ACCESSION: MSBNK-Eawag-EQ331002
RECORD_TITLE: Tramadol N-Oxide; LC-ESI-QFT; MS2; CE: 30; 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 30 (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: splash10-03e9-2390000000-a1cd8f6d0dbdf27b384e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
58.0651 C3H8N+ 1 58.0651 -0.61
62.06 C2H8NO+ 1 62.06 -0.65
72.0807 C4H10N+ 1 72.0808 -0.77
74.06 C3H8NO+ 1 74.06 -0.95
81.0699 C6H9+ 1 81.0699 0.04
82.065 C5H8N+ 1 82.0651 -1.04
93.0699 C7H9+ 1 93.0699 0.25
107.0493 C7H7O+ 1 107.0491 1.02
109.0647 C7H9O+ 1 109.0648 -0.47
110.0964 C7H12N+ 1 110.0964 -0.23
111.0803 C7H11O+ 1 111.0804 -1.36
121.0647 C8H9O+ 1 121.0648 -0.59
125.0597 C7H9O2+ 1 125.0597 0.11
126.1276 C8H16N+ 1 126.1277 -0.76
135.044 C8H7O2+ 1 135.0441 -0.71
137.0596 C8H9O2+ 1 137.0597 -0.48
145.0646 C10H9O+ 1 145.0648 -1.32
147.0803 C10H11O+ 1 147.0804 -1.17
159.0804 C11H11O+ 1 159.0804 -0.07
173.0965 C12H13O+ 1 173.0961 2.13
189.1271 C13H17O+ 1 189.1274 -1.33
191.1065 C12H15O2+ 1 191.1067 -0.56
199.1114 C14H15O+ 1 199.1117 -1.72
201.1273 C14H17O+ 1 201.1274 -0.31
217.1221 C14H17O2+ 1 217.1223 -1.18
219.1378 C14H19O2+ 1 219.138 -0.71
244.1691 C16H22NO+ 1 244.1696 -1.93
262.1801 C16H24NO2+ 1 262.1802 -0.33
280.1906 C16H26NO3+ 1 280.1907 -0.32
PK$NUM_PEAK: 29
PK$PEAK: m/z int. rel.int.
58.0651 269862560 535
62.06 2963349.2 5
72.0807 660203.6 1
74.06 13356937 26
81.0699 866696.2 1
82.065 689577.9 1
93.0699 982466.6 1
107.0493 766537.1 1
109.0647 1708847.6 3
110.0964 54433044 107
111.0803 767072.9 1
121.0647 10346894 20
125.0597 865727.2 1
126.1276 1977422.2 3
135.044 215819904 427
137.0596 2353122 4
145.0646 702435.4 1
147.0803 2059700.8 4
159.0804 7590054 15
173.0965 1765025.4 3
189.1271 1283473.4 2
191.1065 8937157 17
199.1114 1486755 2
201.1273 82805584 164
217.1221 2566251.2 5
219.1378 3426337.2 6
244.1691 923196.7 1
262.1801 503892928 999
280.1906 294130208 583
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