ACCESSION: MSBNK-Eawag-EQ329505
RECORD_TITLE: Bexarotene; LC-ESI-QFT; MS2; CE: 75; 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 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$CHROMATOGRAPHY: RETENTION_TIME 19.0 min
AC$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$SPLASH: splash10-0f6w-1920000000-ca6fbe2847a1daae3bd0
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0022 C3HO+ 1 53.0022 0.92
53.0386 C4H5+ 1 53.0386 0.06
55.0543 C4H7+ 1 55.0542 1.15
57.0699 C4H9+ 1 57.0699 1.11
65.0386 C5H5+ 1 65.0386 -0.25
67.0542 C5H7+ 1 67.0542 -0.25
69.0698 C5H9+ 1 69.0699 -0.53
71.0853 C5H11+ 1 71.0855 -2.63
77.0385 C6H5+ 1 77.0386 -1.25
79.0542 C6H7+ 1 79.0542 -0.46
81.0334 C5H5O+ 1 81.0335 -1
81.0698 C6H9+ 1 81.0699 -0.82
83.0855 C6H11+ 1 83.0855 0.16
91.0542 C7H7+ 1 91.0542 -0.62
93.0698 C7H9+ 1 93.0699 -0.72
95.0491 C6H7O+ 1 95.0491 -0.54
102.0464 C8H6+ 1 102.0464 -0.31
103.0542 C8H7+ 1 103.0542 -0.16
105.0447 C6H5N2+ 1 105.0447 0.05
105.0698 C8H9+ 1 105.0699 -0.35
107.0491 C7H7O+ 1 107.0491 -0.39
111.1166 C8H15+ 1 111.1168 -2.31
115.0541 C9H7+ 1 115.0542 -0.75
116.0619 C9H8+ 1 116.0621 -1.05
117.0698 C9H9+ 1 117.0699 -0.74
119.0491 C8H7O+ 1 119.0491 -0.01
119.0855 C9H11+ 1 119.0855 -0.48
127.054 C10H7+ 1 127.0542 -1.55
128.062 C10H8+ 1 128.0621 -0.48
129.0334 C9H5O+ 1 129.0335 -0.78
129.0698 C10H9+ 1 129.0699 -0.59
130.0778 C10H10+ 1 130.0777 0.83
131.0491 C9H7O+ 1 131.0491 -0.09
131.0855 C10H11+ 1 131.0855 -0.36
133.0285 C8H5O2+ 1 133.0284 0.78
133.1012 C10H13+ 1 133.1012 -0.13
135.0439 C8H7O2+ 1 135.0441 -0.78
141.0698 C11H9+ 1 141.0699 -0.76
142.0778 C11H10+ 1 142.0777 0.41
143.0856 C11H11+ 1 143.0855 0.3
144.0934 C11H12+ 1 144.0934 0.4
145.0649 C10H9O+ 1 145.0648 0.68
145.1012 C11H13+ 1 145.1012 0.44
147.044 C9H7O2+ 1 147.0441 -0.31
149.0237 C8H5O3+ 1 149.0233 2.35
149.0598 C9H9O2+ 1 149.0597 0.56
152.0617 C12H8+ 1 152.0621 -2.44
153.0695 C12H9+ 1 153.0699 -2.13
154.0777 C12H10+ 1 154.0777 0.12
155.0604 C10H7N2+ 1 155.0604 0.1
155.0854 C12H11+ 1 155.0855 -0.69
