ACCESSION: MSBNK-Eawag-EQ367605
RECORD_TITLE: Doxepine; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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 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$SPLASH: splash10-0a4i-4920000000-7a9368d04bc38800e87e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.015 C4H2+ 1 50.0151 -2.43
51.0228 C4H3+ 1 51.0229 -2.48
53.0386 C4H5+ 1 53.0386 0.06
55.0179 C3H3O+ 1 55.0178 0.16
55.0542 C4H7+ 1 55.0542 0.24
56.0495 C3H6N+ 1 56.0495 -0.46
57.0573 C3H7N+ 1 57.0573 -0.01
58.0651 C3H8N+ 1 58.0651 -0.1
63.0228 C5H3+ 1 63.0229 -2.48
65.0386 C5H5+ 1 65.0386 -0.41
68.0494 C4H6N+ 1 68.0495 -0.82
69.0335 C4H5O+ 1 69.0335 -0.45
69.0573 C4H7N+ 1 69.0573 -0.44
70.0651 C4H8N+ 1 70.0651 -0.22
71.073 C4H9N+ 1 71.073 0.41
72.0807 C4H10N+ 1 72.0808 -0.77
77.0385 C6H5+ 1 77.0386 -1.25
79.0542 C6H7+ 1 79.0542 -0.46
81.0335 C5H5O+ 1 81.0335 -0.14
82.0651 C5H8N+ 1 82.0651 0.05
84.0808 C5H10N+ 1 84.0808 -0.07
85.0886 C5H11N+ 1 85.0886 -0.36
91.0542 C7H7+ 1 91.0542 0.04
94.0412 C6H6O+ 1 94.0413 -1.45
95.0491 C6H7O+ 1 95.0491 -0.01
103.0542 C8H7+ 1 103.0542 0.03
104.0621 C8H8+ 1 104.0621 0.08
105.0335 C7H5O+ 1 105.0335 0.46
105.0447 C6H5N2+ 1 105.0447 0.15
105.0699 C8H9+ 1 105.0699 0.22
107.0491 C7H7O+ 1 107.0491 -0.29
109.0647 C7H9O+ 1 109.0648 -1.3
115.0542 C9H7+ 1 115.0542 0.12
116.0621 C9H8+ 1 116.0621 0.76
117.0699 C9H9+ 1 117.0699 -0.23
119.0492 C8H7O+ 1 119.0491 0.16
127.0541 C10H7+ 1 127.0542 -0.76
128.062 C10H8+ 1 128.0621 -0.01
129.0699 C10H9+ 1 129.0699 -0.21
131.0492 C9H7O+ 1 131.0491 0.14
133.0649 C9H9O+ 1 133.0648 0.44
139.0542 C11H7+ 1 139.0542 -0.41
141.0699 C11H9+ 1 141.0699 -0.12
142.0777 C11H10+ 1 142.0777 0.27
143.0855 C11H11+ 1 143.0855 -0.05
144.057 C10H8O+ 1 144.057 0.37
144.0812 C10H10N+ 1 144.0808 3.08
145.0648 C10H9O+ 1 145.0648 0.2
152.062 C12H8+ 1 152.0621 -0.21
153.0698 C12H9+ 1 153.0699 -0.44
155.0603 C10H7N2+ 1 155.0604 -0.22
155.0859 C12H11+ 1 155.0855 2.15
157.0649 C11H9O+ 1 157.0648 0.76
158.0965 C11H12N+ 1 158.0964 0.41
165.0699 C13H9+ 1 165.0699 0.26
166.0777 C13H10+ 1 166.0777 0.17
167.0855 C13H11+ 1 167.0855 0.08
168.057 C12H8O+ 1 168.057 0.38
169.0649 C12H9O+ 1 169.0648 0.58
170.0962 C12H12N+ 1 170.0964 -1.21
172.112 C12H14N+ 1 172.1121 -0.44
173.1199 C12H15N+ 1 173.1199 0.23
176.0617 C14H8+ 1 176.0621 -2.22
177.0699 C14H9+ 1 177.0699 0.19
178.0777 C14H10+ 1 178.0777 0.1
179.0855 C14H11+ 1 179.0855 -0.04
181.0646 C13H9O+ 1 181.0648 -0.89
181.1011 C14H13+ 1 181.1012 -0.37
189.0697 C15H9+ 1 189.0699 -0.67
190.0777 C15H10+ 1 190.0777 -0.01
191.0855 C15H11+ 1 191.0855 -0.19
192.0933 C15H12+ 1 192.0934 -0.27
193.065 C14H9O+ 1 193.0648 0.93
193.1014 C15H13+ 1 193.1012 1.1
194.0727 C14H10O+ 1 194.0726 0.22
195.0805 C14H11O+ 1 195.0804 0.1
