ACCESSION: MSBNK-Eawag-EQ329503
RECORD_TITLE: Bexarotene; LC-ESI-QFT; MS2; CE: 45; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Otto J, 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 3295
CH$NAME: Bexarotene
CH$NAME: 4-[1-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)ethenyl]benzoic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C24H28O2
CH$EXACT_MASS: 348.20893
CH$SMILES: CC1=CC2=C(C=C1C(=C)C3=CC=C(C=C3)C(=O)O)C(CCC2(C)C)(C)C
CH$IUPAC: InChI=1S/C24H28O2/c1-15-13-20-21(24(5,6)12-11-23(20,3)4)14-19(15)16(2)17-7-9-18(10-8-17)22(25)26/h7-10,13-14H,2,11-12H2,1,3-6H3,(H,25,26)
CH$LINK: CAS
153559-49-0
CH$LINK: KEGG
D03106
CH$LINK: PUBCHEM
CID:82146
CH$LINK: INCHIKEY
NAVMQTYZDKMPEU-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
74139
CH$LINK: COMPTOX
DTXSID1040619
AC$INSTRUMENT: Q Exactive 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$CHROMATOGRAPHY: RETENTION_TIME 19.0 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 349.2162
MS$FOCUSED_ION: PRECURSOR_M/Z 349.2162
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE vendor picking in Proteowizard
MS$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$SPLASH: splash10-00os-1594000000-b4c3e389bf263ae949a1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0543 C4H7+ 1 55.0542 1.15
57.0699 C4H9+ 1 57.0699 -0.12
67.0542 C5H7+ 1 67.0542 -0.25
69.0698 C5H9+ 1 69.0699 -0.68
71.0855 C5H11+ 1 71.0855 -0.66
79.0542 C6H7+ 1 79.0542 0.3
81.07 C6H9+ 1 81.0699 1.52
83.0855 C6H11+ 1 83.0855 -0.2
91.0541 C7H7+ 1 91.0542 -1.06
95.0855 C7H11+ 1 95.0855 -0.28
97.1012 C7H13+ 1 97.1012 0.44
103.0542 C8H7+ 1 103.0542 -0.36
105.0698 C8H9+ 1 105.0699 -0.44
107.0491 C7H7O+ 1 107.0491 -0.29
107.0855 C8H11+ 1 107.0855 -0.44
109.1012 C8H13+ 1 109.1012 0.03
111.1168 C8H15+ 1 111.1168 -0.42
115.0541 C9H7+ 1 115.0542 -0.84
117.0698 C9H9+ 1 117.0699 -0.48
119.049 C8H7O+ 1 119.0491 -0.85
119.0855 C9H11+ 1 119.0855 -0.39
121.1009 C9H13+ 1 121.1012 -1.87
128.0621 C10H8+ 1 128.0621 0.46
129.0698 C10H9+ 1 129.0699 -0.59
131.0491 C9H7O+ 1 131.0491 -0.31
131.0855 C10H11+ 1 131.0855 0.1
133.0283 C8H5O2+ 1 133.0284 -0.42
133.1012 C10H13+ 1 133.1012 0.47
135.0439 C8H7O2+ 1 135.0441 -0.78
141.0697 C11H9+ 1 141.0699 -1.18
142.0778 C11H10+ 1 142.0777 0.41
143.0855 C11H11+ 1 143.0855 0.09
144.0932 C11H12+ 1 144.0934 -1.26
145.1012 C11H13+ 1 145.1012 -0.12
147.044 C9H7O2+ 1 147.0441 -0.38
149.0597 C9H9O2+ 1 149.0597 -0.04
155.0856 C12H11+ 1 155.0855 0.34
156.0933 C12H12+ 1 156.0934 -0.46
157.1011 C12H13+ 1 157.1012 -0.3
158.1092 C12H14+ 1 158.109 1.19
159.1168 C12H15+ 1 159.1168 0.08
163.0753 C10H11O2+ 1 163.0754 -0.47
165.07 C13H9+ 1 165.0699 0.87
167.0851 C13H11+ 1 167.0855 -2.73
169.1009 C13H13+ 1 169.1012 -1.52
170.1086 C13H14+ 1 170.109 -2.3
171.1168 C13H15+ 1 171.1168 -0.33
172.1243 C13H16+ 1 172.1247 -1.87
173.0597 C11H9O2+ 1 173.0597 0.02
173.1323 C13H17+ 1 173.1325 -1.25
178.0775 C14H10+ 1 178.0777 -0.91
179.0855 C14H11+ 1 179.0855 -0.21