156.0933 C12H12+ 1 156.0934 -0.14
157.1012 C12H13+ 1 157.1012 0.02
158.109 C12H14+ 1 158.109 0.3
159.0441 C10H7O2+ 1 159.0441 0.34
159.117 C12H15+ 1 159.1168 0.9
165.0698 C13H9+ 1 165.0699 -0.28
166.0775 C13H10+ 1 166.0777 -1.03
167.0854 C13H11+ 1 167.0855 -0.64
168.0933 C13H12+ 1 168.0934 -0.07
169.1012 C13H13+ 1 169.1012 -0.1
170.1089 C13H14+ 1 170.109 -0.6
171.1167 C13H15+ 1 171.1168 -0.57
173.0595 C11H9O2+ 1 173.0597 -0.96
173.1325 C13H17+ 1 173.1325 -0.1
176.0615 C14H8+ 1 176.0621 -3.19
177.07 C14H9+ 1 177.0699 0.92
178.0776 C14H10+ 1 178.0777 -0.35
179.0855 C14H11+ 1 179.0855 -0.43
180.0933 C14H12+ 1 180.0934 -0.01
181.1012 C14H13+ 1 181.1012 0.29
182.1088 C14H14+ 1 182.109 -0.83
183.1168 C14H15+ 1 183.1168 0.13
184.1247 C14H16+ 1 184.1247 -0.01
185.0599 C12H9O2+ 1 185.0597 0.89
185.1324 C14H17+ 1 185.1325 -0.25
189.0695 C15H9+ 1 189.0699 -1.94
190.0777 C15H10+ 1 190.0777 -0.06
191.0855 C15H11+ 1 191.0855 -0.24
192.0933 C15H12+ 1 192.0934 -0.37
193.1011 C15H13+ 1 193.1012 -0.45
194.0732 C14H10O+ 1 194.0726 2.96
194.1088 C15H14+ 1 194.109 -1.25
195.0805 C14H11O+ 1 195.0804 0.3
195.1167 C15H15+ 1 195.1168 -0.6
197.1324 C15H17+ 1 197.1325 -0.59
199.1483 C15H19+ 1 199.1481 0.67
202.0775 C16H10+ 1 202.0777 -0.85
203.0854 C16H11+ 1 203.0855 -0.82
204.0934 C16H12+ 1 204.0934 0.29
205.1012 C16H13+ 1 205.1012 0.36
206.109 C16H14+ 1 206.109 0.04
207.0807 C15H11O+ 1 207.0804 1.49
207.117 C16H15+ 1 207.1168 0.98
209.0599 C14H9O2+ 1 209.0597 1.07
211.1478 C16H19+ 1 211.1481 -1.45
212.156 C16H20+ 1 212.156 0.27
215.0856 C17H11+ 1 215.0855 0.53
216.0936 C17H12+ 1 216.0934 1.15
217.1012 C17H13+ 1 217.1012 0.01
218.0732 C16H10O+ 1 218.0726 2.54
218.109 C17H14+ 1 218.109 0.17
219.0806 C16H11O+ 1 219.0804 0.86
219.1168 C17H15+ 1 219.1168 -0.08
220.0877 C16H12O+ 1 220.0883 -2.39
220.1246 C17H16+ 1 220.1247 -0.37
221.0958 C16H13O+ 1 221.0961 -1.41
221.1322 C17H17+ 1 221.1325 -1.43
222.0674 C15H10O2+ 1 222.0675 -0.54
223.0753 C15H11O2+ 1 223.0754 -0.39
223.1114 C16H15O+ 1 223.1117 -1.31
