ACCESSION: MSBNK-Eawag-EQ367604
RECORD_TITLE: Doxepine; LC-ESI-QFT; MS2; CE: 60; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3676
CH$NAME: Doxepine
CH$NAME: Doxepin
CH$NAME: 3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N,N-dimethylpropan-1-amine
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C19H21NO
CH$EXACT_MASS: 279.16231
CH$SMILES: CN(C)CCC=C1C2=CC=CC=C2COC3=CC=CC=C31
CH$IUPAC: InChI=1S/C19H21NO/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3
CH$LINK: CAS
1668-19-5
CH$LINK: CHEBI
4710
CH$LINK: KEGG
C06971
CH$LINK: PUBCHEM
CID:3158
CH$LINK: INCHIKEY
ODQWQRRAPPTVAG-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
3046
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 6.8 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 280.1689
MS$FOCUSED_ION: PRECURSOR_M/Z 280.1696
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$SPLASH: splash10-0a4i-3920000000-1decbf30162661f4429b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0228 C4H3+ 1 51.0229 -2.09
53.0386 C4H5+ 1 53.0386 0.06
55.0542 C4H7+ 1 55.0542 -0.67
56.0495 C3H6N+ 1 56.0495 -0.28
58.0651 C3H8N+ 1 58.0651 0.07
65.0386 C5H5+ 1 65.0386 -0.41
69.0335 C4H5O+ 1 69.0335 -0.45
70.0651 C4H8N+ 1 70.0651 -0.37
71.073 C4H9N+ 1 71.073 -0.01
72.0808 C4H10N+ 1 72.0808 -0.22
77.0385 C6H5+ 1 77.0386 -1.12
79.0542 C6H7+ 1 79.0542 -0.34
81.0335 C5H5O+ 1 81.0335 -0.14
82.0651 C5H8N+ 1 82.0651 -0.43
84.0808 C5H10N+ 1 84.0808 0.05
85.0886 C5H11N+ 1 85.0886 -0.24
91.0542 C7H7+ 1 91.0542 0.15
95.0491 C6H7O+ 1 95.0491 -0.12
103.0543 C8H7+ 1 103.0542 0.52
104.0621 C8H8+ 1 104.0621 0.66
105.0336 C7H5O+ 1 105.0335 1.23
105.0448 C6H5N2+ 1 105.0447 0.34
105.0699 C8H9+ 1 105.0699 0.41
107.0491 C7H7O+ 1 107.0491 -0.2
115.0542 C9H7+ 1 115.0542 0.2
116.062 C9H8+ 1 116.0621 -0.53
117.0699 C9H9+ 1 117.0699 -0.23
119.0492 C8H7O+ 1 119.0491 0.33
121.0647 C8H9O+ 1 121.0648 -0.67
128.062 C10H8+ 1 128.0621 -0.01
129.0699 C10H9+ 1 129.0699 -0.21
131.0492 C9H7O+ 1 131.0491 0.3
133.0648 C9H9O+ 1 133.0648 0.14
141.0699 C11H9+ 1 141.0699 0.02
142.0778 C11H10+ 1 142.0777 0.34
143.0855 C11H11+ 1 143.0855 0.09
144.057 C10H8O+ 1 144.057 0.16
145.0649 C10H9O+ 1 145.0648 0.61
150.0914 C9H12NO+ 1 150.0913 0.53
152.0619 C12H8+ 1 152.0621 -1
153.0698 C12H9+ 1 153.0699 -0.37
155.0603 C10H7N2+ 1 155.0604 -0.35
157.0648 C11H9O+ 1 157.0648 0.25
158.0965 C11H12N+ 1 158.0964 0.34
165.0699 C13H9+ 1 165.0699 0.08
166.0777 C13H10+ 1 166.0777 0.17
167.0856 C13H11+ 1 167.0855 0.26
170.0963 C12H12N+ 1 170.0964 -0.86
171.1043 C12H13N+ 1 171.1043 0
172.1122 C12H14N+ 1 172.1121 0.9
173.12 C12H15N+ 1 173.1199 0.75
177.0698 C14H9+ 1 177.0699 -0.26
178.0777 C14H10+ 1 178.0777 0.05
179.0855 C14H11+ 1 179.0855 0.07
181.0649 C13H9O+ 1 181.0648 0.54
181.1012 C14H13+ 1 181.1012 0.07
186.1278 C13H16N+ 1 186.1277 0.45
189.0695 C15H9+ 1 189.0699 -1.73
190.0776 C15H10+ 1 190.0777 -0.43
