ACCESSION: MSBNK-Eawag-EQ329204
RECORD_TITLE: Efavirenz; 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 3292
CH$NAME: Efavirenz
CH$NAME: (4S)-6-chloro-4-(2-cyclopropylethynyl)-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C14H9ClF3NO2
CH$EXACT_MASS: 315.02739
CH$SMILES: C1CC1C#C[C@]2(C3=C(C=CC(=C3)Cl)NC(=O)O2)C(F)(F)F
CH$IUPAC: InChI=1S/C14H9ClF3NO2/c15-9-3-4-11-10(7-9)13(14(16,17)18,21-12(20)19-11)6-5-8-1-2-8/h3-4,7-8H,1-2H2,(H,19,20)/t13-/m0/s1
CH$LINK: CAS
154598-52-4
CH$LINK: KEGG
C08088
CH$LINK: PUBCHEM
CID:64139
CH$LINK: INCHIKEY
XPOQHMRABVBWPR-ZDUSSCGKSA-N
CH$LINK: CHEMSPIDER
57715
CH$LINK: COMPTOX
DTXSID9046029
AC$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$CHROMATOGRAPHY: RETENTION_TIME 13.0 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 316.0348
MS$FOCUSED_ION: PRECURSOR_M/Z 316.0347
MS$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$SPLASH: splash10-01b9-0790000000-a789e578dcf6568d7eb9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0153 C4H2+ 1 50.0151 3.57
51.0231 C4H3+ 1 51.0229 2.81
53.0387 C4H5+ 1 53.0386 1.95
115.0542 C9H7+ 1 115.0542 -0.14
138.0276 C8H4F2+ 1 138.0276 0.09
139.0538 C11H7+ 1 139.0542 -2.85
140.0492 C10H6N+ 1 140.0495 -2.25
141.0698 C11H9+ 1 141.0699 -0.47
142.0778 C11H10+ 1 142.0777 0.41
151.0184 C8H6ClN+ 3 151.0183 0.21
153.0574 C11H7N+ 1 153.0573 0.39
154.0651 C11H8N+ 1 154.0651 0.09
162.0106 C9H5ClN+ 3 162.0105 0.47
164.0261 C9H7ClN+ 3 164.0262 -0.51
165.0387 C9H5F2N+ 1 165.0385 1.23
166.0652 C12H8N+ 1 166.0651 0.45
167.073 C12H9N+ 1 167.073 0.3
168.0808 C12H10N+ 1 168.0808 0.03
169.0324 C11H4FN+ 1 169.0322 0.72
169.0448 C12H6F+ 1 169.0448 -0.03
169.076 C11H9N2+ 1 169.076 -0.15
170.0528 C12H7F+ 1 170.0526 0.88
170.0595 C11H8NO+ 1 170.06 -2.94
171.0478 C11H6FN+ 1 171.0479 -0.46
172.0555 C11H7FN+ 1 172.0557 -0.95
172.9966 C8H4ClF2+ 1 172.9964 1.27
174.0105 C10H5ClN+ 3 174.0105 0.04
175.0184 C10H6ClN+ 3 175.0183 0.41
176.0306 C10H4F2N+ 1 176.0306 -0.3
177.0392 C10H5F2N+ 2 177.0385 4.03
177.0573 C13H7N+ 1 177.0573 0.05
180.0212 C9H7ClNO+ 2 180.0211 0.68
182.0165 C9H6ClFN+ 3 182.0167 -1
182.0335 C10H5F3+ 1 182.0338 -1.68
182.0404 C12H5FN+ 2 182.0401 1.9
183.996 C8H4ClFNO+ 2 183.996 0.29
184.0365 C9H5F3N+ 1 184.0369 -1.9
184.0557 C12H7FN+ 1 184.0557 -0.13
184.9963 C9H4ClF2+ 1 184.9964 -0.76
185.0449 C9H6F3N+ 1 185.0447 0.94
185.0636 C12H8FN+ 1 185.0635 0.17
185.9918 C8H3ClF2N+ 3 185.9917 0.92
186.0353 C11H5FNO+ 2 186.035 1.73
186.0716 C12H9FN+ 2 186.0714 1.16
187.0556 C12H8FO+ 2 187.0554 1.13
188.0261 C11H7ClN+ 3 188.0262 -0.44
188.0428 C12H6F2+ 1 188.0432 -2.38
189.0385 C11H5F2N+ 1 189.0385 0.07
