ACCESSION: MSBNK-Eawag-EQ331003
RECORD_TITLE: Tramadol N-Oxide; LC-ESI-QFT; MS2; CE: 45; 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 45 (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: splash10-052r-5920000000-e308d20971a4b3bf5792
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0542 C4H7+ 1 55.0542 -0.67
56.0495 C3H6N+ 1 56.0495 -0.1
58.0651 C3H8N+ 1 58.0651 -0.44
62.06 C2H8NO+ 1 62.06 -0.49
67.0542 C5H7+ 1 67.0542 -0.25
68.0494 C4H6N+ 1 68.0495 -0.52
69.0334 C4H5O+ 1 69.0335 -1.18
69.0698 C5H9+ 1 69.0699 -0.82
70.0651 C4H8N+ 1 70.0651 -0.79
71.0729 C4H9N+ 1 71.073 -0.43
72.0807 C4H10N+ 1 72.0808 -0.77
74.06 C3H8NO+ 1 74.06 -0.81
77.0384 C6H5+ 1 77.0386 -2.81
79.0541 C6H7+ 1 79.0542 -1.1
81.0572 C5H7N+ 1 81.0573 -0.62
81.0698 C6H9+ 1 81.0699 -0.7
82.0651 C5H8N+ 1 82.0651 -0.8
83.0855 C6H11+ 1 83.0855 -0.44
84.0808 C5H10N+ 1 84.0808 -0.07
91.0542 C7H7+ 1 91.0542 -0.4
92.0253 C6H4O+ 1 92.0257 -3.65
93.0699 C7H9+ 1 93.0699 0.14
94.0651 C6H8N+ 1 94.0651 -0.27
95.0492 C6H7O+ 1 95.0491 0.2
95.073 C6H9N+ 1 95.073 -0.01
97.0886 C6H11N+ 1 97.0886 0.2
107.0491 C7H7O+ 1 107.0491 -0.48
108.0807 C7H10N+ 1 108.0808 -0.61
109.0648 C7H9O+ 1 109.0648 0.08
110.0964 C7H12N+ 1 110.0964 -0.14
111.0804 C7H11O+ 1 111.0804 0.08
121.0648 C8H9O+ 1 121.0648 -0.26
125.0597 C7H9O2+ 1 125.0597 -0.21
126.1277 C8H16N+ 1 126.1277 0.03
131.0492 C9H7O+ 1 131.0491 0.68
133.0649 C9H9O+ 1 133.0648 1.12
135.044 C8H7O2+ 1 135.0441 -0.56
137.0597 C8H9O2+ 1 137.0597 -0.26
144.0571 C10H8O+ 1 144.057 1
145.0648 C10H9O+ 1 145.0648 -0.28
146.0728 C10H10O+ 1 146.0726 1.05
147.0804 C10H11O+ 1 147.0804 -0.42
151.075 C9H11O2+ 1 151.0754 -2.69
158.0726 C11H10O+ 1 158.0726 -0.42
159.0804 C11H11O+ 1 159.0804 -0.2
160.0883 C11H12O+ 1 160.0883 0.15
161.0597 C10H9O2+ 1 161.0597 -0.29
161.096 C11H13O+ 1 161.0961 -0.82
163.0752 C10H11O2+ 1 163.0754 -0.96
171.0805 C12H11O+ 1 171.0804 0.34
172.0882 C12H12O+ 1 172.0883 -0.15
173.0961 C12H13O+ 1 173.0961 -0.07
175.0753 C11H11O2+ 1 175.0754 -0.55
175.1116 C12H15O+ 1 175.1117 -0.81
184.0883 C13H12O+ 1 184.0883 0.02
186.104 C13H14O+ 1 186.1039 0.23
189.1276 C13H17O+ 1 189.1274 1.21
191.1065 C12H15O2+ 1 191.1067 -0.71
199.1118 C14H15O+ 1 199.1117 0.19
201.1273 C14H17O+ 1 201.1274 -0.26
217.1227 C14H17O2+ 1 217.1223 1.68
219.1379 C14H19O2+ 1 219.138 -0.12
234.1485 C14H20NO2+ 1 234.1489 -1.65
244.1696 C16H22NO+ 1 244.1696 0.04
262.1801 C16H24NO2+ 1 262.1802 -0.1
280.1907 C16H26NO3+ 1 280.1907 -0.21
PK$NUM_PEAK: 66
PK$PEAK: m/z int. rel.int.
55.0542 2787023.5 6
56.0495 1451920 3
58.0651 349980864 848
62.06 5586097.5 13
67.0542 6025873 14
68.0494 3787817.2 9
69.0334 1229844.8 2
69.0698 1410161.8 3
70.0651 1372430.8 3
71.0729 1469060.6 3
72.0807 3664809.5 8
74.06 13987043 33
77.0384 1287765.5 3
79.0541 3373169.2 8
81.0572 734793.2 1
81.0698 5042264.5 12
82.0651 7782993.5 18
83.0855 4458240 10
84.0808 5716083 13
91.0542 2670893.8 6
92.0253 1548446.2 3
93.0699 9243096 22
94.0651 1823454.6 4
95.0492 2310169.8 5
95.073 4739449.5 11
97.0886 1235578 2
107.0491 5846212.5 14
108.0807 6213307 15
109.0648 8478624 20
110.0964 118573064 287
111.0804 1231560.5 2
121.0648 57965372 140
125.0597 16372228 39
126.1277 2362019.2 5
131.0492 1131086.6 2
133.0649 854947.7 2
135.044 411876512 999
137.0597 4376743.5 10
144.0571 1819900.9 4
145.0648 4525597 10
146.0728 879009.1 2
147.0804 14722105 35
151.075 1203720.6 2
158.0726 1928821.4 4
159.0804 51747424 125
160.0883 3186472 7
161.0597 975879.5 2
161.096 2309521 5
163.0752 1470625.8 3
171.0805 1172253.5 2
172.0882 1114915.5 2
173.0961 12326646 29
175.0753 901027.2 2
175.1116 1439649.8 3
184.0883 1069907.2 2
186.104 1022931.4 2
189.1276 2059788 4
191.1065 9169926 22
199.1118 1943719 4
201.1273 79201104 192
217.1227 725554.5 1
219.1379 1685076 4
234.1485 1154484.5 2
244.1696 697899.2 1
262.1801 75919872 184
280.1907 8808429 21
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