191.0855 C15H11+ 1 191.0855 -0.14
192.0933 C15H12+ 1 192.0934 -0.11
193.0651 C14H9O+ 1 193.0648 1.39
193.1014 C15H13+ 1 193.1012 1.21
194.0727 C14H10O+ 1 194.0726 0.33
195.0805 C14H11O+ 1 195.0804 0.35
201.0697 C16H9+ 1 201.0699 -0.68
202.0777 C16H10+ 1 202.0777 0.04
203.0855 C16H11+ 1 203.0855 -0.38
204.0937 C16H12+ 1 204.0934 1.76
205.0648 C15H9O+ 1 205.0648 0.09
205.1011 C16H13+ 1 205.1012 -0.33
206.0727 C15H10O+ 1 206.0726 0.16
207.0805 C15H11O+ 1 207.0804 0.52
207.1169 C16H15+ 1 207.1168 0.3
209.0962 C15H13O+ 1 209.0961 0.71
215.0857 C17H11+ 1 215.0855 0.67
216.0934 C17H12+ 1 216.0934 0.41
217.1013 C17H13+ 1 217.1012 0.52
218.0724 C16H10O+ 1 218.0726 -0.81
218.1093 C17H14+ 1 218.109 1.23
219.0805 C16H11O+ 1 219.0804 0.31
220.0884 C16H12O+ 1 220.0883 0.43
229.0759 C16H9N2+ 1 229.076 -0.41
233.0963 C17H13O+ 1 233.0961 1.02
234.1038 C17H14O+ 1 234.1039 -0.67
235.1117 C17H15O+ 1 235.1117 -0.09
250.1224 C17H16NO+ 1 250.1226 -0.88
280.1696 C19H22NO+ 1 280.1696 -0.11
PK$NUM_PEAK: 88
PK$PEAK: m/z int. rel.int.
51.0228 434821.6 1
53.0386 1996208.2 7
55.0542 587370.6 2
56.0495 751555.1 3
58.0651 53457484 213
65.0386 1037084.3 4
69.0335 726509.3 2
70.0651 14936248 59
71.073 1734507.6 6
72.0808 3152532.8 12
77.0385 4812696.5 19
79.0542 30203196 120
81.0335 762743.8 3
82.0651 2734120 10
84.0808 70371704 281
85.0886 8307503 33
91.0542 56576644 226
95.0491 5358503.5 21
103.0543 1688645.8 6
104.0621 881770 3
105.0336 1031405.8 4
105.0448 4225657 16
105.0699 3396171.2 13
107.0491 249614128 999
115.0542 44221852 176
116.062 442713.1 1
117.0699 57515340 230
119.0492 5953394.5 23
121.0647 758758.6 3
128.062 5542153.5 22
129.0699 31246310 125
131.0492 14358336 57
133.0648 632653.3 2
141.0699 44536392 178
142.0778 18430154 73
143.0855 2931599 11
144.057 614856.8 2
145.0649 958582.8 3
150.0914 602479.3 2
152.0619 1202568.4 4
153.0698 1384039.8 5
155.0603 949755.2 3
157.0648 3324950.8 13
158.0965 1137639 4
165.0699 13812283 55
166.0777 13228456 52
167.0856 25058740 100
170.0963 607943.4 2
171.1043 820878.8 3
172.1122 1015142.3 4
173.12 2834140.2 11
177.0698 2592034.2 10
178.0777 17132110 68
179.0855 26777894 107
181.0649 1588233.6 6
181.1012 5813062.5 23
186.1278 762263 3
189.0695 775338.5 3
190.0776 1699919 6
191.0855 9114927 36
192.0933 20807358 83
193.0651 610461.2 2
193.1014 1937127.2 7
194.0727 33404186 133
195.0805 11434925 45
201.0697 601766.1 2
202.0777 44951040 179
203.0855 3754147.8 15
204.0937 516190.2 2
205.0648 2538977.8 10
205.1011 1435753.8 5
206.0727 945719.1 3
207.0805 18337020 73
207.1169 6646719 26
209.0962 2736917.8 10
215.0857 7176752.5 28
216.0934 3840000 15
217.1013 12373653 49
218.0724 628679.5 2
218.1093 1134586.2 4
219.0805 12012078 48
220.0884 46265080 185
229.0759 513417.1 2
233.0963 1836660.4 7
234.1038 1357934.9 5
235.1117 5904051.5 23
250.1224 504145.1 2
280.1696 1587727.8 6
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