180.093 C14H12+ 1 180.0934 -2.18
181.1014 C14H13+ 1 181.1012 1.01
183.1169 C14H15+ 1 183.1168 0.4
185.1327 C14H17+ 1 185.1325 1.31
187.0751 C12H11O2+ 1 187.0754 -1.48
187.1482 C14H19+ 1 187.1481 0.18
189.0693 C15H9+ 1 189.0699 -3.21
191.0853 C15H11+ 1 191.0855 -1.13
192.0933 C15H12+ 1 192.0934 -0.48
193.1011 C15H13+ 1 193.1012 -0.24
194.0726 C14H10O+ 1 194.0726 0.07
194.1091 C15H14+ 1 194.109 0.51
195.1167 C15H15+ 1 195.1168 -0.39
197.1327 C15H17+ 1 197.1325 0.98
199.0752 C13H11O2+ 1 199.0754 -0.78
199.1481 C15H19+ 1 199.1481 -0.34
200.156 C15H20+ 1 200.156 0.49
201.0908 C13H13O2+ 1 201.091 -1.22
201.164 C15H21+ 1 201.1638 1.26
204.0932 C16H12+ 1 204.0934 -0.69
205.1012 C16H13+ 1 205.1012 0.36
206.1089 C16H14+ 1 206.109 -0.3
207.1168 C16H15+ 1 207.1168 0.01
209.1327 C16H17+ 1 209.1325 1.16
212.1559 C16H20+ 1 212.156 -0.06
213.091 C14H13O2+ 1 213.091 0.02
217.1011 C17H13+ 1 217.1012 -0.26
218.1088 C17H14+ 1 218.109 -0.74
219.0805 C16H11O+ 1 219.0804 0.36
219.1169 C17H15+ 1 219.1168 0.38
220.1246 C17H16+ 1 220.1247 -0.1
221.0961 C16H13O+ 1 221.0961 0.08
221.1324 C17H17+ 1 221.1325 -0.44
223.0752 C15H11O2+ 1 223.0754 -0.65
225.0911 C15H13O2+ 1 225.091 0.46
227.1794 C17H23+ 1 227.1794 -0.3
231.1177 C18H15+ 1 231.1168 3.95
232.1245 C18H16+ 1 232.1247 -0.83
233.0963 C17H13O+ 1 233.0961 0.98
233.1323 C18H17+ 1 233.1325 -0.89
234.1404 C18H18+ 1 234.1403 0.42
235.1119 C17H15O+ 1 235.1117 0.67
235.1482 C18H19+ 1 235.1481 0.18
236.0826 C16H12O2+ 1 236.0832 -2.5
237.0909 C16H13O2+ 1 237.091 -0.49
238.0984 C16H14O2+ 1 238.0988 -1.85
239.1066 C16H15O2+ 1 239.1067 -0.15
247.1117 C18H15O+ 1 247.1117 -0.05
247.148 C19H19+ 1 247.1481 -0.68
248.1559 C19H20+ 1 248.156 -0.05
249.0906 C17H13O2+ 1 249.091 -1.59
249.1277 C18H17O+ 1 249.1274 1.2
249.1641 C19H21+ 1 249.1638 1.14
250.0991 C17H14O2+ 1 250.0988 0.96
251.1067 C17H15O2+ 1 251.1067 -0.02
253.1225 C17H17O2+ 1 253.1223 0.61
257.1322 C20H17+ 1 257.1325 -0.96
261.1273 C19H17O+ 1 261.1274 -0.2
263.1066 C18H15O2+ 1 263.1067 -0.14
263.1431 C19H19O+ 1 263.143 0.3
264.1143 C18H16O2+ 1 264.1145 -0.53
265.1223 C18H17O2+ 1 265.1223 -0.1
267.1375 C18H19O2+ 1 267.138 -1.56
275.1431 C20H19O+ 1 275.143 0.28
275.1799 C21H23+ 1 275.1794 1.57
277.1227 C19H17O2+ 1 277.1223 1.53
278.1305 C19H18O2+ 1 278.1301 1.4
279.1379 C19H19O2+ 1 279.138 -0.2
280.1454 C19H20O2+ 1 280.1458 -1.54
281.1535 C19H21O2+ 1 281.1536 -0.27
287.1427 C21H19O+ 1 287.143 -1.22
288.1865 C22H24+ 1 288.1873 -2.68
289.1589 C21H21O+ 1 289.1587 0.58
289.1949 C22H25+ 1 289.1951 -0.68
290.1302 C20H18O2+ 1 290.1301 0.37
291.1379 C20H19O2+ 1 291.138 -0.09
293.1535 C20H21O2+ 1 293.1536 -0.4
305.1535 C21H21O2+ 1 305.1536 -0.38
305.1901 C22H25O+ 1 305.19 0.49
306.1619 C21H22O2+ 1 306.1614 1.47
307.1694 C21H23O2+ 1 307.1693 0.34
319.1693 C22H23O2+ 1 319.1693 0.01
331.2059 C24H27O+ 1 331.2056 0.81
333.1848 C23H25O2+ 1 333.1849 -0.44
334.1926 C23H26O2+ 1 334.1927 -0.48
349.2162 C24H29O2+ 1 349.2162 -0.16
PK$NUM_PEAK: 138
PK$PEAK: m/z int. rel.int.
