ACCESSION: MSBNK-Eawag-EQ329506
RECORD_TITLE: Bexarotene; LC-ESI-QFT; MS2; CE: 90; 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 90 (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$SPLASH: splash10-0f97-1920000000-f8a80e931ae20d42408c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0152 C4H2+ 1 50.0151 1.57
53.0023 C3HO+ 1 53.0022 2.81
53.0387 C4H5+ 1 53.0386 1.95
55.0543 C4H7+ 1 55.0542 0.61
57.0699 C4H9+ 1 57.0699 0.76
65.0386 C5H5+ 1 65.0386 -0.25
67.0542 C5H7+ 1 67.0542 -0.25
69.0699 C5H9+ 1 69.0699 -0.39
74.0966 C4H12N+ 1 74.0964 2.35
75.0229 C6H3+ 1 75.0229 -0.89
77.0385 C6H5+ 1 77.0386 -0.6
79.0542 C6H7+ 1 79.0542 -0.34
81.0334 C5H5O+ 1 81.0335 -0.76
81.0698 C6H9+ 1 81.0699 -1.19
83.0855 C6H11+ 1 83.0855 -0.32
89.0386 C7H5+ 1 89.0386 0.49
91.0542 C7H7+ 1 91.0542 -0.4
93.0698 C7H9+ 1 93.0699 -0.72
95.0491 C6H7O+ 1 95.0491 -0.33
101.0383 C8H5+ 1 101.0386 -2.64
102.0464 C8H6+ 1 102.0464 0.18
103.0542 C8H7+ 1 103.0542 0.03
105.0447 C6H5N2+ 1 105.0447 -0.04
105.0699 C8H9+ 1 105.0699 -0.16
107.0491 C7H7O+ 1 107.0491 -0.11
115.0542 C9H7+ 1 115.0542 -0.41
116.0619 C9H8+ 1 116.0621 -1.57
117.0698 C9H9+ 1 117.0699 -0.66
119.0491 C8H7O+ 1 119.0491 -0.35
119.0854 C9H11+ 1 119.0855 -1.15
121.0647 C8H9O+ 1 121.0648 -0.42
127.0542 C10H7+ 1 127.0542 -0.45
128.062 C10H8+ 1 128.0621 -0.4
129.0334 C9H5O+ 1 129.0335 -0.32
129.0445 C8H5N2+ 1 129.0447 -1.9
129.0698 C10H9+ 1 129.0699 -0.52
130.0777 C10H10+ 1 130.0777 0.06
131.0492 C9H7O+ 1 131.0491 0.3
131.0855 C10H11+ 1 131.0855 -0.51
133.0284 C8H5O2+ 1 133.0284 -0.19
133.1012 C10H13+ 1 133.1012 0.25
134.036 C8H6O2+ 1 134.0362 -1.8
135.044 C8H7O2+ 1 135.0441 -0.56
141.0698 C11H9+ 1 141.0699 -0.69
142.0778 C11H10+ 1 142.0777 0.55
143.0856 C11H11+ 1 143.0855 0.3
144.0933 C11H12+ 1 144.0934 -0.36
145.0649 C10H9O+ 1 145.0648 1.02
145.1011 C11H13+ 1 145.1012 -0.18
147.044 C9H7O2+ 1 147.0441 -0.18
149.0597 C9H9O2+ 1 149.0597 -0.04
152.0619 C12H8+ 1 152.0621 -0.67
153.0698 C12H9+ 1 153.0699 -0.31
154.0777 C12H10+ 1 154.0777 -0.27
155.0604 C10H7N2+ 1 155.0604 -0.03
155.0855 C12H11+ 1 155.0855 -0.17
156.0934 C12H12+ 1 156.0934 0.37
157.1012 C12H13+ 1 157.1012 0.21
158.1091 C12H14+ 1 158.109 0.87
159.0443 C10H7O2+ 1 159.0441 1.41
159.1168 C12H15+ 1 159.1168 -0.04
165.0699 C13H9+ 1 165.0699 0.14
166.0777 C13H10+ 1 166.0777 -0.13
167.0855 C13H11+ 1 167.0855 -0.1
168.0933 C13H12+ 1 168.0934 -0.49
169.1012 C13H13+ 1 169.1012 0.02
170.109 C13H14+ 1 170.109 0.05
171.1168 C13H15+ 1 171.1168 -0.39
173.0595 C11H9O2+ 1 173.0597 -1.07