200.0616 C16H8+ 1 200.0621 -2.41
201.0697 C16H9+ 1 201.0699 -0.63
202.0777 C16H10+ 1 202.0777 0.04
203.0855 C16H11+ 1 203.0855 -0.33
204.0934 C16H12+ 1 204.0934 0.14
205.0649 C15H9O+ 1 205.0648 0.29
205.1017 C16H13+ 1 205.1012 2.36
206.0728 C15H10O+ 1 206.0726 0.65
207.0805 C15H11O+ 1 207.0804 0.38
207.117 C16H15+ 1 207.1168 0.84
208.0881 C15H12O+ 1 208.0883 -0.94
215.0856 C17H11+ 1 215.0855 0.48
216.0934 C17H12+ 1 216.0934 0.27
217.1013 C17H13+ 1 217.1012 0.57
218.0729 C16H10O+ 1 218.0726 1.44
219.0805 C16H11O+ 1 219.0804 0.4
220.0883 C16H12O+ 1 220.0883 0.2
229.0761 C16H9N2+ 1 229.076 0.37
233.096 C17H13O+ 1 233.0961 -0.35
234.104 C17H14O+ 1 234.1039 0.53
235.1115 C17H15O+ 1 235.1117 -1.15
PK$NUM_PEAK: 97
PK$PEAK: m/z int. rel.int.
50.015 417964.2 2
51.0228 763166.7 4
53.0386 5055403.5 31
55.0179 2660643.5 16
55.0542 470971.2 2
56.0495 1313601.9 8
57.0573 218926.3 1
58.0651 40539184 252
63.0228 522202.9 3
65.0386 2227343.2 13
68.0494 545729.1 3
69.0335 527300.8 3
69.0573 166810.5 1
70.0651 18173882 113
71.073 1260309.5 7
72.0807 1974419 12
77.0385 12012487 74
79.0542 55720180 346
81.0335 1509216 9
82.0651 3439045 21
84.0808 48400748 301
85.0886 3388389.5 21
91.0542 60486744 376
94.0412 233143 1
95.0491 16025534 99
103.0542 3758296 23
104.0621 896691.2 5
105.0335 938820.8 5
105.0447 9463538 58
105.0699 3480483.2 21
107.0491 160605840 999
109.0647 189610.7 1
115.0542 58288840 362
116.0621 1065692 6
117.0699 41424292 257
119.0492 3307002 20
127.0541 519888.1 3
128.062 12675699 78
129.0699 24994238 155
131.0492 13475492 83
133.0649 444159.3 2
139.0542 189519.6 1
141.0699 39728656 247
142.0777 12617522 78
143.0855 709358.5 4
144.057 759829.8 4
144.0812 168525.2 1
145.0648 1268740.9 7
152.062 6027717.5 37
153.0698 1715669.9 10
155.0603 2275616.8 14
155.0859 196944.6 1
157.0649 1806855 11
158.0965 886947.1 5
165.0699 31024854 192
166.0777 18620154 115
167.0855 21663904 134
168.057 614245.6 3
169.0649 191569.5 1
170.0962 770359.3 4
172.112 680253.7 4
173.1199 217229 1
176.0617 1046081.8 6
177.0699 3032777.5 18
178.0777 31463856 195
179.0855 19837564 123
181.0646 1703499 10
181.1011 1639643 10
189.0697 2516865.8 15
190.0777 3560503.2 22
191.0855 17410298 108
192.0933 18078026 112
193.065 1110210.9 6
193.1014 489379.2 3
194.0727 27810470 172
195.0805 2399572.5 14
200.0616 205541.1 1
201.0697 725993.9 4
202.0777 51505296 320
203.0855 6568445 40
204.0934 516671.6 3
205.0649 4679568 29
205.1017 973299.4 6
206.0728 715493.4 4
207.0805 10845828 67
207.117 894474.8 5
208.0881 200892.8 1
215.0856 11606913 72
216.0934 4129940 25
217.1013 3163871 19
218.0729 1529006.8 9
219.0805 22594752 140
220.0883 27524214 171
229.0761 1001646.1 6
233.096 579441.8 3
234.104 471115.5 2
235.1115 267728.8 1
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