ACCESSION: MSBNK-Eawag-EQ331004
RECORD_TITLE: Tramadol N-Oxide; LC-ESI-QFT; MS2; CE: 60; 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 60 (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: splash10-0a4r-5900000000-597398b71c582142c466
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0386 C4H5+ 1 53.0386 0.44
55.0178 C3H3O+ 1 55.0178 -0.57
55.0542 C4H7+ 1 55.0542 -0.12
56.0495 C3H6N+ 1 56.0495 -0.1
57.0335 C3H5O+ 1 57.0335 -0.02
57.0573 C3H7N+ 1 57.0573 0.16
58.0651 C3H8N+ 1 58.0651 -0.27
62.06 C2H8NO+ 1 62.06 -0.33
65.0385 C5H5+ 1 65.0386 -0.56
67.0542 C5H7+ 1 67.0542 -0.1
68.0257 C4H4O+ 1 68.0257 0.2
68.0495 C4H6N+ 1 68.0495 -0.23
69.0335 C4H5O+ 1 69.0335 -0.16
69.0698 C5H9+ 1 69.0699 -0.68
70.0651 C4H8N+ 1 70.0651 -0.79
71.0729 C4H9N+ 1 71.073 -0.57
72.0807 C4H10N+ 1 72.0808 -0.63
74.06 C3H8NO+ 1 74.06 -0.54
77.0385 C6H5+ 1 77.0386 -1.25
79.0542 C6H7+ 1 79.0542 -0.59
80.0495 C5H6N+ 1 80.0495 0.05
81.0573 C5H7N+ 1 81.0573 -0.5
81.0699 C6H9+ 1 81.0699 -0.21
82.0651 C5H8N+ 1 82.0651 -0.43
83.049 C5H7O+ 1 83.0491 -1.34
83.0855 C6H11+ 1 83.0855 -0.44
84.0808 C5H10N+ 1 84.0808 -0.07
91.0542 C7H7+ 1 91.0542 0.04
92.0256 C6H4O+ 1 92.0257 -0.83
93.0699 C7H9+ 1 93.0699 0.36
94.0413 C6H6O+ 1 94.0413 -0.28
94.0651 C6H8N+ 1 94.0651 0.05
95.0491 C6H7O+ 1 95.0491 -0.12
95.073 C6H9N+ 1 95.073 -0.01
96.0807 C6H10N+ 1 96.0808 -1
97.0886 C6H11N+ 1 97.0886 -0.21
98.0964 C6H12N+ 1 98.0964 -0.47
105.0447 C6H5N2+ 1 105.0447 0.05
105.07 C8H9+ 1 105.0699 0.98
106.0412 C7H6O+ 1 106.0413 -1.28
107.0491 C7H7O+ 1 107.0491 -0.2
108.0807 C7H10N+ 1 108.0808 -0.42
109.0648 C7H9O+ 1 109.0648 0.08
110.0964 C7H12N+ 1 110.0964 0.04
111.0804 C7H11O+ 1 111.0804 -0.28
111.1043 C7H13N+ 1 111.1043 0.89
115.0539 C9H7+ 1 115.0542 -2.93
117.0699 C9H9+ 1 117.0699 0.46
119.0491 C8H7O+ 1 119.0491 -0.09
119.0603 C7H7N2+ 1 119.0604 -0.54
119.0856 C9H11+ 1 119.0855 0.36
121.0648 C8H9O+ 1 121.0648 -0.01
122.0964 C8H12N+ 1 122.0964 -0.54
123.0803 C8H11O+ 1 123.0804 -0.74
123.1041 C8H13N+ 1 123.1043 -1.47
124.0518 C7H8O2+ 1 124.0519 -0.41
125.0597 C7H9O2+ 1 125.0597 0.11
126.1277 C8H16N+ 1 126.1277 -0.44
128.0619 C10H8+ 1 128.0621 -1.03
129.0697 C10H9+ 1 129.0699 -0.98
131.049 C9H7O+ 1 131.0491 -0.85
131.0856 C10H11+ 1 131.0855 0.33
132.0572 C9H8O+ 1 132.057 1.39
133.0649 C9H9O+ 1 133.0648 0.67
135.044 C8H7O2+ 1 135.0441 -0.34
135.0549 C7H7N2O+ 1 135.0553 -2.51
136.0522 C8H8O2+ 1 136.0519 2.27
137.0597 C8H9O2+ 1 137.0597 0.18
141.0699 C11H9+ 1 141.0699 0.45
142.0778 C11H10+ 1 142.0777 0.69
144.057 C10H8O+ 1 144.057 0.23
145.0648 C10H9O+ 1 145.0648 -0.15
146.0726 C10H10O+ 1 146.0726 -0.11
147.0804 C10H11O+ 1 147.0804 -0.42
151.0755 C9H11O2+ 1 151.0754 1.15