177.0699 C14H9+ 1 177.0699 0.13
178.0777 C14H10+ 1 178.0777 -0.18
179.0854 C14H11+ 1 179.0855 -0.54
180.0936 C14H12+ 1 180.0934 1.21
181.1011 C14H13+ 1 181.1012 -0.26
182.1089 C14H14+ 1 182.109 -0.39
183.1169 C14H15+ 1 183.1168 0.4
184.1248 C14H16+ 1 184.1247 1.02
189.0698 C15H9+ 1 189.0699 -0.25
190.0777 C15H10+ 1 190.0777 0.1
191.0855 C15H11+ 1 191.0855 -0.14
192.0933 C15H12+ 1 192.0934 -0.32
193.1013 C15H13+ 1 193.1012 0.74
194.0727 C14H10O+ 1 194.0726 0.43
195.0803 C14H11O+ 1 195.0804 -0.57
195.1166 C15H15+ 1 195.1168 -1.06
197.1325 C15H17+ 1 197.1325 -0.14
202.0776 C16H10+ 1 202.0777 -0.6
203.0854 C16H11+ 1 203.0855 -0.62
204.0934 C16H12+ 1 204.0934 0.43
205.1012 C16H13+ 1 205.1012 0.31
206.1092 C16H14+ 1 206.109 1.11
207.0801 C15H11O+ 1 207.0804 -1.65
207.117 C16H15+ 1 207.1168 0.93
211.1478 C16H19+ 1 211.1481 -1.69
215.0855 C17H11+ 1 215.0855 -0.03
216.0933 C17H12+ 1 216.0934 -0.1
217.1013 C17H13+ 1 217.1012 0.38
218.1091 C17H14+ 1 218.109 0.31
219.0812 C16H11O+ 1 219.0804 3.28
219.1168 C17H15+ 1 219.1168 0.11
220.1241 C17H16+ 1 220.1247 -2.51
222.0674 C15H10O2+ 1 222.0675 -0.54
223.0752 C15H11O2+ 1 223.0754 -0.88
228.093 C18H12+ 1 228.0934 -1.5
229.1012 C18H13+ 1 229.1012 0.06
230.1091 C18H14+ 1 230.109 0.38
231.08 C17H11O+ 1 231.0804 -1.87
231.1168 C18H15+ 1 231.1168 -0.2
232.0887 C17H12O+ 1 232.0883 1.78
232.1248 C18H16+ 1 232.1247 0.72
233.0958 C17H13O+ 1 233.0961 -1.12
233.1325 C18H17+ 1 233.1325 0.01
235.0755 C16H11O2+ 1 235.0754 0.57
236.0832 C16H12O2+ 1 236.0832 0.21
243.0794 C18H11O+ 1 243.0804 -4.28
243.1166 C19H15+ 1 243.1168 -1.06
244.1246 C19H16+ 1 244.1247 -0.09
245.0959 C18H13O+ 1 245.0961 -0.99
245.1325 C19H17+ 1 245.1325 0.13
246.104 C18H14O+ 1 246.1039 0.5
246.1401 C19H18+ 1 246.1403 -0.78
247.1121 C18H15O+ 1 247.1117 1.25
248.083 C17H12O2+ 1 248.0832 -0.53
249.0912 C17H13O2+ 1 249.091 0.94
250.0989 C17H14O2+ 1 250.0988 0.36
251.1066 C17H15O2+ 1 251.1067 -0.26
257.096 C19H13O+ 1 257.0961 -0.36
257.1318 C20H17+ 1 257.1325 -2.52
258.1409 C20H18+ 1 258.1403 2.28
259.1118 C19H15O+ 1 259.1117 0.15
259.1482 C20H19+ 1 259.1481 0.36
261.0911 C18H13O2+ 1 261.091 0.32
262.0987 C18H14O2+ 1 262.0988 -0.65
263.107 C18H15O2+ 1 263.1067 1.27
264.1152 C18H16O2+ 1 264.1145 2.84
271.1114 C20H15O+ 1 271.1117 -1.11
273.127 C20H17O+ 1 273.1274 -1.4
275.1067 C19H15O2+ 1 275.1067 -0.02
276.1148 C19H16O2+ 1 276.1145 1.15
289.1221 C20H17O2+ 1 289.1223 -0.64
290.1299 C20H18O2+ 1 290.1301 -0.9
304.1456 C21H20O2+ 1 304.1458 -0.63
PK$NUM_PEAK: 142
PK$PEAK: m/z int. rel.int.
