ACCESSION: MSBNK-Eawag-EQ329504
RECORD_TITLE: Bexarotene; LC-ESI-QFT; MS2; CE: 60; 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 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$CHROMATOGRAPHY: RETENTION_TIME 19.0 min
AC$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$SPLASH: splash10-00kb-1941000000-7e96ac6cea878d4fd773
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0023 C3HO+ 1 53.0022 2.81
55.0543 C4H7+ 1 55.0542 1.88
57.0699 C4H9+ 1 57.0699 -0.29
65.0386 C5H5+ 1 65.0386 0.51
67.0542 C5H7+ 1 67.0542 -0.7
69.0698 C5H9+ 1 69.0699 -0.53
71.0854 C5H11+ 1 71.0855 -1.64
77.0384 C6H5+ 1 77.0386 -1.64
79.0542 C6H7+ 1 79.0542 -0.34
81.0699 C6H9+ 1 81.0699 0.04
83.0855 C6H11+ 1 83.0855 -0.44
91.0542 C7H7+ 1 91.0542 -0.51
93.0698 C7H9+ 1 93.0699 -0.5
95.0491 C6H7O+ 1 95.0491 -0.33
95.0855 C7H11+ 1 95.0855 -0.07
102.0464 C8H6+ 1 102.0464 -0.41
103.0542 C8H7+ 1 103.0542 -0.16
105.0447 C6H5N2+ 1 105.0447 0.05
105.0699 C8H9+ 1 105.0699 -0.25
107.0491 C7H7O+ 1 107.0491 -0.67
107.0854 C8H11+ 1 107.0855 -1
109.1011 C8H13+ 1 109.1012 -0.52
111.1168 C8H15+ 1 111.1168 -0.06
115.0542 C9H7+ 1 115.0542 -0.58
116.062 C9H8+ 1 116.0621 -0.7
117.0698 C9H9+ 1 117.0699 -0.57
119.0491 C8H7O+ 1 119.0491 -0.18
119.0855 C9H11+ 1 119.0855 -0.22
121.1012 C9H13+ 1 121.1012 -0.14
128.062 C10H8+ 1 128.0621 -0.4
129.0336 C9H5O+ 1 129.0335 1.23
129.0698 C10H9+ 1 129.0699 -0.36
130.0776 C10H10+ 1 130.0777 -0.63
131.0491 C9H7O+ 1 131.0491 -0.62
131.0855 C10H11+ 1 131.0855 -0.28
133.0285 C8H5O2+ 1 133.0284 0.56
133.1011 C10H13+ 1 133.1012 -0.2
135.044 C8H7O2+ 1 135.0441 -0.56
141.0699 C11H9+ 1 141.0699 -0.12
142.0778 C11H10+ 1 142.0777 0.41
143.0856 C11H11+ 1 143.0855 0.44
144.0935 C11H12+ 1 144.0934 1.03
145.065 C10H9O+ 1 145.0648 1.09
145.1012 C11H13+ 1 145.1012 0.44
147.044 C9H7O2+ 1 147.0441 -0.18
149.0597 C9H9O2+ 1 149.0597 0.16
153.0698 C12H9+ 1 153.0699 -0.24
154.0775 C12H10+ 1 154.0777 -1.31
155.0602 C10H7N2+ 1 155.0604 -1.38
155.0854 C12H11+ 1 155.0855 -0.75
156.0934 C12H12+ 1 156.0934 0.44
157.1012 C12H13+ 1 157.1012 -0.11
158.109 C12H14+ 1 158.109 0.24
159.0441 C10H7O2+ 1 159.0441 0.34
159.1169 C12H15+ 1 159.1168 0.33
161.0599 C10H9O2+ 1 161.0597 0.89