228.0926 C18H12+ 1 228.0934 -3.38
229.1007 C18H13+ 1 229.1012 -1.99
230.1091 C18H14+ 1 230.109 0.47
231.0801 C17H11O+ 1 231.0804 -1.52
231.1168 C18H15+ 1 231.1168 -0.12
232.0881 C17H12O+ 1 232.0883 -0.67
232.1247 C18H16+ 1 232.1247 0.16
233.0961 C17H13O+ 1 233.0961 0.12
233.1325 C18H17+ 1 233.1325 0.23
234.1405 C18H18+ 1 234.1403 0.67
235.0753 C16H11O2+ 1 235.0754 -0.41
236.0831 C16H12O2+ 1 236.0832 -0.13
237.0906 C16H13O2+ 1 237.091 -1.54
243.1168 C19H15+ 1 243.1168 0.05
244.1245 C19H16+ 1 244.1247 -0.66
245.0964 C18H13O+ 1 245.0961 1.3
245.1325 C19H17+ 1 245.1325 0.01
246.1038 C18H14O+ 1 246.1039 -0.31
246.1403 C19H18+ 1 246.1403 -0.01
247.112 C18H15O+ 1 247.1117 0.97
247.1483 C19H19+ 1 247.1481 0.54
249.0909 C17H13O2+ 1 249.091 -0.35
250.099 C17H14O2+ 1 250.0988 0.48
251.1066 C17H15O2+ 1 251.1067 -0.06
257.0962 C19H13O+ 1 257.0961 0.5
258.1038 C19H14O+ 1 258.1039 -0.53
258.1407 C20H18+ 1 258.1403 1.46
259.112 C19H15O+ 1 259.1117 0.96
259.1483 C20H19+ 1 259.1481 0.71
260.1194 C19H16O+ 1 260.1196 -0.6
260.1558 C20H20+ 1 260.156 -0.39
261.091 C18H13O2+ 1 261.091 0.09
261.1273 C19H17O+ 1 261.1274 -0.43
261.1643 C20H21+ 1 261.1638 1.89
262.0987 C18H14O2+ 1 262.0988 -0.54
263.1066 C18H15O2+ 1 263.1067 -0.25
264.1142 C18H16O2+ 1 264.1145 -1.22
265.1224 C18H17O2+ 1 265.1223 0.35
272.1193 C20H16O+ 1 272.1196 -0.91
273.1271 C20H17O+ 1 273.1274 -1.18
273.1638 C21H21+ 1 273.1638 0.01
274.1716 C21H22+ 1 274.1716 0.07
275.1067 C19H15O2+ 1 275.1067 0.09
275.1797 C21H23+ 1 275.1794 0.92
276.1146 C19H16O2+ 1 276.1145 0.61
277.1221 C19H17O2+ 1 277.1223 -0.56
278.13 C19H18O2+ 1 278.1301 -0.47
279.1379 C19H19O2+ 1 279.138 -0.31
287.1425 C21H19O+ 1 287.143 -1.96
289.1221 C20H17O2+ 1 289.1223 -0.64
289.1958 C22H25+ 1 289.1951 2.36
290.13 C20H18O2+ 1 290.1301 -0.35
291.1381 C20H19O2+ 1 291.138 0.42
301.1591 C22H21O+ 1 301.1587 1.49
304.146 C21H20O2+ 1 304.1458 0.65
305.1535 C21H21O2+ 1 305.1536 -0.18
319.1691 C22H23O2+ 1 319.1693 -0.55
333.1858 C23H25O2+ 1 333.1849 2.77
PK$NUM_PEAK: 169
PK$PEAK: m/z int. rel.int.