155.0603 C10H7N2+ 1 155.0604 -0.74
158.0726 C11H10O+ 1 158.0726 -0.04
159.0804 C11H11O+ 1 159.0804 -0.01
160.0883 C11H12O+ 1 160.0883 0.15
161.0596 C10H9O2+ 1 161.0597 -0.72
161.0961 C11H13O+ 1 161.0961 0.18
163.0752 C10H11O2+ 1 163.0754 -0.96
169.0647 C12H9O+ 1 169.0648 -0.54
169.1013 C13H13+ 1 169.1012 0.85
171.0804 C12H11O+ 1 171.0804 -0.53
172.0881 C12H12O+ 1 172.0883 -0.73
173.0961 C12H13O+ 1 173.0961 0.28
175.1119 C12H15O+ 1 175.1117 0.96
184.0886 C13H12O+ 1 184.0883 1.59
186.1039 C13H14O+ 1 186.1039 -0.09
189.1275 C13H17O+ 1 189.1274 0.63
191.1065 C12H15O2+ 1 191.1067 -1.03
199.1116 C14H15O+ 1 199.1117 -0.56
201.1273 C14H17O+ 1 201.1274 -0.26
262.1803 C16H24NO2+ 1 262.1802 0.36
PK$NUM_PEAK: 95
PK$PEAK: m/z int. rel.int.
53.0386 3015244 9
55.0178 2166288.5 7
55.0542 8424593 27
56.0495 3335816 10
57.0335 886144.5 2
57.0573 922541.9 2
58.0651 307784768 999
62.06 6500373.5 21
65.0385 1096586.9 3
67.0542 10679932 34
68.0257 826513.4 2
68.0495 4994264 16
69.0335 982623.9 3
69.0698 4283927.5 13
70.0651 5308277.5 17
71.0729 3936345.5 12
72.0807 3734501.5 12
74.06 6908210.5 22
77.0385 7461327.5 24
79.0542 11328062 36
80.0495 409162.8 1
81.0573 1813070.2 5
81.0699 8733523 28
82.0651 14617865 47
83.049 648226.8 2
83.0855 5738047 18
84.0808 14587204 47
91.0542 16224987 52
92.0256 5442304.5 17
93.0699 14093780 45
94.0413 1650329.8 5
94.0651 5278979.5 17
95.0491 11215646 36
95.073 11506176 37
96.0807 868979.9 2
97.0886 1117360.8 3
98.0964 798488.9 2
105.0447 6402964 20
105.07 1459383.9 4
106.0412 356992 1
107.0491 18187348 59
108.0807 9972889 32
109.0648 13635526 44
110.0964 56925972 184
111.0804 1119775.8 3
111.1043 420654.4 1
115.0539 1529131 4
117.0699 998035.8 3
119.0491 404133.8 1
119.0603 1158057.1 3
119.0856 719036.3 2
121.0648 96509264 313
122.0964 326166.2 1
123.0803 346852.9 1
123.1041 326409 1
124.0518 386770.3 1
125.0597 64828180 210
126.1277 1912133.4 6
128.0619 1075547.2 3
129.0697 2457385.5 7
131.049 1809344.2 5
131.0856 373806.4 1
132.0572 1263910.1 4
133.0649 2103938 6
135.044 300626016 975
135.0549 33401980 108
136.0522 351600.4 1
137.0597 2409998 7
141.0699 879951 2
142.0778 319489.2 1
144.057 13164640 42
145.0648 8424921 27
146.0726 3337308.2 10
147.0804 20537860 66
151.0755 345245.2 1
155.0603 387689.9 1
158.0726 10385511 33
159.0804 73422856 238
160.0883 10884142 35
161.0596 766464.6 2
161.0961 2413900 7
163.0752 1105521 3
169.0647 383424 1
169.1013 761689.4 2
171.0804 2078004.5 6
172.0881 3958961.5 12
173.0961 13309533 43
175.1119 673079.9 2
184.0886 1250338.5 4
186.1039 2260470.8 7
189.1275 338788.6 1
191.1065 1349007.6 4
199.1116 1383205.4 4
201.1273 19118134 62
262.1803 3036836.8 9
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