163.0753 C10H11O2+ 1 163.0754 -0.28
165.0699 C13H9+ 1 165.0699 0.14
166.0776 C13H10+ 1 166.0777 -0.49
167.0857 C13H11+ 1 167.0855 0.98
168.0933 C13H12+ 1 168.0934 -0.55
169.1011 C13H13+ 1 169.1012 -0.16
170.1089 C13H14+ 1 170.109 -0.48
171.1167 C13H15+ 1 171.1168 -0.51
172.1244 C13H16+ 1 172.1247 -1.35
173.0597 C11H9O2+ 1 173.0597 -0.15
173.1323 C13H17+ 1 173.1325 -1.14
178.0777 C14H10+ 1 178.0777 -0.29
179.0855 C14H11+ 1 179.0855 -0.21
180.0931 C14H12+ 1 180.0934 -1.51
181.1011 C14H13+ 1 181.1012 -0.59
182.1092 C14H14+ 1 182.109 1.14
183.1169 C14H15+ 1 183.1168 0.56
184.1249 C14H16+ 1 184.1247 1.13
185.0598 C12H9O2+ 1 185.0597 0.4
185.1325 C14H17+ 1 185.1325 0.23
187.0753 C12H11O2+ 1 187.0754 -0.41
187.1484 C14H19+ 1 187.1481 1.41
189.0697 C15H9+ 1 189.0699 -0.83
190.0776 C15H10+ 1 190.0777 -0.64
191.0855 C15H11+ 1 191.0855 -0.24
192.0933 C15H12+ 1 192.0934 -0.17
193.1011 C15H13+ 1 193.1012 -0.14
194.0726 C14H10O+ 1 194.0726 -0.24
194.109 C15H14+ 1 194.109 0.2
195.0795 C14H11O+ 1 195.0804 -4.62
195.1168 C15H15+ 1 195.1168 0.02
197.1324 C15H17+ 1 197.1325 -0.19
199.0751 C13H11O2+ 1 199.0754 -1.39
199.1482 C15H19+ 1 199.1481 0.22
202.0776 C16H10+ 1 202.0777 -0.7
203.0856 C16H11+ 1 203.0855 0.31
204.0932 C16H12+ 1 204.0934 -0.69
205.1012 C16H13+ 1 205.1012 0.31
206.109 C16H14+ 1 206.109 -0.06
207.0804 C15H11O+ 1 207.0804 -0.1
207.1169 C16H15+ 1 207.1168 0.26
209.06 C14H9O2+ 1 209.0597 1.6
209.0953 C15H13O+ 1 209.0961 -3.98
211.1483 C16H19+ 1 211.1481 0.77
212.1558 C16H20+ 1 212.156 -0.72
213.0909 C14H13O2+ 1 213.091 -0.64
213.1632 C16H21+ 1 213.1638 -2.57
215.085 C17H11+ 1 215.0855 -2.4
216.093 C17H12+ 1 216.0934 -1.86
217.1012 C17H13+ 1 217.1012 0.24
218.0725 C16H10O+ 1 218.0726 -0.35
218.109 C17H14+ 1 218.109 0.17
219.0807 C16H11O+ 1 219.0804 1.13
219.1169 C17H15+ 1 219.1168 0.24
220.1247 C17H16+ 1 220.1247 0.22
221.096 C16H13O+ 1 221.0961 -0.23
221.1327 C17H17+ 1 221.1325 0.87
222.0675 C15H10O2+ 1 222.0675 -0.14
223.0753 C15H11O2+ 1 223.0754 -0.03
223.1116 C16H15O+ 1 223.1117 -0.41
225.0909 C15H13O2+ 1 225.091 -0.29
227.1794 C17H23+ 1 227.1794 -0.3
228.0931 C18H12+ 1 228.0934 -1.28
229.1011 C18H13+ 1 229.1012 -0.42
230.1091 C18H14+ 1 230.109 0.6
