 158.0726 1.04
159.0804 C11H11O+ 1 159.0804 -0.45
160.0884 C11H12O+ 1 160.0883 0.58
165.07 C13H9+ 1 165.0699 0.75
171.0804 C12H11O+ 1 171.0804 -0.36
PK$NUM_PEAK: 102
PK$PEAK: m/z int. rel.int.
50.0151 6280558.5 50
51.0229 5059522 40
52.0307 225239.3 1
53.0022 1894057.1 15
53.0386 22723946 183
54.0338 284196 2
54.0464 2171024.2 17
55.0178 4260804 34
55.0542 11884088 95
56.0495 10398695 83
57.0335 762191.8 6
57.0573 1054363 8
58.0651 123997560 999
60.0444 148843.1 1
62.0151 671911.2 5
62.06 1442820.4 11
63.0229 11013509 88
64.0307 13031652 104
65.0386 30352412 244
66.0464 1793053.6 14
67.0417 1720529.6 13
67.0542 5890040 47
67.9892 269083.6 2
68.0495 1415115.4 11
68.9971 228890.8 1
69.0335 186305.1 1
69.0575 334930.6 2
69.0699 1418710.9 11
70.0651 4232159.5 34
71.0729 1705883.1 13
72.0808 651814.7 5
77.0385 45893736 369
78.0464 28530150 229
79.0542 14848116 119
80.0256 205458.5 1
80.0495 1887922.5 15
81.0335 3978104 32
81.0572 1682181 13
81.0698 1707149 13
82.0651 3034033.2 24
83.0855 265442.7 2
84.0808 7424370 59
89.0386 1057749.5 8
90.0465 1499295.8 12
91.0542 80986912 652
92.0257 105107672 846
93.0699 1200049.4 9
94.0413 8498393 68
94.0652 9238020 74
95.0491 87921016 708
96.0808 299063.7 2
98.0966 189330 1
102.0464 3755573.5 30
103.0542 10655826 85
104.0621 1416266.6 11
105.0448 49348700 397
105.0699 2942599.8 23
106.0413 4262272.5 34
107.0491 5229648 42
108.057 639182.1 5
108.0809 727591.7 5
109.0649 2076647.9 16
110.0964 273001.1 2
115.0542 40600876 327
116.0621 17233214 138
117.0699 7076179 57
118.0413 731380.8 5
119.0493 733947.8 5
119.0605 213034.5 1
119.0857 156339 1
121.0648 22648218 182
125.0597 11313952 91
126.0465 633312.1 5
127.0543 3161130.5 25
128.062 21150932 170
129.0698 10509465 84
130.0414 1696558 13
130.0778 918338.4 7
131.0491 5424322 43
132.057 1537470 12
133.0648 395352.9 3
135.044 1393871.9 11
135.0553 5203458 41
135.0802 680180.9 5
141.0699 3360928.5 27
142.0777 656033.4 5
143.0493 1263932.9 10
143.0855 657005.1 5
144.057 11940874 96
145.0648 7399996.5 59
146.0728 240354.6 1
147.0806 662054.3 5
152.0622 740806.9 5
153.0698 1284483.9 10
154.0778 258124.8 2
155.0603 6688146.5 53
157.0647 1451593.9 11
158.0728 2505497 20
159.0804 3019350.2 24
160.0884 195752.5 1
165.07 190974.7 1
171.0804 855514.4 6
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