ACCESSION: MSBNK-Eawag-EQ331005
RECORD_TITLE: Tramadol N-Oxide; LC-ESI-QFT; MS2; CE: 75; 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 75 (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: splash10-0a4i-8900000000-077d6cf3778a159ff0ec
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.83
51.0229 C4H3+ 1 51.0229 -0.52
53.0386 C4H5+ 1 53.0386 0.25
55.0179 C3H3O+ 1 55.0178 0.16
55.0542 C4H7+ 1 55.0542 0.06
56.0495 C3H6N+ 1 56.0495 -0.1
57.0335 C3H5O+ 1 57.0335 -0.2
57.0573 C3H7N+ 1 57.0573 0.34
58.0651 C3H8N+ 1 58.0651 -0.1
62.06 C2H8NO+ 1 62.06 -0.17
64.0306 C5H4+ 1 64.0308 -1.9
65.0385 C5H5+ 1 65.0386 -1.02
67.0416 C4H5N+ 1 67.0417 -1.05
67.0542 C5H7+ 1 67.0542 -0.1
68.0257 C4H4O+ 1 68.0257 0.06
68.0495 C4H6N+ 1 68.0495 -0.23
68.9971 C3HO2+ 1 68.9971 0.06
69.0335 C4H5O+ 1 69.0335 0.13
69.0699 C5H9+ 1 69.0699 -0.24
70.0651 C4H8N+ 1 70.0651 -0.37
71.0729 C4H9N+ 1 71.073 -0.43
72.0807 C4H10N+ 1 72.0808 -0.5
74.06 C3H8NO+ 1 74.06 -0.68
77.0385 C6H5+ 1 77.0386 -0.99
78.0463 C6H6+ 1 78.0464 -0.92
79.0542 C6H7+ 1 79.0542 -0.46
80.0495 C5H6N+ 1 80.0495 -0.2
81.0335 C5H5O+ 1 81.0335 0.23
81.0573 C5H7N+ 1 81.0573 0.49
81.0699 C6H9+ 1 81.0699 -0.08
82.0651 C5H8N+ 1 82.0651 -0.31
83.0492 C5H7O+ 1 83.0491 0.23
83.0855 C6H11+ 1 83.0855 -0.32
84.0808 C5H10N+ 1 84.0808 -0.07
91.0542 C7H7+ 1 91.0542 0.26
92.0256 C6H4O+ 1 92.0257 -0.18
93.0699 C7H9+ 1 93.0699 0.14
94.0413 C6H6O+ 1 94.0413 -0.07
94.0651 C6H8N+ 1 94.0651 0.05
95.0491 C6H7O+ 1 95.0491 -0.01
95.0729 C6H9N+ 1 95.073 -0.11
96.0807 C6H10N+ 1 96.0808 -0.68
98.0964 C6H12N+ 1 98.0964 -0.16
103.0541 C8H7+ 1 103.0542 -1.52
105.0447 C6H5N2+ 1 105.0447 0.15
105.0699 C8H9+ 1 105.0699 0.03
106.0414 C7H6O+ 1 106.0413 0.51
107.0491 C7H7O+ 1 107.0491 -0.2
108.0569 C7H8O+ 1 108.057 -0.52
108.0807 C7H10N+ 1 108.0808 -0.42
109.0648 C7H9O+ 1 109.0648 0.08
110.0964 C7H12N+ 1 110.0964 0.13
111.0804 C7H11O+ 1 111.0804 -0.01
115.0542 C9H7+ 1 115.0542 -0.14
116.0621 C9H8+ 1 116.0621 0.16
117.0698 C9H9+ 1 117.0699 -0.4
118.0414 C8H6O+ 1 118.0413 0.54
119.0493 C8H7O+ 1 119.0491 1.17
119.0604 C7H7N2+ 1 119.0604 0.13
119.0855 C9H11+ 1 119.0855 0.03
120.057 C8H8O+ 1 120.057 0.2
121.0648 C8H9O+ 1 121.0648 -0.01
122.0966 C8H12N+ 1 122.0964 1.1
124.052 C7H8O2+ 1 124.0519 1.04
125.0597 C7H9O2+ 1 125.0597 0.19
126.1278 C8H16N+ 1 126.1277 0.27
127.0542 C10H7+ 1 127.0542 -0.45
128.0621 C10H8+ 1 128.0621 0.06
129.0698 C10H9+ 1 129.0699 -0.36
130.0412 C9H6O+ 1 130.0413 -0.66
130.0777 C10H10+ 1 130.0777 0.22
131.0492 C9H7O+ 1 131.0491 0.22
131.0854 C10H11+ 1 131.0855 -0.89
132.057 C9H8O+ 1 132.057 0.18
133.0648 C9H9O+ 1 133.0648 -0.01
135.044 C8H7O2+ 1 135.0441 -0.12
135.0551 C7H7N2O+ 1 135.0553 -1.03
135.0804 C9H11O+ 1 135.0804 -0.53
136.0519 C8H8O2+ 1 136.0519 -0.23
137.0596 C8H9O2+ 1 137.0597 -0.85
141.07 C11H9+ 1 141.0699 0.66
142.0776 C11H10+ 1 142.0777 -0.65