55.0543 21788.8 1
57.0699 139001.4 10
67.0542 134862.6 10
69.0698 6774558.5 510
71.0855 23605.9 1
79.0542 80171.1 6
81.07 16278.3 1
83.0855 414674.5 31
91.0541 313143.5 23
95.0855 53735.4 4
97.1012 29319.7 2
103.0542 384754.6 29
105.0698 872481.7 65
107.0491 32133.6 2
107.0855 33673.5 2
109.1012 152801.8 11
111.1168 2788588.8 210
115.0541 268245.9 20
117.0698 377989.8 28
119.049 18366.7 1
119.0855 237347.5 17
121.1009 26072.8 1
128.0621 129317 9
129.0698 895794.4 67
131.0491 156840.3 11
131.0855 364982.4 27
133.0283 77752 5
133.1012 165043.1 12
135.0439 1285183.2 96
141.0697 20404.6 1
142.0778 155881.3 11
143.0855 797107.6 60
144.0932 90688.3 6
145.1012 565244.1 42
147.044 5278013.5 397
149.0597 859272.6 64
155.0856 49800 3
156.0933 31556.4 2
157.1011 1173482.5 88
158.1092 141942.5 10
159.1168 132422.8 9
163.0753 93700.4 7
165.07 29756.5 2
167.0851 52785.5 3
169.1009 26968.9 2
170.1086 22534.5 1
171.1168 788318.9 59
172.1243 31031.3 2
173.0597 71913.1 5
173.1323 15529.5 1
178.0775 204712.9 15
179.0855 282611 21
180.093 34499.4 2
181.1014 28961.6 2
183.1169 96043.6 7
185.1327 126691.7 9
187.0751 74058 5
187.1482 72612.2 5
189.0693 21127 1
191.0853 115775.9 8
192.0933 797506.5 60
193.1011 821036.2 61
194.0726 15541.8 1
194.1091 27326.6 2
195.1167 158668.4 11
197.1327 152320 11
199.0752 18498.6 1
199.1481 145262.5 10
200.156 51953.5 3
201.0908 99674 7
201.164 17361.8 1
204.0932 19998.3 1
205.1012 153426.3 11
206.1089 241175.8 18
207.1168 988283.2 74
209.1327 22028.1 1
212.1559 434381.5 32
213.091 22086.4 1
217.1011 18943.7 1
218.1088 19878.9 1
219.0805 95722.5 7
219.1169 197744.6 14
220.1246 231280.1 17
221.0961 278857.8 21
221.1324 243635.8 18
223.0752 28798.1 2
225.0911 81427 6
227.1794 1852659.1 139
231.1177 17486.7 1
232.1245 28869.4 2
233.0963 221637.6 16
233.1323 141691.6 10
234.1404 250088.8 18
235.1119 201789.3 15
235.1482 579737.6 43
236.0826 124854.2 9
237.0909 441657.7 33
238.0984 32765.9 2
239.1066 389250.4 29
247.1117 194707.7 14
247.148 173780.6 13
248.1559 31789.9 2
249.0906 60763.8 4
249.1277 128438.6 9
249.1641 131395.5 9
250.0991 134128.8 10
251.1067 6553307.5 494
253.1225 60180.9 4
257.1322 15330.7 1
261.1273 418038.6 31
263.1066 109245.5 8
263.1431 26347.5 1
264.1143 192459.4 14
265.1223 4474080 337
267.1375 18286.1 1
275.1431 220307.4 16
275.1799 16868.4 1
277.1227 172109.9 12
278.1305 148749.8 11
279.1379 13251725 999
280.1454 261676.7 19
281.1535 238644.3 17
287.1427 22537.2 1
288.1865 17132.1 1
289.1589 72921.9 5
289.1949 236895.8 17
290.1302 22437.1 1
291.1379 857929.6 64
293.1535 2012444.6 151
305.1535 1335500.6 100
305.1901 174616.1 13
306.1619 22200 1
307.1694 89606.9 6
319.1693 1400521.4 105
331.2059 429248.6 32
333.1848 162477.6 12
334.1926 3823534.8 288
349.2162 9514499 717
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