190.0463 C11H6F2N+ 1 190.0463 0.3
192.0011 C10H4ClFN+ 3 192.0011 0.3
193.0522 C13H7NO+ 1 193.0522 0.13
194.0406 C13H5FN+ 2 194.0401 2.76
194.0603 C13H8NO+ 2 194.06 1.6
195.048 C13H6FN+ 1 195.0479 0.47
196.0372 C10H5F3N+ 1 196.0369 1.68
196.0557 C13H7FN+ 1 196.0557 0.13
196.9964 C10H4ClF2+ 1 196.9964 0.05
197.0443 C10H6F3N+ 1 197.0447 -1.8
197.0635 C13H8FN+ 1 197.0635 -0.1
198.0116 C9H6ClFNO+ 2 198.0116 -0.38
198.0526 C10H7F3N+ 1 198.0525 0.4
198.0712 C13H9FN+ 1 198.0714 -0.83
200.0073 C9H5ClF2N+ 3 200.0073 0.15
200.026 C12H7ClN+ 2 200.0262 -0.52
201.0339 C12H8ClN+ 2 201.034 -0.34
202.0413 C12H9ClN+ 1 202.0418 -2.54
203.0492 C12H10ClN+ 1 203.0496 -1.91
204.0014 C11H2F2O2+ 4 204.0017 -1.51
204.0216 C11H7ClNO+ 2 204.0211 2.8
204.0626 C12H8F2N+ 2 204.0619 3.13
206.017 C11H6ClFN+ 4 206.0167 1.11
206.0414 C11H6F2NO+ 2 206.0412 1.18
207.0247 C14H4FO+ 4 207.0241 3.05
208.0371 C11H5F3N+ 1 208.0369 1.15
209.0448 C11H6F3N+ 1 209.0447 0.36
210.0119 C10H6ClFNO+ 3 210.0116 1.4
212.0074 C10H5ClF2N+ 3 212.0073 0.38
213.0381 C13H5F2N+ 1 213.0385 -1.77
213.0581 C13H8FNO+ 1 213.0584 -1.42
214.0461 C13H6F2N+ 1 214.0463 -1.04
214.0662 C13H9FNO+ 1 214.0663 -0.41
215.0541 C13H7F2N+ 1 215.0541 -0.03
216.0024 C9H5ClF2NO+ 3 216.0022 0.58
216.0375 C13H6F2O+ 1 216.0381 -2.88
216.062 C13H8F2N+ 2 216.0619 0.31
217.0698 C13H9F2N+ 1 217.0698 0.2
218.0375 C12H9ClNO+ 2 218.0367 3.36
218.0775 C13H10F2N+ 1 218.0776 -0.29
219.0247 C12H7ClFN+ 3 219.0246 0.7
220.0139 C9H6ClF3N+ 2 220.0135 1.51
220.0323 C12H8ClFN+ 2 220.0324 -0.23
220.0573 C12H8F2NO+ 2 220.0568 2.2
222.0119 C11H6ClFNO+ 3 222.0116 1.05
222.0526 C12H7F3N+ 1 222.0525 0.54
223.0429 C14H6FNO+ 2 223.0428 0.7
224.0074 C11H5ClF2N+ 4 224.0073 0.18
228.0215 C13H7ClNO+ 2 228.0211 2.07
230.0169 C13H6ClFN+ 3 230.0167 0.78
231.0245 C13H7ClFN+ 2 231.0246 -0.2
232.0138 C10H6ClF3N+ 2 232.0135 1.13
232.0321 C13H8ClFN+ 2 232.0324 -1.04
234.0529 C13H7F3N+ 1 234.0525 1.49
234.0732 C13H10F2NO+ 1 234.0725 3.09
235.0603 C13H8F3N+ 1 235.0603 0.06
236.0682 C13H9F3N+ 1 236.0682 0.21
237.0152 C12H6ClF2N+ 3 237.0151 0.11
237.0763 C13H10F3N+ 1 237.076 1.37
238.0225 C12H7ClF2N+ 2 238.023 -1.93
242.0183 C11H7ClF2NO+ 3 242.0179 1.88
243.0056 C11H5ClF3N+ 2 243.0057 -0.3
243.0493 C14H7F2NO+ 2 243.049 1.1
244.0137 C11H6ClF3N+ 2 244.0135 0.58
247.0445 C13H7F2NO2+ 1 247.0439 2.36
248.0273 C13H8ClFNO+ 2 248.0273 -0.02
249.0158 C13H4F3O2+ 3 249.0158 0
250.0231 C13H7ClF2N+ 3 250.023 0.56
256.0137 C12H6ClF3N+ 1 256.0135 0.75
263.0551 C14H8F3NO+ 1 263.0552 -0.65
269.0214 C13H7ClF3N+ 1 269.0214 -0.01
270.0283 C13H8ClF3N+ 1 270.0292 -3.36
PK$NUM_PEAK: 120
PK$PEAK: m/z int. rel.int.