50.0152 30790.6 4
53.0023 57455.4 8
53.0387 26118.1 4
55.0543 12154.5 1
57.0699 30195.9 4
65.0386 221317.3 34
67.0542 173007.3 26
69.0699 1358605.9 210
74.0966 14261.5 2
75.0229 55843.8 8
77.0385 621332.8 96
79.0542 809398.4 125
81.0334 65385.7 10
81.0698 101391.5 15
83.0855 50177.2 7
89.0386 28390.5 4
91.0542 2768323.5 428
93.0698 32178.2 4
95.0491 2672721.2 413
101.0383 26333.5 4
102.0464 581230.6 89
103.0542 6455241 999
105.0447 1088439.1 168
105.0699 1500561.5 232
107.0491 1346781.1 208
115.0542 1516620.5 234
116.0619 148633.2 23
117.0698 869897.8 134
119.0491 616790.1 95
119.0854 188682.8 29
121.0647 23051.4 3
127.0542 88625.2 13
128.062 2239819.2 346
129.0334 662945.3 102
129.0445 279517.8 43
129.0698 1648258.9 255
130.0777 89786.8 13
131.0492 144765.8 22
131.0855 274897.9 42
133.0284 50714.1 7
133.1012 81893.7 12
134.036 32738 5
135.044 1170497.9 181
141.0698 1408085.1 217
142.0778 874535.5 135
143.0856 473536.6 73
144.0933 16320.3 2
145.0649 214244.6 33
145.1011 120818.5 18
147.044 3464871.8 536
149.0597 82645.5 12
152.0619 151725.5 23
153.0698 461151.2 71
154.0777 285864.4 44
155.0604 262074.6 40
155.0855 1131057 175
156.0934 435700.3 67
157.1012 271944.2 42
158.1091 17883.6 2
159.0443 25994.1 4
159.1168 58477.7 9
165.0699 889345.6 137
166.0777 165753.5 25
167.0855 434193.7 67
168.0933 361733.1 55
169.1012 588897.6 91
170.109 183417.7 28
171.1168 133389.4 20
173.0595 18187.3 2
177.0699 69738 10
178.0777 2072463.5 320
179.0854 621728.6 96
180.0936 94294.6 14
181.1011 75810.2 11
182.1089 187275.1 28
183.1169 372824.8 57
184.1248 65971.7 10
189.0698 463512.3 71
190.0777 873168.9 135
191.0855 3804980.5 588
192.0933 1457242.6 225
193.1013 156751.2 24
194.0727 25975.6 4
195.0803 24692.2 3
195.1166 14140.1 2
197.1325 407031.6 62
202.0776 713366.4 110
203.0854 1323286 204
204.0934 1112559.4 172
205.1012 1110696.4 171
206.1092 261382.6 40
207.0801 24281.9 3
207.117 68034.7 10
211.1478 57971.9 8
215.0855 678506.5 105
216.0933 708281.8 109
217.1013 839141.4 129
218.1091 509663.5 78
219.0812 95682 14
219.1168 335766.2 51
220.1241 22156 3
222.0674 32348.9 5
223.0752 20303.2 3
228.093 99240.1 15
229.1012 417668.1 64
230.1091 573278.8 88
231.08 96326.1 14
231.1168 787143.7 121
232.0887 19127.8 2
232.1248 125892.5 19
233.0958 27714.8 4
233.1325 72215.1 11
235.0755 252235.9 39
236.0832 159029.9 24
243.0794 18069 2
243.1166 159557.8 24
244.1246 198593.7 30
245.0959 70620.8 10
245.1325 514863.7 79
246.104 22280.6 3
246.1401 21123 3
247.1121 15362.6 2
248.083 19031.9 2
249.0912 147508.5 22
250.0989 21571.2 3
251.1066 80742.3 12
257.096 26747.8 4
257.1318 23601.4 3
258.1409 19412 3
259.1118 27751.6 4
259.1482 142430 22
261.0911 102066.5 15
262.0987 63746.2 9
263.107 126100.5 19
264.1152 15260.7 2
271.1114 29819.8 4
273.127 20368.9 3
275.1067 383111.7 59
276.1148 92761.7 14
289.1221 204003.6 31
290.1299 119599.5 18
304.1456 31311.2 4
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