231.1166 C18H15+ 1 231.1168 -1.11
232.0884 C17H12O+ 1 232.0883 0.4
232.1249 C18H16+ 1 232.1247 1.03
233.0962 C17H13O+ 1 233.0961 0.38
233.1326 C18H17+ 1 233.1325 0.36
234.1405 C18H18+ 1 234.1403 0.76
235.0753 C16H11O2+ 1 235.0754 -0.03
235.1117 C17H15O+ 1 235.1117 -0.3
235.1481 C18H19+ 1 235.1481 -0.03
236.0831 C16H12O2+ 1 236.0832 -0.39
237.0909 C16H13O2+ 1 237.091 -0.57
238.0993 C16H14O2+ 1 238.0988 1.93
239.1071 C16H15O2+ 1 239.1067 1.9
243.1169 C19H15+ 1 243.1168 0.14
244.125 C19H16+ 1 244.1247 1.63
245.0962 C18H13O+ 1 245.0961 0.32
245.1323 C19H17+ 1 245.1325 -0.64
246.104 C18H14O+ 1 246.1039 0.22
246.1402 C19H18+ 1 246.1403 -0.25
247.1118 C18H15O+ 1 247.1117 0.32
247.1482 C19H19+ 1 247.1481 0.42
249.0913 C17H13O2+ 1 249.091 1.18
250.0991 C17H14O2+ 1 250.0988 1
251.1067 C17H15O2+ 1 251.1067 0.1
253.1224 C17H17O2+ 1 253.1223 0.49
258.1029 C19H14O+ 1 258.1039 -3.82
258.1401 C20H18+ 1 258.1403 -0.78
259.1116 C19H15O+ 1 259.1117 -0.55
259.1485 C20H19+ 1 259.1481 1.4
260.119 C19H16O+ 1 260.1196 -2.02
260.1561 C20H20+ 1 260.156 0.41
261.1274 C19H17O+ 1 261.1274 0.19
261.1636 C20H21+ 1 261.1638 -0.79
263.1067 C18H15O2+ 1 263.1067 0.09
264.1142 C18H16O2+ 1 264.1145 -0.99
265.1223 C18H17O2+ 1 265.1223 -0.1
273.1277 C20H17O+ 1 273.1274 1.28
273.1638 C21H21+ 1 273.1638 0.12
274.1713 C21H22+ 1 274.1716 -1.03
275.1067 C19H15O2+ 1 275.1067 0.09
275.1435 C20H19O+ 1 275.143 1.63
275.1793 C21H23+ 1 275.1794 -0.53
276.1143 C19H16O2+ 1 276.1145 -0.62
277.1223 C19H17O2+ 1 277.1223 0.12
278.1306 C19H18O2+ 1 278.1301 1.72
279.138 C19H19O2+ 1 279.138 0.01
280.1467 C19H20O2+ 1 280.1458 3.35
287.1423 C21H19O+ 1 287.143 -2.62
288.1867 C22H24+ 1 288.1873 -2.02
289.123 C20H17O2+ 1 289.1223 2.33
289.1946 C22H25+ 1 289.1951 -1.55
290.1299 C20H18O2+ 1 290.1301 -0.69
291.1379 C20H19O2+ 1 291.138 -0.19
293.1542 C20H21O2+ 1 293.1536 2.13
301.1587 C22H21O+ 1 301.1587 0.16
304.1456 C21H20O2+ 1 304.1458 -0.43
305.1536 C21H21O2+ 1 305.1536 -0.09
319.1693 C22H23O2+ 1 319.1693 0.01
331.2057 C24H27O+ 1 331.2056 0.08
333.1849 C23H25O2+ 1 333.1849 0.1
334.1928 C23H26O2+ 1 334.1927 0.09
349.2163 C24H29O2+ 1 349.2162 0.27
PK$NUM_PEAK: 183
PK$PEAK: m/z int. rel.int.