50.0153 232400.8 12
51.0231 196499.7 10
53.0387 2593762.2 139
115.0542 79051.2 4
138.0276 802785.2 43
139.0538 63347.3 3
140.0492 248589.3 13
141.0698 464469.3 24
142.0778 144618.2 7
151.0184 1132970.2 60
153.0574 39595.5 2
154.0651 176417.2 9
162.0106 825245.5 44
164.0261 1786416.1 96
165.0387 140275.2 7
166.0652 1739037.1 93
167.073 10235283 550
168.0808 18060258 971
169.0324 277834.9 14
169.0448 42833.8 2
169.076 70413.5 3
170.0528 603340.3 32
170.0595 63183.1 3
171.0478 52070.4 2
172.0555 399357.8 21
172.9966 509816 27
174.0105 1036724.1 55
175.0184 1300503 69
176.0306 169235.6 9
177.0392 270390.5 14
177.0573 452857.2 24
180.0212 169260.1 9
182.0165 415083.1 22
182.0335 300660.4 16
182.0404 41967.5 2
183.996 590243.3 31
184.0365 119530 6
184.0557 197028.9 10
184.9963 417746.8 22
185.0449 1573570.2 84
185.0636 881583.8 47
185.9918 322332 17
186.0353 42883.6 2
186.0716 65044.9 3
187.0556 198395.5 10
188.0261 4484788 241
188.0428 271488.4 14
189.0385 4009198.5 215
190.0463 363159 19
192.0011 1508519.6 81
193.0522 161656.5 8
194.0406 42819.9 2
194.0603 173040.5 9
195.048 1096268.6 58
196.0372 64193.6 3
196.0557 873095.1 46
196.9964 159973.3 8
197.0443 172334 9
197.0635 2861916.2 154
198.0116 139767.8 7
198.0526 382311.3 20
198.0712 439075.5 23
200.0073 862611.6 46
200.026 216780.8 11
201.0339 4489598.5 241
202.0413 3928120 211
203.0492 634349.1 34
204.0014 712522.8 38
204.0216 200165.9 10
204.0626 80135.5 4
206.017 351446 18
206.0414 530233.9 28
207.0247 42922.1 2
208.0371 281726.2 15
209.0448 1339201 72
210.0119 537546 28
212.0074 4656171.5 250
213.0381 53084.2 2
213.0581 40658.7 2
214.0461 467379.8 25
214.0662 47391.2 2
215.0541 2810831.8 151
216.0024 172286.8 9
216.0375 291385.8 15
216.062 3252803.5 175
217.0698 1156412 62
218.0375 81491.4 4
218.0775 50384.6 2
219.0247 414901.8 22
220.0139 64550.4 3
220.0323 80866.7 4
220.0573 54624.3 2
222.0119 566056.6 30
222.0526 3864834.5 207
223.0429 51504 2
224.0074 18564274 999
228.0215 64668 3
230.0169 1633395.5 87
231.0245 184184.8 9
232.0138 4175160.5 224
232.0321 2726139.8 146
234.0529 160284.4 8
234.0732 48842.7 2
235.0603 1025076.2 55
236.0682 1717250.1 92
237.0152 2296200.5 123
237.0763 321186.1 17
238.0225 49221.7 2
242.0183 46436.1 2
243.0056 60674.2 3
243.0493 68999.9 3
244.0137 3099246.8 166
247.0445 77061.4 4
248.0273 42004.3 2
249.0158 45274.1 2
250.0231 3056519.8 164
256.0137 189089 10
263.0551 46841.9 2
269.0214 61977.8 3
270.0283 59977.2 3
//