143.0491 C10H7O+ 1 143.0491 -0.43
143.0855 C11H11+ 1 143.0855 -0.05
144.057 C10H8O+ 1 144.057 0.16
145.0648 C10H9O+ 1 145.0648 -0.15
146.0726 C10H10O+ 1 146.0726 -0.25
147.0804 C10H11O+ 1 147.0804 -0.21
155.0605 C10H7N2+ 1 155.0604 0.68
157.0649 C11H9O+ 1 157.0648 0.56
157.076 C10H9N2+ 1 157.076 -0.09
158.0726 C11H10O+ 1 158.0726 0.09
159.0804 C11H11O+ 1 159.0804 -0.01
160.0883 C11H12O+ 1 160.0883 0.02
161.096 C11H13O+ 1 161.0961 -0.32
171.0803 C12H11O+ 1 171.0804 -0.65
172.0882 C12H12O+ 1 172.0883 -0.44
173.0962 C12H13O+ 1 173.0961 0.45
184.0883 C13H12O+ 1 184.0883 0.29
185.0959 C13H13O+ 1 185.0961 -1.2
186.1041 C13H14O+ 1 186.1039 0.72
199.1121 C14H15O+ 1 199.1117 1.55
201.1274 C14H17O+ 1 201.1274 -0.06
PK$NUM_PEAK: 103
PK$PEAK: m/z int. rel.int.
50.0151 409522.5 1
51.0229 772164.6 3
53.0386 9874845 39
55.0179 4140327.2 16
55.0542 14050384 55
56.0495 5609899.5 22
57.0335 1070832.6 4
57.0573 1285450 5
58.0651 252179872 999
62.06 6952041.5 27
64.0306 679287.5 2
65.0385 2488123.2 9
67.0416 1193473.5 4
67.0542 11347731 44
68.0257 1147553.4 4
68.0495 3496536.5 13
68.9971 257444.4 1
69.0335 893263.3 3
69.0699 4844978 19
70.0651 7209406.5 28
71.0729 5490310.5 21
72.0807 3239010.8 12
74.06 2871578.2 11
77.0385 21444746 84
78.0463 1660423.9 6
79.0542 18419136 72
80.0495 1442502.6 5
81.0335 1447576.6 5
81.0573 3002873.2 11
81.0699 5895911.5 23
82.0651 11866032 47
83.0492 706783.2 2
83.0855 5283562.5 20
84.0808 17245058 68
91.0542 42659672 168
92.0256 19018074 75
93.0699 12114757 47
94.0413 4379598.5 17
94.0651 8755438 34
95.0491 36067928 142
95.0729 10029015 39
96.0807 1316929.9 5
98.0964 364823.4 1
103.0541 1464880.4 5
105.0447 20877754 82
105.0699 5197585 20
106.0414 1368531.4 5
107.0491 28358244 112
108.0569 404171.3 1
108.0807 7440491 29
109.0648 14354389 56
110.0964 14985603 59
111.0804 282457.2 1
115.0542 3732771.2 14
116.0621 1642364.1 6
117.0698 3107257.8 12
118.0414 392080.7 1
119.0493 664654.6 2
119.0604 2088385.2 8
119.0855 1212443.1 4
120.057 313687.4 1
121.0648 94274512 373
122.0966 358411.5 1
124.052 260394.9 1
125.0597 86885064 344
126.1278 264740.8 1
127.0542 345318.3 1
128.0621 3865035 15
129.0698 6951512.5 27
130.0412 290028 1
130.0777 748756.9 2
131.0492 3123587 12
131.0854 702821.2 2
132.057 1947464.5 7
133.0648 2287513.8 9
135.044 121762976 482
135.0551 38614440 152
135.0804 9005309 35
136.0519 399127.1 1
137.0596 289745.4 1
141.07 2021116.5 8
142.0776 305947.1 1
143.0491 345328.3 1
143.0855 633204.3 2
144.057 21053654 83
145.0648 10832411 42
146.0726 3563974.2 14
147.0804 12907376 51
155.0605 1887631.1 7
157.0649 1713400.1 6
157.076 743326.6 2
158.0726 12245887 48
159.0804 44334756 175
160.0883 9826209 38
161.096 791684.5 3
171.0803 2400378.8 9
172.0882 3669497 14
173.0962 6238759.5 24
184.0883 702876.3 2
185.0959 263143.8 1
186.1041 1418962 5
199.1121 364504.7 1
201.1274 2447632.8 9
//