53.0023 23292.5 1
55.0543 13131.9 1
57.0699 108070.9 8
65.0386 25643.9 2
67.0542 191316.9 15
69.0698 5504492 438
71.0854 21678.3 1
77.0384 86758 6
79.0542 227057.9 18
81.0699 58341.7 4
83.0855 285216.4 22
91.0542 1057188.6 84
93.0698 56911.7 4
95.0491 196953.1 15
95.0855 52335.6 4
102.0464 52661.4 4
103.0542 2305048.8 183
105.0447 121604.9 9
105.0699 1713275.2 136
107.0491 373509.3 29
107.0854 27356.5 2
109.1011 88743.5 7
111.1168 341037.4 27
115.0542 686464.1 54
116.062 53019.9 4
117.0698 948651 75
119.0491 203955.8 16
119.0855 374330.6 29
121.1012 20079.7 1
128.062 720846.6 57
129.0336 201647.8 16
129.0698 1999854 159
130.0776 73402.5 5
131.0491 250592.5 19
131.0855 375991.2 29
133.0285 104752 8
133.1011 242455.6 19
135.044 2326577.5 185
141.0699 206374.2 16
142.0778 664088.7 52
143.0856 1354024.6 107
144.0935 155929.8 12
145.065 66459.7 5
145.1012 399758.2 31
147.044 12526663 999
149.0597 758843.3 60
153.0698 83209 6
154.0775 23291.9 1
155.0602 62499.2 4
155.0854 200560.7 15
156.0934 278845.2 22
157.1012 1572453.1 125
158.109 103122.4 8
159.0441 26031.5 2
159.1169 135025.4 10
161.0599 17176.6 1
163.0753 56728.2 4
165.0699 183078.6 14
166.0776 140415.7 11
167.0857 120400.7 9
168.0933 31915.4 2
169.1011 209395.2 16
170.1089 206374.3 16
171.1167 639834.9 51
172.1244 53452 4
173.0597 62520.3 4
173.1323 31992.1 2
178.0777 1011448.2 80
179.0855 829862.1 66
180.0931 104867.9 8
181.1011 70733.2 5
182.1092 51223.4 4
183.1169 486294.4 38
184.1249 85805 6
185.0598 24719.7 1
185.1325 240779.6 19
187.0753 54696.7 4
187.1484 21107.9 1
189.0697 19207.7 1
190.0776 92409.9 7
191.0855 899670.9 71
192.0933 3017857.2 240
193.1011 841242.4 67
194.0726 32176.4 2
194.109 57713 4
195.0795 17489.5 1
195.1168 100966.2 8
197.1324 837109.8 66
199.0751 19534.3 1
199.1482 198669.4 15
202.0776 26985.6 2
203.0856 180633.8 14
204.0932 212295.9 16
205.1012 967275.2 77
206.109 828607.6 66
207.0804 63240.4 5
207.1169 732778 58
209.06 26877.7 2
209.0953 20415.7 1
211.1483 102141.6 8
212.1558 525683.6 41
213.0909 30280.5 2
213.1632 14413.7 1
215.085 26338.3 2
216.093 23957.6 1
217.1012 225724.2 18
218.0725 61510.3 4
218.109 322810.4 25
219.0807 145060.8 11
219.1169 830038.3 66
220.1247 419074.5 33
221.096 248337.5 19
221.1327 108897.3 8
222.0675 25303.8 2
223.0753 98126 7
223.1116 65129.1 5
225.0909 27169.3 2
227.1794 329464.1 26
228.0931 21809.3 1
229.1011 74487.2 5
230.1091 31650.6 2
231.1166 196692.6 15
232.0884 26590.1 2
232.1249 244810.1 19
233.0962 247426.2 19
233.1326 494945.2 39
234.1405 266291.7 21
235.0753 137937.1 11
235.1117 71460.2 5
235.1481 182442.3 14
236.0831 424529.8 33
237.0909 269151.3 21
238.0993 25319.4 2
239.1071 79161 6
243.1169 33219.5 2
244.125 21579.1 1
245.0962 87417.9 6
245.1323 182847.9 14
246.104 65683.7 5
246.1402 213303.9 17
247.1118 201125.7 16
247.1482 208196.5 16
249.0913 319734.5 25
250.0991 201627.2 16
251.1067 3786771 301
253.1224 20175.3 1
258.1029 25340.3 2
258.1401 14160.4 1
259.1116 84933.4 6
259.1485 140830.2 11
260.119 24382.2 1
260.1561 121224 9
261.1274 394922.1 31
261.1636 132410.7 10
263.1067 391800.1 31
264.1142 224380.9 17
265.1223 1218462 97
273.1277 95327.9 7
273.1638 32267.8 2
274.1713 32141.6 2
275.1067 68520.5 5
275.1435 120389.9 9
275.1793 71792.1 5
276.1143 111911.3 8
277.1223 399078.6 31
278.1306 158016.5 12
279.138 3089286.2 246
280.1467 33650.7 2
287.1423 115387.9 9
288.1867 88040.5 7
289.123 29735.1 2
289.1946 196502.5 15
290.1299 403723.6 32
291.1379 970520.1 77
293.1542 121890.2 9
301.1587 63488.8 5
304.1456 101224.4 8
305.1536 2007990.2 160
319.1693 2613713.8 208
331.2057 157241.4 12
333.1849 107100.8 8
334.1928 628066.3 50
349.2163 193658.8 15
//