53.0022 33866.2 3
53.0386 17785.6 2
55.0543 23426.6 2
57.0699 120226.4 13
65.0386 133621.6 15
67.0542 201218.5 22
69.0698 2828620.8 323
71.0853 18540.1 2
77.0385 313213.2 35
79.0542 527795.2 60
81.0334 15255.3 1
81.0698 80942.4 9
83.0855 142917.8 16
91.0542 1975996.5 225
93.0698 79004.7 9
95.0491 1073520.5 122
102.0464 300005.5 34
103.0542 5706137.5 651
105.0447 466125.7 53
105.0698 1890343.8 215
107.0491 954124.2 108
111.1166 27319.8 3
115.0541 1055248.6 120
116.0619 106086.2 12
117.0698 1150609.4 131
119.0491 497537.8 56
119.0855 277820.1 31
127.054 33483.7 3
128.062 1571040.5 179
129.0334 544566.8 62
129.0698 2275185.5 259
130.0778 101854.9 11
131.0491 284264.3 32
131.0855 304682.4 34
133.0285 105857.2 12
133.1012 141474.4 16
135.0439 1955262.8 223
141.0698 771011.4 88
142.0778 980592.2 112
143.0856 885349.1 101
144.0934 80595.1 9
145.0649 130060 14
145.1012 226047.9 25
147.044 8745815 999
149.0237 20231.4 2
149.0598 327812.6 37
152.0617 51505.7 5
153.0695 151536.1 17
154.0777 120946.2 13
155.0604 151883.3 17
155.0854 699107.8 79
156.0933 480591.3 54
157.1012 749321.3 85
158.109 62122.5 7
159.0441 65744.1 7
159.117 106421.6 12
165.0698 508063.5 58
166.0775 173740.4 19
167.0854 192228.3 21
168.0933 214328.5 24
169.1012 514294.8 58
170.1089 314514.4 35
171.1167 366814.8 41
173.0595 31007.1 3
173.1325 67091.6 7
176.0615 13900.9 1
177.07 19519.4 2
178.0776 1642572 187
179.0855 768870.2 87
180.0933 135263.7 15
181.1012 84668.8 9
182.1088 131955.4 15
183.1168 576808.2 65
184.1247 119385.9 13
185.0599 23967.2 2
185.1324 108772.7 12
189.0695 130187.4 14
190.0777 409803.6 46
191.0855 2861255.8 326
192.0933 2871712.2 328
193.1011 468769.9 53
194.0732 20433.6 2
194.1088 21055.3 2
195.0805 20408.1 2
195.1167 73175.4 8
197.1324 973496.5 111
199.1483 75574.1 8
202.0775 186089.9 21
203.0854 560045.8 63
204.0934 787767.5 89
205.1012 1477873.4 168
206.109 681119.8 77
207.0807 30103.1 3
207.117 196956.3 22
209.0599 17928.5 2
211.1478 94773.4 10
212.156 154841 17
215.0856 176052.7 20
216.0936 152354.5 17
217.1012 513221.7 58
218.0732 102943.5 11
218.109 665301.2 75
219.0806 121198.7 13
219.1168 934780.1 106
220.0877 17951.1 2
220.1246 140060.3 15
221.0958 85131.2 9
221.1322 18233.7 2
222.0674 86918.4 9
223.0753 86683.5 9
223.1114 12970.8 1
228.0926 58857.1 6
229.1007 123697.5 14
230.1091 218714.8 24
231.0801 114403.1 13
231.1168 659098.9 75
232.0881 50014.7 5
232.1247 337353.1 38
233.0961 119920.7 13
233.1325 306287.1 34
234.1405 63764.7 7
235.0753 284267.6 32
236.0831 446184 50
237.0906 50594.3 5
243.1168 67055.3 7
244.1245 114322.4 13
245.0964 115188.5 13
245.1325 551312.4 62
246.1038 81261.2 9
246.1403 216851.8 24
247.112 83792.5 9
247.1483 113636.5 12
249.0909 343133.5 39
250.099 164118.2 18
251.1066 777443.1 88
257.0962 60791.4 6
258.1038 29588.1 3
258.1407 15546.8 1
259.112 71708.7 8
259.1483 237194.8 27
260.1194 22766.5 2
260.1558 57254.3 6
261.091 73569.3 8
261.1273 104451.6 11
261.1643 19120 2
262.0987 57369.5 6
263.1066 399689.7 45
264.1142 96899 11
265.1224 88418.9 10
272.1193 31765.9 3
273.1271 31786.2 3
273.1638 70453.4 8
274.1716 22703.1 2
275.1067 301181.8 34
275.1797 18635.8 2
276.1146 165723.2 18
277.1221 168668.6 19
278.13 27637 3
279.1379 176099.6 20
287.1425 25203.3 2
289.1221 199908 22
289.1958 19850 2
290.13 484404.8 55
291.1381 152478.8 17
301.1591 27756.3 3
304.146 138590.8 15
305.1535 319829.5 36
319.1691 550655.9 62
333.1858 17414.7 1
//
